[MF] I got out of the friendzone for a night [Long]

For college I went to the Midwest. I’m initially from CT. I played lacrosse and football and was extremely preppy because of that and where I’m from. (That comes back into the story) My freshman year of college I met Sydney. She was absolutely beautiful. She was thin with dirty blonde hair, small breasts, but her butt was so round and big you could balance a beer on it. I was instantly attracted to her. We met at a party first weekend and then realized we had the same math class together.

We used to study together all the time. I always thought she was into me because she would get changed in front of me. Like legit strip down fully when we would be hanging out and before going out for the night.

One day she asked me what it was like. I simply replied like what. And she simply and whole heartedly said “You know. Being gay.” To which I simply responded “Sydney I’m not gay haha” Read more »

My [F] orgasm marathon. :)

Alex, my last bf, loved porn.

I know that is not, in itself, particularly strange or noteworthy, but… while I might stop short of calling it a full on addiction, it was certainly safe to say he was a very enthusiastic hobbyist. He even had paid memberships to his preferred sites – (which makes him the only person in my – admittedly limited – sphere that I know of who actually pays for pornography). But whatever.

Alex’s tastes ran almost exclusively to female dominated material. Videos of girls masturbating was his clear favourite. This preference – now that I think about it – ran true to character. Alex is very much an outdoorsy nature lover and a bit of a hipster in his love of things being original and authentic. All to say that he enjoyed watching ‘real girls’ have ‘real orgasms’. That said, he also seemed willing to slum it with the more professionally produced offerings so long as they were two or more female actors and a lone male performer (which I imagine he fantasized to be himself) among them. All good, all fine, all ‘normal’ enough, I suppose. Read more »

[MF] My best friend’s sister gave me revenge head

UPDATE: I’ve fixed and added a few things, mainly her description, the CIM orgasm and typos. I love answering questions and reliving that moment with you folks, so please don’t hesitate to ask questions!

I’ve posted this true story on a few other confession threads, the names have been changed for obvious reasons. This happened a few years ago.

My best friend’s sister (we’ll call her “Kathy”) gave me the best blowjob of my life. She had recently been dumped by her long-time boyfriend.

She was petite, cute, freckled, with light brown hair (ponytail in this case) and green eyes.

One night, maybe about a week after they had broken up, we were hanging out at her house with her brother, my best buddy “Joe”. She was lonely, and we thought it would be good idea for her to have some company. We were watching a movie but were talking about her situation. I managed to cheer her up and get her to laugh, which brought the mood up. Eventually Joe had to leave as he was working in town early next morning, but Kathy and I continued chatting and drinking. Read more »

That one awkward time I ca[m]e while eating a girl out.

This was a girl I met on OkCupid; we started off just sort of chatting about life, but it pretty quickly turned extremely flirty, and before long we were meeting plans to meet up and “watch a movie”. Watching a movie quickly turned into making out, and making out quickly transitioned to her bed, where I found myself backing up my promised oral skills with action.

I got down between her thighs and went to work. Now, I’m good at oral. I’ve always strongly believed that, where giving head is concerned, enjoying what you are doing is at least as important as any actual raw skill. And believe me, I enjoy what I’m doing. It doesn’t take long before I feel her starting to spasm, and I know she’s close. Here’s the problem though: I’m close too. I’m so into it that I know my balls won’t take too much more of this. But, a guy’s gotta do what a guy’s gotta do, so I finish her off, feeling my own orgasm crest as I do. I cum into my underwear, leaving an embarrassing wet stain on the front. I stand up, getting a stunning look of her reclining, legs spread, her face more than a little red. Read more »

The true story of my adventure into the world of adult photography

I’m sitting in my car at the quite end of a Tesco’s car park, in a town I don’t know, waiting for a lady I don’t know. I begin to question my own sanity as I scan the car park entrance for a white Ford Ka being driven by a mature blonde lady with big tits.

I have no doubt that many men on this planet will have harboured ideas of shooting videos and images of naked women, either for work or for pleasure. For the vast majority, however, that’s where the adventure begins and ends, as an idea.

A white Ford Ka turned cautiously into the car park entrance. I recognised Claire immediately from her online profile pictures. I had described my car to her (since she had not yet had the pleasure of seeing any pictures of me …. I the tog … she the model) so she headed straight for the space next to my car .. she aimed a broad smile and a wave of acknowledgment at me as she drew her Ka neatly to a halt. Claire was out of the car in seconds and offered her hand politely towards my opened window Read more »

[MF] I fucked my friends daughter in a cave.

