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I slept late into Saturday morning and woke up with a massive erection after dreaming about my stepmom Hilda all night. Seeing her with dad and then getting a blowjob from her had been nothing short of amazing. I grabbed my phone and checked for messages. There was one from Hilda.
"Good morning, sweetie. I checked in on you before I left to have brunch with Sabrina. I noticed your morning wood but I didn't want to wake you. You slept so peacefully. I'll happily take care of you when I get back..."
She ended the text with emoticons of red lips, an aubergine and some raindrops. It definitely wasn't just a dream then, I thought and smiled to myself. I did my morning routine while figuring out an appropriate reply to Hilda's text message.
"Can't wait!" I simply sent, after overthinking it a few times.
Dad usually golfed with his buddies on Saturdays and I had the house to myself. I decided to have breakfast out on the patio and then use the gym in the basement for a long workout. I was inspired by Hilda's physique and wanted to make sure I stayed fitter than her. She sent me another text a couple of hours later.
"On my way home. I'll just stop by the grocery store on the way. Want anything?"
Your lips around my cock, I thought, but hesitated to send that as a reply.
"I think you already know what I want," I wrote back and added an emoticon with staring eyes.
"LOL," she replied.
A second later she sent another text.
"Don't worry, you'll have my lips wrapped around your juicy cock before you know it..."
Holy shit, I thought. I should have sent the first thing I thought of. I guess I was still learning.
I finished up in the gym and hit the shower, making sure my hygiene was impeccable. I put on a pair of soft, loose shorts and a T-shirt to go wait for Hilda on the porch out front. I figured I could help her carry the groceries inside when she arrived. She arrived ten minutes later, and I ended the chess game on my phone to get up and greet her.
"Hey, sweetie," she said hurriedly, jumping out of the car. "I really need to use the bathroom. Can you get the groceries in the back? Thanks!"
She disappeared into the house while I emptied the car. Just seeing her got my juices flowing. I didn't put on underwear and there was already a noticeable bump in my shorts. I unpacked the groceries in the kitchen and Hilda come in just as I was done putting the bag away.
"Thanks, sweetie. Have you had a hard time without me?"
She glanced at my crotch and the growing bump. I looked her up and down. She had her long, blonde hair out and wore just a bit of makeup to highlight her natural beauty. The blue summer dress she was wearing was a loose fit, but when she moved, the sexy shapes beneath were clearly visible. She was wearing a bra, pushing her tits together a bit to highlight them as well. All in all, she was super hot and I grew another inch in my shorts.
"Hello? Earth to Nick," she laughed.
"I'm sorry, you're just so fucking hot!" I blurted out.
"Well thank you, sweetie," she smiled and stepped closer. "I do like compliments."
She reached out and slid her finger from my cheek, down along my neck, over my stomach and hooked it into the waistband of my shorts. Then she tugged at them, pulling me closer.
"Tell me," she whispered in my ear and nibbled my earlobe, causing me to grow yet another inch, "what would you have me do?"
I put my hands on her hips and looked her in the eye. She waited patiently for me to reply.
"I want you...," I started and then leaned in to whisper in her ear, "... to drop down to your knees, take my cock out and fucking worship it."
It was the first thing on my mind and I decided to just go with it and see how she would react. She gave me a big smile and maintained eye contact while she slowly slid down to her knees in front of me.
"I'm so glad you asked," she said and pulled my shorts down, revealing my almost fully erect cock.
She grabbed it with both hands and started jerking it softly while looking up at me. I put my hand on her head and pulled her lips to my cock. She happily parted her lips and let me slide my cock into her wonderful mouth.
"Fuck, yes!" I moaned. "Suck my cock!"
My words seemed to spur her on and she used her hands and mouth on me expertly. I wouldn't last long. Nor did I want to.
"Take your tits out, I want to cum all over them," I grunted within a couple of minutes, telling her I was almost there.
She let go of my cock with one hand and pulled her tits out, one by one, from her bra and dress. They looked so tasty, I thought and knew that it was only moments left until I painted them streaky white. Hilda sensed my cock growing that extra bit just before it would erupt and she slipped her mouth off me to aim me at her tits. One hand flew up and down my slick shaft while the other massaged my balls, coaxing the cum out.
"Cum for me," she urged, looking up at me with horny eyes. "Show me what you've got."
That was it, I tensed up and my cock erupted with blast after blast of white, sticky cum. Her tits and neck got drench in my cum, which only seemed to make her happier. She jerked me perfectly. Soft and slow through the most powerful shots, and then harder and slower as my orgasm faded.
"Holy fuck!" I moaned, completely spent.
I stared down at my stepmom, her cum-covered tits and the happy expression on her face.
