Peter Meets Sarah

Note: This is the first part of a series that leads from cuckolding (part 1) and goes deeper down the cuckold/chastity (part 2) and cuckold/chastity/impregnation (part 3) path. Each part adds a new element.

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I was a few years out of college and making a pretty good living for myself at my job. It was definitely a career job that I saw myself doing long term and had moved a few states over from college to take the offer.

Since I didn't know many people in the city I had a string of somewhat random roommate. So far the longest one to stick was Jason, we had a two bedroom apartment that was pretty nice and we got along well. Overall there were no complaints, the one thing that irritated me was he'd call me Petey from time to time which felt a little demeaning like he was talking to a kid but I never told him not to call me that and it wasn't every time he said my name.

Plus Jason was a very neat person which was great for the apartment, he was friendly and easy to talk to. He knew some more people in the city than I did and often would invite me to tag along with his friends which was nice. He was more into sports than I was so sometimes I got a little tired of watching games with him out in the living room. And he definitely is the more athletic looking of the two of us.

I am a pretty average as it goes, 5'9" and not very muscular. Even a stranger could tell that Jason worked out a lot, he carried himself like a guy that was always in the gym. And though he didn't wear clothes that showed off his muscle there were certain times I forgot how big he was. He was probably about 6'4" and would sometimes complain about how clothes fit him because he was so tall and slender, often saying how shirts always were short on him.

I didn't realize he had a 6-pack until one time he was complaining and said how it just looked weird to have his shirt cut off at his stomach. He lifted his shirt a bit while taking about it and I glimpsed how toned his abs were. Jason always worked out in the mornings and after work would be back hanging around the apartment with me just talking so it didn't seem like he was spending all his time in the gym. Overall we got along great as roommates.

Jason would have a girl over from time to time but rarely the same girl twice so I never got to know any of them. I could often hear the women moaning from across the hall but never brought it up to him. I never gave his sex life much thought outside of that as I was always tired from work and would fall asleep as the moans started creeping out from his bedroom.

I knew I wasn't the biggest guy just from watching porn, but the women I had been with always seemed appreciative of my effort moreso than my size. I didn't complain though, after all I got to have sex so big whoop if some other dudes out there might be larger.

I had a couple girlfriends in college but nothing serious and after busting my back over work for a few years it felt like a good time in my life to start putting myself back out there. The next few months I dated around a bit through different apps but never really found a woman to stay with.

That all changed when I met Sarah, she had a bubbly personality and infectious laugh. And she was by far the hottest girl I had been out on a date with, she was about 5'8", had light brown hair with some blonde highlights mixed in and a beautiful smile. On our first date I got a little showy to try to make her feel special since she was so hot. I spoiled her a bit with a nice dinner and a couple bottles of wine at the restaurant. It felt good to splurge a bit too since I had been doing well at work. We hit it off and started getting pretty serious, going out a few times a week.

Sarah had been an athlete in college and was certainly built like one, her big firm breasts were a solid C-cup and all her working out kept them surprisingly perky for her size. Whenever we went out, if she walked ahead of me I always saw guys get caught staring as she bounced passed them.

Of course I couldn't blame them, her abs were toned too and she often wore something revealing so you could see what she was packing as she walked down the street. The best part of this though was when she passed and they caught a glimpse of her amazing ass. I swear I saw a guy walk into a crosswalk pole because he couldn't take his eyes off her ass.

Like I said, she had been an athlete and part of that was definitely her leg days because her ass was perfect. It looked like a heart as it popped up and curved perfectly down to her thigh gap. To be honest, I actually enjoyed walking behind her for the view, not to mention seeing the guys gawk over her and know that I was the one she was with boosted my ego.

I guess she had gotten really into working and toning her body after college, saying it was the best way to relieve stress after not getting to play sports as much anymore. Our first time having sex together was amazing, fully clothed she was the hottest woman I had ever been with, naked was another level.

