Tag: Girlfriend

Molly discovers the only thing better than one parking lot blowjob is two! [MF]

Years ago Molly, my now ex, and I found ourselves at TopGolf celebrating a friend’s birthday on a summer Saturday night. (For those unfamiliar, it’s a swanky and overpriced multi level driving range that serves food and booze. It’s a generally good spot for a big group when the weather is nice.)

We were a few hours and a few drinks in, having fun with our group, when I took notice of a 20-something guy in the adjacent hitting bay, also with a group of friends, that seemed to have fixed his gaze on Molly.

Given my love for stirring up trouble, I brought his attention to her attention, “I think that guy over there in the blue shirt is totally eye-fucking you. You should introduce yourself.”

Molly agreed with a wink and spent the better part of the next hour chatting with this handsome new friend while he plied her with another round of drinks. Molly stayed in close enough proximity to our own group of friends to not make it too obvious, but none of our friends were going to notice anyway given their lack of sobriety. Read more »

Ironing out my kinks [MM] [Gay] [cheating] [deepthroat] [anal] [creampie]

My pulse is racing as I am standing at the entry to the staircase to your Apartment. My mind is rushing through thousands of thoughts as I am comparing the address I had noted down on my phone with the address listings at the door.

I snap a photo of the door and send it to you through the burner snapchat account I had created for this occasion. I stand nervously and look around, hoping not to spot anyone who might recognize me as my girlfriends’ fiance

A short moment later my phone vibrates with a snap from you, that I quickly check.

“That’s my place, come on up ?” is written on the bottom of a picture taken down the back of your nude, slender, girly body, lying on your stomach in a double sized bed, with your rear perking up

I hear the buzzer unlocking the door, and I grab the handle and enter. On my way up the stairs my brain is cross-interrogating me; “What the fuck are you doing?” “Are you gay?” “What the hell would your girlfriend say if she found out about this” Read more »

[FMM] My girlfriend (22F) flashed my best friend (46M) over Zoom on his birthday when his wife stepped away

So, we were doing a birthday zoom call a few weeks ago with my childhood buddy, Chris. His wife doesn’t really care for my (much younger) girlfriend and doesn’t really hide it. My girlfriend’s response to that kind of thing is to act like a complete sweetheart, which somehow only makes the resentment stronger…

So, after chatting and drinking for about 15 minutes, my buddy’s doorbell rings (it’s his birthday pizza) and his wife steps away from the Zoom call to get the door. Impulsively (and to everyone else’s surprise) my girlfriend grins, says “Happy Birthday, Chris” and starts slowly pulling up her top.

For context, my girlfriend is slim with really nice D-cups, and this particular outfit (leggings and a tight tube-top) did not require a bra.

My buddy is frozen, mesmerized, watching the slow reveal of my girlfriend’s underboob until… plop plop, the titties drop, gloriously freed and bobbing up and down in defiance of gravity. She cups them, massages them, and then still grinning pulls at her nipples, teasing them to stiffness. Finally she cups them one by one, lifting them up and giving each stiff nipple a lick with her tongue. She releases them and with a final bounce pulls her top back down just… moments… before my friend’s wife rejoins us. Read more »

[M/M] Discovering my bisexuality on a well needed vacation

It’s been a long term,online schooling was really stressful and taking 5 courses didn’t make it any easier. It’s also been a very … frustrating term. In first year, I’d gone on a bit of a sex spree. I became a borderline addict at that point. I lost my virginity at a frat party at the beginning of the year and was on a roll ever since. That all came to stop with COVID though. I hadn’t been able to see anyone in a long while. I didn’t even have a roommate so it was a really tonight time.

The term was coming to an end though, and with restrictions being loosened, my friends and I decided to rent an Airbnb near a ski resort for the winter break. We were all guys so that bummed me out slightly, but at least I was going to see another human.