"That was a lot, I guess you really needed that," she giggled with a big smile.
I nodded and replied, "I dreamed about you all night and had a boner all morning."
She leaned in to kiss my tip and taste the last drop of cum.
"You've really accepted this new relationship of ours". She gave me a cute smile.
"Who wouldn't," I smiled back.
Hilda stood up slowly, still holding my semi-erect dick in her soft hand. She looked down at her chest, jiggled her tits for me a little and looked up again with a playful smile.
"You said yesterday that you usually have to cum at least twice when you're excited before you can relax. Was that true?"
I stared at her tits, proud of my artwork, before meeting her gaze.
"I think," I started and chose my words carefully, "that with you, only twice would be an insult."
She laughed out loud and squeezed my dick a little harder.
"Well then, come with me."
She pulled me by my dick and I stepped out of my shorts to follow her close behind while she led me into the downstairs bathroom.
"I need to clean up a little before I get stains on my dress."
She let go of me to carefully undress. Her well-shaped ass came into view as she let the dress fall. The blue, matching thong lead my eyes down between her ass cheeks. I remembered her saying her pussy and ass would be available for me too, at some point. I felt my cock start growing to its full size again. Hilda dropped her bra as well but kept the thong on. She looked at herself in the mirror, also admiring my artwork with a big smile. She then turned to face me and noticed my hardened erection.
"I think I look really good, wearing your pearly necklace," she said in a husky tone. "Maybe there's some more I could wear as make up?"
Oh boy, I thought and my mind started generating fuzzy images of me cumming all over her face. We were interrupted before I could reply.
Hilda's phone started ringing in the hallway and she excused herself to go answer it. I stood there, slowly jerking my cock and waiting for her return. I heard her talking to someone for a minute, but I didn't hear about what or with whom. A moment later she came back into the bathroom and gave me a sad smile.
"It was your father. He lost a bet on the very last hole and had a couple of drinks on hole 19 to compensate. He wants me to go pick him up."
She started to rinse off my cum from her tits and clean up.
"And as I said, he'll always be my priority. But I'll make it up to you later, okay?"
I nodded, completely understanding and definitely not wanting to come between my dad and stepmom in any way. I was about to leave, but she stopped me with a hand on my arm.
"Hey, why don't you come with me to pick up John. If you drive, I could comfort him in the backseat. Make him forget all about his loss in that silly game." She slid her fingers along my cock. "You could watch us in the rear view mirror. I know you like to watch..."
A few minutes later, I was driving us to the golf course. It was about 20 minutes to get there. Hilda was next to me in the front seat. She wore a skimpy purple dress, no bra and just a enough make up to make her look really sexy. Her lips colored red looked so good, I wanted to kiss her and have her wrap her lips around my cock again. I had my loose shorts back on, but didn't bother with underwear. My erection was clearly visible, but not annoying me as much as it would have if she hadn't already taken care of me once.
We arrived at the clubhouse and I parked right out front to let Hilda go inside and get my dad. A couple of minutes later, they appeared. Dad looked a bit defeated but happy to have his beautiful wife by his side. He walked a bit slower than usual but didn't seem drunk. They had their arms around each other, and looked very much in love. They stopped right outside the back door of the car for a quick chat and I saw them through the side mirror, kissing passionately. Dad's friend Josh walked passed us, on his way home as well, I guessed.
"Get a room, you two!" he laughed as he passed my parents.
Hilda opened the door and dad got in the back seat before she followed him.
"Hey Nick," dad greeted me. "Why don't you join me sometime, meet the guys and talk business while we play a round?"
I nodded and promised I would, but that I wasn't very into golf.
"I think he'd rather swing his club in the bedroom with a girl then at the rich, old white guy circle jerk with his dad," Hilda laughed as she shut the door and I started to drive away.
I noticed in the rear view mirror that as was looking straight at Hilda, who had chosen to sit in the middle seat, right next to dad. They continued to make out in the backseat while I drove us home. When I heard a zipper followed by a muffled grunt from dad, I glanced in the mirror and saw that Hilda were reaching over to his lap with both arms. I adjusted the mirror a bit and saw her fish his already erect cock out of his pants. Dad reached into her dress to grab a tit and make Hilda moan too. She caught my eye in the mirror and gave me a sexy wink, which I returned.
"Nick?" Hilda said from the backseat, temporarily pausing the hot makeup session with dad.
"Yeah?" I looked at her in the mirror.
"Could you do us a favor and stop by a 7eleven or someplace?"
I nodded, "Sure. What do you need? I can go in and get it for you".
I turned off the road we were on and headed for the closest 7eleven I knew. Hilda smiled but hesitated to reply. She whispered something to dad and he nodded after a quick think.