I have a beach house that I rent on a small island on the Mediterranean. It’s a small village with beautiful sea and nature. Through the years of spending most of my summers there, I met a lot of new people. One of them was this guy who used to come with his family there. We became really close since he was a pretty cool dude. We were drinking, playing cards, going on a trips and stuff like that, that you do in summer time. Few years ago he had a minor daughter that I barely even noticed that exists. After some time he stopped coming, and he returned last year with his family. After a few years I didn’t even recognized his daughter. She grew up to be beautiful 19 years old girl, with a tight teenage body. As soon as I saw her I knew I will have hard time controling myself around her. But I didn’t know she will have hard time doing that too.

She was a skinny girl, but gained a little weight on the right places through the years. She was a brunette, with nice perky teen tits, a little thicker ass, pierced bellybutton and a small tattoo little above her panties on the side, which drove me nuts. Read more »

Ocean-Lipped Girl [FF] [Fingering]

We look into each other’s eyes as I reach out to her, holding the freshly opened bottle of wine. As she takes it from me, her fingertips land against my own. Her touch is soft but effortlessly entrancing. Without realising, I stare at her as she presses her aqua-coloured lips to the rim of the bottle, I can’t take my eyes off those lips I’ve been dying to taste since I first met her. Her lipstick perfectly matches her gorgeous blue eyes that I am currently sinking into, unable to hide my grin of ecstasy as I tumble into her inescapable abyss. I soak in the scene unfolding before me, the base of the bottle lifts to her eye line as she drinks with subtle passion. The night started as some drinks between two friendly girls, but now she is watching me stare at her as she sips, basking in my infatuation. Absolutely everything about this girl is magical, she has me totally captivated. As my gaze focuses on her lips against the glass, I never imagined I could be so jealous of melted sand. My tongue absent-mindedly rolls over my lips before I gently bite them. I can’t stop thinking about her devouring me, taking her sweet time with it, savouring my body. Read more »

The entire A-Team [F]inally has so[M]e [F]un – Part 2/2

Andrew was clearly on a mission with Annie as he was feeling her up, and after a brief hesitation she opened her legs so he could get his hand to her pussy. I dimmed the lights a bit more as he undid her belt and the button at the top of her zipper. She held on to hand when he tried to pull the zipper down, but then relented.

While I was softly sucking on his head I felt the zipper on the back of my dress going down, then he undid the clasp on my bra. Knowing he wanted easy access to my tits I sat up and got out of the top of my dress. Annie’s eyes were huge, here her one colleague’s dick was standing to attention and the other one’s tits were hanging out. I decided “to hell with that and stood up and stepped out of my dress and threw it with my bra on another chair. I pulled Andrew up, undid his shirt and it joined my clothes. I kneeled, took his loafers off and his jeans shortly joined the pile of clothes. By now Annie’s eyes were like saucers! Read more »

[M25] Secretly giving a 19-year-old [F] housemaid what she needed late at night… then pretending nothing happened the next day

This is a story about a very unexpected and fun experience I had while visiting my friend in Italy this summer. Katie’s father is a fantastically interesting but rather eccentric academic who lives in a remote but idyllic farmhouse on a hill in rural Calabria, surrounded by books and antiquities.

Katie was doing an internship in Salerno over the summer and I visited her for a couple of days. We’re very close – we’ve been friends for several years, we talk about all sorts of things, including sex, and we’ve seen each other naked several times without it being a big deal – which is great, because as a blonde athlete she’s very hot. I’m 25 and Katie is 26. Katie isn’t, however, the subject of this story, although she might be the subject of a later one.

One weekend while I was visiting her, we decided to visit her father. It was a long drive away, but her father drove all the way to Salerno to pick us up in his marvellously clapped-out van. The weather was scorching hot and we stopped several times for ice cream and lemonade. Read more »

I [m] slept with my crazy ex [f] [long]

So I’ve debated writing this as I’m an awful story teller but you guys have given me so much enjoyment I thought I would try to return the favour. Warning t

So a bit of backstory:
Me and my ex (I will call her M) dated for about 2 months a year and a half ago. Now the age old saying “don’t stick your dick in crazy” has never been more true with her. She’s one of the best lays I’ve ever had but what came out of that relationship was not worth it. She would stalk me at work, start arguments over everything and belittled me to the point I constantly felt angry and insecure. My friends noticed and promptly nicknamed her the mermaid because she was sweet, everyone loved her and found her incredibly attractive but would eat your soul away if got with her. So M is 23, average height (around 5”7), long dirty blonde hair with an amazing rack (at a guess their D’s at least) an ass that jiggles in the all the right ways, toned legs and abs and a cute as a button face. As for me, I’m 22, 5”10, solid build but not muscular, medium length dark blonde hair and a package I’m more than happy with. So back to the story, after another night of arguments, this time on a night out, she accuses me of the one thing I can’t stand, cheating. Why you ask? Her best friend pecked me on the cheek goodnight. I had enough kicked her out my car and that was that. Read more »