My first time. Educational and surprisingly successful ?? [MF]

I’m not sure this is even a good story or if people want to read this kind of thing but this is the long and short of the first time I had sex.

I’d had opportunities to have sex when I was about 16 but was too nervous and was still living with my family. Fast forward to 18 and very conscious that I was still a virgin and the majority of my friends would be going to university soon and likely all losing their virginity if they hadn’t already.

It was our last day of school and everybody was out celebrating. I’d bumped into an old girlfriend at a nightclub, let’s call her Celine. She was short, very pretty, probably about a 7 out of 10 and a very good body as I soon found out. Great set of boobs and a perfectly round ass, although I had already noticed that. A bit of talking and lots of alcohol later, we jumped into a taxi back to my house. I was a mixture of nerves and excitement as I had never taken a girl back home and although we hadn’t said it it felt obvious. Lots of kissing and gently sliding my hand up her legs in the taxi, once we had stopped kissing, I left my hand caressing up and down her legs edging closer to her crotch every time and she went straight for my mine.

An older woman gives [M]e a lesson.

How a dominant older woman broke down all my sexual boundaries.

As a 35yo with almost no sexual limits I can’t thank this woman enough. But as a inexperienced early 20 something year old it was quite the shock.

I was just out of a long term high school relationship and had only slept with 2 women. One was a one night stand, the other a long term girlfriend who was just as inexperienced as I was. We would give each other oral but we didn’t like to kiss afterwards.

We were pretty open to trying out positions but for the most of it we were rather vanilla. We had a lot of things we wouldn’t do and a few thinks we’d only half try and never pursue like butt stuff, bondage or spanking. We’d occasionally get into a bit of playing in public but mostly from outside the cloths. We did have a lot of sex so I thought we were pretty hardcore.

After about 6 months of being single and having very little luck with picking up women. Mostly due to no confidence and no idea how to talk to strangers especially women. I met the woman that would pretty much change my life for the better.

I got caught sucking dick three days ago with a twist (mm)

So I (21m) was at home watching tv when I had a sudden craving to suck my friends cock (Shaun 24m). Blonde hair blue eyes, fit with a 8inch cock and a bit thick but not too thick.

So I send him a message saying “are you too busy or can I quickly suck your cock”
**Shaun:** I am busy atm so your going to have to make it worth it
**Me:** don’t I always? ?
**Shaun:** This time it’s different…

The messages went back and worth for a bit Shaun always pushed the boundaries because he classified it as fun and the thrill to get caught. But this was taking it to a new level. I was always clothed when I sucked his dick in a public place. He wanted me to prove how much I wanted his cock.

Shaun wanted me to strip butt naked in the men’s toilets in the shopping plaza at peak time 3pm. This was something I got really scared about but since I was being a pussy about it he added one more thing to prove his serious. “Handcuffs”. I was scared shitless and I had a bad feeling about it but since I was being a complete slut and following what my dick and mouth wanted I did what he said.

A Laughing Matter (true story, x-post from r/sluttyconfessions)

A funny thing happened on the way to this confession — or, rather, when I say “We had some laughs,” I mean it in a literal sense.

I have an imperfect system for remembering the years in which things happened, especially if they happened around the turn of the millennium. I have to place a rendezvous in context, in terms of events happening in the world at large. As said, it’s not entirely perfect but it does the job well enough, often enough.

I can place this one in fall 2000 with certainty, though, given that our first meeting coincided with a campaign rally in that year’s Congressional election. (No, good Lord, not my campaign. Way too many skeletons in this closet. We just met for the first time on a day that I had to attend said rally.)

That we even connected at all was only due to an outside influence — her cousin, actually.

The day we met was a Sunday afternoon. I’d been in a Yahoo chatroom for a few minutes, just seeing who was around from my area, when a message popped up. It was from a woman who didn’t live in my area — but her cousin, who lived about an hour away, would be passing through my area that day.

I Got A BlowJob While Her Sister Watched This Morning [MFF]ish

Alright. Deep fucking breath. I’m a bit hesitant to write about what just happened because 1) I’m still pretty shook and 2) it’s porny as fuck and I’m kind of sitting here, at my office, wondering if it actually happened. And like I’ve written a lot on this sub and it’s important to me that I don’t lose credibility. Oh! And 3) there is no way Im going to write about this and in a way I’m proud of because I don’t want to take the time to think of the just right adjectives- but what the fuck. I’m not going to edit this or get all fucking Tom Robbins on this. In the words of Pontius Pilot to Jesus Christ. Just the facts. Let’s do this! Down vote all you want.

