[FM] The time I [26F] discovered the best place to get finger fucked is on a rooftop in Brooklyn

Summer, 2019. The kind of weather where you feel it’s a shame—not just a shame, but a waste—to be wasting away indoors, and yet, that’s what I was doing. Alone again. Half-watching TV, but paying more attention to the drama unfolding on the endless feed on my phone. Sprawled out on my bed. Wondering how it was that it was another Saturday night and I had no plans.

And then I realized: It didn’t have to be like this. I’d just moved to Brooklyn, so now my world was infinitely bigger than it was in New Jersey, even if my apartment was smaller. Translations? I had options! A good time was within reach! I went off Instagram, and onto—drumroll please—the apps. As true romantic, there’s never a time when I’m not scrolling through the apps hoping I’ll meet my weirdo, who is equally matched in wit and sex drive. That night, though, I was happy to settle for the latter. Read more »

That time I won a prize [MF]

I’ve had a few fairly long term relationships, most with a generally decent sexual component. Just after the break-up with a long term post high school gf (and after an almost unbroken 7 month dry spell that had been preceded by almost daily sexual activity) I was approached by someone in a college class I had. Melissa, physically, was the polar opposite of my ex, with D-cup breasts and a decent ass. She was a little chubby, but that didn’t bother me, as, when in college, I wasn’t the most outgoing person, and the combination of the dry spell and the fact that she approached me led to a frankly not great in any way relationship.

Anyway, the sex was…fairly vanilla, as I was (and presumably still am) more experimental than her and willing to try new things, both in and out of bed. The “kinkiest” thing she would do is ask me to rent some porn from the local video store for us to watch together (damn I’m old). And she would get invested in the story. Read more »

[F] First time going to a nude beach gone wrong .

(TIFU)

So let me start by saying that I completely regret everything that happened today, but I was having so much fun at first. What was suppose to be a new, fun experience completely blew up in my face.

I’ve always wanted to go to a nude beach and I was feeling pretty confident, so I decided to finally give it a try. None of my friends are into that (not that I know of) so I had to go alone. The closest beach to me was Blind Creek beach in fort pierce, so that’s my destination. I got ready, put on my bikini and grabbed a towel.

So originally I didn’t plan on getting naked, since it was my first time and I was going alone. I just wanted to get a feel for it and check it out. When I got there it was hard to find a parking spot, got lucky enough with someone leaving after circling the lot a few times. I jumped out and grabbed my towel, headed for the beach. Read more »

The Red Eye Flight [M/F] [Non-Consent/Reluctance] [Oral] [Public]

“Goddammit,” I said, hitting the blunt. “I do *not* want to take this flight tonight.” I exhaled and a cloud of thick smoke filled the car. The cracked windows yanked most of the smoke out into the night air, but a thick mass of scent remained. I passed the partially smoked brown cigar up to my Uber driver, Tony.

“Legit, man,” he consorted. His words were creaky as spoke, holding the smoke in his lungs. “Long flight?”

“Yeah, like 5 hours or so. At least it’s direct. I can’t hub in Denver anymore. That tram annoys me to no end.” Tony hit it again at my insistence. I was already crazy high. Completely flaking on the fact that I even *had* the blunt on me, I was fortunate to have had a late night driver who smoked. Otherwise it would’ve ended up in the trash outside the airport drop-off area.

“Cool, yeah. You comfy back there? Air okay?” He said, a little dazed. I appreciated his commitment to his job, even as I was encouraging him to ignore its restrictions. “For sure, man. Feelin’ great, really,” I laughed. Read more »

The ti[M]e I fucked 3 girls in 1 day and 2 were strangers

How I [M33] fucked 3 different girls in one long day, 2 that were strangers

Sorry if this is a long one, but the details matter.

