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Part 1
Bailey writes online about her son's 19 year old black friend that has flirted with her. As he keeps trying, Bailey finds herself more and more attracted to the younger man. After more flirting and their growing chemistry, Bailey nearly submits to her urges, only just barely able to stop herself. She invites him around to talk about it and ends up sucking his dick and letting him lick her pussy. After arguing with herself, she books them both a hotel room where they finally have sex.
Mommy Falls For Black Part 2
Thank you to Oldbroad76 for proofreading.
CHAPTER 1
Questions of a Widow
"Hey, what are you up to today?" Callum asks on the phone to Bailey.
She's sitting in her living room watching TV when she answers.
"Not much, just a chilled one, I think." She tells him.
"Do you want to meet and do anything?" He asks. It sounds as though he's out walking.
"What are you up to now?" She asks him, pausing the TV.
"Just finished a run. I've got no plans, so thought I'd call you." He says.
Bailey looks around. She knows that her son, Michael, is upstairs, so she doesn't want him to hear her talking to his friend.
"Erm, I don't know if that's the best idea." She whispers down the phone.
"Oh right, fair enough." He replies with clear disappointment in his voice.
"Not that I don't want to," Bailey says back to reassure him. "I just don't want to risk getting caught."
"I get it, don't worry. But we can meet up again soon, yeah?" He asks her.
"Definitely!" Bailey replies.
"Cool, catch you later." Callum says, putting the phone down.
Bailey presses the play button on the remote and sits back, drinking her tea. It's been a week since her night, and morning, of passion with Callum. Although she hasn't stopped thinking about it since, she still argues in her head whether it was really a good idea or not.
Suddenly, she hears footsteps banging down the stairs, and she sits up, waiting for Michael to arrive.
"Morning." He says, walking past the living room and to the kitchen.
"Morning." Bailey shouts back.
Michael comes back into the living room with a bowl of cereal and sits down on the leather armchair.
"What you up to today?" He asks his mum between bites.
"Not a lot. What about you?" Bailey asks him.
"Same." He replies, devouring his breakfast.
"How about we spend some time together? A little mother son day?" Bailey asks, wanting to reconnect with her son after finding out he has a secret girlfriend from Callum's parents.
"Er sure." He replies as a teenager does, probably not too thrilled to spend a weekend with his mum.
"Great. I'll get showered, and we can go out somewhere." Bailey says, standing up.
Getting into her room, Bailey looks at her phone and sees a text has come through from Callum.
"Hey beautiful, I can't wait to meet up again. Let me know next time you're free." It says.
Oh god, what am I going to do? Bailey thinks.
She gets into the shower and washes herself, but as she cleans her body, she closes her eyes and thinks of having Callum in the shower with her.
Before leaving the hotel room last week, she was shocked to feel his hands on her as she washed herself. She remembers getting onto her knees and taking his big, black cock into her mouth as the water hit her head.
Then, he turned her around and fucked her.
God, his cock is so good! Bailey thinks, sliding a finger inside of her wet pussy.
No, come on Bailey, you're spending today with your son! She thinks, fighting the urge to make herself cum.
After getting dressed, she goes downstairs and sees Michael watching TV.
"So, what do you want to do?" She asks, sitting next to him.
"Not sure. What about you?" He asks back.
"Should we go to the shops?" Bailey suggests.
"Sure." Michael replies.
They both head out, and Bailey drives them to the shops. They walk around for a little while and Bailey treats him to a new shirt. Then they stop and have a coffee. Sitting down, they make their order and are met with a little awkward silence.
"So," Bailey starts, "I heard that you have a girlfriend?"
"What?!" Michael says in shock. "Who told you?"
"Oh Michael, you can tell me, you know!" Bailey tells him. "You don't have to hide her from me."
"I know, I know." Michael says hanging his head, obviously a little embarrassed.
"So, tell me about her." Bailey says, pushing for information.
"She's er, she's nice." Michael whispers.
"Come on, Michael. You can talk to me." Bailey encourages him again. "What's her name?"
"Denise." Michael tells her.
"That's a nice name. What's she like?" Bailey asks.
"She's nice. She isn't too into rugby though, but we still get on." Michael says.
"So, when do I get to meet this Denise?" Bailey asks him, wanting to meet his new girlfriend.
"Not any time soon." Michael scoffs.
"Oh come on, I want to meet her!" Bailey tells him, jokingly hitting his arm.
"Mum, I'll bring her round some time. Just don't make a big deal out of it, okay?" He asks.
"That's fair enough," Bailey says with a smile. "Look at you with a girlfriend. You're so grown up."
Saying this, Bailey remembers that Callum is the same age, and she feels a little bit of shame hit her.
"What about you?" Michael suddenly asks.
"What about me?" Bailey questions.
"Any more dates lined up?" He asks her. "I assumed last weekend you were with a guy and just didn't want to tell me."
Oh no, I should've known he could guess that!
"I told you, I was just seeing the girls." Bailey tells him, although she feels even worse for lying to him again.
"Come on, mum." Michael says.
"What?!" Bailey questions, knowing her son doesn't believe her.
"You are happier than I've seen in a long time after that night," He says with a blunt tone. "It's fine. I want you to be happy."
"Michael, I... I don't know what to say." Bailey tells him, almost wanting to just admit what she's done.
"Honestly mum, if you're seeing someone, you don't have to hide him from me." Michael tells her, making Bailey feel happy for having such a nice son, but at the same time even worse for lying to him. "Just, don't expect me to call him dad." He says with a laugh.
Oh, for fuck sake! Could this be any worse!
"Don't worry about that." Bailey says, trying to brush it off.
Bailey tries to change the subject and not talk about dating for the rest of their time at the coffee shop. After that they head home, and Michael goes to the stairs.
"Hey, thanks for today." Bailey says to him before he goes.
"No problem. It is fun." Michael says and runs up to his room.
Oh Bailey, what are you doing getting involved with your son's friend, She thinks while sitting on the sofa, This has to be the dumbest thing I've ever done.
Looking at her phone, she still hasn't replied to Callum. She just goes over her messages with him, reading her talking about how horny she gets because of him and how much she wants him.
Deep down, she still has those feelings and would love nothing more than to keep meeting up with the young, amazing man. However, she knows it's not a good idea.
Needing to get her feelings off her chest, Bailey goes onto her laptop and starts to write another post.
38Woman:
"So, I did it! I slept with my son's friend! To tell the truth, it was amazing! After never even thinking of sex since my husband died, it just filled every need I could wish for! He is an amazing, nice and kind man.
However, he is my son's friend. Although my son is supportive and nice, I don't think he will be very happy about me sleeping with his friend! So, I have to end it.
I don't want to, and I know it will be hard to tell him, but what else can I do? Just keep fucking my son's friend and lie to him for god knows how long! I can't.
It was just a one night and day of passion, and that's it. Maybe that's all I get. Maybe I can find someone my own age to satisfy me! Here's hoping anyway!"
CHAPTER 2
The Difficult Chat
Bailey spends the week trying to forget about everything going on with Callum. She doesn't replies to his texts, although she hates the idea that she's ghosting him, but she's still trying to find the courage to end things.
All day at work she thinks about him, about her situation, and about what she's going to do. She can tell that her work is affected by it, as her mind is elsewhere all day every day.
What's worse, Michael asks a few times about the guy she's dating! Bailey plays it off as though she isn't dating anyone, but she knows he doesn't believe her.
She doesn't make herself cum again either. Since Callum started flirting with her, it was as though her sexual desires came back to the surface, and she orgasmed multiple times a day, but now it's like she's reverted back to her older ways.
Friday night, Bailey is sat watching TV in her silk pyjamas, and suddenly the door opens, and she hears multiple voices walking in.
Oh no! She jumps up, That's Callum's voice!
Looking around the corner, she sees Michael, Callum, and another friend taking their shoes off. She darts back into the living room, brushing her hair as she tries to calm herself down.
"Hey mum!" Michael shouts from the hall.
"I-in here." Bailey shouts back.
"Hey, is it okay if the guys are around?" Michael asks, walking in.
Sitting on the sofa, Bailey watches her son walk in, and then Callum follows behind.
His big, strong body walks in, shooting her a huge smile that instantly makes Bailey feel weak.
Why is he so attractive! Bailey says to herself, feeling herself getting turned on just by looking at him, and flashes of their night together go through her mind.
"Mum?" Michael asks, bringing her back to reality.
"Oh yeah, sorry. That's fine." She stutters out. "I'll leave you to it." She says.
Keeping her eyes locked on the ground, she walks past them.
"Thank you, Bailey." Callum says to her.
Bailey doesn't look at him. Instead she rushes upstairs into her room. She jumps onto her bed and hides her face against the pillow.
Bailey, you fucking idiot!!! You've really fucked things up!! She argues to herself.
Lying there silently, she can hear all the boys talking downstairs. She listens to Callum's voice while thinking of them together in the hotel room. Feeling his body on hers, his big, black cock inside of her as they passionately have sex.
Fuck sake! Bailey thinks, finding herself getting turned on thinking about him.
Grabbing her headphones, she tries to listen to a show on her phone to drown out hearing Callum's voice.
Even though she can no longer hear him, it doesn't stop her thinking about him. Thinking of his big, strong arms on her.
Suddenly, her phone vibrates in her hand.
"Hey, sorry I didn't give you a heads up that I was coming around. It's just I haven't heard from you in a while." It is a text from Callum.
She goes to type back to him.
"Hey, can you meet me up here? Tell them you're going to the bathroom or something." She replies.
He replies back that he will do it.
Okay, this is it, Bailey. Time to end things. She psyches herself up.
With her ear against the door, she can hear footsteps coming up the stairs. She opens her door just in time for Callum to walk past. She grabs him and pulls him in.
"Oh thank god, I've been wanting to be alone with you for so long." Callum whispers, putting his hands on her body, leaning in, and planting his lips against her.
Oh god Bailey thinks to herself, instantly getting lost while feeling his hands against her body, his lips against hers. She accidentally kisses him back for a moment before coming to her senses and pushing him back.
"No Callum. Sorry, I can't." She tells him.
"What? Because Michael's downstairs? I'm sure we can have a few minutes." He says with a grin on his face.
"No Callum," Bailey says putting her hand on his solid chest. "I mean this, us. I can't do it anymore."
This time, Callum takes a step back with a surprised look on his face.
"What do you mean?" He asks.
"I don't think we can carry on anymore. I'm sorry." Bailey says, not even able to look him in the eyes.
"But... didn't you enjoy the other night?" He asks, clear sadness in his voice.
"I did," Bailey tells him. "I loved it! But I can't. It's wrong! I can't do that to Michael."
"Why? He doesn't need to know!" Callum tries to argue.
"I can't keep lying to him. I'm sorry, Callum." Bailey whispers, knowing that she doesn't want to have this conversation but has to.
"Bailey," Callum whispers, "I don't want this to end."
"Neither do I, but we have to." Bailey tells him.
"Okay," He whispers. "If you change your mind, call me." He says and leaves the room.
Bailey can feel her eyes welling up, hating that she's just hurt him. Hating more that she can't continue with what she wants.
This is the right decision. She says to herself, getting back onto the bed.
She can still hear Callum's voice downstairs, albeit a little quieter.
Knowing that she's done the right thing, Bailey closes her eyes and lets her imagination take over.
