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After Gretchen went back to school, I found myself missing her more than I expected. I knew that because of the age difference, there was no way we were ever going to have any type of lasting relationship. However, I missed her companionship and the awesome sex. What 50ish man wouldn't miss fucking a sexy twenty one year old? Reliving being a sexual mentor for her became my main fantasy while masturbating. I longed to feel her soft lips wrapped around my cock, or to fuck her tight pussy, and ass.
I didn't bother Gretchen while she was at school. However, my heart beat a little faster when I got a text message from her a couple of weeks later.
"Hey, how are you doing? Sorry, I haven't messaged you, but school's been crazy. I miss you."
"No need to apologize, I understand. I miss you, too."
"My vibrator has been working overtime. I needed new batteries. LOL."
"My hand is getting a workout, too," I replied.
Another time, I got a text from Gretchen that read, "I'm using my vibrator right now thinking about you."
"Send me a picture."
I wasn't sure she would comply with my request but a minute later my phone buzzed with a picture of her vibrator inserted into her pussy. I went to the bedroom to start jerking off.
Gretchen then sent this message, "Send me a picture of your cock," so I returned the favor with a picture of my hard dick with a drop of precum on the tip.
I then got a request to video chat from Gretchen, which I quickly accepted. I was treated to a live shot of her masturbating. She must have had her phone propped up on the nightstand of her room, so I followed suit.
"I'm so horny, Ray. I wish you were here to take care of it for me."
"I wish I were there too, Gretchen. I'd eat your pussy and then give you a good hard fucking."
"I want to suck your dick again and ride it while you suck on my tits. I can't wait to fuck you again, Ray."
"I can't wait to fuck you either."
Our video chat went on for several minutes while we mutually masturbated. I watched as Gretchen feverishly worked over her pussy and clit while telling me how much she wanted to fuck me again. Damn, that was nice to hear and great for a middle-aged guy's ego. She kept telling all the things she missed about what we did during the summer while bringing herself to two orgasms.
When she was done, she gave me a close up of her swollen pussy and said, "This pussy is yours, Ray."
That made me cum, and I shot my load all over my stomach and told her, "This cum is for you, honey. My dick is all yours and it'll be right here waiting for you when you come home again."
We had several more mutual masturbation sessions over the next few weeks. We started using our laptops to video chat so we could take advantage of the larger screens. We could only chat when we were free, but it was pretty exciting for us. I had a personal webcam model who would pose and masturbate for me. She'd give me close up views of her tits and shake them for me or she'd spread her legs and pussy lips while inserting her fingers or vibrator. She really turned up the temperature one evening when she bent over and stuck her vibrator up her ass.
"I bet you wish it was your cock up my ass, don't you, Ray?"
"Oh, honey, you know I want to fuck that gorgeous ass of yours again. You're such a cocktease, Gretchen."
"I told you before that I'm not a cocktease because I fully intend on pleasing you."
One time, she let me watch while she shaved her pussy which led me to say, "I like a little bit of bush, so just trim it up real nice for me."
She followed my instructions, left a landing strip of hair, and said, "It's just for you, Ray."
Gretchen got off on the fact that an older man was jerking off to her naked boy while telling her how sexy she was. It was good for her ego, too.
Now that Gretchen was dressing differently and showing more confidence in herself, she was gaining the attention of the guys on campus. She would tell me when she was going on a date. I think she was trying to see if I would be jealous.
I said to her, "I told you guys like a confident woman. You're young, you should date guys closer to your age."
Gretchen would let me know how her dates went, and I'd give her some advice on how to deal with men. I was a sexual mentor and relationship advisor to her. I have to admit, part of me was jealous, but I was also realistic in knowing she should find someone younger to date and establish a relationship with.
One night while we were chatting, Gretchen informed me, "I've gone on a few dates with Brad, and I think he wants to have sex with me."
"Oh, I'm sure he does. It's only normal for people to want to have sex. Do you like him, and is it something you want to do?"
"I do like him and I'm pretty horny, as you know."
"LOL. Oh, I know. Well, give it a shot and see how he is in bed."
"I'm afraid he won't be as good as you, Ray."
"There's only one way to find out, Gretchen."
"I guess you're right. If I do, I'll tell you all about it. We're going out on Friday night."
"Wear something sexy but not slutty. Let's video chat on Friday, and I'll help you pick out your outfit."
"Ok."
Late on Friday afternoon, Gretchen and I started a video chat, and she told me she had narrowed it down to three outfits to pick from for her date. She said they were going out to dinner and drinks afterward. She was wearing a black bra and red bikini panties as she held up the outfits.
I told her, "First thing, if you think you might be having sex with Brad tonight, you need to wear matching underwear."
I went on to say, "You have to model the outfits for me."
She went to her dresser and changed in front of the camera. Gretchen was now wearing a white lace half bra and matching thong. I found it strangely exciting to be helping her pick out her attire so she could fuck someone else that night.
The first outfit was a pair of tight jeans and a simple tank top, and I commented, "Naw, that's something you wear out with your parents."
The next choice was a conservative dress that came down to her knees, and I said, "No way, put that one away."
The last choice was a very short jean skirt and a semi-sheer button-down white blouse, and I said, "That's the one, but you have to leave some of the buttons undone.".
"But you can see my bra through the blouse, and he'll see plenty of cleavage."
"Oh my goodness, Gretchen. Haven't you learned anything this summer?" I joked, "That's the whole point. If things are going good and you are open to sleeping with him, then you unbutton more of the blouse. That will signal to Brad that you want him to make a move on you."
"Oh, all right."
"Trust me, Gretchen. I'm a guy. I know what I'm talking about. Make sure you give him some peeks up your skirt, you know, make it look accidental."
"You mean like I did with you."
"Exactly, just like that."
That was the first time Gretchen admitted to giving me some upskirt views on purpose.
Before we ended our chat, Gretchen told me, "I'm a little nervous. What if he doesn't want to sleep with me or doesn't like my body?"
I scoffed at that idea by saying, "He wouldn't be going out with you if he didn't like you. No normal guy is going to turn down an opportunity to have sex with a beautiful lady like you. If he doesn't, it's his loss. You're darn good in bed, and I'm speaking from personal experience. Let me know how it goes."
"I will."
I felt some anxiety for the rest of the night. I felt like I had released a baby bird into the wild after nurturing it until it could fly on its own. I wrestled with the feelings of jealousy and pride that I was able to give a nerdy girl confidence in herself. I wanted to be the one fucking her that night but I knew she had to live her own life. I kept thinking about Gretchen as I was in the hot tub with a beer, watching a ballgame on TV. I wasn't sure when or if she would tell me about her date, so after the game, I got ready for bed.
It wasn't until almost noon on Saturday that I received a text from Gretchen that read, "Brad just left. Let me know when we can talk."
