[M]ore than just a summer [f]ling [cheating]

Or, the story of how I fell in love with someone I shouldn’t for the hundredth time.

It was midsummer and my[21] long distance relationship with Sam[22] was all but over; we hadn’t spoken in days and we knew something had to change.

I knew Olivia and Jake from a past job, but I’d since moved a town over. It was Olivia’s 21st birthday, so her, Jake, her friend Gabby, and I were going out drinking to celebrate. Olivia is probably one of the most attractive people I’ve ever seen; tall, very slender, red hair, stylish, really smart. Despite all of that, though, I’d never really had a crush on her, per se, since we were both happily with other people. This was not so anymore – she had a boyfriend but they’d been having problems.

We went out and got very happily drunk. The three of us said goodnight to Gabby and went back to my place to crash for the night. We just decided to all sleep on the floor in the living room; I ended up in the middle, with Olivia on one side I’m her t-shirt and panties and Jake on the other. We all chatted for a while but soon fell asleep.

I’m still not really sure who started it, but I can still feel my hands roaming across her body slowly, her ass pressing into my hips gently. Before long we were kissing, intensely, and my hands had explored her back and ass thoroughly. We talked for a moment, in the lightest whisper we could manage so as to not wake up Jake not two feet from us.
“How long have you wanted this?” She asked.
“Probably longer than I’m willing to admit.”

I guided her to face away from me again. Kissing her neck gently, my fingers drifted towards her legs, already feeling the heat radiating from her pussy. I teased up her thighs without wasting too much time, and started stroking between her legs over her panties, adorned by a nice wet spot by now. I teased her like this for a minute before sliding my hand beneath her panties and surprised her by sliding two fingers deep inside her, effortlessly with how wet she was.

I could feel her tense as she desperately tried not to moan. I brought my other hand to her lips, and she took two fingers into her mouth without hesitation. It didn’t take long for her to cum on my fingers.

We spoke for a bit, decided we should stop and talk about the whole thing once we were sober. I still held her close as we fell back asleep. At some point we all woke up and decided to move to my bed because the floor was really cold. Probably less than 30 minutes later, I woke up to Olivia trying to get my attention, laying on her stomach, her ass and hips raised a little in the air.
“I’m giving you easy access… If you want.”

So much for talking about everything sober..

I fucked her with two fingers until she asked me to use three. When she came I could feel her clit pulsing as her muscles tensed around me.

The next morning the three of us sat together for a while commiserating our mutual hangover. Olivia and I sat under a blanket together and she had her eyes locked on me. I couldn’t help my fingers from drifting to tease her pussy right in front of Jake.

That day we talked about the whole thing over text and decided that while we couldn’t keep doing it, we wanted to become closer friends. Olivia suggested a couple drinks at my place the next day… which warrants a part 2 if anyone is interested

Source: reddit.com/r/gonewildstories/comments/atgj55/more_than_just_a_summer_fling_cheating