Summer Fling with an Engaged Girl

At the end of 2021, my long term, toxic relationship finally disintegrated. It was weird and messy and I'm definitely totally fine (why do you keep asking?), but overall I was happy it ended. After spending a few months in a depressive funk, my friend invited me to hangout with him and a bunch of other people he knew at a beach house.Long story short, he was responsible for getting some of his family's properties ready for the summer and fall rental season and he wanted some vaccinated people to hangout and party with after a year of lock down.

I'm not much of an extrovert but I still had that post break up hunger for freedom and trying new things so I thought I'd go down for at least a few days and just leave when my social battery was drained.

The only person I knew at the house was the friend that invited me but one of the guests immediately caught my attention. When I first saw Emily, she was in this blue one piece with a gold and white floral print and a plunging neckline. She had long black hair with dark brown eyes and soft, golden skin. She couldn't be more than a few inches over five foot tall and the swimsuit did an incredible job showing off her cute little breasts.

After settling in, I found Emily lying on the couch. Chatting with her only caused my attraction to grow. We had similar interests, she was smart, hilarious and had the most beautiful way of laughing. The conversation flowed so naturally that it was easy to lose track of the next few hours. It was looking to be a pretty good summer, until her fiancé came back from golfing with his boys. Mark was a nice enough guy which only made it worse. If we're being honest, though, I was still feeling a little black-pilled after my last relationship and didn't have any moral hang-ups about pursuing Emily.

We connected almost immediately. We both spent most of the day working remotely from the dining room while everyone else did typical vacation things - basically getting day drunk at the beach and pool. We worked in similar fields and enjoyed talking shit about our coworkers and complaining about useless managers. We developed a bit of a "work husband / work wife" dynamic. Throughout the day we'd offer to get the other food or drinks during breaks and do little code reviews for each other. By the end of the week we even had our own work Spotify playlist we'd share and comment on. There was always a noticeable shift in the air when someone came back from the beach or her fiancé joined us in the dining room.

After a few days, I felt this... inevitable tension building between. Like it just seemed so obvious we'd end up sleeping together but maybe that's just typical male arrogance. Falling for an engaged girl really fucks you up, I guess.

After the first week, her fiancé left to attend to some emergency-whatever at his office. Emily decided to stay and the atmosphere almost immediately felt… different. There was weight to the air between us. An electricity. The first few days without Mark had the same routine with others, just with a lot more casual touching. She'd put her hand on mine when laughing at some dumb joke. I'd offer to put sunscreen on her during our lunch break visits to the beach. It was always hard to pull myself away from her thighs. She must have noticed that.

I think it was the fourth day post-Mark when things really escalated.

Emily and I were cooking dinner for the few people that were left at the house. She had on a little black bikini set, partially hidden by a sheer white cover-up. Before we started folding the Bolognese, I told her that she should take off the cover-up so it wouldn't get stained by the dark red sauce. I'm so thoughtful, I know. Her body looked incredible, so close to mine in that tiny black bikini. We chatted as the sauce simmered but the conversation was much more… explicit than our usual talks. We talked about things we liked, what we had tried and what we wanted to try. She told me that there were a lot of things she was curious about but Mark wasn't interested in much outside of doggy and blow jobs.

I felt pretty safe pushing further with her so we fell into this little pattern where I'd mention a kink I enjoyed or an experience I had and she'd ask questions about it. Then I'd explain it more using her as an example. So it would go something like:

"I really enjoy when my partner asks to be choked."

"Oh? Do you, like, choke as part of foreplay or is during actual sex or what?"

"You can do both. Like for me, it would be really hot if I had you in my lap and I was teasing you over your panties or fingering you and you looked up and begged me to choke you, that sort of thing."

It was really hot to hear her voice get more and more excited. She eventually started talking about her fantasies in the same way. Having "someone" spank her turned into having *me* bending her over my knee, all tied up and squirming. At the time, this felt like a fun little game of us pushing boundaries but looking back we were being much less... subtle than I thought.

At some point, some of the sauce found it's way onto my forearm. Emily, frowned a little, grabbed my hand and ran her finger over the sticky sauce.

"Tsk tsk, messy boy…"

She slipped the finger between her lips and slowly sucked it clean.

"It might've turned a little too salty… What do you think?"

She held her finger out. I held her hand softly and licked her finger tip before giving it a soft kiss.

"Taste perfect to me."

My gaze met hers and that was it. 11 days of tension broke in a moment. I buried my fingers in her hair and brought her lips to mine. The kiss was hard. We lost all coyness there. My tongue was tangled with hers. My hands were all over her body and hers clung to me, tight, as if she was afraid I'd disappear in front of her. I pulled her into my lap, letting our nearly naked bodies grind on each other as you wrapped her legs around my waist. I've always been more of a thigh guy or a small chest guy but the way her ass filled my palms was perfect. Just perfect. She was so squeeze-able and made the most adorable and lust-filled sounds when I handled her ass.