"Call me anytime."
A few seconds later, Gretchen called me, and as soon as I answered, she said, "Well, we did it."
"I guess I don't have to ask how it went."
"We had sex last night and again this morning."
"That's great. How was it?"
"To be honest, you are a much better lover, but it was still good. I was so fucking horny."
"I could have told you I was better," I said with a chuckle.
"Yeah, you're much better at oral sex. He seemed to like my blow jobs."
"I told you that you were good at it."
"I'm still pretty horny, too."
"Why don't we have a video chat on our laptops, and you can tell me all about it?"
"You're so bad, Ray."
"That shouldn't surprise you, Gretchen."
I took my laptop into my bedroom and waited for her to start the chat. Gretchen was wearing a bra and panties, and I was in my boxer briefs when we started the chat. I was already semi-erect when she began to tell me about her date with Brad.
They went to dinner at a casual restaurant close to her apartment and took my advice and gave him a peek up her skirt when she got into the car. Gretchen could tell he was also staring at her chest all through dinner. She was glad she chose to wear a half-bra underneath because it worked just like I said it would.
After dinner, they went to a place a block from Gretchen's apartment for a few drinks. She undid another button on her blouse while he was at the bar getting their drinks. After a couple of drinks, she invited him back to her apartment to hang out and have another drink. Before long, they were making out on the sofa. His hands were all over her body. He had her blouse and bra off and was playing with her breasts and sucking on her nipples.
That's when she took her bra off for me, and I stripped off my boxer briefs. I was already hard.
Gretchen went on to tell me how they moved into the bedroom, got naked, and she started to suck his dick. He was about the same size as me, but not as thick, so she was able to deep throat him with no problem. Brad kept telling her how good she was at blowing him.
After blowing him for several minutes, he laid her back and ate her pussy. He wasn't as good as me, but he was still okay. After she orgasmed, the fucked her in the missionary position.
Gretchen laid back, took off her panties, and spread her legs for me. She then inserted her vibrator into her pussy. I was slowly stroking my dick as she told me her story.
"You're a better lover, Ray, but it was still nice to have something other than my vibrator in me."
"I understand, dear. Tell me more."
"He didn't last as long as I expected but I still liked having a man cum inside me."
"We fell asleep after that and we fucked again this morning before he left."
"So, you only came once between last night and this morning?"
"Yeah, that's why I'm so horny now."
"You know I would have made you cum a few times by now."
"I know, Ray. That's one of the reasons I called you."
"I'm glad you did, honey. Now, I want you to cum for me."
"I want you to cum for me too, Ray."
We were both silent for a little while as we watched each other masturbate. I kept picturing her fucking Brad while also wishing I was there to satisfy her.
Just before she came, Gretchen said to me, "Do you want to hear something that I know you'll like?"
"Of course I do."
"When I was sucking Brad's dick or when he was fucking me, I was thinking of you, Ray. Just like I am now."
That was a huge boost to my pride, and I replied, "Oh fuck, Gretchen, what I wouldn't give to be there now. I have a huge load of cum built up in my balls that I'd love to shoot into your mouth or pussy."
Gretchen sped up the insertion of her vibrator, was furiously rubbing her clit, and began to say, "Oh fuck me, Ray. I want to feel you inside me. I want you to cum for me, Ray. Cum for me. OOOOOOOOHHHHHHH."
"Oh fuck, Gretchen, you're such a horny bitch," I replied and began to shoot cum all over my stomach while my hand stroked my cock.
"I can't wait until we can be together again, Ray."
"Me either, Gretchen."
Gretchen showed me the remnants of Brad's cum on her vibrator and around her pussy. I found it strangely exciting to know she fucked a younger man the night before and earlier that morning. I had turned her into a hot, sexy woman who loved sex, and she was in the process of further exploring her sexuality, all thanks to me.
It became a routine for Gretchen to call me before and after her dates. She would call me before a date with Brad, and I'd help her pick out something to wear. She'd then text me either late that night or early the next morning to tell me how it went. I looked forward to hearing about her sexcapades with her young lover.
It helped to hear about her fucking and sucking someone else while I was watching her masturbate too. While I still felt pangs of jealousy, I was also being rewarded with the sight of a naked young woman talking dirty to me while using a vibrator on herself, and telling me how much she missed fucking me while I jerked off too.
I had no right to expect a young woman more than half my age not to sleep with other men. I also had the promise of her wanting to fuck me when she came back for Thankgiving break. It built up the anticipation of being together again. It made me want her even more. We all have our fantasy women, but I had the good fortune to know that I was going to fuck mine again. I was counting down the days until she came home.
Finally, Thanksgiving was approaching, and Gretchen planned to come home for the long weekend. She would arrive late on Tuesday and leave on Sunday morning. It didn't leave us much time, especially with the holiday mixed in.
Gretchen told me, "I already told my parents that I asked you to help me with one of my final papers and my essay for grad school, seeing you're a professional writer."
"I'm more than happy to help you out, Gretchen."
"They're already done, silly. It's just an excuse for me to be at your house."
I wanted to ask about Brad, but I figured I'd leave it alone as long as Gretchen wanted to be with me over the long weekend. The anticipation of having sex with my young neighbor again was making me horny. I resisted jerking off because I wanted to save my jizz for her. Neither one of us knew exactly when we'd get together, but we knew it was inevitable.
I heard Gretchen's car pull into her parents' driveway about 9 PM on Tuesday. I knew it was too late for her to come over, besides, it would have made her parents suspicious if she came to see me immediately upon her return home.
About an hour after she got home, Gretchen sent me a text that read, "Hey, I'm home. I'm hoping we can get together sometime tomorrow."
"Welcome home, I don't have any plans, so let me know when you can make it."
"Sounds good. What are you doing for Thanksgiving?"
"I plan on eating junk food, drinking beer, and watching football all day."
"My parents want you to have dinner with us. It's their way of thanking you for helping me around the house last summer and with my papers. My brothers are out of the country for work, so they won't be coming."
"Gee, I don't know. I'm not sure if that's a good idea."
"It will keep them from becoming suspicious of, you know, what we do together."
"I'll think about it and let you know tomorrow."
"Okay, see you then."
I wasn't sure I could sit through dinner with Gretchen's parents when I was fucking their daughter behind their backs. I've seen them since, but just to say hello or wave to them as we were coming and going.
About half an hour later, I received a text from Gretchen saying, "Look out your office window."
I scampered as quickly as I could to look out my window, and I wasn't disappointed. Gretchen's bedroom window shade was up, and her lights were on. I never asked her if she had let me purposely watch her masturbate before, but now I knew for sure. I left a small light on that was on my desk so she knew I was watching.
While Gretchen didn't masturbate for me that night, I got a perfect view of her getting ready for bed. She pulled her t-shirt over her head, which revealed her black bra that encased those beautiful breasts that I craved.