What I would've done to just let him have me then, to let him keep kissing me, feeling his hands all over my body. Oh god I would've loved to have just gotten on my knees and taken him in my mouth. To throw him onto the bed and sit on his cock again like I did in the hotel room!
Bailey reaches into her drawer and pulls out her vibrator. She pulls off her silk shorts and spreads her legs. Pressing the vibrator against her clit, she turns it on whilst remembering her time with Callum.
"Oh god." She whispers, thinking of the first time Callum went inside her. Feeling his big, black cock going all the way into her pussy.
She presses the vibrator over and over against her throbbing clit, allowing the pleasure to shake through her body.
She thinks of being on her hands and knees and having Callum fucking her from behind. Feeling him pulling her hair back as he fucks her properly.
"Fuuuuucckkk." Bailey whispers as the orgasm hits her. Her chest heaves up and down, and her legs firmly push together as she cums.
Putting the dildo away, she puts her headphones back in and tries to go to sleep, knowing she has made the right decision.
CHAPTER 3
One Shit Date
It's been two weeks since Bailey broke things off with Callum. Every night she finds herself reading their texts, writing out a message to send to him, but then deleting it.
Every inch of her being just wants to meet him and see him again, but she stops herself every time.
She goes back onto the dating apps, and although she chats to a lot of men, none of them are of any interest to her. There is never anything wrong with them, but Bailey just keeps finding herself comparing them to Callum and then getting bored of the men.
One day, Bailey decides she needs to stop thinking about him to move on. So, she finally agrees to go on a date with one, a man named Thomas.
"Okay hun, I'm going out." She says, coming down the stairs and shouting to Michael.
He comes out of the living room and sees his mum dressed in a long, black dress and high heels with a face full of make up.
"Wow, check you out!" He says to her. "Is this for the new boyfriend?"
"This is a first date actually." She tells him.
"Well, you look amazing." Michael compliments her.
"Thank you. I shouldn't be too late." She tells him.
"Well, have fun. I'm not doing anything tonight." He tells her and goes back into the living room.
Getting into the taxi outside, Bailey sets off for her date.
Right, no comparing him to Callum. Just try and have fun and keep an open mind. Bailey says to herself in the taxi.
It eventually pulls up to a restaurant, and she sees this Thomas standing outside wearing a nice shirt and trousers.
"Bailey?" He asks as she gets out of the taxi.
"Yes, Thomas?" She asks.
"Yes, it's nice to finally meet you." He says, pulling her in for a hug.
Bailey wraps her arms around him and instantly acknowledges that he is not as big as Callum.
No Bailey! Stop it!
They get inside and take a seat.
"Sorry, I'm a little nervous." Thomas tells her.
Bailey already knows that he is 40 years old and has a son that's 20. Being fairly similar, Bailey thinks they should be a good match.
"It's okay, I'm pretty new to the dating scene." Bailey tells him.
"Okay fair enough," He replies. "So did you tell your son where you're going tonight, or did you make something up like I did?" He says with a laugh.
"Oh god no, he knows." Bailey laughs back.
A glass of wine comes for Bailey, and Thomas has a beer.
"So, when did you and your husband break up?" Thomas asks her.
So far, Bailey hasn't told any of the men she has spoken to about her husband dying as she doesn't want it to be a mood killer, however she can't find a way out of this question.
"He erm... passed a little over a year ago." She whispers to him.
"Oh god I'm so sorry!" He tells her.
"It's fine, honestly. You didn't know." Bailey tells him.
"Well, I'm sorry anyway. That must've been hard for you and your son?" He asks her, although Bailey definitely doesn't want to talk about it.
"It's okay. I'd rather not talk about it." Bailey whispers back whilst sipping her wine.
They carry on making conversation whilst Bailey has two more glasses of wine. By then, her thoughts are constantly of Callum.
This Thomas, he's so nice and clearly kind. But... He's not Callum. I'm not attracted to him. I just want Callum. Bailey thinks.
The night starts to come to an end, and Bailey can barely even pay any attention to Thomas. She's just thinking of Callum the whole time.
"This is really fun." Thomas says as they step outside.
Oh god, he's going to try and kiss me. Bailey panics as Thomas stares at her.
She gives him a quick hug to break the awkwardness.
"Thank you for a great night." She tells him and pulls away.
"We should do it again some time." He says with a smile.
"Erm, sure. I'll call you." Bailey says and opens the door to a taxi.
"I look forward to it!" He shouts as the door closes.
"Where do you want to go?" The taxi driver asks Bailey.
Where do I want to go? She thinks.
Twenty Minutes Later
Bailey closes the taxi door as she steps into the cold wind. Only the streetlights are illuminating the area as it's too cloudy even for the moon to get through.
Grabbing her phone, she starts to call.
"Hey." She hears Callum's blunt voice answer.
"Hey, come outside." She says.
"What?" He asks, obviously confused by this.
"Come outside!" She repeats herself.
"Why?" He asks, a bad tone in his voice.
"Can you come outside? I'm fucking freezing!" Bailey says to him down the phone.
"Wait, you're here?" He asks, and she can hear him starting to move.
She sees his front door open, and he sees her standing at the end of the drive.
"Can you drive?" Bailey asks him, wanting to be alone and out of the cold.
"Sure, get in." He says.
Luckily, he's dressed in jogging bottoms and a hoody, so he doesn't have to go back in.
Bailey rushes and gets into the passenger side, and both close the doors behind them.
"What do you want?" He asks her, their last conversation clearly still upsetting him.
"Can we drive for a bit, get some privacy?" Bailey asks him.
"Sure." He replies and turns the engine on.
Bailey turns on the vents and puts her hands to the warm air.
"So, how've you been?" Bailey asks him.
"What do you want, Bailey?" He replies back, ignoring her question.
"I'm sorry," She says. "I just... want to see you."
"You can't do this, Bailey. You can't play with me like this." He argues.
"I know, I'm sorry, it's just..." Bailey pauses, not sure if the alcohol is making her braver, but knowing she has to tell him, "I have just been on a date."
"Oh great," Callum moans. "I really want to know." He says sarcastically.
"No!" Bailey shouts and looks at him. "All I could think about was you!"
"What? Seriously?" Callum asks, his tone a little happier and a smile emerging on his face.
Bailey can feel all of her emotions coming to the surface. Although part of her doesn't think it's a good idea, she can't stop herself.
"I haven't stopped thinking about you since we last spoke." She admits.
"But you said it's not a good idea." He tells her.
"I know what I said, but I can't help it." She tells him.
He must be able to sense the sadness in her voice.
"So, this date is a dud?" He asks with a cocky attitude.
"He is fine, but he just isn't you." Bailey tells him, staring at his beautiful face as he drives.
"I've missed you." Callum admits. "Even just not talking to you. It's been weird, like I have no one else to talk to."
"I know what you mean." Bailey tells him. "I've been speaking to guys on dating apps, but I just keep comparing them to you."
"So, what do you want to do?" Callum asks her.
"I don't know. I just know I'm not ready for this to end." Bailey admits.
Callum's car starts to slow down, and Bailey realises he is parking in an empty car park. There is no lighting and outside is pitch black.
Bailey reaches over and undoes Callum's belt. She lightly grabs onto his face, feeling his smooth, dark skin in her hand. Turning him to face her, she stares into his dark, beautiful eyes.
"Are you sure?" He asks her.
"Shhh." She whispers and leans forward, pressing her lips against his.
Oh god, I've missed this so much! Bailey thinks as she keeps pressing her lips against his, kissing this young black man.
Bailey opens her mouth and pushes her tongue inside of his. Making out with Callum, his hand reaches over and lands on her thigh, instantly sending sparks through Bailey's body.
"Mmmm." Bailey moans into his mouth as they make out in the warmth of his car.
Her hand goes lower, and she feels his hard cock over his jogging bottoms.
"Oh god, Bailey." He whispers into her mouth.
She tightens her grip and holds onto his big, hard cock.
I've definitely missed this! She thinks.
"Mmmm." Callum moans as Bailey holds his hard cock.
She reaches up and grabs onto his waist band and tries to pull it down.
"Are you sure?" He asks, stopping her kisses.
She's looking dead into his eyes.
"I'm sure." She tells him, reaching under his jogging bottoms and taking his hard cock in her hand.
It feels so warm, thick and fucking perfect! Bailey's body is on fire just holding him again in her hands.
She grabs onto his bottoms and pulls them down. Callum sits up and allows her to take them off. Bailey looks down and takes a moment to stare at his big, black, perfect cock.
She sits up and gets onto her knees on the chair. Looking at Callum, she pulls loose bits of her hair back and smiles at him.
"Just enjoy." She whispers.
Opening her mouth, she holds onto his cock and lowers her head.
She feels it pass her lips as his spongy head hits her tongue, and she wraps her lips around his shaft.
"Oooh god." Callum moans from Bailey's warm mouth around his cock.
"Mmmm!" Bailey moans, definitely having missed having him in her mouth.
She slowly runs her tongue along the top of his cock head, tasting his precum that fills her senses. Her hand holds onto the base of his cock, and she opens her mouth to take more in.
She presses her tongue around his thick shaft as she slowly starts to bob up and down.
"Fuck, that feels so fucking good." Callum moans.
"Mmm." Bailey moans back over his cock, loving having him back in her mouth.
She ever so slowly bobs up and down on his cock, twisting her lips around his shaft as she runs her tongue all over him.
Pulling back, she lightly spits onto the head and uses her hand to spread it around his cock.
"Oh god, yes." Callum moans, and Bailey smiles to herself for giving him so much pleasure.
Her wet, plump lips are tightly wrapped around his cock as she lovingly sucks him off. Bailey can feel Callum's hands rub down her back until he manages to grab her arse.
I can't believe I'm doing this, how could I ever want this to end? Bailey thinks as she gives him a loving blowjob.
The idea of time seems to disappear as Bailey's sole focus is pleasing this perfect man's cock.
"Bailey, I won't last much longer." Callum pants out.
"Cum in my mouth." Bailey says, pulling herself away from his cock only for a second to get back to sucking him off.
"Oh yeah, oh fuuuuucckkk." Callum grunts, and Bailey feels the first hit of his thick, warm delicious cum hitting her mouth.
Over and over his cock fires cum into her mouth, and Bailey swallows down every perfect drop as she keeps sucking up and down on his dick, making sure to drain every drop from his perfect balls.
She rubs her tongue all over his cock, even as it starts to grow soft in her mouth. Bailey sits up and wipes the slight bit of spit from her chin, and then she smiles at the younger man and gives out a little chuckle.
"Well, I didn't expect that." Callum says, panting for air.
"I wasn't expecting it either. I just couldn't help myself." Bailey tells him.
"Your turn." Callum says with a huge grin.
"No, it's okay. I want to do that to make it up to you." Bailey tells him with a smile.
"Are you sure?" Callum asks, clearly not wanting to leave her disappointed.
"I'm sure. Let's go back. I need to get home before Michael realises I'm out late." Bailey says.
"Probably a good idea." Callum says and turns the engine on.
On their drive back, Bailey places her hand onto Callum's thigh. She doesn't understand it, but she just loves being able to touch him.
Pulling up down the road from Bailey's house, Callum stops the car and looks over to her.
"So, what now?" He asks.