"Condoms and lube. And make sure you get the large condoms, not the regular ones."
I gave her a wide grin and tried to sound cool, "I always get the large ones".
"That's my boy," dad chuckled.
I drove carefully, keeping one eye on the road and one eye on my parents in the backseat. They were kissing and moaning softly. Hilda with her hand on dad's dick and dad with his hand fondling tits. I parked a bit away from the entrance, with no other cars close to ours, and told them I'd be right back.
"No hurry," Hilda said, just as I closed the door behind me and headed inside the store.
I tried to hide my boner under the long T-shirt, but was unsure if I actually did. I had to ask the sweet looking girl behind the counter for the goods, since they were tucked away on a shelf behind her.
"These are the large ones, I think," she said and put a pack of condoms on the counter in front of me. "Want the smaller pack with 5 or the big pack with 20?"
Thinking that it would be real sad if I missed out on sex with Hilda because there were no condoms at the house, I decided to go big. "I'll take two big packs," I smiled.
"Lucky girl," she smiled and took the condoms down from the shelf. "And lube, you said?"
I nodded.
"We have few varieties, for different purposes, supposedly, and with different flavors. Which one do you want?"
I hesitated and we made eye contact. Her name tag said Cass, short for Cassandra, I guessed. She was beautiful in her own way. Very punk rock with her short, black hair, an outfit with worn out jeans and a sleeve-less shirt, nose and ear piercings and a large tattoo along her left arm. She figured I was unsure what I wanted and decided to help out. She took a couple of bottles of lube from the shelf, put them on the counter between us and leaned closer. I did the same and it must have looked like we were about to kiss, but she stopped at an appropriate distance. We were the only ones near the register, but we weren't alone in the store, and she kept her voice low.
"This one tastes the best, if you ask me." Cass pointed to a bottle with a strawberry logo. "And this one," she pointed to the other bottle, "is great for anal. Only it takes a bit more effort to wash off."
I nodded and grabbed the bottles to check the labels. "I think I'll have both, then."
"Yeah, you will!" she laughed and scanned all the items. "Need a bag?"
I shook my head, "No".
I paid and just as I picked up the items and was about to leave, she stopped me.
"Hey, just in case things don't work out as you hoped..." She handed me a card from her pocket.
It read 'Cassandra Binnington, Photographer', and listed some examples of photography, like portraits, weddings etc.
"This is just part time until I make enough as a photographer," she explained.
"Thanks," I replied and left the store with her card in my pocket.
Was she asking me out or looking for work, I wondered. When I saw the car again my mind immediately started guessing what was going on in the backseat and I forgot about Cassandra. The rear windows were tinted dark and I couldn't see inside as I approached. It wasn't until I opened the door and got a glance at the backseat that I found out what my parents were up to.
"Shit, Nick's back," dad grunted as I opened the door.
Hilda was on her knees in the backseat with her head in dad's lap. I couldn't see below his chest but I had a pretty good idea what she was doing. Hilda popped her head up to smile at me, lipstick smeared around her wet mouth.
"He doesn't mind. Do you, Nick?"
I threw the items on the passenger seat and took a seat behind the wheel.
"Not at all," I replied, trying to sound casual and confident.
I started the car and glanced at my parents in the rear view mirror. Would they continue? I heard dad moan and saw Hilda's arm move in his lap, teasing him.
"Oh, fuck," he moaned. "All right. Get back to it then."
Hilda made a happy noise and dove into his lap again. I turned the mirror to see her slid her lips down dad's hard cock.
"Eyes on the road," dad grunted when he noticed me adjusting the mirror.
"One eye on the road," Hilda giggled, temporarily taking dad's dick out of her mouth.
I drove slow and took a slight detour, extending the travel time by another ten minutes. Dad had cupped Hilda's large tit in one hand and massaged it, making her moan around his shaft. In a moment of sudden confidence, my cock took a decision for me and I reached back with my free right hand to cup Hilda's other tit and roll her stiff nipple between my fingers. I don't know if dad noticed, but Hilda sure as hell did. Her moans grew and filled the car.
Dad wasn't unaffected by her efforts and his moans continued to grow as well. He grabbed her hair in his free hand and made her fuck him with her mouth. The sloppy sounds and moans from the backseat got me extremely hard and horny. I almost pulled over to jump back there and join them, but I managed to keep one eye on the road and enough focus not to drive off it.
"Oh fuck!" dad shouted. "I'm gonna cum down your throat!"
Hilda moaned and I pinched her nipple hard just as dad unleashed his cum into her eager mouth. Hilda's moans quieted but her body started shaking, and I guessed she was having an orgasm of her own. dad forced her mouth up and down his shaft while he emptied his balls.