She then ever so slowly unbuttoned and unzipped her jeans and peeled them down her legs, leaving her in her bra and black bikini panties. Her gorgeous butt cheeks peeked out from the bottom and sides of her panties. She walked around the room for a minute or so, and shook her fluffy ass at me.
Gretchen bent over with her ass facing the window and slowly peeled her panties off and down her legs. She then shook her bare ass for me again as her butt cheeks jiggled. She was looking over her shoulder, grinning at me. She spanked her ass a couple of times before standing up.
She turned around and removed her bra and bounced on her toes, making her breasts jiggle. Gretchen then pulled her pussy lips apart while flicking her finger against her clit.
I sent her a text that said, "You're being a cocktease again."
I saw her typing a return message on her phone that said, "We've been through this before. I'm not a tease if I fully intend to please."
She then inserted her finger into her pussy, which I was positive was soaking wet. She fingered herself a few times, and then brought her finger up to her mouth, and began to suck on it like she was giving a blow job.
I was fully erect and decided that two could play this game. I turned on the main light and did my own striptease. I stood in the light of my room and gave her a clear view of my naked body and hard cock.
I received a message from her that said, "Who's the tease now?"
"All's fair, honey. I'm not going to jerk off. I'm going to save this for you."
"I can't wait until you eat my pussy and fuck me. I'm so horny. I need a good fucking."
"My dick is here waiting for you."
The anticipation of being with Gretchen on the Wednesday before Thanksgiving had been building for months. I hadn't gotten laid in three months, and I knew I was hours away from ending that drought with a sexy young woman that I personally mentored, so I knew the sex would be outstanding.
I had a couple of dates with women close to my age during the interim, but both ladies had issues. I didn't feel the reward was worth the risk of getting caught up in their drama. The end result was that I had a serious case of blue balls that was going to be resolved that night.
On Wednesday, Gretchen said she was going shopping with her mom for most of the afternoon, and she could come over after dinner to "work on her papers." I told her I'd be ready for her whenever she got there.
Part of me was worried all day that Gretchen would tell me she couldn't make it because of some family obligation. I was thrilled when I got a text that she was on her way over. As soon as she walked in the door, she ran up to me and gave me a big hug and kiss.
"I missed you, Ray."
"I missed you, too, Gretchen. You have no idea how often I think about you."
I poured us both a glass of wine, and we sat on the sofa, catching up on our lives. There was no need to rush into things. I was stealing glances at a much more confident young lady who seemed to be even more self-assured now. I was a proud mentor.
Gretchen was modestly dressed, which I expected now that her parents were home, but she was still a lovely woman, and I told her so.
"That's what I like about you, Ray, you make me feel so good about myself."
"Well, you are beautiful. It just took you a while to realize it."
As we gazed into each other's eyes, I brushed a loose strand of hair away from her face, and ran my hand down her cheek, to her neck, and shoulder. I then leaned in to softly kiss her. That kiss led to another more passionate one as my hand drifted down to cup her breast through her bra, which caused Gretchen to emit a soft moan.
We kissed for a few minutes on the sofa until she suggested, "Let's go into the bedroom."
"That's a great idea, Gretchen."
"We've both wanted this for so long, there's no sense in waiting any longer."
I grabbed our glasses and the bottle of wine as Gretchen and I retreated to the bedroom. I began to slowly strip my young lover of her clothing, gradually releasing her luscious breasts from the confines of her bra.
"Your breasts are marvelous," I commented as I cupped both of them in my hands, gently fondling them.
I then lowered my head to suck on her nipples. Gretchen gently stroked my head as I toyed with her breasts. While I was sucking on her tits, my hands were groping her ass cheeks through her jeans. I loved that ass of hers. She then pulled my shirt over my head and tweaked my nipples and sucked on them for a while in return. No one had ever done that before, and I have to say, it felt pretty good. I wondered if she learned that from Brad.
I helped her take off her jeans and immediately went back to playing with her lovely ass again. The softness of her bikini panties only added to the pleasure of fondling her doughy cheeks. I got down on my knees so I could take off her panties, sliding them down her legs, and exposing her lovely pussy. I kissed, licked, and nibbled her lower torso and legs. Gretchen even turned around so I could play with and nibble on that fine ass of hers.
It was now Gretchen's turn to strip me of my clothing. She was a tad awkward undressing me, but that was part of her attraction to me, other than being more than half my age. Even though she had gained some sexual experience over the last several months, she still maintained a level of innocence about herself.
Gretchen kissed me while running her hands across my bare chest and shoulders. She grasped my ass and pulled me closer to her, rubbing her naked body against me. When she removed my pants and underwear she stayed on her knees to stroke my dick and nuzzle my balls. I shook my head in amazement that I had a naked twenty-one-year-old woman on her knees in front of me. Life was good.
I then told her, "Let's get on the bed where we'll be more comfortable."
When Gretchen stood up, I held her close and kissed her deeply. Our bare skin softly rubbed against one another as our hands explored each other's bodies. We continued to press our bodies against each other as we laid on the bed. Her firm breasts felt so good as I fondled them and my fingers sunk into the flesh of her ample ass.
Gretchen took the initiative to kiss and lick her way down my body, and I was more than happy to let her follow her desires. I played with her ass cheeks as she nuzzled my balls. She then began to give the shaft of my dick long licks and butterfly flicks. She teased the head by licking the droplets of precum from the tip.
When she straddled my head, Gretchen didn't have to tell me what she wanted next. I gazed up at her damp pussy and I smelled the aroma of her sexual excitement while she lowered herself to just above my mouth.
I pulled her hips down and stuck my tongue deep inside of her as her mouth engulfed my hard cock. I tongue fucked her as she took me between her soft lips and into her throat. Gretchen's tongue pressed against the shaft when she took me deep, and would swirl it around the head when her head came up.
I was simultaneously tongue fucking her and enjoying the taste of her juices that were dripping from her due to her increased excitement. The tangy nectar of her pussy flowed even more when she began to cum. She screamed as her orgasm rippled through her body. My first thought was that I missed eating her pussy. My second thought was that I hoped her parents couldn't hear her from next door, not that I had any control over that. Thankfully, it was a cool fall evening, and all the windows were closed. Gretchen knew I always licked her pussy to at least two orgasms so she didn't move until she came again.
She rolled off of me and took a moment to catch her breath. I was too horny to wait too long, so I spread her legs and climbed on board. I hadn't gotten laid since mid-August when she left for school, and I wouldn't and couldn't wait any longer.
I slid my dick into Gretchen's precious pussy and started to slowly fuck her. I relished having her tight pussy gripping my cock again. They say absence makes the heart grow fonder, but it also made my dick miss her also. I started to pick up the pace as she wrapped her legs around my back and began to lift her hips to meet my thrusts. I was either fondling her tits or leaning down to suck on her nipples while my dick moved rhythmically in her.