[F] The Discovery of my Neighbor’s Hidden High School Diary!!!

Hello again! (Please excuse this post it it isn’t as well written; I’m just coming down off an intense gravity bong high)

So, to catch y’all up: I’m cat-sitting for my neighbors, which has entailed getting super, duper high and snooping through their stuff ?

I’ve already found the daughter’s ruby red dildo and took it for a test drive. Don’t worry, that won’t be the last time for that.

But! While over there today, I made a huge discovery. Buried deep beneath Claire’s bed was her old diary!

PSA: I don’t recommend reading someone else’s diary when you are stoned off a homemade gravity bong. Most of the pages were filled with the saddest of a high school girl. I felt sort of nauseous reading some of it, half from being a bit too high and half because it was so raw and real and, to be honest, poorly written.

However, it did contain a fair amount of sexy little snippets! Those I ended very much. Again, it isn’t very well-written, so it wasn’t like stumbling across high-end erotica. But still, reading some sexual exploits of a neighbor I’ve known most of my life was insanely hot.

The Camgirl Part VII: In an Alley [FM] [Oral]

VII: Liam

Liam glanced at Marie again as they walked through the neighborhood that contained all their university’s frat houses—Chris’s frat had hosted their first open party of the semester tonight, and he had extended his roommates an invitation. Liam hadn’t really felt like going at first—the parties were always so loud and there was never anywhere to sit—but now he was glad he had gone.

Once they arrived, Marie had wasted almost no time taking him into the basement—being from California, Liam still found it amazing that so many East Coast houses had basements—to dance. Something had been different about her tonight—really, Marie had been acting different since the weekend she had first given him a blowjob almost a month ago—but he had really noticed it tonight. For the past few weeks, she’d been more…aggressive, inviting him over during the middle of the day—or rushing over to his dorm when he knew his roommates would be out for a while—just to have sex, lounging around her room naked more often when he was there—which was quickly becoming almost every night save when one of them had too much work to get done—and she seemed much more playful and…relaxed than usual.

My [f]un game of truth or dare with a date [m]

A story from a few summers ago about a fun game of truth or dare…

I had been chatting with Marc on Bumble for a couple of days. He seemed like a nice guy, and he was really good looking – clean cut and handsome in a stereotypical “frat guy” kind of way. Our conversation was flirty but not too dirty. I was trying to feel out whether he was looking to date or just to hook up. On our third day of texting I got my answer. He asked if I had any plans that night, and if I’d be interested in him coming over to “watch a movie”.

He brought over a bottle of wine and a dvd of a terrible John Travolta movie. We got through maybe half of the movie and he hadn’t made a move at all, so I was thinking maybe he wasn’t going to. At some point during the movie, the game Truth or Dare came up and Marc mentioned that he hadn’t played since he was in junior high. I figured this could lead to some fun, so I said that we should play.

More about Mari and the first time her roommate caught us [MF][F]

Mari and I became regular friends with benefits. Very regular. Pretty much every day that wasn’t that time of the month, and even still on those days she was usually up for going down on me.

Our hookups always took place at her apartment. She lived in an upscale apartment complex kind of far from school. She shared the apartment with Becca, who was our age, attended the same school, and, like Mari, came from a wealthy family. Becca was from another big city in the southeast, so we hadn’t known her very long.

While I was doing the political work of clearing things with Kathryn and Adam, Mari started slowly introducing Becca to the idea of our impending arrangement. Mari gave her the history of everyone involved and made sure she was comfortable with the fact that I was going to be around a lot. She didn’t want her roommate thinking she was callously cheating on her out of state boyfriend. More on Becca later.

[MMMMMF][MF] My First Orgy/Gang Bang

Ok, I don’t know how I would start this story but here it goes and I honestly didn’t expect that it would turn out the way it did. My husband told me that we were going to attend a party for the July 4 down in LA.

We left home around 1pm and didn’t get to LA until it was about almost 7. There were a whole bunch of guys drinking and chatting around the house.

When we got in the house, the black guy (we’ll call him F) who was throwing the party greeted Darien (my husband). They chatted for a while talking about random stuff until F asked how old I was. I told him I am 19 but he then turned to Darien and asked him if I am really 19 because apparently according to F, I really looked younger than I claim to be. Darien then replied to him with, “Don’t worry man, she’s good. She’s older than she looks.”