"What do you mean?" Bailey replies.
"Well, are we carrying on?" He questions her.
"I'm not ready for this to end yet. I see that now." Bailey admits.
Suddenly, Callum leans in and kisses her. Pulling back, he gives her a huge smile.
"Great." He says.
Bailey gets out of the car and walks back to her house in the cold. Getting through the door, she's grateful to realise that Michael is already in bed.
She takes off her dress and lies down in her warm, comfortable bed. As she goes to put her phone on charge, she receives a text.
"Hey, I'm really glad you came round. I've missed talking to you. I hope you have a great night's sleep." It's from Callum.
Smiling to herself, Bailey starts to type her reply.
"I'm glad I came over too. I've missed you. I'll text you tomorrow." She replies.
Putting her phone down, Bailey can't stop herself from smiling as she slowly falls asleep.
CHAPTER 4
Working From Home
Bailey wakes up to her alarm at 7am. Turning it off, she sits up in her bed and makes the decision to work from home today. Luckily, her laptop is next to her bed, so she doesn't even have to get up to start working.
It's not until 9am that she goes downstairs to make herself a cup of tea and some toast. Planting herself on the sofa, she carries on working.
"Michael?!" She shouts up the stairs.
Is he in? She thinks.
Tying her robe around her, she walks up and knocks on his door.
"Michael?" She asks, opening his door and looking into his room, but it's empty.
Thanks for letting me know you're going out. She thinks to herself.
Going back downstairs, Bailey starts to work when the thought of Callum comes to her head. She grabs her phone and starts to text him.
"Hey, what are you up to?" She texts.
It's nearly 10 minutes later when he replies.
"Not much, only have one class today and then done. What about you?" He asks her back.
Feeling a little horny and naughty after seeing him last night, Bailey opens up her robe and takes a photo of her sat in her silk pyjamas, undoing the top few buttons to show off her cleavage.
"Just working from home, on my own." She replies.
It's only a few seconds when she gets his reply.
"Oh my god! What time do you want me over??" He texts.
Can I? Bailey thinks to herself.
With a huge smile, she texts him back.
"When does your class finish?" She asks.
"I should be done by 11am." He replies.
I know I'm not ending this thing with Callum, plus it's only sex so what's the harm. Bailey thinks to herself.
Making sure to play it safe, Bailey calls her son.
"Hey mum." He answers.
"Hi hun, what are you up to?" She asks him.
"Out with Denise. Is that okay?" He replies.
"Of course. Are you coming home today?" She asks, trying not to give anything away in her voice.
"Not until late." He tells her.
"No problem. Text me when you're on your way back, and I'll get your dinner ready." She tells him, and they both put their phones down.
"Perfect, Michael is out all day, so tell me when you're coming over!" Bailey texts to Callum.
"Will do, beautiful." Callum replies.
Bailey tries to focus on her work, but she can't. Knowing that Callum is coming over has her too hot and bothered to concentrate.
With her laptop on the arm of the sofa, her hand slowly works its way down her shorts, and Bailey starts to lightly rub her already swollen clit.
"Oh god." She pants out. Images of Callum flash through her head as she slowly touches herself.
Why can't I have a little fling, ease myself into the dating life! Bailey justifies to herself.
It only takes a few minutes for her to get close to cumming, but she pulls her hand away, knowing she wants to wait for Callum.
Bailey barely manages to get any work done as she's constantly looking at the clock, waiting for her text from Callum.
By half 10 in the morning, Bailey is a mess of pure horniness.
I know! She thinks, a wicked and kinky idea coming to her head.
Running upstairs, Bailey rummages through her drawer until she pulls out her butt plug.
He'll love this! She thinks to herself.
Ripping off her pyjamas, she grabs her lube and squirts it all over the plug, and then with one finger she rubs it over her smooth arsehole.
A single finger slides inside of her arse, and Bailey bends over.
Oh god, yes! Bailey moans out, pushing her finger deeper into her arsehole, slowly pushing it in and out, fingering herself.
Eventually, she has to force herself to stop and presses the plug against her hole. With a little force, Bailey feels her arse open up and accepts the toy inside of her.
"Mmmm!!" Bailey moans as her arse stretches around it.
She stands up, and the toy stays firmly inside of her.
Fuck, I forgets how good that is! She thinks to herself.
Bailey grabs her robe and covers her naked body before making her way back downstairs. Sitting on the sofa, the plug pushes deeper into her arse and makes her give out a little moan.
This is so fucking hot!! Bailey thinks, sitting there nearly naked with her arse filled as she waits for a young black man to come fuck her!
Although Bailey tries to do some work, the fact that she is waiting for her young lover makes her brain work slower. She constantly clenches her arse around the plug, which would make her pussy leak even more.
When the doorbell rings, she practically jumps off the sofa. Her heart is beating out of her chest as she goes to answer it.
There he is, Bailey thinks. Her heart swoons when she sees Callum's beautiful, chocolate face and his smile that could melt anyone's heart. He's perfect.
"Well, aren't you a sight for sore eyes." Callum whispers.
Bailey smirks at her young lover as she silently unties the rope around her robe and lets it fall to the ground, revealing her ready, naked body. Even though the door is wide open and anyone walking past would see Bailey in all her glory, she doesn't care. The look of shock and excitement on Callum's face is worth it.
"Fuck." Callum whispers.
"No, fuck me." Bailey whispers.
Bailey could only imagine what is going through his head, imagine being 19 years old and opening the door to an older woman who is completely naked and ready to be fucked.
She reaches forward and grabs his shirt to pull him inside as the door shuts behind him. Callum's senses finally kick back in, and he grabs onto Bailey's waist. He leans forward, and his thick lips press against hers.
They don't need any build up. Bailey is already a complete mess of lust, and she aggressively kisses him back. She opens her mouth and pushes her tongue inside of his.
"Oh god," Bailey moans into his mouth. "I need you."
She grabs Callum's shirt and pulls it over his head before throwing it onto the ground. Her pale, soft hands run all around his ebony body. She feels every muscle on this godlike man as his hands grope and grab onto her.
"Oooohh!" Bailey moans when his thumbs massage her stiff nipples.
Callum takes control, just how Bailey likes it, holding onto her as he pushes Bailey's back against the wall in the hallway while his tongue delves deep into her mouth.
"Mmm." Bailey moans again, loving being manhandled by this young guy.
"Oh god, Bailey," Callum moans. "You're amazing."
She reaches for his pants and slides a hand inside. It comes as no surprise that his black snake is already rock hard, which Bailey gleefully wraps her fingers around. As they passionately make out, she strokes his length, and his precum leaks onto her palm and spreads around his shaft.
After a minute of stroking his cock, Bailey pushes on Callum's chiselled chest until he is in the middle of the hallway. She smiles at her black lover and uses a hairband to tie her hair into a ponytail. Without saying a word she sinks to her knees right there in the hallway.
"Oh god, Bailey!" Callum gasps as he realises what she is doing.
"If you couldn't tell," Bailey tells him and pulls his pants to his ankles, unleashing his beast, "I'm very horny."
Her eyes lock onto the majestic object that is Callum's cock. Her fingers grip his shaft, and without a second to lose, she wraps her plump lips around him.
"Fuuckkk!" Callum moans.
"Mmmm!" Bailey moans.
Her tongue snakes around his thick head and devours his delicious precum. Bailey gathers spit onto her tongue and spreads it around his ebony shaft and starts to bob up and down on it. Callum gently rests his hands onto her head, not applying any pressure but just holding her.
Up and down the mother's mouth moves as she aggressively sucks his dick. Each time she takes him a little deeper. It's like a burning need to give this man as much pleasure as she possibly could.
"Gllg!" Bailey suddenly gags when she delves too deep, and her head instinctively pulls back.
Her lips glisten with spit, as does his cock.
"Sorry." She pants.
"Don't you ever apologise." Callum tells her.
Bailey's right hand pushes his wet cock upwards, and she leans towards his heavy, black balls. She lightly sucks them into her mouth while using her tongue to massage the egg shaped objects filled to the brim with his cum.
"Fucking hell!" Callum grunts. "That... that feels so good!"
Knew I still has it in me.
"Mmm." Bailey moans as she sucks and licks Callum's balls.
After a few minutes they are dripping in her spit, and she pulls her head away.
"Okay, I need this in me." She tells him.
Callum lifts Bailey to her feet and kisses her. With her wet mouth, their making out is sloppy and loud as they move towards the living room.
Once they make it to the sofa, Bailey separates herself from Callum's body and gives him a very seductive smile. As she steps back, his eyes roam around her naked body.
"I have another surprise for you." She whispers.
Callum's eyes remain locked on Bailey as she turns away from him, bending over and placing her hands onto the sofa with her plump arse pointed straight at him.
"Is that..." Callum gasps.
"Don't have any ideas," Bailey tells him. "This plug is nothing compared to your cock. No way that is fitting in there."
She feels his presence close, and his hands grabs her arse as he gives her a light, playful spank.
"We'll see about that." He whispers.
He fingers the butt plug filling Bailey's arsehole. He pushes and pulls on it, which makes Bailey's body quiver with excitement.
"Callum..." Bailey pants, "Please... I need you in me."
Callum teases his thick head against her wanton pussy. He drags it up and down her soaked folds and against her throbbing clit, which makes her legs shake.
"What do you want?" Callum whispers.
"Your cock!" Bailey moans. "Stop teasing me!"
He slips just the head past her lips, and Bailey is ready to let out a loud moan until he pulls back again.
"You fucker!" Bailey pants. "Fuck me!"
"You really want it, don't you?" Callum whispers as he still teases her pussy with his big cock.
"You know I do," Bailey moans. "Please Callum, you know I need your cock! It's all I want!"
Callum's grip on her hip tightens, and his head rests against her opening.
"And you're all I want." Callum whispers.
He thrusts forward and sinks his entire big, black cock deep inside Bailey's moist, tight pussy.
"Ooooh, fuuuck yeeess!!" Bailey roars.
Her back arches, and her head flies back as her entire insides feel filled with Callum's glorious sex.
"God, you feel so good!" Callum moans.
He holds himself balls deep inside Bailey, feeling her pussy twitch around his girthy cock. The air is forced from Bailey's lungs from being so full, she feels herself gushing around him.
When he pulls back slowly, Bailey's pussy lips grip around his cock until just the head is left, and he slowly pushes back inside of her.
The feeling of his thick, ebony cock sliding in and out of her tight pussy mixes with having her arse filled with a plug, all of it giving Bailey overwhelming pleasure.
"Ooooh, that feels so good!!" Bailey moans.
As Callum increases his pace until he is fucking the older woman, the pleasure in Bailey's body forces her hands to grip onto the sofa and slap against them.
"Oh my god! Oh my god! Oh my god! Callum! Oooh fuck, Callum!" Bailey moans.
A big, strong hand reaches around and grabs Bailey's bouncing tits, gently pulling on one of her nipples.
"God, you're so fucking hot!" Callum moans.
"Yes! Yes! Ooh, right there!! Mmmmf, fuck Callum!" Bailey shouts.
The pleasure throughout her body stops her from thinking of anything else to say. The build up before Callum showed up, the plug in her arse, the fact that she has given herself to this amazing man again. It is all too much, and her body is overloaded with lust.