"Swallow it!"
Hilda moaned a positive 'mhm' and did as he requested. She slurped and sucked out the last of his orgasm and then they quieted down. I let go of her tit and focused on the road again.
"Listen," dad said while giving me a look in the rear view mirror, with Hilda still slurping on his cock, "I don't mind sharing her with you."
He slapped Hilda on the ass to emphasize his point.
"She's more than I can handle, and I'll only be happy if you help out in new ways around the house."
I nodded at him through the mirror.
"Just one thing, promise us you won't stop dating."
I nodded and told them I wouldn't, thinking I might give Cass from the store a call later.
After I parked the car and we all got out, dad looked tired, but happy, and Hilda looked like she'd just given a very sloppy blowjob. Hair in disarray, makeup smeared and her stiff nipples almost poking holes in her dress.
"I'm gonna hit the shower," dad sighed and disappeared into the house.
Hilda stepped up close to me, sliding her thigh against my boner.
"Did you watch us, you little pervert?" she giggled.
Then she burped and I made a frown from the odor.
"Oh, shit," she took a step back and turned away. "I'm so sorry. Sometimes, when I go deep, it pushes a lot of air into my stomach. And my breath might be a little... cummy. Let me get some mouthwash and clean up a bit for you."
Dad joined me in front of the TV and fell asleep on the couch half an hour later. I hadn't seen Hilda since we got home and my boner had only partially softened. Then I got a text from her.
"Guestroom, now."
I let the TV stay on and left my snoring dad on the couch as I hurried upstairs. The door to the guestroom I was staying in was slightly ajar and I pushed it open carefully, very unsure of what awaited me inside.
Hilda was standing by the desk with her hands on her hips, staring at the computer screen on my laptop. She was wearing a tight black business skirt, matching suit jacket and a white blouse. Her make up was more distinct, with ruby red lips and distinct eyeliner. She had her large, black reading glasses on and her black pumps made her taller. With her hair in a tight, high pony tail, the image of a hot business woman was complete. I got an instant boner.
I closed the door behind me and saw that the computer screen showed a porno. Some woman on her knees sucking dick, accompanied with fake moans and some cheesy music.
"What the fuck is this?" Hilda sounded mad, turned to me and pointed at the screen. "Do you really watch this degenerate filth in my house?"
I was a bit surprised. I was ninety percent sure that this was a game, but those last ten percent made me hesitate.
"Well, young man. Answer your mother. Do you watch this nasty stuff? I just opened your laptop and there it was."
I knew that wasn't true. I had been searching for a used car, last time I had the laptop open. Meaning, she must have opened up that porno all by herself. Meaning, this was a game. I was ninety-nine percent sure.
"Yes," I replied. "I watch that stuff."
"I see. And you think it's perfectly okay, treating women like this?" She pointed to the screen, were the guy was face-fucking a fake-boobed chick, making her eyes water.
"I guess. If she wants it."
As if it was rehearsed and timed perfectly, the girl on the screen plopped the cock out of her mouth and told the guy she loved it, and that she wanted more. Hilda gasped with her hand over her mouth, mock-surprised.
"Oh my gosh. That is really disturbing. Just look at the way he shoves his big dick in her mouth. He treats her so disrespectfully."
"No he doesn't. He's giving her exactly what she wants. How is that disrespectful?"
She looked at me again, and glanced at the bump in my shorts. I detected the slightest of smiles.
"We'll, a proper woman would certainly never do that. Why do you watch this filth?"
"To get off." I shook my shoulders and stepped closer. "I do better in school if I take care of my libido."
"Huh, grades are important, of course. I remembered helping you with homework when you were younger."
"Well, I don't need help with my homework anymore. But if you don't like me watching porn, you could always help me with that part instead..."
"What are you suggesting, young man?! That I help you masturbate and you will do better in school?"
"Not just masturbate," I smiled and nodded at the screen where the girl was still slobbering on the guy's cock. "Something like that would surely help a lot too."
"Nicholas! Are you suggesting that I, your mother, take your penis into my mouth!?"
"I would be a good start," I grinned, and I noticed her almost breaking character with a smile too.
"A good start, huh? You think you'd be able to fuck me too, after I give you a blowjob?"
Hilda slowly crouched down in front of me, tugging at my shorts for the second time that day.
"Don't make promises you can't keep, big boy."
Her hands pulled my shorts down and my cock bounced up to hit her chin. She giggled and grabbed it by the base of the shaft, looking at it through her big glasses. I thought about ways to continue the role play, and decided to just stick with the story line she had started.
"Yeah, mom, if you help me whenever my dick gets hard, I promise never to watch porn in your house again."
"Not even while I suck your cock?"