Her breasts were perfect, with beautiful puffy pink nipples that matched her lower lips which were already swelling as our foreplay had started in the car ride home when I had leaned over and began exploring up her dress with my fingers.

She had a small tattoo on her hip, just below the tan line of her bikini. God she was hot, from her stories she had said the tattoo on her hip and her other on her shoulder had been a matching set to her best friend from her collegiate team. My mind briefly flashed to seeing two of her with this sexy tattoo naked in my bed.

The foreplay continuing snapped me back as she returned the favor of the car ride while pulling out my dick from my pants. Feeling her all up and seeing how hot her body was had me on edge. And when I finally slid inside her tight pussy I almost came on the spot. I was able to pull myself together but with her on top of me, her tits bouncing in my face, while she rode me with her pussy stroking my cock I didn't last long. She had me wear a condom and even that didn't help much.

As I stammered out that I was close she leaned into my ear and whispered, "No cumming inside me silly." I was a little confused because of the condom it seemed like a double protection but she slid off of my cock and rubbed her beautiful breasts across my face. That kept me excited and then in the same motion she climbed up further and brought her sopping wet pussy right to my mouth.

My natural reaction was to start eating her out and she began to ride my face the same way she did my cock, I could hear her moan as my tongue went inside her tasty lips, dripping with her wetness. I had been so close while inside her that when she reached back with her hand to my cock it took just two pumps before I came in the condom. She brought her hand back to her own clit and rubbed it as she continued to ride my face until she came as well. I felt the rush of wetness and quiver of her vagina as she pulsed back and forth while she orgasmed.

She pulled off of me and looked down at the load in my condom, "See and now it's so easy to clean up. Makes it worth having something that does the cleaning for you!" She said with her bubbly laugh and beautiful smile across her face.

I couldn't help but smile back and laugh along with her. And to be fair I probably would have lasted half as long if I not had a condom on. I pulled off the condom and threw it away as Sarah put back on her panties and grabbed my shirt I had worn to dinner then went off to the bathroom.

While she was in the bathroom I put on some clothes and went out to the kitchen for a glass of water. To my surprise Jason was sitting at the table with some game on in the background. I began to apologize, "Hey Jason, sorry I didn't realize you were home - hopefully..."

He cut me off saying, "Oh no worries, I got back from a date myself a little early and was just having a night cap while watching the end of the game. I'm actually happy to hear some noises coming from your room Petey, felt like it's been only on my side of the apartment lately." I rolled my eyes at the comment but was secretly happy I got to show off Sarah to him after he said it. "Is this the Sarah gal that you've been seeing?" He asked.

"Yea, we had a nice night and came for our own night cap." I said with a wink, it felt pretty cool to be the guy who brought the girl home and I kind of let it go to my head.

Sarah had been to our place a couple times but never had crossed paths with Jason. She came out into the main room, still wearing my button down from dinner. The shirt hung midway down her thighs, with her tousled hair she looked like a cutout from a sexy magazine.

She had only clasped a couple of the buttons in the middle of the shirt to keep it closed so we could easily see her cleavage pushing out the top of the shirt and the faint outline of her nipples through the thin material.

"You must be Jason!", she said with a perfect smile as she bounced over towards him. I thought her tits we're going to pop out of the shirt they were jiggling so much. Jason to his part took a hard swallow of his drink.

It was funny to see him on this side of things, though he had never show boated about the women he brought home there was definitely something to seeing his reaction to how hot Sarah was.

"Hey... yes - I'm Petey's roommate. So nice to meet you. He's been so happy these last few weeks after meeting you" Jason said as he reached to shake Sarah's hand. I don't think I had mentioned more than twice since I had been seeing her but it was nice of Jason to cover for me.

To my surprise as Sarah took his hand she pulled him into her for a hug and said, "Aw is Peter bragging about me?!" With a grin on her face she winked over at me. It felt nice that she said my full name in front of Jason, maybe that'll show him what I prefer. Though I don't know if he was really listening as I saw a smile creep across his face at the feeling of Sarah's breasts pressed up against him.