And then Callum presses two fingers against her swollen clit while simultaneously fucking her drenched pussy, and her body bursts into fireworks.
"FUUUCKCK CALLUM!!" Bailey screams. "I'm gonna... I'm gonna... OOH FUCK, I'M GONNA CUM!!"
Callum keeps rubbing her clit and hitting deep inside her pussy over and over again as Bailey's hot body tenses up. Her back glistens with a thin layer of sweat as she arches her back and her mouth opens.
"OOOOH FUCK, I'M CUMMING!!!" She screams at the top of her lungs. "I'M FUCKING CUMMING!!"
Her pussy clenches tighter than ever around Callum's cock as he fucks her harder and harder. His dark skin slaps against hers.
"Keep cumming!" Callum roars as he aggressively keeps rubbing her clit and fucking her.
"I... I... I... Arrhhhgg fuuucckk mmeeee!" Bailey barely manages to shout.
No sooner has her orgasm died down before a second orgasm builds to the surface. She can't believe it and apparently neither can her body as Bailey thinks she might pass out from the pleasure.
"Cum again!" Callum moans.
There is an explosion building up inside of Bailey, something different, something new. And then it hits her, and she can't believe what happens.
"FUUUUUUUCKKK!!" Bailey screams.
She doesn't know why at first, but Callum's cock is forced from her drenched pussy, until she feels it. Callum makes the older woman squirt as her cum shoots from her soaked pussy and lands all over Callum's abs.
"HOLY FUCKING SHIT!!" Bailey screams in the most intense, overwhelming orgasm of her life.
"Fucking hell!" Callum gasps, equally as shocked as Bailey.
"Whaatt the fuckk!!" Bailey screams as her pussy throbs and she squirts over and over again like a fountain of her cum strikes across Callum's perfect abs.
Her legs are shaking wildly until she gives in, and her body lands on the sofa. As her squirting dies down, Callum shoves two fingers deep into Bailey's drenched pussy and finger fucks her, attacking her clit over and over.
"Oooooh Callum yeeeesss!" Bailey moans.
She has no control over her body as it shakes and twitches against the sofa while Callum fingers her pussy as that build up hits her again.
"Oooh fuuuck aaagain!" She screams again, and Callum's fingers are forced out of her pussy as she squirts again over her young lover.
"Oh my god... oh my god... oh my god..." Baily pants when the streams of squirt finally stop erupting from her.
She's weak and exhausted with her sweaty chest heaving against the sofa. Her pussy feels drenched and drips down her thighs as her mind slowly comes back to its senses.
"You okay?" Callum asks.
"Y... yeah..." Bailey pants, "I just need a minute."
Callum laughs as he picks Bailey up and sits her down on the sofa. She splays herself out as she gasps for breath.
She lies there with her eyes closed for a few minutes until she catches her breath, all while Callum stares at her beautiful naked body.
"Okay, your turn to cum." Bailey says, but just as she goes to move, her phone starts ringing.
She grabs it to see one of her colleagues, Sandra, is calling her. Bailey raises a finger to Callum to keep him quiet as she answers.
"Hey Sandra, everything okay?" Bailey asks.
"Yeah all good. Did you see the email about the meeting?" Sandra asks.
Shit, what meeting?
Bailey grabs her laptop from the floor and sees an email from twenty minutes ago, during the height of their fucking, about a meeting with all the Senior Management team.
"Sorry, I've been so busy, I completely missed it." Bailey tells her.
"It's all good," Sandra replies. "Just join on now. It's mostly just John talking about the plans for the year."
"Okay, two seconds." Bailey replies.
She puts the phone down and loads up skype on her laptop, but as she is about to join the call, Callum grabs her hand.
"Erm, Bailey, you're naked." He tells her.
"Oh fuck!" Bailey shouts and bursts out into laughter. "That would've been a shock for them all!"
Callum is still laughing when she runs upstairs and throws on a blouse before running back down. She is still boiling hot from having sex, and given that they could only see her shoulders and higher, Bailey doesn't put anything on her bottom half.
With one last smile to Callum, she joins the call.
"So sorry I'm late," Bailey tells them as seven boxes with the Senior Managers pop up. "I completely missed the email."
Sandra is smiling to her in one box.
"It's okay, don't worry," John, the MD, says. "I'm going through the plans for the year. If everyone could put their laptops on mute, I'll continue."
Bailey put hers on mute just like everyone else as John starts to talk about the plans. To be honest, very little of it has anything to do with Bailey. It is just a general meeting, and after ten minutes, it is clear other members on the call are bored.
Then Sandra turns her mute off.
"Hi John," She says, "My window cleaner is about to be in the background. Do you mind if I turn my camera off?"
"That's fine," John replies. "Everyone can if they want to."
With that one by one they shut the cameras off, including Bailey, until just John is left talking about figures and stats.
"Sounds like fun." Callum jokes.
Bailey turns her head to see the still naked Callum flicking through his phone.
"I'm so sorry," She tells him. "This must have been a last minute thing. It could be a while though."
"That's cool," Callum says. "Should I go? Leave you to it?"
Callum stands up and looks around for his clothes, which are discarded in the hallway, but as his body moves, his semi hard, elephant trunk cock swings with it, which gives Bailey an idea.
"Hold on a sec," She tells him. Her eyes go to her laptop screen to make sure her camera is off and that she's on mute, and then she looks back at Callum. "Come here."
"Why?" Callum asks with an adorably confused look on his face.
Being with Callum, I feel like a naughty teenager again. I love this feeling.
She looks at him with lust filled eyes. Knowing that he hasn't cum yet and her body has finally recovered from squirting, she's ready for more.
"I'm gonna suck your cock." She bluntly tells the young man.
"Are you serious?" Callum says with a smile that stretches from ear to ear. Again, Bailey can only imagine what he's thinking, about how he's won the lottery by seducing her.
"Come on," She tells him. "Who knows how long until they need me to join in."
"You're amazing." Callum tells her as he walks over.
With each step his cock begins to grow again until it is back to its full, huge length.
Bailey places the laptop onto the arm of the sofa and turns to face her new favourite toy, which still glistens with her own cum. She sits up, leans forward, and takes his dark chocolate stick into her mouth.
"Mmmm." Bailey moans at both his and her own taste.
"I can't believe you're doing this while on a call." Callum moans.
"Mmhmm." Bailey moans back and vibrates his entire body as she bobs up and down.
It feels so naughty doing this while on a call with all of her senior team, but that makes it even sweeter! Bailey reaches around and digs her nails into Callum's firm arse cheeks, using them for support as her mouth moves forward and backwards.
Her lips are wet, and so is his cock as she takes him down her throat.
"Mmmm... mmmm... mmm." She moans while giving this amazing man a sensual blowjob.
"Jesus, Bailey," Callum moans back. "What did I do to deserve you."
Bailey's heart flutters from his words, what did I do to deserve you more like.
Her soft, wet tongue rolls around his head as she savours every drop of precum as if she is dying of thirst and his juices are going to save her.
"Bailey, does that sound okay to you?" John's voice then says while Bailey is deep throating her lover's cock.
She pulls back, one hand still wrapped around Callum's shaft and her lips only inches away, and with her other hand she unmutes herself.
"Yeah, sounds good to me, John." She replies. She doesn't know what she is agreeing to, but these meetings all go the same and knows that whatever it is, it's not a big deal.
She mutes again and takes Callum's cock back between her supple lips.
"Okay great," John replies. "And you're happy to start training them on Monday?"
Fuck sake.
Bailey unmutes herself while still having Callum's cock in her mouth. She pulls back but stays close.
"Yeah," She replies and licks up and down his thick, hard shaft, "I have no problem with that."
She stares up at Callum's shocked eyes as she slobbers over his meat without putting herself back on mute.
"Perfect, you're a star Bailey." John tells her.
Bailey kisses Callum's head and runs her tongue in a circle around it.
"Oh, I know." She jokingly replies back, which gets a laugh from both John and Callum.
After that she puts herself back on mute, not wanting to be too risky and continue to suck on this monster cock in front of her.
Her pussy is heating up again, ready for round two as she deep throats Callum over and over and over again.
"Mmmm gllg!" She makes herself gag and doesn't hold back. Something about being with a young man makes Bailey want to act... slutty, "Gllg... gllg... gllg!"
She isn't making herself gag hard, but hard enough to show Callum that she wants to do it for him.
"Ooh god, Bailey," He moans. "I won't last much longer if you carry on like that."
Although John is still speaking in the background, Bailey pays him no attention as she pulls back and looks up at Callum.
"Cum in my mouth," She tells him. "But you better be able to fuck me again."
"Oh, don't worry about that." Callum tells her.
She greedily sucks on his cock after that, taking it down her throat until spit drools down her chin. One hand massages his heavy balls while the other grabs his arse cheek.
"Mmm! Mmmm! Mmmm!" Bailey keeps moaning, desperate to taste his addictive seed.
"Oh fuck! Bailey! I'm cumming! Oooh I'm cumming!" Callum moans.
She feels his dark meat throb in her mouth and expand. His balls tighten in her hands, and finally... he erupts.
A thick, heavy shot of cum lands across Bailey's tongue, and her senses go off like a firecracker.
"Mmmmmm!!" Bailey moans and sucks harder, taking him deeper.
"Ooooooh god!" Callum roars.
Load after load of his delicious, hot cum fires into Bailey's mouth like a firehose, which she greedily swallows down faster than he shoots it out. She never once stops bobbing on his cock through the orgasm, devoted to giving him as much pleasure as he gave her.
Callum's body twitches and shakes around her as his never ending cum drains down Bailey's throat.
"Oh Bailey, I forgot to ask," John says while Bailey is still taking Callum's cum. "Are you free for a one to one meeting on Friday?"
Shit, hurry up and finish cumming! Bailey thinks and sucks like her life depends on it. She is going to get every last drop of cum if it kills her!
Luckily, Callum's balls are drained. Bailey pulls back with a mouthful of cum and hits unmute. She lets out a loud gulp as the mouthful of cum runs down her throat and joins the rest of Callum's load.
"Sorry, I was just having a drink," Bailey tells him and smiles at Callum. "Yeah, that works for me."
"Amazing." John replies.
As soon as Bailey hits mute again, Callum lets out a deep breath.
"You okay there?" Bailey asks.
"I think you just sucked the soul from my body." Callum laughs as he pants.
"I'll take that as a compliment." Bailey says with a smirk.
"You should." Callum tells her.
He lies down next to Bailey and wraps a strong arm around her shoulder. She can't help but find herself cuddling into him, their naked bodies fitting together like two pieces of a jigsaw.
Bailey then sits the laptop onto her knee and semi pays attention to John while melting into Callum's embrace.
"So, you have no idea what you agreed to, do you?" Callum asks as he plays with her hair.
"Oh, not a clue," Bailey replies with a laugh. "It's no problem though. I'm great at my job."
"You're great at a few things." Callum jokes and kisses her cheek, which makes Bailey's insides fill with a warm glow, not just from his cum.
"I'm... I'm so glad you came over." Bailey whispers.
Her left hand moves to interlock her fingers with Callum's, holding his hand while leaning into him.
"Me too," Callum whispers. "Might have to make it a regular thing."
"Jesus, you'll get me fired." Bailey jokes.
"Ah, more time to spend with me then." Callum replies.
"Yeah, and I'll be homeless!" Bailey says with a giant grin.