Gretchen moaned loudly as I fucked and told me, "God, Ray, I missed fucking you. Oh, you fuck me sooo good."
"I missed you, too, Gretchen. At least you had Brad."
"Yeah, but it just wasn't the same."
I think what made it better for both of us was the fact that her parents would be furious if they found out that we were having sex. We were sneaking around, hoping not to get caught, especially now that they were right next door. It was naughty, taboo, but it felt so damn good too. Once Gretchen got a taste of what good sex felt like, she couldn't get enough, and I was the lucky recipient of her horniness.
She kept telling me things like, "Fuck me, Ray. Fuck me nice and hard just the way I like it."
It had been a long few months, and I couldn't hold out as long as I wanted, but there was something else I wanted to try with Gretchen.
"I'm about to cum, Gretchen and I want to titty fuck you."
"What's that?"
"Here, I'll show you."
I stopped fucking her, straddled her chest, and told her, "Now squeeze your tits together around my dick. When I cum, I'm going to stuff my dick in your mouth."
"I'll try anything for you, Ray."
I smiled as Gretchen wrapped those soft, creamy tits around my cock. I was looking down at her angelic face as I titty fucked her. I'd bring my dick up to her lips so she could suck and lick the head before I'd go back to enjoythose mounds of flesh around my cock. I had a huge load built up for her, especially after watching her strip tease through her bedroom window the night before.
When I was about to cum, I held her head up, and told her, "Open your mouth, honey. I've got a huge load waiting for you."
She opened her mouth wide, I grunted, and began to cum. I started to cum before I reached her mouth. My first wad shot onto her face and was quickly followed by another before her lips engulfed my spurting dick.
As I kept fucking Gretchen's tits, I shot more cum onto her youthful, ripe breasts while splashing some onto her neck and chin. I stuffed my dick back into her mouth until she sucked me dry.
When I pulled my shrinking dick from between her lips, I saw that Gretchen's upper body from her tits to her neck, chin, cheeks and forehead were painted with my white, gooey cum. She looked absolutely gorgeous, covered with the remnants of my orgasm. She showed me how far she had come sexually when she scooped up the cum I left all over her and licked it off her fingers.
I told Gretchen, "Damn, I needed that."
"Me too, Ray. I mean, being with Brad was nice, but he's not as experienced as you. He doesn't come close to eating pussy like you do."
"Thank you. I take pride in my work," I said with a proud grin.
Knowing that I can satisfy a younger woman better than a younger man boosted my self-esteem. Even a mature man likes to know that he still has "it."
Gretchen naturally wanted to clean herself off before we continued our reunion. When she returned, we sat on the bed talking over another glass of wine. She told me she knew Brad wasn't a long-term option for her, but he was a nice guy who treated her well. Now that she was more self-assured, other classmates were taking an interest in her. She planned on telling him she didn't want to be exclusive when she got back to school after the break. I told her she was too young to commit to one person, and she should date others.
She then told me, "My parents really want you to come for Thanksgiving dinner tomorrow, Ray. They don't think it's right that you spend the holiday alone. It would mean a lot to me, too."
"I don't know, Gretchen. I'd feel awkward being around your parents all day."
Gretchen took my flaccid dick into her mouth and began to use her magic mouth to bring it back to life. She had become an excellent cocksucker, and her skills were laid bare that night.
She caught me off guard when she lifted her mouth from my dick and said, "You have to come to dinner tomorrow. Please, Ray, do it for me."
Gretchen went back to sucking my dick. I felt helpless. There's no way I could tell Gretchen no while she was sucking my dick, so I reluctantly agreed to go to Thanksgiving dinner with her and her family, against my better judgment.
I told Gretchen, "It's not fair to ask me that while you're sucking my dick."
"All's fair, remember, Ray," she replied and went back to blowing me.
She used her womanly charms on me in one of my weakest moments.
Gretchen sucked my dick for several minutes and then I told her, "Let me do you again."
"Alright. No woman is going to say no to having her pussy licked."
When she laid back, I took a moment to gaze at her lovely body and to marvel in my good fortune. I stroked her legs, parted them, and just before I dove in, I had an idea.
I sprang up from the bed and said, "I'll be right back."
Gretchen looked confused and disappointed, and when I returned, she asked, "What are you going to do with that?"
I shook a can of whipped cream and said, "You'll see."
I then put some whipped cream on both her nipples, a single stream down to her navel, and some between her legs.
"You're my dessert tonight, Gretchen."
"Well, come and get it."
I started licking the whipped cream from her nipples and following the line down to her navel. I licked the whipped cream from between her legs, but teased her by having her turn over. I shot some more of it over her ass and licked it off. I turned her back over and put little dabs on her toes and up each leg. I sucked the cream off her toes and licked my way back up one leg and then down the other until I reached her toes again.
I squirted more whipped cream between her legs and dove in to finish my dessert. Gretchen was squirming by that time as I licked the cream from her delicious pussy. In no time, she was bucking her hips wildly in the throes of another orgasm. Her body stiffened as she climaxed again.
When Gretchen's orgasm was complete, she took the can of whipped cream and put some on my nipples and down my torso, and then used a good portion of it on my dick and balls. She gradually licked up every dab of whipped cream, and shot some more on the tip of my dick. She gobbled down my dick lick it was a special treat and had me squirming.
When Gretchen had licked all of the whipped cream from me, I laid her back and slid my dick into that tight snatch of hers. After a few month drought, her pussy felt even better than I remembered. We fucked in the missionary position with her legs wrapped around my waist. I then placed her legs onto my shoulders and drove my dick deep into her. When I tired, she got on top and when she tired, I fucked her from behind until I came.
Gretchen looked at the clock and said she had to go. She hoped her parents wouldn't get suspicious of her being at my house so late into the night. Before she left, she made me promise to come to Thanksgiving dinner, which I confirmed. I told her I'd bring a couple of bottles of wine.
I kissed Gretchen goodnight at the door before she left, and she told me, "We probably can't get together until Saturday. Tomorrow is the holiday, and I always go shopping with my mom all day on Friday. I'm leaving Sunday morning."
I knew our time would be limited, but I was hoping to spend more time with Gretchen, but I'd take what I could get. I wasn't thrilled about going to dinner at her house, but I promised her I would.
The next morning, I ran out and got some flowers for Gretchen's mom, Helen. I picked out a couple of fine wines from my collection and headed next door. I didn't want to face Felix and Helen while I was fucking their daughter. I rationalized it by telling myself that we were consenting adults, but I knew they would be angry if they knew what was going on.
