[F]ucking [M]y Boss in His Girlfriend’s Apartment

Background:

In 2018-2019, I had a gig working as at model staffing agency while I was finishing up college. Essentially, I was paid to serve drinks and horderves at various events in NYC i.e. fashion shows, charity events, etc.

The owner of the company was a guy, I’ll call B. – he was a former model/actor turned biz owner. I worked for him for like 6 months without ever having a real convo, I also met his girlfriend R like 2-3 times in passing. I was cordial with them both but I was there for the money tbh.

Appearance/Age/Etc:

I’ve only gotten 2 in my life – Lily Aldrige/Nicole Scherzinger (I’m 5’8, 115-120 lbs).
B kinda looks like Smith Jarrod from Sex in the City (He’s 6’5, 185-190lbs, 8.5″).
Also there was a 13 year age difference between us. He was 35-36, I was 22-23.

Story starts here:

At this point I had been working multiple events for B, and a lot of the staff was reliable repeat hires who I became chill with. One night after this museum benefit event, a few co-workers invited me to grab drinks, which I was down for.

So we’re out in LES, and B walks in. I was kind of uncomfortable at first bc he was my boss, but it was also a very relaxed work environment in general so it was w/e. The night goes on, I barely speak to him, our group heads to another to speakeasy kind of bar. On the walk there he starts making small talk, which is when I was buzzed enough to get the feeling of “oh he’s actually hot.”

We’re at the second spot, fun night, the group starts dwindling down and there’s like 6 of us left? At this point me and him are sitting & talking, and I asked about his girlfriend & why she’s not out with us rn. He says she’s in Boca for work thing and splits her time between both FL & NYC. We continued to hang & talk, and he seemed flirty but I just chalked it up to him being nice/drunk..generally harmless.

Fast forward to the end of the night at like 1am.. B & me are smoking a cigarette outside and he’s like so what’re doing after this? And I was confused & just answered “get an Uber & go back to JC.” He jokingly said, “just making sure you’re not going over someone’s apt late night” – my response was corny like “I wish, but unfortunately I don’t have anyone for that atm.” He didn’t miss a beat, and hit me with “you want to change that?’ Tbh, I froze for a sec and he just smirked and went “or not.” And that’s finally when my brain turned back on and I said “let’s go.”

So we dipped without saying goodbye to anyone, hopped in a cab to Chelsea. In the cab he’s rubbing my thigh lightly, but nothing wild just anticipation. We’re at “his” apartment and the second the door opens, he didn’t even turn on the lights, we were all over eachother & head straight to the bedroom. He lays me down on bed, hikes up my cocktail sever dress a bit, and pushes my thong to side to start teasing my clit while we make out.

He gives me .5 seconds to slink out of my dress before he starts kissing down the length of my body. He unhooks my bra & teases my nipples with his teeth.. I’m soaking wet already, & continues kissing down to my inner thighs making his way to my pussy. He keeps my thong pushed to the side, and starts licking my pussy while sliding his fingers in and out of me. It kind of takes my breathe away & t this point I feel outside of my body, every lick sends a shock thru my body. I’m so close to cumming, which he was obviously aware of bc of my squirming. He then holds me in place and forces me to finish with his tongue. I try to push him back, but the orgasm is so intense I could barely feel my legs.

He comes up for air, and I grab him by the collar of his dress shirt and taste myself on his lips. He quickly unbunkles his dress pants, showing an erection. It’s huge and thick and perfect, and I’m desperate to taste it. I try to reach for it, but he doesn’t let me. He kisses me while pushing me down on the bed, he whispers “I can’t wait anymore” and slides it in me. Pumping harder & harder with my legs wrapped around him. He flips me into doggie style, and I feel all of him. I’m grinding up & down his cock and catch him watching us fuck in the full length mirror. After this, I finally take control and hop on top. At first I slowly ride ihim while he pumps in and out of me. I’m ready to cum again and switch to squatting on his dick so I can play with myself while I get him off. He softly moans I’m about to cum, and I quickly hop off and wrap my lips around his cock. Gagging on it while he finishes down my throat.

We both just lay there, naked and exhausted, he’s running his fingers up and down my body. I start to look around the bedroom and notice how feminine it is? I blurt out my first thought, “so..you & your girlfriend R live together?” He sighs and says “no.. we’re at her apartment though.” I’m confused, and ask “why?” He responds, “it was closer, and I didn’t want to waste time.”

I didn’t respond, just laid my head back and closed my eyes.. B starts my kissing my neck, whispers in my ear, “are you mad at me?” I let out an “mhm” while nodding my head. He continues to kiss my neck, while playing with pussy.. I let out a few soft moans & asks “are we going to fuck again?” – he looks me in eye while I nod “yes.”

Extra:

We fucked twice that night & again in the morning.. It wasn’t the last time we used his gfs apartment either. 😬 We did fuck at his place, my place, we also fucked during work technically in bathrooms/stairwells at events, and we ended up having a threesome together.. twice.

TBH we were both toxic af but the lying, sneaking around, almost getting caught, dramatic fights, & every other “bad” thing we did… made it more fun…

LMK if you want more.

Source: reddit.com/r/gonewildstories/comments/pr5z5o/fucking_my_boss_in_his_girlfriends_apartment