"Even homeless, I'd still want you." Callum says and tightens his hold on Bailey's hand.
Her head rests onto his chest as John keeps talking. She doesn't want to move, and she never wants this moment to end.
"Why do you have to be so young?" Bailey whispers.
"Shh," Callum replies. "We don't need to worry about that. Let's just enjoy this, being together. Nothing else matters."
He's right. This is making me happy, and what's wrong with that? Other than betraying my son's trust. But this is just a bit of fun, nothing more. And Michael... I'll deal with that another time, not now.
The pair hold each other as they joke around, talking about their days and what not while the meeting continues for another hour.
"Okay, that's everything. I really appreciate your time today, guys." John says.
"See you tomorrow." Bailey replies and turns off the chat. "Finally."
"You really are a top dog there, aren't you?" Callum asks her.
"Not feeling nervous knowing I'm a big deal, are you?" Bailey flirts back to him.
"I don't know. It's one thing you being the most beautiful woman in the world, but it's a whole other knowing how successful you are." Callum tells her with a smile.
Stop it, Bailey thinks to herself as her heart skips a beat, it's just a fling... just a fling.
"Well," Bailey says as she stands up and throws her blouse onto the ground so she is naked once more, "You're about to fuck a top dog on her dining room table."
--
"Ooohhh fuck, Callum, that's so gooood!" Bailey moans at the top of her lungs.
Her ass is planted on top of the wooden dining room table. Her palms hold onto the table for dear life while her legs are spread and wrapped around Callum as he batters into her sopping wet pussy harder and harder and harder. On the table while getting fucked so hard, the butt plug is forced deeper and deeper inside Bailey's arsehole and gives her even more pleasure.
Bailey's tits bounce around wildly at the ferocity of Callum's fucking, and her hair sticks to her sweaty face. Callum's sweat is glistening on his perfect mocha body.
She had not felt so sexually satisfied since her husband, but even this is a step up!
"I won't last much longer!" Callum warns.
Bailey, who has already cum three times since they started fucking on the table, stares into his eyes.
"Cum in me!!" Bailey shouts. "Oooh, fuuckk yes! Fucking cum in me! Cum in me! Ooh fuck, Callum, cum in me!!"
Her constant begging for this young lad to fill her drenched pussy with his thick load sends him over the edge.
"Fuuuuckk Bailey!!" Callum roars like an unchained beast as his heavy load unleashes inside the older, moaning woman.
"Yeeess!" Bailey moans back as she feels his cum hit the walls inside her pussy. "Fill me up!"
Callum is using Bailey's pussy to stroke his cock until every last drop of cum he has is deep inside of her. His thrusts are slow but become more powerful, and as their bodies clash together, their skins slap.
"Oh god," Bailey pants. "Fucking hell, that is... oh god, that is something else."
"Wasn't too hard?" Callum says with a heavy breath while holding himself inside her cum filled pussy.
"Oh god no." Bailey tells him.
She wraps a hand around his neck and pulls Callum in for a passionate kiss, where their tongues meet.
When Callum pulls out, a load of his cum leaks from Bailey's pussy and onto the dining room table.
"Dammit," She pants, "I better clean that up."
"I'm sorry." Callum tells her.
"Don't be," Bailey says and kisses him again. "Although, I should probably do some actual work today."
"Oh, just a booty call now, am I?" Callum jokes.
"What can I say? I call, and you come running." Bailey tells him and kisses him again.
"I'll take it," Callum says. "Okay, I'll text you?"
"Perfect." Bailey replies.
With another deep, sensual kiss, Callum leaves.
Which gives Bailey plenty of time to clean not only the cum on the dining room table, but any of her squirt that landed on the floor. The room still stinks of sex though, so she puts on a fan, opens all the windows, and lights a few candles to make sure it is gone before her son gets home.
CHAPTER 5
More Than Just A Fling?
It has been a week since Callum came over while Bailey was working from home, and they haven't stopped texting or calling each other ever since. She honestly feels like a school girl again chatting to her crush. Every night she stays up late texting him, not even sexual texts, just normal ones about their day.
As soon as Bailey would see Callum's name pop up on her phone, she can't get the smile off her face. But that is the problem.
One night, Bailey lies in her bed texting Callum when she has to stop and have a moment to think.
I don't like him, do I? Like, like like him? No, it's just a fling. And he knows that.
Even with these thoughts, Bailey can't stop from smiling at the mere idea of Callum.
Why couldn't he just be my age? And why does he have to be friends with Michael. No, okay come on. He's just helping me get back into the dating world. He knows that. Although I haven't exactly tried dating lately. Fuck it, let's give it a go.
While still texting Callum, Bailey goes onto a dating app and actually matches with a few men, one of which she ends up texting for a few days and could actually hold up a conversation.
And after a few more days of chatting, he asks Bailey on a date. Her heart is beating out of her chest when he asks her, purely out of nerves. And when she says yes, she is physically shaking.
The night of the date, Bailey feels the urge to call Callum.
"Hey beautiful, when are you next free?" He asks when answering the phone. "Maybe we could go to the cinema or something?"
Wait, is he asking me on a date?
"Hey, erm, listen I want to be open and up front with you," Bailey says. "I don't want to keep any secrets."
"Okay?" Callum replies. "Sounds serious."
"I... I have a date tonight with a guy from an app," She tells him. "I just thought you deserved to know."
There is a long pause, which makes Bailey panic and her heart race.
"You have a date?" He eventually asks, and his happy tone is gone, replaced with one of heartbreak. One that Bailey hates to hear.
"We're just," Bailey pauses as she tries to find the right words to say, "We're just a sex thing, right? Just having a bit of fun? It's not like we're going to start dating and this guy... well, he's my age."
"Why can't we start dating?" Callum asks bluntly.
"Callum," Bailey whispers, so afraid of hurting and losing him, no, I don't have feelings for Callum, I can't! "It wouldn't work. You're 19. It just... it can't happen, and I want a relationship eventually."
"So do I." Callum tells her.
"And if you start dating someone else then, well, I'll be okay with that." Bailey tells him, hoping that it would help.
"You'd be okay with that?" Callum asks, and Bailey realises she said the wrong thing.
"That's not what I meant." Bailey replies.
"Why are you afraid of this, Bailey?" Callum asks. "We are amazing together, just... I don't know why you don't want it."
Bailey could feel her eyes well up as she listens to him. Callum is an amazing, kind, nice man. In another world they would have been the perfect fit... just not this one.
"I'm sorry, Callum," She tells him. "If you want to end things, I'd understand."
"No," Callum tells her quickly. "I just... huh... have fun on your date."
Before Bailey could say another word, he puts the phone down. When she looks at herself in the mirror, it is obvious she could burst into tears at any moment.
Get a hold of yourself, you're old enough to be his mother! You are not a couple, you can never be a couple. You're going on this date and you're going to have fun! You have to, just to prove it to yourself.
--
Bailey arrives at the restaurant at 7pm wearing a tight red dress, make up on, and hair done. Jackson, her date, is already there. He is a handsome man in his 40s with black hair and a few greys poking through.
When he sees Bailey, his eyes light up, and he rises from his chair.
"Bailey," He says with a cute smile, "You look amazing."
Bailey blushes. Jackson is wearing a grey suit, which to be honest, looks pretty good on him. He is definitely an attractive man, just not Callum... No! You will not think about Callum on this date!
The pair order a bottle of wine to share and discuss their lives. Jackson has a daughter around Michael's age. He works in finance, and it is obvious he is wealthy, although he doesn't flaunt it.
On more than one occasion, Bailey finds herself bursting into laughter at his jokes.
Two hours later the two are sharing a cheesecake while Jackson seems to be getting lost in Bailey's eyes.
"I need to admit something," Jackson says, and Bailey gets a little worried. "This is my first date since the divorce, and I am nervous as hell meeting such a... beautiful woman."
Bailey blushes again and smiles at him.
"Well, you doesn't seem nervous at all," Bailey tells him. She actually finds herself reaching across to hold Jackson's hand, which feels... not as good as Callum's. "I've had a great time."
"Oh, thank god!" Jackson says, which makes Bailey laugh. "But me too. I've had a great time."
When his other hand lands on top of Bailey's, she feels a sudden urge to pull back, as if she is doing something wrong, like she is cheating on Callum.
Stop that, you're single, and this is a nice guy.
"Should we go?" Bailey whispers.
Jackson nods, and as they head for the door, he interlocks his fingers with Bailey's. It is a strange mix of emotions, joy, and happiness from a good date, but also guilt, which she tries to push away.
"I'll get you a taxi." Jackson says and calls one over.
When he opens the door for her like a true gentlemen, Bailey looks into his blue eyes. They are kind eyes, the eyes of a nice man who would treat her well. Just... just not Callum's eyes.
As she looks at Jackson, he leans forward. Bailey doesn't stop him and then feels his lips against hers. They are soft, and then his hands move to her hips and hold her close. Bailey kisses him back, and although she enjoys it, again she compares him to Callum.
That's it, I need to prove that I don't like Callum like that!
When Bailey pulls back, she keeps her body close to Jackson.
"Why don't we," She whispers, "Get a taxi back to your place?"
Jackson's face lights up when he hears that and immediately agrees.
--
Twenty minutes later, Bailey is in Jackson's bedroom. He has a giant double bed in a four bedroom detached house in a very expensive part of town. She looks at some of the art work hanging on the walls while taking off her heels.
You can do this, Bailey says to herself, You have fun with Callum, you can have fun with Jackson as well.
When she turns back around, Jackson is looking at her as though she is an angel sent from heaven. Jackson approaches Bailey, and they kiss again, which quickly turns into making out.
Eventually the two are naked and on top of Jackson's bed. Bailey lies on her back with her legs around her new lover as his good sized cock thrusts in and out. Bailey lies there as Jackson slowly has sex with her. She would say "made love" but it isn't that passionate.
It isn't that the sex is bad, but it just isn't close to Callum.
Jackson has a good body for a man his age, and his fairly large and thick cock could've given Bailey great pleasure, but it's just that it doesn't. But she doesn't want to hurt his feelings.
"Jackson, I'm going to cum." She whispers into his ear.
"Okay." He whispers back while slowly moving in and out of her.
Bailey fakes her moans and eventually fakes an orgasm, just in time for Jackson to fill the condom he is wearing with cum.
And that is that. Bailey has had sex with the second man since her husband died, and it was... okay.
She ends up staying the night, not wanting to be a girl who has sex and leaves straight away. But in the morning, she lies and says that Michael needs her.
They kiss, and Jackson says he'll be in touch.
--
"Are you just getting home from your date?" Michael asks when Bailey walks into the living room to see her son eating cereal and watching TV. She is wearing the red dress, although her face and hair look a mess.
"Erm, yes." She embarrassingly replies.
"Ew, gross." Michael replies.
"Oi, you say you're okay with me dating again?" Bailey asks.
He's not changed his mind, has he?
"I am. Honestly, I want you to be happy mum," Michael replies. "I just don't need to see you doing the walk of shame after a one night stand."
Bailey couldn't stop herself from laughing and taps her son on the shoulder playfully.
"One night stand," She jokes. "You think so little of me?"
"So, you're gonna see him again?" Michael asks.
Bailey's face goes bright red with that question.
"Maybe not." She replies.