Sarah came over and sat down next to me as we all talked a little. It was all good friendly conversations though I kept catching Jason glance down at Sarah's cleavage or whenever she adjusted her legs his eyes would wander as well. They had a lot in common, both being into fitness. I never felt out of the conversation but it was a little unnerving to see them click so well.

Thankfully a few minutes later Jason twirled around his empty glass and said his night cap was out and it was time for bed. As he stood up I thought I could see a slight bulge in his slacks and I couldn't help but notice Sarah glance down as well.

Sarah and I went back to our bedroom. She didn't mention Jason and just thanked me for a wonderful night, which I was happy about after seeing a spark between them. It was a great night after all and damn was I excited about dating Sarah. She was sexy, cool and fun to be around. Her laugh really was infectious and hanging out with her always left me in a good mood.

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The next few weeks of dating was so easy with Sarah. We had a great time and occasionally would bump into Jason at the apartment but it was never anything like the first night - which I liked. It was a little fun to see him check her out as she walked to my bedroom but there was never any awkward moments and he kept to himself.

That is until Sarah and I had been dating a couple months, actually it was the night of our two month anniversary. It wasn't a big deal as neither one of us were into celebrations like that but it was mentioned in jest that our first date had been two months ago and she said she'd make me some cup cakes to celebrate.

I wasn't about to say no to her making me a nice dessert but unfortunately I needed to work a little late that night. I checked with Jason what time he thought he would be home and asked if he could let Sarah into the apartment. Luckily he would be back at a good time and though I wasn't going to be there, I was happy Sarah could still make me the little surprise and she'd be home when I got there.

Well a late night of work turned into a very late night of work and I didn't get home until 2 hours after I had told Sarah I would be. I had texted her to give her an update and she said she didn't mind and was just excited to see me.

When I finally walked into the apartment Jason and Sarah were talking while across the counter from each other. Jason was on the same side as me, there was a glass of wine in his hand and some crumbs on the plate in front of him.

Sarah was looking beautiful as ever, she had done up her makeup and was wearing a sexy bandeau too which showed off her huge rack and toned abs, she also clearly wasn't wearing a bra underneath. Her nipples were pressing out of the thin cotton material and she was looking a little flushed as I said hello. She had a glass of wine in her hand as well and an empty plate in front of her.

But her eyes lit up when she saw me and with huge smile came around the counter and gave me a big hug and kiss. God her breasts were amazing in that small piece of cloth struggling to fully cover her up, I started to get hard just feeling her pressed up against me.

"Long night huh Petey?", Jason said from the counter. He raised his glass as if to cheers me and took a drink of his wine.

"Yes, thank you for letting Sarah in and sorry I'm so late." I said as I turned my attention back towards Sarah.

She laughed it off, "Oh it's fine. When you gotta work, you gotta work." As she walked back into the kitchen I looked down to see that she was just in a tiny skirt as well. Her ass jiggling perfectly as she walked away.

"We ended up having a pretty good night, sorry to bust in on your date night." Jason said with a grin. "I was getting to know Sarah a little more, I didn't realize she was such an athlete back in college and her tattoos sure are cool, I don't think I had ever seen her shoulders before otherwise I would have noticed" I smiled in response but in my head I was overthinking how he had just said "tattoos" not "tattoo".

"Work got a bit away from me I guess tonight." I said in response as I noticed that Jason wasn't in his usual lounge wear but was instead in a more form fitting shirt, actually it was the one he had complained about how it showed off his stomach.

"No worries at all Petey, I'm gonna head to bed though after staying up late keeping this one company." He nodded at Sarah, taking a glance at her body as he did and then walked down the hallway into his bedroom.

After the door closed I turned to Sarah, saying "Don't you look sexy tonight! Showing off there?" I used a flirtatious tone but in my heart I was a little worried.

She just laughed though and gave me a little shimmy in her top so I could see her boobs bounce, "Well it was supposed to be for you but I guess it just went to Jason tonight. He took a couple of your surprises actually." I looked at her a little thrown off and she smiled and said, "We got hungry and ended up eating the cupcakes I had made for you and got into the wine while we were talking. But here I saved you a little of his leftovers."