She slipped her lips over the tip of my cock and made me moan. Just behind her, on the desk, my laptop screen showed the girl eating the guys ass while he masturbated. Much like Hilda had done with me on our first encounter the previous night. I looked down at the sexy goddess sucking my cock.
"You're so fucking sexy," I moaned. "I love it when you suck my cock."
Hilda took my cock out temporarily, "I love sucking your cock. Do you like my outfit?"
"Absolutely love it!"
She focused on pleasing me with her mouth again, and I checked the screen. They had switched positions and he was fucking her doggy style while she begged for him to go faster and harder. I looked down again at Hilda, slurping eagerly on my knob, and she looked up at me with a fake frown.
"I certainly hope you're not going to grab my ponytail and fuck my mouth while you watch porn, you depraved bastard."
"Oh, but I am."
I grabbed her ponytail and started bucking my hips, using her mouth as I pleased. Her eyes widened with fake surprise and she made a disgruntled noise.
"Stop acting like you don't like it. You want this as much as I do!".
"Mm, yes," she hissed, and dropped the act. "Your mom has been hiding a very slutty side this whole time."
"No hiding anymore. Open your mouth wide for me."
She did, and I circled the tip of my cock around her lips and mouth. Then I pushed her mouth back down on me, forcing her as deep as she could go. She closed her eyes and focused on pleasing me, looking like she really enjoyed it.
"Fuck me in the ass," the girl on the laptop moaned.
Hilda reacted with a 'mhm' moan around my cock and sucked me even harder, seemingly very turned on by the sound from the porno.
My ex Lisa only tried it once. She wanted to tell her friends that she had done it, and so one night she told me to do it. She hadn't prepared, I wasn't wearing a condom and lets just say that it wasn't a pleasurable experience for either of us. In fact, the outcome was pretty shitty.
"Yes, that's it!" the porn actress moaned. "Split me in half with your big dick!"
I looked at the screen, were the guy just rammed his dick into the girl's asshole. Not very realistic without a lot of warmup, I thought. But still a good fantasy and it did turn me on. I pushed my hips forward and pulled Hilda's ponytail tighter, forcing her to go as deep as she could again. She started coughing and I pulled back, allowing her to breathe freely.
"Mommy's throat is too tight for your massive cock, baby," she panted.
She grabbed my cock to jerk it while looking up at me with puppy eyes behind those big, black-rimmed glasses. She then repeated her suggestion from earlier that day.
"But you can give mommy a big, juicy facial if you want..."
"Fuck yes!" I moaned.
I pulled her lips down to my balls while I jerked my cock above her head. I glanced at the computer screen and saw the girl riding the guy in a reverse cowgirl position, with the camera angle showing her ass riding up and down his dick in a close up view. I instantly wanted that for my dick too.
"Is she getting her ass fucked like she requested?" Hilda asked, noticing that I was watching the computer.
"Oh, yes. She's riding him with her ass. It looks tight as fuck."
"Sounds really hot! I love anal, when I'm horny enough and prepared for it..."
"You take it up the ass just like that?" I was mesmerized.
"Mhm," she mumbled positively with her lips slobbering on my balls.
That was too much for my brain to handle and it decided that my orgasm was overdue. I yanked Hilda's head back, maybe a bit too harsh but she didn't seem to mind. She immediately knew what was coming and looked up at me with a big smile. Not even trying to catch any in her mouth, just on her face. I aimed right at her nose and let loose.
A moment of eternity later, Hilda could see nothing through her glasses. Her lips, nose and chin were also covered with splashes of my cum. Even some of her hair had streaks of white in it. She carefully took her glasses off and turned them in her hand.
"Wow, you sure have a lot to offer a lady."
I couldn't reply, I just basked in the afterglow of my own orgasm, watching her and wondering what she would do next.
"How dirty do you like your lover?" she asked with a slight smile. "Should I lick my glasses clean or would that turn you off?"
She was really great with the communicating part, I thought. I decided to be completely honest with her and just tell her the first thing on my mind.
"Yes, lick them clean," I grinned.
Slowly and methodically, Hilda let her tongue slide over each glass, licking up the cum from its surface and into her mouth. She mostly kept her eyes on me, watching carefully for my reaction. I had a hard time believing she was real, that this sexual marvel had been hiding in my stepmom all this time.
"I'm really turned on by facials and cum-play," I blurted out, suddenly overcome with a wanting to be completely honest with her.
Hilda just nodded and used a finger to slowly slide cum from her face into her mouth while looking up at me. My cock jerked. It was impossible not to get turned on again watching her. She noticed, of course, and gave me a big smile.
"I love the fact that I can turn you on again right after."