"Yep, one night stand," Michael says and laughs. "But hey, if someone wants to date my mum, then they have to be perfect. Don't worry, mum. I won't let some loser come near you."
Bailey looks at her son. Her amazing son whom she is practically betraying.
"I love you." Bailey tells him.
"Love you too, mum," Michael replies. "Now go for a shower. You stink."
"I can still ground you, you know?" Bailey tells him.
"Good luck with that." Michael shouts and laughs as Bailey heads upstairs for a shower.
As Bailey stands in the shower, hot water pounds against her naked flesh, but she can't wash herself of the guilty feeling as though she has cheated on Callum.
--
This feeling overwhelms Bailey to the point where she has to call Callum on her lunch break at work.
"Hey." He grunts when he answers.
"Hey Callum," Bailey takes in a deep breath, "There's something I need to tell you."
"Let me guess, your date went well, and you can no longer see me?" He replies.
Bailey pauses, shocked by his question.
"No, not at all," She tells him. "It was... fine. But... listen, I had sex with him." Bailey stops and waits for his rection that never comes. "I just feel like you deserved to know. But I don't like him. I couldn't stop thinking about you."
"So you have sex with your date, and now you're calling to tell me how bad it was?" Callum asks.
"It wasn't," Bailey tries to think of what to say, "He isn't you."
"Then have me!" Callum argues. "Look, I know you think our age gap will be a problem, but I don't. Let me prove it. Let's just go out, me and you, on a proper date."
Bailey's heart is pounding out of her chest. Every single one of her desires is screaming at her to say yes, although her brain is telling her it's a bad idea."
"We'll go somewhere no one we know will see us," Callum says. "Just one date, and if it doesn't go well, then I'll never bring it up again."
Again Bailey takes a moment to think.
"Okay," She whispers, and slowly a smile takes over her face. "Okay, one date."
"Yes!" Callum shouts, and she hears him jumping up and down. "You won't regret it, I promise!"
That's the problem, Bailey thinks. There is a very thin wall that weakly holds back Bailey's emotions and admitting that she is falling for Callum.
"Just don't get your expectations too high, okay?" She says to him.
"I know, I know," Callum tells her. "I'll get planning for our date!"
The excitement in his voice makes Bailey smile harder than ever. Her stomach flutters with butterflies, and she feels an excited nervousness.
"Okay, let me know the plans." Bailey tells him.
"How about this Saturday?" Callum asks her.
"Yeah, I can't wait." Bailey replies, and the two put their phones down.
Bailey sits down, grinning like a cheshire cat. She can't believe this is happening. Callum is a great man, someone she could see herself with... but that's what worries her. Is she letting this go too far?
--
"Woah! Mum! Check you out!" Michael says when Bailey walks downstairs.
She is wearing a dark navy dress that hugs her frame tightly while also showing off her cleavage. There is a slit down one side, which also teases her smooth, toned legs.
"Is it too much?" She nervously asks and suddenly thinks about getting changed.
"Not at all!" Michael tells her. "You really are excited for this date, aren't you."
Bailey blushes and smiles.
"I mean, a little." She tells him.
"I'm happy for you, mum," He tells her. "It's nice seeing you this happy again."
Bailey could feel herself welling up, but she has just perfectly applied make up and doesn't want to ruin it.
"What are your plans tonight?" She asks with a croak in her voice.
"I've got a party." Michael tells her.
"No being drunk and silly." Bailey laughs and rubs her son's head playfully.
"I won't. Now you go have fun." Michael orders.
--
Bailey is standing in the street of a very expensive area, somewhere she has never been. Not just because it is so expensive, but also because it is pretty far away from her home.
As she stands there, the night air makes her exposed parts get cold as she waits for Callum.
That moment when she sees him would be a memory she would never forget. When her heart sinks and her happiness explodes. Callum, the handsome, young, dark skinned man walks towards her dressed in a black suit and holding a bouquet of flowers.
Bailey tingles all over, and in that moment she feels herself falling for this young man.
"Wow, you look so beautiful." Callum tells her.
She gets lost in his eyes for moment. In a suit he looks even more handsome. Then she looks at the flowers.
"Are... are those for me?" She stutters and feels like a nervous teenager on a first date.
"Oh god, yes!" Callum tells her. "Beautiful flowers for a beautiful woman."
As Callum hands them to his date, he leans over to kiss Bailey's cheek, ever the gentleman.
While Callum's lips linger on Bailey's cheek, it seems that the whole world freezes. It doesn't matter what happens in the future. This moment is perfect, and Bailey never wants it to end.
"So, I have a table booked for seven o'clock. Should we go?" Callum asks.
"Perfect." She replies.
His fingers interlock with hers as they walk down the road together. Bailey catches Callum's eyes occasionally flickering over to her, but when she makes eye contact, he looks away, as if being caught wanking.
"What's up?" Bailey asks.
"You just look... amazing," He tells her. "Like the most beautiful woman in the world."
Bailey blushes again and lets out a nervous laugh.
"You look pretty good yourself in a suit." Bailey tells him.
It is strange. They have both had some of the hottest sex in Bailey's life, but they both are acting like nervous teenagers.
I've sucked his dick, he's cum inside me, he's even seen me with a butt plug in. But on a date is when I'm nervous! Bailey laughs at her own thoughts.
When they reach the restaurant, Bailey is amazed. It is a Michelin star restaurant, somewhere she would only dream of going.
"Hello," A man in a suit speaks when they enter, "My name's Stephen. Can I get you a table?"
"Yes," Callum tells him with confidence, "Table for two."
The way he speaks makes Bailey smile. You would never guess he is only 19.
Stephen shows them to a table by the window where Callum pulls Bailey's chair out before she sits down. She places the flowers onto the window sill next to them as Callum sits down. The way he looks at her, it is as if he is seeing into her soul.
"This is a very nice place." Bailey tells him.
"Only the best for you." Callum replies with a smile.
She half wonders if he has searched online "most expensive restaurants", but that doesn't matter. She is just happy to be with him.
"So how is work this week?" Callum asks her.
"Not as fun as it has been," Bailey replies with a wink, which makes Callum smile, "but all good. Been training the new staff."
"Oh good, yeah," Callum replies. "They learning okay?"
"Ah, they're alright." Bailey tells him.
As she goes to speak, Stephen returns with menus.
"Can I get you any drinks?" He asks.
"I will just have a water, please." Callum tells him.
"Same for me." Bailey replies, not wanting alcohol to lead her astray.
The only word Bailey could use to describe the rest of their date... would be magical. Callum is perfect, a gentleman at every opportunity, showering her with compliments, but best of all, their conversations flow so naturally. There is never a moment of awkward silence, and Bailey is amazed how easily she speaks to such a young man.
As the night comes to an end and the bill arrives, Bailey reaches for it, but Callum quickly snatches it away.
"No chance. This is on me." He tells her.
"Callum, come on, this is going to be very expensive." She tells him, knowing that someone his age must not have a lot of money to waste on expensive meals.
"That doesn't matter," Callum tells her. "You're my date, and I want to pay for it, so let me do this, please?"
Why does he have to be so perfect?
"Okay," Bailey blushes and smiles, "But I'm paying for the next one."
As soon as the words escape her lips, Bailey realises she is agreeing to a date number two. Which also makes Callum smile, but he doesn't say anything about it, thank god.
She doesn't see what the price is but can only imagine that it is a lot. And after the bill is paid, they leave hand in hand.
Callum waves down a taxi and opens the door.
"I had a great time." He says to her.
Bailey stares into his eyes, and Callum slowly leans forward until his lips press against hers. Bailey's heart rapidly beats as she gently and sensually kisses the young man. When he pulls back, Bailey can't stop from biting her bottom lip.
"Michael is going to be out for a while," She whispers, "If you want to come back to mine?"
Callum smiles and between Bailey's legs twitches.
"I don't put out on a first date," Callum jokes. "Maybe after our next date?"
Bailey is shocked by his answer. At first, she feels rejected by him until she realises he is trying to be a gentleman.
"Okay, but you better bring your A game after the second date." She tells him and kisses him again before getting into the taxi alone.
That whole drive home Bailey's cheeks hurt from smiling.
Annoyingly though, him being so polite and holding off sex only makes her want him more!
CHAPTER 6
Honeymoon Phase
The next morning Bailey wakes up with a newfound happiness, and she can't remember the last time she felt this way.
She gets out of bed and walks downstairs to make herself a cup of tea before going back to her room. When she looks at her phone, she sees a text from Michael to say he's staying out and won't be back until late that evening.
Reading that and knowing she is alone makes Bailey's body heat up. In a second, she texts Callum.
Bailey: Michael is out all day. Get your ass over here now!
It is less than a minute before he replies.
Callum: I thought we had to wait until the second date?
Bailey: Well, I can't wait! Get over here! I need you!
Callum: On my way.
Half an hour later there is a knock on her door, and Bailey runs to answer it, and then seeing Callum's face makes Bailey swoon.
"Get in here!" She tells him and pulls on Callum's chest.
Their lips lock together, and Bailey pushes her tongue into his mouth. Their tongues roll against each other as she moans for the entire way up to her bedroom.
Once in her bedroom Bailey smiles at her young lover before lowering herself down to her knees. She grabs onto his pants and pulls them down to unleash his cock.
"Thank god!" She moans before leaning forward and taking his meat into her mouth.
"Oh god... Bailey." Callum moans.
"Mmmm!" Bailey moans back as she bobs up and down while using her tongue to pleasure his head.
His cock feels so perfect in her mouth, like nothing else in the world matters. As her lips run up and down his ebony cock, her pussy leaks between her legs.
Up and down her head goes while taking him down her throat without gagging. After a few minutes Callum's cock is dripping with her spit, and he is moaning heavily.
"Right," Bailey says and pulls back. "Fuck me."
Callum smiles as he picks up Bailey and gets her onto her hands and knees on the bed. He pulls down her silk pyjama bottom so her pussy is exposed and ready for him. His strong hands run against her bare arse cheeks while his big, thick cock taps at her soaked lips.
"Callum... please." Bailey whispers.
Slowly she feels his black pole sliding deeper and deeper inside of her. Bailey's pussy lips wrap around his perfect cock as her insides fill up entirely.
"Oooooohh yeeess!" Bailey pants when he goes balls deep inside of her.
"Fuck. Bailey," Callum moans. "How are you always so tight?"
She turns her head to see the young black man who is deep inside of her.
"Because your cock is so big!" She tells him with a smile.
While still staring at him, Callum pulls his cock back and thrusts inside of her, which forces her body to jump with pleasure.
"Oooh, fuck yes!" Bailey moans.
Her head falls forward again and down while sticking her arse up as Callum starts to fuck her. She needs no warming up. Her pussy is soaked and ready for his cock. However, Callum isn't going hard enough yet.
So, Bailey takes the matter into her own hands.
"Fucking hell!" Callum moans.
Bailey, with her back arched, bounces herself back against Callum and fucks herself with his big, thick, black cock.
"Yes! Yes! Oooh fuck, so deep!" She keeps moaning. "Sooo fucking deep!!"
Callum has a great view of this MILF's body bouncing back and swallowing his cock over and over again. He could feel her folds grip onto him. She keeps going as his cock is coated in her juices.
"Turn... turn me around," Bailey moans as she keeps fucking herself. "I want to see you."