Fast forward to the day after our last final, we all headed up to the Airbnb. It was a small one bedroom apartment, but it would be big enough for all of us. We were five, Matt, John, Carl, CJ, and myself. The place only had two beds and a couch, so I ended up having to share a bed with CJ. Read more »

Just roommates, right? Part 5 [MF]

After a busy day at work, I get back home and my roommate is there alone with her boyfriend. They’re on Ubereats, deciding what to order for dinner. She’s dressed quite casually, in a vintage white t-shirt tucked into her light blue Levi’s, which hug her little butt perfectly. There’s a bit of tension in the room, which is apparent as I get closer to greet them. I’m looking at her boyfriend, trying to see if she’s let anything slip.

As I see her, she looks up at me, her eyes slowly taking me in, scanning up my whole body. The energy in the room shifts, and I can tell we all notice it; her boyfriend’s posture changes, as he seems a little more on edge than usual. She stands up to give me a hug, wrapping her arms around me, as I feel her tight little body on mine. She definitely isn’t wearing a bra, as I feel her chest rub up against me, feeling her nipples through her shirt. I start the embrace with one arm, trying to diffuse the situation slightly, but then decide to pull her in with almost my full force, squeezing her little torso and hearing her softly exhale in my ear, just for me. Read more »

[MMF] My first time camping was meant to be as part of two couples. The other girl was a no show and I ended up being shared by two BBCs.

This all happemed in the summer of 2018, I used a little poetic licence when describing events but it’s 90% as it actually happened.

I had going on and on about wanting to go camping for months that summer, to be honest I think all my friends were sick of hearing about it but none of them were ever going to give it a try. Not a chance any of them would “Rough it”, even just for one night. As it turns out, my opportunity to finally get out in the wilderness came from a quite unexpected source.

Jason was guy I’d be talking to for just over a month since we matched on tinder, clashing schedules had meant we’d never got to meet up but I was definitely interested in making it happen when time allowed. From his pics he looked hot, he was 6’1, had a handsome face with a great smile and a thick set black muscly body. From our chats it seemed he was a really nice guy, really chilled and didn’t seem the needy or demanding sort at all so when he offered to be the one to take me camping I immediately felt quite comfortable with the idea of it. It seemed quite an unconventional first date but what the hell, I am up for trying new things. He suggested his friend bring his partner too, so there would be two couples there. The more the merrier I thought. Read more »

[F]21 I Made My Old Prom Date go Streaking before I Fucked Him

So first off I’ve decided since I’ve been posting here a lot recently (and a hell of a lot more than I thought I would when I first started posting) that I’m going to try and be more detailed in my confessions (while still maintaining my anonymity as much as possible). So I apologize if this is long and rambling.

Those of you who have been following along with my posts know that recently I hooked up with the guy that took me to prom, since we are both home visiting family for our respective breaks, and that my roommate/best friend and I made a bet on a game of beer pong (that is still yet to be played) the loser of which has to go streaking at midnight NYE. Read more »

4 AM Blowjob [MF]

After a few too many drinks, my girlfriend and I passed out in bed before any fun could happen. Or so I thought….a few hours later, a little after 4 AM, I awoke to a hand sliding into the waistband of my boxers. It seems she woke up still feeling a little buzzed and definitely frisky.

It was easy enough to get going – neither of us wear much to bed. Me, just some loose boxers; her, just a loose t-shirt concealing her young and perky 34C tits over her underwear. I digress…with her fingertips teasing my cock, I quickly hardened, and she quickly pulled back the sheets and pulled off my boxers. We had enough of a rapport by now, and she knew had to make me squirm….gently teasing the head with her fingernails, running a finger up and down the shaft, cupping and caressing my balls, before pulling her shirt over her head, dropping her mouth deep onto my hard cock, and letting her tits graze my thighs. Frankly, it’s a bit of sensory overload feeling those tits against my skin while she strokes and sucks. Read more »

[MF] Enjoying the look on people’s faces when they realize my (47M) girlfriend (22F) is not my daughter and is, in fact, fucking me

We’ve been together for two years now. At first, I felt uncomfortable with the attention—sometimes curious, sometimes envious, sometimes even hostile—but then one time while we were waiting to be seated at a restaurant and a couple my age was openly staring, she slipped her arm around me, leaned in, and whispered into my ear, “Enjoy it, daddy.” And now I do :)