I grabbed my cock and jerked it a couple of times, thinking of something clever or sexy to say. I couldn't figure anything out and after a minute, I started to worry that I was making things weird.
"Why don't you have a seat right here by your desk?" Hilda suggested. "Put on your favorite porno and let me take care of you while you watch it. You can describe it to me and let me know what you like and don't like. I'd love to get inside that thick head of yours..."
I nodded and sat down on my desk chair, making sure there was enough room for Hilda to fit between the chair and the desk. She slid in between my legs and started kissing her way from my balls to the tip of my cock and back down again, no hurry. I reached for the computer and typed in the URL of my favorite porn site. A French movie about secretaries going beyond their usual job duties would be a good idea, I thought, and quickly found a video that seemed to fit the bill.
"Tell me what you chose," Hilda said and slid her lips over my tip.
"Fuck!" I moaned and looked down as she took my cock deep into her mouth. "It's a French movie, I think. Slutty secretaries is the main theme."
Hilda gave me a blowjob while I watched and explained what was going on in the lewd film. She listened intently to what I liked and didn't. At the third scene, when two girls were giving a guy the time of his life, I was about ready to cum again.
Hilda felt my cock twitch in her hand and looked up at me. I nodded and pushed her gently down to swallow it.
"Mhm," she moaned around me while I spilled my seed into her mouth.
What a feeling. I forgot all about the porno and looked down at her while she gently rubbed the last drops out of me before licking me clean.
"Yummy," she giggled and stood up to straighten her clothes. "Now I should go clean up and change before dinner. John mentioned my ass more than once earlier, in the car, and I'd like to be prepared if he follows up on that idea tonight."
My eyes widened and she laughed before leaving the room. I collapsed on the chair with a deep sigh. My dick slowly deflating against my thigh. I shut the laptop and headed for the bathroom to take a shower, my mind full of questions and ideas of Hilda's last comment.
When I joined my parents for dinner on the patio a couple of hours later, they were both very cheerful. Hilda had reset her appearance and was wearing a loose, white blouse and linen skirt. Dad had also cleaned up a bit and seemed revitalized by his afternoon nap.
"What a great day!" he smiled and handed me a fizzy drink.
"I thought you lost a bet at the golf course?" I asked.
"Yeah, but me and my beautiful wife here," he laughed and squeezed Hilda's ass unashamed, "are going to visit the Johnson's tomorrow for dinner. You know, the guy I lost to, Mike, and his wife, Susan. I know his wife has a weak spot for Hilda and I'm gonna take great pleasure in using that to get back at Mike."
We all sat down for dinner as dad explained his plan in more detail. He even added that if he got really lucky, there would be a threesome with the two hot wives at the end of the night, with him in the middle. I nodded along, astonished that it had only taken a day for him to open up about this to me. Clearly, my parents' relationship had secret levels that I was just beginning to learn about. Hilda didn't seem to mind at all about dad sharing his thoughts with me. She even helped elaborate the plan.
"Susan's such a sweetheart, and I'm sure she's curious about some girl-on-girl action. And since I've already spoken so highly of John as a lover, I know she's jealous of the sex life we have. At the same time, she's only ever complained about the sex she has with Mike. I can't imagine she'll turned down the opportunity to explore with us..."
I tried to figure out a way to hint that I'd like to be part of the plan too, but I was just too inexperienced with that sort of talk and could do nothing but listen and nod along. However, Hilda surprised me by suggesting something that was in line with my own thoughts, as if she'd just read my mind.
"I know, if you tag along and join us, you could be plan B. If she turns me down, maybe the hot young guy with an appetite for older women would be more to her liking."
"Alright," I smiled.
Hilda continued, "The important thing is to make sure Susan has a great time. And if we can't get her to go along, at least we should plant the idea in her head. Maybe she'll need some time to get used to the idea first."
"Let's get Mike drunk and focus on Susan," dad concluded. "I'll buy him a ridiculously expensive whisky and make sure he stays out of the way."
The scheming continued through dinner and dessert. The open talk about possibly wrecking a marriage made me a little uneasy, but the fact that I got to be a part of my parents' plans made me look forward to it. When we had finished up and the discussion concluded, our anticipation for the next day was palpable. I excused myself and decided to do some reading in my room before bedtime. I fell asleep over my book and woke up late by sounds from the master bedroom.
I knew immediately that my parents were having sex. There was an unfamiliar tone in Hilda's moans, however. I quickly and quietly shed my clothes and sneaked into the shared walk-in closet to have a look through the keyhole. I was fifty percent sure it would be okay if I simply walked in on them and watched, but those weren't good enough odds and I decided to stay a hidden voyeur.