I didn't love the sound of that, not to mention it looked like Jason had spent all night with her on what was supposed to be a romantic night together. But I smiled because I knew it was my fault for being late and she hadn't planned for it to go this way.

It certainly helped that I would still get to be with her for the fun part of the night and the way she was dressed I was getting turned on just thinking about it. I just apologized for being late again and said I would pass on the leftover cupcakes for now.

"Oh no I made them just for you, having Jason's seconds is fine." She brought me a cupcake that looked already pulled apart but her body was so hot I couldn't say no as she pressed up against me and plumped the cupcake into my mouth. "See I knew you would like it" She gave me a wink and leaned into me more as she whispered "And you'll definitely like what comes next."

As she pulled away she brushed my pants where my hardon was pushing out and let out an "oh". Though it wasn't as flirty as her voice has been a second ago I was still so turned on. She walked off to my bedroom and I followed her in a trance as I stared at her ass wiggle in the skirt with each step.

When we got into the bedroom she was all over me, I was so turned on already I met her in stride then as I went to play with her clit I got a surprise of my own. Sarah didn't have any panties on, I only felt her soft skin and could keep she was already wet, my eyes lit up. "A night full of surprises" She whispered in a sexy voice as she pushed my finger into her wet slit.

I was so turned on but a part of my mind got caught in her not having anything on with Jason all night and him mentioning her tattoos. I snapped back into the moment as Sarah began to undo my pants.

The sex was great, Sarah still was having me pull out even with the condom on but I was starting to come around to it as she was right, it made cleaning up way easier! Whenever Sarah was on top and I was eating her out it always seemed like she was riding my face more than I was doing the work. But it was still hot to have her shove her pussy down hard on my mouth. Feeling and tasting how wet she got from it was a huge turn on.

Afterwards, I was laying in bed, I had pulled on my boxers while she used a shirt and went off to the bathroom. She gave me a little show of taking it off when she got back and joined me in bed.

It was then I got the courage to ask if she had taken her panties off the whole time she was out with Jason in the kitchen. She got a little upset at that though retorting, "Well the plan was to just have them off for a few minutes for when you got home but somebody showed up two hours late and I couldn't just say excuse me, I have to go put on my panties after being out there without them!"

I thought that was a fair point, it was pretty obviously my fault since I had been late. So I apologized for bringing it up and said I would make it up to her, that maybe one day I would meet her without any underwear on myself.

I thought that was a fun offer for her as well but she just kind of chuckled saying, "Oh Peter, I think you need that extra material to keep you calm so we don't have any early accidents." She winked and patted my penis through my boxers as she said it. My stomach churned because she was probably right but it didn't seem like the same tune I had used, but perhaps she was a little hurt as well by my accusatory tone about her panties.

Sarah continued though and her voice changed to a more sexual tone, "Beside, I thought you liked when I show off for you. I've seen the way you notice other guys looking at me and the smile that creeps across your face." She said it with a smirk and the pat on my penis turned into more of a rub.

I could feel myself start to turn red at being caught. I didn't realize she had noticed all the times I let her walk in front of me to catch the glances from other guys. "See I knew you liked when I showed off for you, when I wear skimpy little outfits and bounce my boobs as I walk."

She jiggled her breasts up and down as she said it while still rubbing my now hard dick through my boxers. "You love it when I tease other guys, and I know you laughed when you saw that one guy trip from staring at my ass."

I wanted to correct her because it had been walking into a bloody sign but that only furthered her point, was getting turned on by being called out while she rubbed my dick? My body seemed to be betraying what I thought would be my reaction.

"Oh and I definitely feel your eyes on me whenever I walk away, always checking out my firm ass, don't you love my big. firm. ass?" Her rubbing became harder and all I could do was moan in agreement. "And you love when I show it off for you, don't you? You want me to showing off isn't that right?"