It was easy to put her to the table. She immediately laid back and spread her thighs for me with a wild and desperate look in her eyes. I got on my knees, pulled her to the edge and dove in. My fingers pulled the thin, black bikini bottom fabric to the side, exposing her bare pussy.

I wasted no time. I needed to taste her. My tongue ran over her wet folds. I kissed her lips, flicked her clit with my tongue and wrapped my lips around her. As soon as I began to suck her hips rocked back and forth against my face. I could feel her sweet wetness soak my beard and her fingers grip my hair. I kept a steady grip on her hips, making sure she didn't squirm away. The heat from her body washed over me. Her legs wrapped around my head and it was clear neither of us wanted the other to get away. I managed to slip a finger between her tight wet folds. The gasp Em let out was all I needed. My finger explored her carefully, working hard to find the right rhythm, the right spot. Eventually I found a pace that seemed to work for her, slowly building and building and building until she came hard all over my face.

Her body shook and her thighs squeezed me tight against her pretty little cunt as she rode her orgasm out on my face. I gave her a few more teasing flicks of the tongue and stood over her, kissing her on the lips. The noise from the dining room pulled me out of my haze. I smiled, pushed a strand of hair out of her face and put her bottoms back in place.

"Come to my room after dinner. I need more time with you."

"Yes sir." she answered with a lip bite. She knew what she was doing.

After I helped her off the table, we drained the pasta and served dinner. The next few hours passed with a blur. All I can remember is trying to steal a glance at Emily at every opportunity and her taste lingering on my lips.

Finally, most of the guests decided to take the festivities down to the beach. I made my excuses about an early morning and Emily said she wanted to call Mark. I went to my room and showered off quickly before putting on a plain white shirt and some dark boxer briefs.

The wait for Emily was agonizing. I needed her but I was afraid that this was all too much or too fast for her. She had more to lose, of course, and it would be understandable if she just ghosted in the middle of the night out of shame or fear.

Finally, my door opened and in stepped Emily with a playful look on her face. Any worry I had melted away in an instant. She was wearing one of my work shirts with most of the buttons undone and a few purple straps teasing me from underneath.

"You left your shirt lying around a few days ago, I thought you might want it back."

I couldn't help but smile. "How kind... I guess we better get it off you then…"

I walked over to her and pulled her closer to me by the collar of the shirt. Even just the way her little hands clung to my arms so casually turned me on. Button after button became undone, revealing the soft, lavender lingerie that wrapped around Emily. Delicate straps twirled and curved around her body. The piece was open cup and crotchless, making it impossible to hide my hunger for her.

"Fuck…" her breasts were small and perky, with stiff, dark nipples poking out in the little space that was between us.

"I'm glad someone appreciates it…"

"You're an incredible girl… Thank you for dressing up for me..." It's pretty much impossible for me to form coherent sentences when I'm turned on and I hadn't been this attracted to someone in a long, long time, so I decided to stop speaking.

I wrapped my arms around her waist and carried her to the bed. I sat on the edge of the mattress and placed her in my lap. We made out hard. She pulled my shirt off and her body rocked against mine. Her stiff nipples rubbed on my chest and I kissed my way down her body. The sounds she made when I started sucking her nipples, giving a little bite here, flicking my tongue over them there, was flawless. Emily's wetness soaked through my boxer and onto my aching cock.

"I want your mouth, Em…"

She whimpered and fell to the floor immediately. Her eager hands pulled at my waist band, letting my cock spring out.

"Fuck… you're so hard aren't you…?"

"It's all your fault…" I brushed some strands of hair out of face and guided her to my tip. I taught her exactly what I like: her soft lips wrapped around my tip, while her hands worked my shaft. Her fingers looked so, so fucking good wrapped around me.

We tried just about every position we could think of. She looked particularly good on top. It was so easy to hold her hips and bounce her up and down my cock and I loved how eager she was to ride me hard. She moaned hard and came harder when I had her face down, ass up with my two fingers buried inside her. I loved how much a praise slut she was and complimented her over and over as my fingers worked her body.

We finished in the prone position. With a little adjustment, we found the right angle to hit her G-spot and… fuck. We were both completely lost in each other. She was begging me to finish inside her, a fist full of sheets and hair sticking to her face. I had one hand wrapped around her throat when I was pounding her. I told her over and over how proud I was of her that she was being such a good little slut for me. The tension in my body rose and rose until I finally collapsed on top of her body and came deep in her. I growled and groaned in her ear, biting her wherever I could. I reached around and rubbed her clit until she came one last time with my spent cock buried inside her. I held her close, and praised for being such a good girl for me while she rode out her orgasm.

I could've stayed like that forever.

Eventually, I rolled off her and hugged her close. Kissing her lips softly, I asked if she was okay. We both needed a bit of a cooldown but she promised she was more than fine before we fell asleep, all tangled up together.