Callum pulls out, and Bailey feels empty as she turns to lie on her back and spread her legs. Callum climbs on top and slides his cock deep inside of her. Bailey's white hands grip onto his dark skin, and she looks down at the monster cock that is fucking her.
She lifts her pale legs up and wraps them around this ebony god as he leans to passionately make out with her.
"Fucking hell, Callum!" Bailey moans. "So! Fucking! Good!"
They feel like one being, connected both sexually and emotionally. Bailey never wants to let go of him, even as her pussy grips around his cock and her orgasm batters through her body.
"Ooooh fuuck I'm cumming!!" She moans into his mouth as she jerks and spasms around him.
"Me too." Callum pants.
"Cum... oh god, cum in me... please Callum." Bailey whispers.
While at the height of her earth shattering orgasm, she feels Callum's cock throb as he unloads his heavy load deep inside of her pussy. She could feel every hard strike of his thick cum hitting her insides in the most perfect way.
Their bodies stick together as do their lips while they both moan and breathe heavily.
"Oh god," Bailey moans when her orgasm dies down, "good thing we have all day together."
Callum holds himself inside of her, and Bailey's fingers trace up and down his muscular back, feeling his warmth on and inside of her is just... it is perfect.
That day Bailey and Callum have sex in nearly every room of the house. Bailey can't believe how much sex they actually have! She didn't know she had it in her.
Whenever they aren't fucking, they cuddle naked while chatting. Bailey feels every single one of her walls crumble down while being with Callum. She is happy, happier than she has been in a long, long time, as well as the most sexually satisfied she has felt in years.
--
"Hey, how're you getting on?" Callum asks when Bailey answers the phone.
She is on her lunch break and takes a walk around the park that is close to their offices.
"Sore," Bailey jokes. "I think I need a break after that marathon yesterday."
Callum bursts into laughter.
"My bad," Callum tells her. "Maybe next time we just hang out?"
"We'll see. My mouth still works," Bailey jokes. "But I'm working from home on Thursday if you want to come round?"
"Definitely!" Callum tells her. "What are you having for lunch today?"
"Oh, nothing special, just a salad," Bailey tells him as she walks past trees, bushes and joggers. "What about you?"
"Steak," Callum tells her, "need to bulk up, so getting more protein in."
"Bulking up, hey?" Bailey replies. "I like the sound of that."
"Oh, I bet you do." Callum says with a laugh.
--
These chats on Bailey's lunch breaks happen every day, and it is the best part of Bailey's day, getting to just talk to him.
When Thursday comes, they don't even have sex. Bailey gives him a blowjob, but the rest of the day, they just chat and hang out.
The next day when Bailey is working from home though is filled with a lot of sex all over the house again.
--
"Are you certain about this?" Callum asks.
Bailey is facing away from him but could sense him so close to her body. Her chest is pressed against the dining toom table, and her hands grip the edges.
"I'm sure," She tells him. "I want to do it."
It has been nearly two months since their date, and the pair have gone from strength to strength. They speak every day, sometimes late into the night.
"If you're sure," He tells her. "I don't want to hurt you."
"I've been preparing for weeks," Bailey tells him and turns to look at her handsome boy toy. "Just fuck my ass."
Callum smirks at her. She knows he loves the idea of fucking this older woman's asshole, and she has been wanting to try it for a long time now. Finally, after building up on butt plugs, she is ready for him.
With her ass staring at Callum, she feels him spread her cheeks, and her eager, tight asshole is waiting for him.
I can't believe I'm about to fit that big, black cock in my ass.
He pours a lot of water-based lube between her cheeks and spreads it around with a finger, then pushes that finger past her rim and inside her asshole.
"Oh god." Bailey pants. His finger is nothing compared to the plugs she is using, but it still feels good.
"I can't believe we're about to do anal." Callum tells her.
"Have you ever done anal with a girl before?" Bailey asks when he pushes a second finger inside her asshole.
"This will be my first." Callum tells her.
That brings a smile to her face. She may not have taken his virginity, but she will be the first to let him take their ass.
"Just take it nice and slow," Bailey instructs. "Once you're all in, leave it for a minute while I loosen up around you."
"You seem to know what you're doing." Callum jokes.
"Not my first rodeo," Bailey tells him, "but never with one your size."
When she says that, Bailey has a flashback. She has only ever done anal with her late husband. That's when she realises she hasn't thought about him in a few weeks, which has never happened before. A hint of guilt rushes over her, worrying that she is actually moving on from her husband, who was supposed to be the love of her life.
Would he be ashamed of the way I'm acting?
Although that question creeps into her head, she pushes it down. She is with Callum right now, and she loves that he makes her happy, and she deserves to be happy.
"Okay, ready?" Callum asks.
She turns to look while he lines the head of his cock with her tight, underused asshole. Smiling at him, she loves being with him.
"Oh, I'm ready." She replies.
His head pokes at her lubed, loosened arsehole, and Bailey grits her teeth. As much preparation as she has taken, she knows that his girth is going to stretch her tightest hole.
Callum has one hand holding his shaft as he pushes, and the other holds Bailey's hip. His head is trying to penetrate her, but the hole is resisting.
Relax, just relax, Bailey tells herself.
Callum is edging himself forward and backwards between her plump ass cheeks. Each push forward makes Bailey feel a little more stretched. Until... his head sinks in, and Bailey's asshole swallows the top of his cock.
"Oooh fuck!" Bailey grunts as the rim of her asshole stretches and grips around his black shaft.
"Are you okay?" Callum asks.
"Yes!" Bailey huffs. "Just hold it in... give me a minute."
She could feel her heartbeat bouncing against his thick, black cock. Her chest heaves against the table top as she struggles to catch her breath.
After a minute or two the initial burning feeling dies down.
"Okay... just go slow." She pants.
His cock sinks an inch inside of her bowels while her asshole clutches around him. It feels... overwhelming. She couldn't imagine how tight it must be around his cock.
"Fucking hell," Callum grunts, "It's like a vice."
"Pretty.... Tight... hey?" Bailey pants.
He is rocking back and forth, as if slowly fucking her and going deeper with every thrust. Bailey could feel every tiny part of his thick cock stretching her asshole. As he delves deeper and deeper inside her backdoor, Bailey feels more and more filled. She is sure his cock is going to reach her stomach. It is that long.
"How... how much is left?" Bailey moans.
"Two more inches I'd say." Callum tells her.
She can't believe it. It feels like a baseball bat is all the way inside her asshole. Bailey takes a deep breath and pushes out with her ass, and suddenly Callum's cock sinks balls deep inside of her.
"Fuuuckk!" Bailey grunts, and the air is forced from her lungs.
"Jeesus christ!" Callum moans as he stares at his cock that's disappeared inside Bailey's asshole.
Bailey feels so unbelievably full and stretched by this big fucking cock that her body begins to quiver uncontrollably against the table. When Callum releases her ass cheeks, they grip around his cock, and it looks as though he disappeared inside of her.
"Fuck... fuck... fuck..." Bailey pants against the table as her insides are filled with cock.
"How's that feel?" Callum asks.
"Big... full... deep." She moans.
Although Bailey's asshole feels so unbelievably stretched around Callum's girthy cock, all of her warming up made it so there is no pain. Just the full, stretched sensation.
Callum does as Bailey instructs and holds himself deep inside of her for a few minutes until she is able to breathe properly again and the throbbing feeling in her asshole dies down.
"Okay... start fucking me." She moans.
When Callum retracts his big, black cock, Bailey's asshole grips around his shaft for dear life.
"Ooooh fuuuckk!" She moans as a long, thick pole pulls from her.
Just the head is left inside when Callum pushes back.
"Urrgghh Callum." Bailey moans again as she feels herself getting impaled on his dick.
"Okay?" He asks.
"Yes... yes..." She moans.
In and out Callum slowly fucks Bailey's asshole. After a few minutes she loosens and is accepting his meat with ease. That's when it starts to change. When Callum bottoms out inside of her, her body jumps with an overwhelming, intense pleasure.
"Oooh! Oooh! Ooh yeah!" Bailey pants. "Ooh fuck, Callum! Fuck my ass!"
He speeds up, fucking her a little faster each time her asshole swallows his black cock.
"Fuck, this feels amazing!" Callum grunts.
"Yes!! Yes! Oh, fuck yes! I love your big, black cock in my ass!" Bailey moans.
She feels herself losing control as pure anal filled pleasure takes over her senses and brain.
Callum keeps speeding up until his skin slaps against hers and he properly hammers into Bailey's stretched asshole.
"Fuck! Fuck yes!! Oh, fuck my ass!! Oh Callum, fuck my fucking asshole!" She moans and slaps her hands down on the table.
SPANK!
"Fuck! You like that?" Callum moans.
"Yeeeess!!" Bailey shouts. "Sooo fucking good!! Oooh, my fucking ass!!"
It is such an intense pleasure, completely different to normal sex and which seems to take over Bailey's very being. Each time she feels his big, full balls slap against her pussy, her body jerks.
"Holy fuck!! So fucking big! So fucking deep!!" She shouts.
Callum grabs Bailey's shoulders and pulls so her chest lifts from the table, her head turns, and Callum aggressively shoves his tongue into her mouth.
"Mmmm, oh Callum," Bailey moans. "Oh god, you feel so good."
His strong, black hands grope her tits and pull on her nipples as he ruins her asshole with his big cock!
"Oh my god! Oh my god! Oh my god!" Bailey shouts over and over. Her body is on fire with pure lust.
With her back against his chest and one hand holding her tits, his other hand reaches down and finds her swollen, throbbing clit.
"Ooooh myyy fuuuckk!!" Bailey yells.
The double pleasure makes her body uncontrollably twitch, and she can't fight her moans. She screams over and over, unnatural moans that just come out as screams of pleasure.
"Cum for me!" Callum grunts. "Cum with my black cock deep up your asshole!"
"Yees! Yess!! Ooooh, fuck my ass, Callum!" She moans. "Fuck my tight little asshole!!"
He aggressively strokes her clit while fucking her ass harder than he fucks her pussy. Bailey's body gets coated in sweat as she screams while her orgasm builds up.
"I'm gonna! I'm gonna! Oh fuuuck!" Bailey shouts, and the pleasure bursts out of her like an explosion. "HOLY FUCK, I'M CUMMING!!!" she screams. "I'M CUMMING WITH YOU IN MY ASS!!"
Her asshole grips onto Callum's cock harder than ever as an earth shattering, mind blowing orgasm batters through her body.
"Fuck Bailey, I won't last much longer in here!" Callum grunts.
"Cum inside my asshole!!" Bailey yells. "Fill my ass with your fucking cum!!!"
She can't believe the words coming out of her mouth, but she is having the most intense moment of her life.
"Urrggh fuuuckk!!" Callum roars while their naked bodies slap together.
"Yeeeeesss!!" Bailey screams when she feels his throbbing cock unleash his ungodly cum deep inside of her bowels.
Both of them are moaning and shouting as they cum harder than ever before. Callum is firing cum like a hose deep inside of her while Bailey's asshole quivers around his cock.
"Fuck... fuck!" Callum grunts.
"Oooh fuck Callum!" Bailey keeps moaning while her asshole twitches.