Hilda was face down on all fours on the bed, reaching back with her hands to hold her ass open for dad. He was on his knees behind her, leaning in and licking her ass. What a fucking sight, I thought and started jerking my growing erection. Hilda moaned in a higher pitch than I had heard before.
"I'm ready," she said softly a minute later.
Dad leaned back and grabbed a toy, a butt plug, applied some lube to it and aimed it at Hilda's ass. She whimpered just for a second when the cold, slick tip of the toy made contact.
"Okay," she sighed.
The toy slipped inside her halfway, making her moan a bit louder. I'm sure they didn't care about waking me up anymore. Dad pulled the toy out and pushed it in a bit deeper the second time. He held it still until Hilda pushed back against it, swallowing the thickest part with her ass.
"It's in," dad told her, not even whispering.
"Yeah?" Hilda panted. "Just give me a moment to get used to it."
"You have until I've put the condom on," dad chuckled.
"Fuck you," Hilda snickered.
"Oh, I intend to fuck you very much". Dad grinned and started unwrapping one of the condoms I had bought earlier that day.
I was jerking myself softly while watching the scene unfold. Dad was about to slide his big pecker right up his wife's sexy ass. If she could handle him, she could surely handle me, I thought and imagined myself in dad's place, behind her.
Once the condom was on, he gently pulled at the butt plug. Hilda moaned again, clearly quite turned on by the treatment. To make sure she was ready, dad slowly fucked Hilda's tightest hole with the butt plug a couple of minutes. She panted loudly between moans.
"Fuck!" She hissed and grabbed the sheets tightly with her hands. "You nasty fucking bastard!"
"Yeah," dad grinned and removed the butt plug completely. "I am. And you're the nasty fucking slut taking my cock in her ass."
"OH FUCK!" Hilda squealed as he entered her with his lubed up, condom-clad cock.
She focused on breathing and relaxing while he carefully slipped an inch inside her. He slipped out again, added more lube and then placed his tip at her entrance again.
"Spread for me, slut."
Hilda reached back and pulled her ass open for him. She even pushed back against him, letting him slip inside once more. He moaned louder than her, feeling her tightness gripping along his shaft. They huffed and puffed, slowly getting him all the way inside her. When her ass kissed his pelvis, they both paused for a moment.
I imagined Hilda's ass around my cock, how it gripped me hard and massaged the shaft when she clenched her buttocks. She must be so fucking tight with that well-shaped ass, I thought and jerked my cock harder.
"Come on then, you filthy fucker," Hilda moaned. "Work that cock like you mean it!"
Dad grunted and grabbed her hips tightly. He pulled out a halfway and pushed back into her a second later. She gasped joyfully and encouraging him to continue. He repeated the process, out and in again. The sound of his body slapping against her ass soon filled the room and were almost as loud as their moans. I jerked myself feverishly and felt a familiar sensation bubbling in my balls sooner than I expected. Timing it perfectly, I emptied my balls into my free hand just as dad filled the condom deep in mom's ass.
The sounds of their lovemaking had filled the house and of course, they could hardly expect me to be asleep. I hurried to the bathroom to clean up while they calmed down, hoping I would be done and back in my bed before any of them left their room.
I cleaned off quickly and was drying my cock when the door suddenly opened and I was face to face with Hilda. She was completely naked and since I had my hand around my dick, I could feel it jerk, even though my balls felt rather empty.
"Oh, I'm sorry," she said but made no effort to move or close the door.
"No worries," I replied, hanging the towel back and showing her my own body, also completely nude.
She stepped inside, closing the door behind her. We were barely inches from each other. She looked up at me with a smile.
"Did you hear us? Did you watch us?"
"Yeah," I nodded, not ashamed to admit it.
Hilda took a step closer, connecting her tits with my chest, and my growing erection with her stomach. She reached around and grabbed my ass, pulling my ass cheeks apart.
"How do you feel about anal play?"
"I don't have much experience," I admitted. "But I'm keen to learn."
"I bet you are, big boy."
She let go of me and walked up to the basin, giving me a sexy look in the mirror on the wall above it. I walked up behind her and gently placed my hands on her hips. My cock nestled at the top of her ass.
"Go ahead, grab my ass," Hilda told me.
I did. I spread my fingers over her butt cheeks and squeezed them gently. She sighed and bit her lower lip while our eyes met in the mirror. I spread her ass and placed the shaft of my cock between them before pulling them together again. I got some lube on my cock and easily started sliding up and down between her ass cheeks.
"You have a fantastic ass," I grunted in her ear.
"I know," she whispered and turned her head to kiss me.
Just as my tongue found hers, my cock slid just far enough down between her ass cheeks to line up straight at her rear entrance (or should I say exit?) and when I pushed forward again, my cock slipped inside her tightest hole.