Felix and Helen were stereotypical scholarly people, and it didn't even occur to them to turn on the football games on Thanksgiving. I didn't want to be rude, so I sat there making small talk while trying my best not to stare at Gretchen in front of them.
I had never seen Helen dressed up before, and I noticed that Gretchen resembled her mom. Helen was a decent-looking woman about my age, and it looked as though she might have been hiding an attractive body like her daughter had been.
It took about an hour for me to overcome the nervous feeling in my gut, and I began to relax. A glass of wine helped, too. Things seemed to be going fine, except for not being able to watch the football games.
Over dinner, I began to get uncomfortable when Helen noted, "You and Gretchen seem to form a nice friendship, Ray."
"I guess you could say we've become friends. You have a brilliant, lovely daughter, and I'm glad I can help her out."
"Her papers must have needed a lot of work, seeing she was at your house past midnight last night."
"I already told you, Mom, that I was telling Ray about Brad, and we talked about some ladies he was dating."
"Yeah, that's right, Helen. I guess we were sharing what's going on in our personal lives, too. The time just got away from us."
I was thinking, "Aw fuck, she's getting suspicious," but then Felix changed the subject to some of the things I've written and some that I'm working on.
Maybe it was my paranoia, but I felt like Helen was giving me some funny looks all through dinner. I stayed for a little while after dessert and made my excuse to leave by saying I was tired. I really wanted to get out of there before I got questioned again, plus I wanted to watch the football games. I breathed a sigh of relief when I finally got home.
I was sitting in my recliner, drinking a beer, and watching football when I received a text from Gretchen shortly after 9 PM that read, "Are you still up? Do you want some company?"
"I'm up. Are you sure you should come over? Your mom seems to know something is going on between us."
"They're sleeping already. I can come over for a little while."
I was thinking it over. I didn't want to pass up the opportunity to get laid again, but having sex with Gretchen seemed more risky than ever. I didn't need any drama in my life.
I then received a text from her. It was a selfie of her standing naked in front of her mirror.
My dick took over my mind and I responded, "Sure, come on over. The door is open."
Before I knew it, Gretchen was walking through my door and said, "I can't stay long. My Mom and I are going shopping early to catch the best deals. Being around you all day got me so horny."
Who was I to argue with a young lady who wanted a quickie with me?
We talked for a short time about her mother's questions, but Gretchen didn't seem phased by her, so I decided not to worry about it either. There were more pressing things at hand, like fucking Gretchen. We rushed to the bedroom where we both quickly undressed and got in bed together.
This wasn't a memorable sexual encounter, just two horny people getting together for a quickie. I ate her pussy to a couple of orgasms and I fucked her in the missionary position. It was what we both needed and wanted. It was the sexual relief we were both looking for.
I figured if her mother suspected I was fucking her daughter, I might as well enjoy it while it lasted. The damage was already done. Our relationship might end at any moment, so why should I question something good happening in my life?
Gretchen got dressed and quickly left to go home. She told me she'd contact me on Saturday and figure out when we'd get together. I was at the mercy of her schedule with her family, but it's not like I had any plans for the weekend anyway.
Shortly after Gretchen got home, she sent me a text that said, "My mother was up when I got home. I told her I went for a walk to work off some of the calories from the big dinner. I'm not sure she believed me, though."
"Shit, let me know if she says anything else to you."
"I will. Goodnight."
"Goodnight."
Even though I was concerned about Helen and Felix finding out about me fucking their daughter, I was more worried about Gretchen. I knew her parents wouldn't approve of our conduct, but she would be the one who would feel the wrath of their displeasure. Although I'd feel some of their anger, the fact is, I didn't see them that often, and it's not like we were that friendly anyway. However, my life was drama-free, and I wanted to keep it that way if at all possible.
I didn't expect to hear from Gretchen on Friday, seeing she'd told me she'd be doing their traditional Black Friday shopping excursion all day. I planned to spend the day watching football on TV, eating junk food, and having a few beers.
Gretchen did surprise me during her shopping trip by texting me several pictures of her trying on clothes in the dressing rooms of various stores. She claimed she was asking for my opinion, but she also sent me pictures of her in her bra and panties, some topless, and others where she was nude. I liked the ones that had multiple mirrors so I could see her body from different angles. I sent her a couple of dick pics to show her my reaction to her pictures. It was playful fun, but I was also saving the pictures so I could have some inspiration for jerking off when she was back at school.
I was hoping that Gretchen would contact me on Friday night for another quickie, but that never happened. I'm sure she was tired from getting up very early and shopping all day on Black Friday. However, it allowed me to build up my sperm reserve for Saturday.
Gretchen and I were texting Saturday morning to figure out when we could get together. She told me her mom asked a lot of questions about me during their shopping trip the day before.
"My Mom is definitely suspicious of our relationship. She told me to be careful because men usually only want one thing from women. I don't know what to do."
"Does that mean you don't want to, you know, get together?"
"Oh, I want to get together before I leave. I just don't need all the questions from her."
"Does your Dad know or say anything?"
"No, he's clueless."
"I could get a hotel room downtown for the night."
"I don't know. Part of me doesn't care what my Mom thinks. I'm an adult. Fuck it, let's go to dinner and back to your house."
"Are you sure?"
"Positive."
Gretchen was going to come over around six, and we'd go to an Italian restaurant for dinner before ending the night at my place. I wasn't sure this was the best thing to do. It seemed to be inviting more questions from Helen, but Gretchen was old enough to make her own decisions. If she wasn't going to worry about it, I decided I wouldn't either. It's not like I was taking advantage of Gretchen; the sexual attraction was mutual.
We talked about her Mom over dinner. Gretchen said her parents were quite strict when she was younger, and always stressed her education and the need for good grades. I told her it wasn't bad advice, but she told me it came at the expense of having fun when she was younger. Hooking up with me was the most exciting and risky thing she's ever done. She was having fun and wasn't going to let her Mom ruin it for her. I guess I was the beneficiary of her wanting to rebel. I didn't want to come between Gretchen and her mom, but I was having a great time too.
That part of our conversation ended when Gretchen said, "That's enough about my Mom. We have one last night together, so let's not talk about her anymore."
That was fine with me. It was good that we got that out of the way. The rest of the night was for us. As we talked about a variety of topics, I marveled at Gretchen's natural beauty and how much she had come out of her shell since our first dalliance last summer. She was dressed modestly in a long-sleeved sweater and a jean skirt, but I still found that simplicity to be attractive. Maybe it was because I had seen her naked before and knew what charms were hidden underneath her clothing, or the fact that I knew that I would be having sex with her later that evening.
When dinner was over, I said we could stay for another drink, but Gretchen replied, "No, let's have a drink back at your house."
And that's exactly what we did. Having drinks while sitting on the sofa naturally led to us making out. I slid my hand up her skirt and began to massage her pussy through her panties. Her soft moans and her spreading her legs to give me easier access to her served to feed my sexual appetite as well as hers.