I start my day waking up with my normal fuck buddy at the time. She was a tiny Latina girl with perfect tits and a tight fit body. She was in college and a party girl who would be out late, come over drunk in the middle of the night and we would usually wait until the morning to fuck as I would be asleep. I woke up, reached over and found her panty-less with a sports bra on next to me. I’m instantly hard, start rubbing her pussy from the back and she’s drenched a moment later. I lift her tiny cheek and slide right in and begin railing her from the back hard. She was kind of a weird moaner, low and deep but also loud at the same time. We go at it for 5 or so minutes and I unleash my load deep in her. She whimpers a bit and passes right back out. I jump out of bed and get on with my day. Read more »

I lost [M]y virginity to my cousin(s) [F]

[All characters in this story were at least 18 years of age]

This happened one Thanksgiving many years ago. My family was visiting my grandparents who live in a rural area for the holiday. This was a special visit and my mother was really excited because her cousin was visiting from out of state with her family, but they were staying with my aunt and uncle who lived a few miles down the road. My mom and her cousin, June, were best friends growing up and we had visited them on a trip a few years ago. I was excited too because June and her husband had a son and two daughters, also around mine and my brother’s age: Brian who was older about the same age as my brother, Jamie, a girl, who was about my age and Chrissy who was not quite a year younger than Jamie. That meant I could have someone my age to hang around with and talk to instead of just my stupid brother who was always trying to get me into trouble. I remembered that I got along with Jamie really well and she was super cute. Read more »

[M] I had an affair with a cop’s wife.

This was a few years ago and lasted for quite a few months. I had a gf at the time, but was out one night and started talking to the hot girl in the bar. Little did I know she was 15 years older than me, she looked no older than early 30s, and that her husband was a cop and she hated him. That night, I walked her to her car and we kissed. We continued to talk though and she came over my place and that’s when the real fun started. Best part is my room was in the back of the house, so if her husband came it was my roommate who would likely get shot.

This woman was HOT by the way. We would go out and guys were always staring at her, so she would give them the look and mess with them, and then kiss me right in front of them and watch their faces turn.

Forgot to mention, I am a criminal defense lawyer.

[FM] The Time I Fucked My High School English Teacher At A Swingers Party

Hey everyone. I was told this might be a good place to tell my story. Probably don’t need to, but I’m using fake names to help protect identities. Sorry if this gets kind of long. There’s a lot to unpack!

I graduated high school about 15 years ago. While I was in school I had a teacher, Mrs Simmons, several times for a couple of different English classes including my AP English course. Over the years we became pretty familiar with each other. I had always thought she was a pretty woman. Early thirties, blonde hair, and what I suspected was a pretty nice body, but she always wore conservative and sort of baggy clothes that never showed it off. We never got too personal with each other, but I always figured she was a pretty straight laced person.

After I graduated high school I moved out of town, and met a wonderful woman who I later made my wife. After a couple of years things in the bedroom started getting a bit stale, and we decided to really spice things up and attend a local swingers party to check it out. We didn’t hook up with anybody that night, but fell in love with the lifestyle, and how close all of the couples there were. We ended up diving in head first, and before too long we were doing full swaps and having an absolute blast. Read more »

Food + Sex and the City – Free Use Slut/Escort to my Friend’s Dad – Part 6 [FM]

*This continues directly from Part 5. I don’t expect Part 7 until next week.*

We fell asleep spooning each other. Last thing I remember was his hand cupping my right tit. We were both up early Saturday morning. I jerked him off slowly as we cuddled with my head on his chest. We didn’t say a word. I could do this forever I thought to myself. His dick was perfect. Load. Length. Load. Girth. Load. Especially load. Did I mention load?

His breathing was getting labored so I stopped. “I don’t want my breakfast like this” Kissed his cheeks and went to the bathroom.

I started brushing my teeth. He walked up behind me and slid his dick in between my legs. I reached down with my free hand, held him tight to my pussy and gave him a pussy slide. In my euphoria I forgot I was brushing and realized only when I accidentally swallowed a little bit. I immediately spit and rinsed. Coughing a little. He kept up the pussy slide. Our bodies slapping against each other.

I knelt and he pushed me away. He went straight up to the counter leaving me no room to reach his dick. I tried several positions and nothing was comfortable. Read more »

[M] Fantasy confession

I am a pansexual, and I have a really weird fantasy. I’m pretty political and I’m very left on the compass. I want to (consensually) have Trump I meet on Grindr supporters suck my cock while they wear MAGA hats, (consensually) take their picture while blowing me with the hat on (it would cover the face), and publish it online as an exhibit. Super weird, I know. Sorry