"Oh fuck!" She moaned into my mouth, a bit surprised. "You're in my ass."
"Oh fuck!" I agreed when I felt her ass grip my cock for the very first time.
Without thinking, I pushed myself into her and pinned her against the basin. All the way, with no resistance to speak of. Her ass accepted my cock like it was made for it. I paused, deep inside her just like dad had done, and looked up to meet her gaze in the mirror. Her eyes were on fire and she was gripping the edge of the basin so hard, her knuckles whitened.
"It's a lot," she panted.
"Is it okay?" I asked, moving my hips slightly and feeling her ass clench around me.
Hilda smiled with her mouth open, in the middle of a gasp and a laugh, it seemed. She pushed back against me and we both shuffled back a bit, while she bent over by the waist and spread her legs wider. She stopped us when her nipples touched the cool edge of the basin and made her shiver. I looked down and even though it was clear that my cock was buried to the hilt in her ass, my brain had problem believing it was real. I had to stare at it for a moment and let it sink in.
When I looked up at Hilda again, she gave me a determined look and a nod.
"Fuck my ass."
There was no hesitation on my part. I pulled out a bit and pushed back in again. Her tightness gripped me hard along the shaft. I tried to analyze and compare it to other variants of sex, but it was difficult. It felt very tight right at the entrance, and then just warm and soft deeper inside her. Almost like a handjob using only one finger and the thumb, gripping very hard. Maybe combined with a infinitely deep, loose, teeth-less and tongue-less mouth on top of that. That image popped into my head and I involuntarily paused and frowned.
"What's wrong?" Hilda asked, noticing my reaction. "Is it not good? We don't have to if you don't like it."
I looked up at her and shook my head.
"No, no, sorry about that. My head's just messing with me. This is great!"
She relaxed and pushed back against me, urging me on, "Okay then, have your with me, stud."
My grip on her hips tightened and I started fucking her nice and slow, watching her ass swallow my cock over and over again. Neither of us bothered trying to keep quiet. Hilda grunted and panted while I moaned. Having already orgasm shortly before, and been emptied by Hilda earlier in the day as well, I had excellent stamina. At the same time, the new sensation, the dirty fantasy come true and hearing Hilda's response to my cock in her ass, I was soon on the edge of orgasm once more.
Hilda noticed I was getting close and reached back with a hand on my chest, slowing me down.
"Would you mind not cumming inside me? It can lead to some leakage later, during the night, and that mix is not something I look forward to cleaning up..."
I couldn't stop myself from going in and out, but I slowed down to take in what she said. I imagined some sort of a lube-cum-poo soup seeping out while she was sleeping, and realized that she made a good point. I would pull out when the time came.
"Alright, no problem," I nodded at her in the mirror.
"It's why John wore a condom," she added. "Just leaves some lube to rinse off afterwards."
"I'll pull out," I grunted and increased the tempo again, trying to focus my mind on the pleasure of fucking her ass, rather then the potential shit-show it could lead to.
"Fuck, yes!" Hilda hissed and braced herself for a fast and hard finish, trusting me to not finish inside her.
I was hoping she would be close to orgasm too, but she didn't seem to react enough with just anal. I wondered if it was the angle or if she would need some other stimuli as well. No more thoughts. My balls contracted and I knew it was only a second or two until my cock would twitch and pulse while my cum jetted out. I pulled out and not sure if she wanted my cum on her back or not, I hopped up next to her, aiming my cock into the basin.
"Oh, wow," Hilda laughed as I jerked my lube-slick cock right next to her.
She cradled my balls and helped me empty the remains of my orgasm.
Afterwards, while squeezing the last drop of cum from my deflating shaft, I looked down at my dick and noticed it wasn't covered with shit or even a sign of it, which I had imagined as a worst-case scenario. I looked at my hand and gave it a sniff. Hilda giggled.
"Not too bad, huh?"
"No, I'm surprised," I said and started washing off the lube.
"I'm very good at preparing. Perhaps I'll show you sometime, it could be a good learning opportunity for you."
"Sure. And...," I hesitated to ask my question.
"Yeah?"
"I was wondering... you didn't seem close to orgasm or anything. Doesn't it turn you on?" I asked carefully, with some difficulty finding words.
Hilda thought about it for a moment before answering, "It's a bit different. Don't get me wrong, it's a massive turn on and I love it. It's just not enough by itself to induce my orgasm. With a vibrator on my clit, or something like that, sure, no problem."
She stepped into the shower and crouched to rinse her ass and butthole. I was too tired for anything other than sleep and left her to get to bed. I quickly fell asleep and dreamed about Hilda and Susan pleasuring me together. Cassandra showed up to take some pictures. Wild.
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