Gretchen and I shared an attraction beyond sex. I wouldn't call it being in love, but we cared deeply for one another. I didn't want to be with her just for sex, even though that was a nice benefit of our relationship. I was glad that I could teach her what to expect from a lover, and I hoped that she would find a man closer to her age who could give her that, in addition to a long-term loving relationship. Until then, I was going to fuck her every chance I got.
She loved the way I ate her pussy and I made sure to treat myself to that delicacy a few times that night. Gretchen also benefited by having multiple orgasms from my oral expertise. It was my pleasure to sample her tasty pussy juices that flowed freely from her. I swear I felt like I could have eaten her pussy all night long.
I spent a considerable amount of time sucking on her luscious tits also. Her pleasure became my pleasure. I knew every time we got together could be our last, so I made sure we both received as much pleasure from our sexual encounters as we could. Her fleshy mounds were so firm, and her nipples were darker than most that seemed to draw my lips to them like beacons in the night.
Gretchen also gave me a couple of slow, sensual blow jobs as foreplay to our night of sexual abandon. I will always cherish the feeling of her soft, full lips, and warm mouth on my dick. She had become an expert cocksucker since the first time she sucked my dick. It was her enthusiasm that added to the pleasure she was giving me. She wanted to do a good job for me.
Gretchen knew I wasn't going to go through the weekend without enjoying her doughy ass either. When we were sixty-nining, she sat on my face with her anus right above my tongue, silently inviting me to lick her there too. I grabbed hold of her butt cheeks and feasted on her ass.
When I had her bent over ready to sodomize her, I took a mental picture of that lovely sight of her ample butt cheeks and puckered asshole waiting to be penetrated. I watched as the tip of my dick pushed against her asshole and slowly disappeared inside of her.
I thought to myself, "If only her mother could see her now."
I gave Gretchen's ass a good fucking that night and she took it all like a pro. She has a gorgeous full ass that was meant for fucking, and that's just what I was doing. She never let Brad sodomize her, so I took pride in being the only man to ever fuck her lovely ass, at least up to that point. Her ass was mine, all mine. I tried to hold out as long as I could but fucking her ass was too pleasureable to last too long.
I fucked her pussy twice that night and her ass once. I needed help from a pill to get it up the third time, but I was glad I did.
Gretchen didn't stay very long after we fucked the last time. We were both fighting back the tears as she walked out the door. She said she'd be back for the winter break in a few weeks, so I had something to look forward to.
Chapter 3
On Sunday morning, I received a text from Gretchen. Rather than a goodbye note, it said, "My mother knows all about us. I can't talk now. I'll call you from the road."
My first thought, "Oh, fuck. I should have known better than to get involved with a younger woman, let alone my neighbor's daughter."
My second thought was, "It was fun, though."
The suspense was killing me, and it got worse in the hour that I had to wait for Gretchen to call. All sorts of thoughts went through my head on what I could possibly say to her parents about what happened between us. I concluded that there was nothing I could say to justify my actions.
What was I going to say, "Your daughter is great in bed, or, she's become an expert cocksucker, or it's all her fault because she came onto me."
I answered Gretchen's call within half a ring and asked, "Hey, what's going on?"
"I was finishing packing my clothes this morning when my Mom came into my room and started asking me about last night."
"I tried to tell her we were finishing up my papers and were just talking. She said she noticed your bedroom light on all evening. I told her nothing was happening, but she said the neighbors told her I was spending a lot of time at your house this summer. Sometimes, they'd see me leaving early in the morning."
"What did you say to her after that?"
"I'm a horrible liar, Ray. It's like my Mom can read my mind, too."
"Annnd..."
"I got frustrated and knew I couldn't lie anymore, so I told her we had been having sex since the summer."
"Oh, fuck. What did she say then?"
"She had a look of disappointment on her face, but she wasn't angry."
"Really? I thought she'd be screaming at you."
"Me too, but she thought you were taking advantage of me, but I told her that I knew what I was doing. I told her for the first time in my life that I was having fun and had no regrets. I told her you were magnificent in bed and knew how to satisfy a woman, especially orally. She didn't want to hear any more after that."
"Thanks for the compliment, I think. Does your father know?"
"I don't think so. He's too caught up in his computers to notice anything that's going on. I'll let you know if I hear anything else."
"Thanks, I appreciate it. I think I'll avoid them the best I can."
That's how we left it. I guess it was only a matter of time before our relationship was exposed. From that day forward, I made sure to park in the attached garage so I could avoid Helen and Felix. I couldn't apologize because I wasn't sorry. Gretchen and I were having a great time. I did some soul searching and decided it was time to find someone closer to my age to hook up with. I'd been down that road before but I knew I couldn't rely on only fucking Gretchen over the long term. Maybe it would be easier to pay an escort service and treat it as a business transaction with no strings attached.
I was doing a good job avoiding Felix and Helen, but it was only a matter of time before my luck would run out. One night, about two weeks later, I took the garbage tote to the curb for pickup the next day, and when I turned around, Helen was standing there. I never heard or saw her coming, and she startled me.
She said, "I hope I'm not bothering, but can we talk?"
"Uh, yeah, I guess we should. Do you want to come in?"
"Yes, I don't want to talk outside."
I was a little nervous as I was expecting her to yell at me at some point. I promised myself that I'd keep my cool and let her vent. I felt I deserved some of her wrath anyway. If she yelled at me, maybe it would relieve some of the guilt I was feeling for fucking her daughter. There was nothing I could say that would change the situation or make it better, so I figured the less I said, the better it would be.
When we got inside, I asked, "Can I get you something to drink? I have soft drinks, water, wine, or beer."
"A glass of red wine would be nice."
I poured us both a glass and led Helen to the living room, where we sat on opposite ends of the sofa. She looked as though she had just come from work. She was wearing a below-the-knee button-down dress with a couple of buttons undone at the top and bottom. Her hair was let down, and she wasn't wearing her glasses.
I was thinking, "Um, she's not bad looking when she's not dressed like a Math professor."
"I suppose you know what I want to talk to you about."
"Yeah, I have a pretty good idea."
"Gretchen is our youngest child and our only daughter, so Felix and I have been very protective of her, maybe overprotective. She reminds me a lot of myself when I was younger, shy and not very confident. We don't want to see her get hurt."
"I understand, Helen. The last thing I want to do is hurt her. She's a spectacular young lady. You and Felix should be very proud of her."
"We are very proud. I'm sure you can understand that, you know, being with a much older man concerns me."
"Yes, I understand completely, Helen. While you were gone, I think we were both looking for companionship, and one thing led to another, and I guess, you know the rest."
"Yes, I know the rest. However, I do have to say that I have not seen her happier. She's come out of her shell, and she's more self-assured. To be honest, Ray, I don't know whether I should slap you or thank you."