He keeps pumping his load deep inside of her until his balls are thoroughly drained. Bailey's body gives way, and her chest lands on the table again as she gasps for breath.
"That is... that is..." Callum pants.
"Amazing!" Bailey pants back.
She feels drenched in sweat, and when Callum pulls out and a gallon of cum leaks out of her gaped asshole and down her thigh, she feels sore.
"Oh god, I need a rest." She pants.
--
An hour later Callum is lying on Bailey's bed as she straddles him and rides his cock with her stretched asshole. Having spent weeks preparing for this, she wants to make the most of it.
She screams for three more orgasms, and Callum deposits another load of cum into her bowels.
After that she collapses next to him, her asshole stretched and ruined.
--
Well, after that day the pair meet up more and more. Their sex life never dies down, and every time it is a heavy, hot cum-filled session.
One time, Bailey has Callum come to her work where they drive somewhere quiet on her lunch break so they can fuck in her car.
It is amazing. Bailey is happier than ever. Except for the few times she thinks about her late husband and wonders how he would think about her actions.
CHAPTER 7
Prom Night
"Hey mum," Michael asks as he enters the living room, "can I have some money please?"
"What for now?" Bailey asks him as she hides her phone while texting Callum.
"It's prom in a couple of weeks, and I need a suit." He says.
"Prom? God, you're so grown up!" Bailey tells him. "But, of course. Do you have a date?"
"Yeah, well, sort of." Michael tells her.
He is in his jogging bottoms and a hoodie since it is Saturday morning.
"What do you mean sort of?" Bailey asks. "Need me to approve of her first?"
"No chance," Michael laughs. "It's that Jessica who I've been seeing. She says she'll only go if her friend Rebecca comes with us."
Rebecca? Why do I know that name?
"And she doesn't want to go?" Bailey asks.
"Yeah, but she only wants to go with my mate Callum, if you remember him?" Michael says, and Bailey's heart sinks.
She is Callum's ex that his parents spoke to me about.
A variety of emotions go through Bailey. Fear over having her son talk to her about Callum and actual jealousy over Callum's ex girlfriend.
"They have this on again, off again thing going on," Michael continues, "but apparently Callum hasn't spoken to her in months! So, she will only go if he goes with her."
He's not talking to her because he gets me! Bailey thought with jealousy, God I am like a teenager again.
"Well, erm, I can't help you there." Bailey nervously replies.
"It's okay. I'll sort it," Michael says. "Everyone knows that Callum wants Rebecca. It shouldn't be hard for me to talk him into it."
Everyone knows? Bailey feels like she wants to cry, but she holds herself together long enough to transfer Michael money for a suit and go back to her bedroom, where she calls Callum.
"Hello beautiful." Callum says happily when he answers the phone.
"Are you going to your prom with your ex?" Bailey asks immediately and hates herself for sounding so jealous.
"Oh, did Michael say something?" Callum asks.
"He just says that it's obvious you both want each other, and that he's going to talk you into being her date." Bailey says, doing her best to sound calm when in reality she is anything but.
"And do you want to know what I want?" Callum asks.
"Of course I do." Bailey tells him.
"I don't want to go with her," Callum says. "I'd rather not go and be with you... But I doubt you want to be my date to prom?"
That's not happening.
"So, you want to go with her." Bailey says.
"I don't want to," Callum tells her, "But everyone will think it's strange if I don't. It's expected of me."
"Then you should go," Bailey tells him. "Have a good time."
"Bailey..." Callum speaks, but she cuts him off.
"It's fine Callum, I get it. Just... have fun." She tells him and puts the phone down.
Minutes later she gets a text.
Callum: Bailey, I don't want to go with Rebecca. I want you. I don't want anything else in the world than just you. You must know how I feel about you. You're everything to me.
Bailey starts to cry with everything coming over on her. Guilt for betraying her son. Jealousy over Callum and his ex. Then guilt for getting over her dead husband by being with such a young man.
It is all too much, and Bailey's breathing turns rapid with panic. She isn't thinking straight, and the only way she thinks to stop this feeling is to end it all.
Bailey: This has been a mistake. I'm sorry, but I can't do this anymore.
Instantly Callum rings Bailey, but she doesn't answer. All she does is sob into a pillow. What follows is a lot of texts from Callum, some apologising, and him begging her not to end it. Bailey doesn't answer them.
--
The night of prom comes. Bailey is dressed in scruffy, comfy clothes in the living room when Michael comes downstairs in a blue suit. He looks so old, so much like his dad that it brings a tear to Bailey's eye. She cries most days since her last conversation with Callum, but these are the first tears of joy.
"What's wrong?" Michael asks.
"You just, you look so handsome," Bailey says as she walks over to her son and straightens his tie. "You look like your dad."
Michael gets teary eyed himself when she says this and gulps.
"He'd be so proud of you, you know," Bailey tells him, "just like me."
Michael wipes a tear from his eye, as does Bailey.
"What are you doing tonight?" He asks to change the subject. "You haven't been on a date with that guy for a while?"
"Oh yeah," Bailey says and takes a step back, "I think that's over."
"Really?" Michael asks. "You seemed so happy for a while, happier than I've seen you in a while."
Bailey has to stop herself from crying again. She feels overwhelmed with emotions.
"I liked it, well, I like him," Bailey says. "But he's a fair bit younger than me. I don't think it would work long term."
Bailey worries she has given away too much, but Michael keeps a straight face.
"Why not?" Michael asks. "If he makes you happy, then it doesn't matter his age."
My son is amazing.
"I love you." Bailey tells him.
"I love you too, mum." Michael replies.
"Now you go off, have fun." She tells him.
When Michael leaves, Bailey sets herself up in the living room with the TV on but not paying it any attention. All she can think about is Callum on a date with this Rebecca.
As she sits there, rain pours outside, which seems to fit her emotions.
Is Michael right? She thinks, Should Callum's age matter if he makes me happy? I never thought I'd feel like this again since my husband died. But Callum, he has brought that spark back to me.
Bailey thinks about a memory she blocked out for a long time. It was one of her last conversations with her husband before he died where he told Bailey that he wanted her to be happy, to find love again, to live her life.
I'm sorry, she says in her mind to her husband, I miss you. And Callum, he treats me so well.
She moves to sit by the window and looks out at the torrential rain pouring outside. She thinks about the nights she and her late husband spent on camping trips away, listening to the rain batter against their tent. It always soothed Bailey.
Before she knew it, two hours passed with her staring out at the rain. Bailey stops crying. There are no more tears to shed.
When a knock comes on the door.
Who's that? Bailey wonders.
She wipes the remaining tears from her wet cheeks, blows her nose, and heads for the door. In just her pyjamas, as soon as the door opens she feels the cold from outside hit her. But that all disappears when she sees Callum standing in front of her in a black suit drenched from the rainstorm outside.
Bailey goes to speak, but Callum beats her to it.
"I didn't go," He tells her, his voice only just making it through the pouring rain battering against his body. "I only want you, Bailey. Just you. I don't care about anything else. I don't know what this will lead to or what you want it to lead to, but I know right now that I can't be happy without you."
Bailey stares at him. If it wasn't raining, she would have thought Callum was crying.
"Bailey..." He speaks, but Bailey cuts him off.
"Shut up," She whispers and sees his face drop. "Just shut up already."
Bailey lunges forward out of her house and into the pouring down rain as she throws her arms around Callum and plants her lips against his.
Within seconds the rain drenches Bailey's hair, clothes, and entire body as she passionately kisses Callum. His arms wrap around her, holding Bailey's body close to his as they kiss in the rain.
The whole world freezes in time as Bailey's lips lock with Callum's. Nothing else matters. It is just them, happy together.
She pulls back as rain runs down both of their faces while she looks into his eyes.
"I love you." Bailey shouts over the rain.
Callum can't contain his smile as his grip on Bailey's hips tightens.
"I love you too!" He shouts and kisses her.
They are both completely drenched from the rain as they kiss in the loving embrace.
"Oh god, Callum," Bailey whispers between kisses. "I'm so sorry! I was so stupid! I love you! I really love you!"
"It's okay," Callum replies. "I love you, Bailey. I've known it for so long now."
Bailey pulls Callum inside and out of the rain, but she is barely able to pull herself away from kissing him. Their clothes stick to their sopping wet bodies, but that doesn't stop Bailey.
"Come on." She says and grabs Callum's hand.
He follows her upstairs and into her bedroom.
Once the door closes, the sound of rain stops. There is complete silence, and Bailey stares at him. Water drips from their bodies onto the ground. Without saying a word, she slowly walks towards Callum and kisses him.
He kisses back, then opens his mouth, and their tongues softly roll against each other's.
While they sensually kiss, Bailey undoes his shirt buttons, then takes off his tie and blazer. Callum takes off Bailey's wet pyjamas, and soon they are both naked and holding each other.
Even though their bodies are wet, Bailey lies down on her bed. Smiling at Callum, he moves between her legs and on top of her. His hard cock taps against Bailey's cold, wet skin as he kisses her.
She holds onto his back, wanting nothing more than to just feel his skin against hers.
"Oh god, Callum," Bailey whispers into his mouth. "I can't believe this is happening."
Callum looks at Bailey with his face inches from hers.
"Neither can I," He whispers. "You make me so happy. I... I love you."
Bailey nods at him, knowing that she feels the exact same. With their faces inches apart and staring into each other's eyes, Callum presses the head of his cock inside Bailey.
"Oooh." She pants as her lips part.
Inch after inch of Callum's big, beautiful cock pushes deeper and deeper inside of Bailey while they never break eye contact.
Her legs are spread around him, and her hands lovingly hold onto his back.
And finally, he is completely inside of her.
"Ooh Callum," Bailey whispers, "This is... it's amazing."
He kisses her again, gently running his tongue against Bailey's while pulling his cock back before sliding back into her.
"Oooh god." She moans.
It is so slow, so loving, so sensual. His cock penetrates Bailey over and over again as he makes love to her.
Bailey never lets her lips get away from his. She stares into his eyes throughout, into the eyes of the man she loves while he makes love to her in the most perfect way.
"Oh god... Callum... I love you so much." She moans as they make love.
His slow yet perfect motions are giving Bailey immense pleasure throughout her body.
She holds onto his back, urging him inside of her over and over again.
"Oh god... oh god... Callum... Callum..." Bailey moans. "Ooooh Callum!"
Bailey's body erupts in a loving, sensual orgasm as her body shivers around Callum's. His moaning grows, and at the same time she feels him finally cum inside of her. Both of them are shaking and moaning as their love making ends with them cumming around each other. Shot after shot of Callum's seed fills Bailey as her pussy twitches around his cock.
Even when they are done, they hold each other tightly.
This is what I want, Bailey thinks to herself, I want him.
--
Bailey wakes up with the weight of the world off her shoulders. Her head is resting on Callum's chest as he breathes heavily in his sleep. She can still feel his cum leaking out of her after their love making.
I love him, and he loves me. God, please let this work out.
She doesn't want to move. She doesn't even grab her phone to check the time. Bailey just wants to stay with Callum forever.
Their naked bodies fit together perfectly.
And then three loud knocks bang on Bailey's bedroom door.
"Mum? Are you awake?" Michael's voice shouts.
Bailey's heart sinks as she sits up, and Callum's eyes flutter awake. Then Bailey watches as the doorhandle to her bedroom pushes down...
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