Okay, that was the last thing I expected her to say, and I replied, "Uh, um, I don't want you to do either, but you just need to know that I care deeply about Gretchen. None of this was planned; things just happened. We both know we have no future together, but she's also been one of the only positive things to happen to me since my wife died."
"I'm glad we are having this talk, Ray. May I have another glass of wine, please?"
"Of course, Helen."
I poured us both another glass of wine. I was so relieved, I felt like a ton of bricks had been lifted off my shoulders.
Helen took a sip of wine and asked, "Can I be completely honest with you?"
"Sure, Helen. I think that's best for all concerned."
"Like I said earlier, I saw a lot of myself in Gretchen, and to be completely frank, part of me wishes someone would have, let's say, shown me the ways of life when I was younger."
I was totally confused now and wondering where this conversation was going.
Helen went on to say, "I met Felix when I was very young. He's the only man I've ever been with. He's an excellent husband and father. However, he's a bit on the conservative side when it comes to the bedroom, if you know what I mean."
"I think so, but why are you telling me this?"
Helen took a larger sip of wine, took a deep breath, and continued on to say, "Well, Felix is very averse to oral sex. He thinks it isn't very sanitary either for him or me. He's repulsed by it. As a result, I haven't had an orgasm in a very, very long time, Ray."
I then thought to myself, "This can't be leading where I think it is. No fucking way."
"Uh, that's too bad, Helen," were the only words I could think of to say.
"Gretchen and I have a very open relationship, and she told me that you were, uh, a very adept lover."
This was a very difficult conversation for her and me, and I wanted to cut to the chase, and asked, "So what is it that you want from me, Helen?"
"I just want a sample of what you did with Gretchen. I don't want to have full sex with you, but I was hoping you would, uh, give me an orgasm with your tongue."
"So you want me to eat your pussy?"
"That's a very crude way of putting it, but, yes, I want you to eat my pussy. I can't stop thinking about it since Gretchen told me."
"What about Felix?"
"He's out of town. He doesn't have to know about this. It would be just this once. I just want to experience it."
A million thoughts were flashing through my mind. First and foremost was, "What the fuck is happening here? I might be better off if she had slapped me. I would have understood that."
The other part of me felt sorry for her. Oh, my goodness, she might not have had an orgasm in years, if ever. I felt guilty for fucking her daughter. Maybe I wouldn't feel as guilty if I did this. I could give her an orgasm or two and never speak of any of this again. I found it enticing to give a woman an orgasm who hadn't had one in a while.
"I would understand if you said 'no,' Ray. I probably shouldn't have said anything."
"Just this once, right?"
"That's all, Ray. I just want to experience it."
"Alright, Helen. I'll do it one time, but you have to let me know, how do I say it? You have to let me do it my way. It's not like I just go down on you for a few minutes. I want to do it right."
Helen grinned, "Of course, I'll do what you want. You're in charge."
Helen was a decent-looking lady. She looked like an older version of Gretchen. She may have been a few pounds heavier than her daughter, but she wasn't overweight. She saw that I was contemplating my next move, and I could see her silently pleading with me by the look in her eyes.
I turned on some soft music, held out my hand, and said, "Let's dance. It will help us both to relax."
Helen took a sip of her wine, stood up, and I brought her to the center of the room. I took her in my arms as we began to sway to the music. She had a bashful nervousness about her and avoided eye contact with me. It must have taken all the courage she could muster to approach me with this proposition.
I put my finger under her chin, raised her head, looked her in the eyes, and said, "You're a beautiful woman, Helen."
She smiled and blushed as I brought her in closer. As the song came to an end, she seemed to relax a little. I continued to hold her as the next song came on. I held her closer and pressed my manhood against her thigh. Helen's hips began to sway, indicating she was even more relaxed.
I slid my hand further down her back to just above her ass. As we swayed to the music, I began to nuzzle the nape of her neck, which caused her to tilt her head and softly moan. I made sure my chest lightly brushed against her nipples, and I lowered my hand further to grasp her ass.
Helen looked up at me with that unmistakable look of lust in her eyes, and I gave her a tender kiss. We continued kissing as I clutched her ass with both my hands, drawing her closer to me, my hardening cock pressing against her thigh.
Feeling emboldened now, I began to unbutton her dress from the top and bottom, leaving a few buttons in the middle. I leaned down to kiss her chest and fondle her breasts through her bra. She held my head tightly and sighed as her breathing quickened. I slid a hand between her legs and found her panties soaking wet as I massaged her pussy.
I slipped my hand into her bra to caress her bare breast. I freed both breasts from her bra and began to suck on her nipples as Helen softly stroked my head. Confident that she wasn't going to change her mind, I took the next steps to my seduction of my neighbor's wife and lover's mother.
"Do you want to go into the bedroom, Helen?"
"Oh, god, yes."
I led Helen by the hand to my bedroom. I could tell she was nervous but excited at the same time. I undid the remaining buttons on her dress and slipped it off her shoulders. I gazed at her body as she stood before me in her underwear. Her bra wasn't sexy in the least, and her panties were the high-waisted type.
Helen was so nervous, she was almost shaking, so I took her in my arms, and told her, "You look lovely, Helen."
"I know I don't have the body of a twenty-one-year-old. I hope you aren't disappointed."
"On the contrary, you look divine," I replied and kissed her again.
As we were kissing, I undid her bra and peeled it off of her. She shyly looked at the floor as I checked out her breasts. They were bigger than her daughters and sagged a little. Her nipples were dark and hard. I cupped them both and leaned forward to alternately suck on each one of them. I then slipped my fingers inside the waistband of her panties and pulled them down, revealing a full, dark bush.
When I helped her step out of her panties, Helen confessed, "Felix is the only other man to have seen me naked until now."
"Well, that's a shame, Helen, because you have a beautiful, sexy body."
Helen's thighs were thicker than Gretchen's and her ass was spotted with dimples, but I found her to be attractive. She may have been older, but she still had that innocent air of inexperience about her. We kissed again as my hands explored her body. Helen moaned louder as my finger penetrated her damp pussy. She tossed her head back in pleasure as her eyes rolled into the back of her head. Her knees buckled when my thumb teased her clit.
I brought her over to the bed and laid her down and said, "I'm going to strip down to my underwear just to get comfortable. I promise that's as far as I'll go."
Helen nodded in agreement and watched as I took off my shirt and pants. Her eyes were immediately drawn to between my legs, where there was a noticeable lump from my hard-on.
I joined Helen on the bed and we began to kiss again. I kissed, licked, and nibbled my way down her body, making sure to spend plenty of time playing with her breasts and nipples. She was already squirming on my bed as I made my way down her torso. I spread her legs wider and gazed at her wet, glistening pussy while taking in the sweet aroma of her excitement.
I kissed and licked her inner thighs before I ran my tongue over the length of her pussy a few times. She twitched a little when I first licked her, but settled down and spread her legs wider for me.
Helen moaned loudly as I began to tongue fuck her. Knowing she rarely, if ever, had her pussy licked made it that much more pleasurable for me too. I was helping to fulfill one of her fantasies.
She was squirming and lifting her hips, seemingly trying to get my tongue deeper into her. At times, I would flick my tongue across her clit which caused Helen to groan louder. I then replaced my tongue with my finger so I could concentrate on her clit. It was time to let her cum.
I used my lips and tongue to suck on Helen's clit which caused her to rock her hips and writhe in pleasure. She pulled my head tighter as she lifted her hips.
Helen shouted, "Oh my fucking god, I'm going to cum. OOOOOHHHHHHH."
I thought to myself, "She's a screamer just like her daughter."
Her juices were gushing from her pussy and I did my best to lap them up.
After her orgasm, Helen said, "That was fantastic."
"That's nice but I'm not done with you yet," I replied and went back to work tonguing her hot, neglected pussy.
She came again as I sucked on her clit. I didn't stop until she came a third time.
"No more, Ray. I can't cum again. I've never cum more than once and it's been forever since I did that. I can't thank you enough."
"I'm glad I could help out."
I was proud that I was able to give her several good orgasms, especially after her long drought.
It took her several minutes for Helen to recover, and when she sat up, she noticed that I was still hard.
"Can I ask another favor of you, Ray?"
"Sure. What can I do?"
"Would you mind if I saw you naked? I've never seen a naked man other than Felix."
I replied, "No problem," and proceeded to slip off my boxer jocks for Helen.
She looked at my hard cock in amazement and said, "Oh my, it's so big."
My dick is about six inches, so I'm not overly big but Helen seemed spellbound seeing her first hard cock other than her husband's. I thought that maybe Felix didn't quite measure up, if you know what I mean.
"Do you mind if I touch it?"
"Go for it, Helen. I don't mind at all," I replied, figuring I might get a hand job out of the deal.
Helen gingerly touched my hard manhood. It was almost like she was afraid it was going to bite her. Once she became more comfortable, Helen began to run her fingers over my shaft and balls. We both got a good laugh when I made it twitch, which caused her to pull back a bit. She then got on her elbow and leaned over. I thought she was getting more comfortable and wanted a closer look but she gave my dick a little lick before briefly taking it between her lips.
Helen lifted her head and said, "I'm sorry. This wasn't part of our agreement."
"No, go ahead. You can suck it if you want."
She was holding onto my dick, looked at me, looked at my dick, shrugged her shoulders, and started to blow me. Deep down, I knew this wasn't the smartest thing I should be doing, but it was no worse than fucking her daughter. Besides, under the circumstances, how was I going to turn down a blow job?
When Helen started sucking my dick, her head was bobbing furiously on it. I had to slow her down.
"Take your time, Helen. There's no hurry."
"I'm sorry, it's been a long time since I've done this, too. Believe it or not, I miss it."
I was thinking, "Boy, it's a shame that Felix isn't taking care of business at home."
I felt sorry for Helen because her husband wasn't keeping her satisfied in the bedroom.
Helen was moaning and sighing as she sucked my dick. It was obvious she was enjoying having hard man meat in her mouth. Helen gagged a couple of times and scraped my dick with her teeth. It wasn't the best blow job I've ever had, but I haven't had a bad one either.
After she sucked my dick for about five minutes, Helen lifted her head and said, "I want to feel you inside me, Ray."
"I don't know, Helen. Are you sure you want to go down that road?"
"I may never get this opportunity again, Ray. I want to have sex with you."
I figured, I already ate her pussy, and she sucked my dick, so why not give her what she wants?
I didn't want Helen blaming me for things going further than she planned, so I told her, "Why don't you get on top?"
Helen straddled me and I saw her hand nervously shaking as she took hold of my dick and lowered herself onto me. Her eyelids fluttered and she lightly bit her lower lip as my dick entered her. She took a moment to enjoy the feeling of another man's larger dick inside of her before she started to ride me. I grasped her flopping tits as my neighbor's wife rode my dick.
Helen started out slowly at first, but gradually picked up the pace while crying out, "Oh god, I can't remember that last time I had sex. Oh, it feels soooo good, Ray."
Gretchen's pussy was much tighter than her mother's, but Helen's still felt wonderful. The entire time she was riding me, Helen was moaning, groaning, and telling me how good it felt to be having sex again. She would slow down to catch her breath, and when she did, she'd lean over to feed me her nipples. I had a firm grip on her ass cheeks or I was fondling her tits.
When Helen ran out of steam, I turned her onto her back without disengaging and gave her pussy a good hard pounding. She was grunting with each thrust into her hot, needy, dick starved cunt. When I thought she was close to cumming, I placed her legs over my shoulders, and gave it to her good.
Helen started screaming, "Oh shit, fuck me, Ray. Fuck me. You fuck sooo good. Oh fuck, I'm cumming, I'm cumming, OOOOOOOOOOOOHHHHHHHHHHHHHH."
I was getting close to an orgasm, too, and decided to put her on all fours. She quickly turned around and presented her pussy to me. I shoved my dick into her in one thrust which made her cry out in pleasure. She started to grunt again as I fucked her hard. Her ass cheeks were rippling each time my hips slapped against her ass. Her tits were flopping around like they were clapping in approval.
When Helen cried out, "Fuck me, Ray. Cum inside me. Cum for me, Ray," I shot my load deep inside her.
She collapsed face-first onto the bed as I laid on top of her. I withdrew from her when my dick began to soften. I rolled off her and onto my back.
"Oh my god, Ray. I've never had sex like that in my whole life. I hardly ever orgasm and have never cum four times. I don't think I've cum four times in the last four years. I now know why Gretchen keeps coming back to you."
"Thank you, Helen. I aim to please."
"Felix never fucked me like that."
Helen wasn't interested in sticking around. She got what she came for, and more. She might have had conflicting feelings about what she had just done with me. On one hand, she had the best sex of her life, on the other hand, she wasn't used to letting loose like that and didn't know how to handle it.
As she dressed, Helen said, "It goes without saying that no one can know about what just happened between us. It can never happen again either."
I didn't want to call her out on the fact that she was the one who pursued me. A gentleman will allow a lady to maintain her modesty and dignity.
"My lips are sealed, Helen. It will be our little secret. As far as I'm concerned, nothing happened, and nothing will in the future."
"Thank you, Ray."
After Helen went home, I was thinking, "What the fuck just happened tonight? I never saw that one coming. How many guys can say they fucked a young woman and her mother?"
I could only hope that this evening wouldn't come back to bite me later.
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