Tag: Gay

My first trans girl hookup was voted our frat’s House Sweetheart, and also taught me statistics [MF] [TF]

I’m a pretty typical “bro” type IRL. I play soccer and rugby, I’m a gym rat, organize my group of friends’ fantasy football league, that sort of stuff. Getting dates has never been a problem. I’m about 6’2, 200 lbs, thick dark brown hair and blue eyes.

A couple years ago in college, I was on the board in my frat. It was my job to get a tutor to come in to help some of the brothers (like me) out, because our grades were shit, mostly because we were too busy getting plastered or working out to study. Eventually, we found this guy named Andy to come in. Andy was a junior, and basically the opposite of everything in our frat. He was small, even petite, and very effeminate. He was gay and out. He was also really smart. So, basically the opposite of everything in our frat.

Andy was a good tutor, and the frat basically paid him to help out like 5 or 6 guys with homework. He’d come in 2 or 3 times a week and spend all afternoon there, an hour with each guy down in our commons area. I couldn’t really study well down there so he met me up in my room. Read more »

[FFM] My wife’s first time with a girl.

These events are from a few years ago but we were all late 20s at the time. At this time my wife and I had been exploring new things but so far only sharing her with other men. She loved getting two cocks stuffed in her all night and I had a lot of fun watching her porn star side come out and just using her like a good little slut. However when we started this journey the agreement was that if the opportunity arose she would have to be open to the idea of bringing another woman over. Quid pro quo, I guess. She initially had no problem with this and I’ll explain why in a moment but unfortunately I know her well enough to know how self conscious she gets and jealous. When it’s all about her with the guys it’s all good but I knew the potential for things to get complicated with another girl in the mix. Read more »

I ate my friends pussy at a strip club while 15 dudes watched [ff] [group]

[This is a true story. I will not disclose the name of the club, the details of the team, or the general location of the club. This club no longer exists. I have changed the details of the inside of the club to be safe. So please enjoy.]

After high school, I was disowned by my parents. I ended up moving to Arlington, TX to live with my cousin who was also disowned, but for being gay.

Fortunately, I had always worked since the age of 14. Nothing crazy, just office cleaning, babysitting, and eventually waitressing. I had been saving money for a while, so I was able to have enough cash to pay my car off.

I also had a few scholarships I was able to get to pay for my first year of school. I got a waitressing job immediately after moving, but I was still struggling to pay my part of the rent and bills.

After a few months, I had one of my regulars try to recruit me to work for him. The pay sounded amazing. When I asked for more details, he kind of hesitated. He finally told me to come in for an interview. I was given an address and told to be there at after my shift at 9pm. Read more »

[MM] Wild night, wild ride

This is how I ended up having my first MM experience, which was more intense than I had expected…This happened back when I was 22 and, long story short, my interest in guys had been growing steadily for a while by this point. I had decided after much failed hunting online that I would just head out to the biggest gay club in town and browse the potential. I had no idea what I was doing and thought “fuck it”, I would just wing it and see .

Saturday night came, I ventured out and on my way to the club I decided to pop into the gay bar next door, it was a bit early to hit the club and I figured it was a good place to start mingling and meet some new people. I got my drink and bumped into two gents, who after introductions and a brief chat, we ventured to the roof terrace. One of them was definitely interested in chatting just a bit more than the other, and eventually the conversation started getting more flirty. He was olive skinned, toned but not massive and rather handsome with short hair and dark eyes. He was confident and very eager but thankfully not cocky or too intense. I relaxed more after a drink or two and after about an hour it was time to hit the club. Read more »

Kitty, Part 2: The Glory Hole

Part 1

Kitty, Part 1: The Perfect Wife (ageplay, roleplay, rough sex) from eroticliterature

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My mind was reeling. My wife Regina had giving me permission… no, pretty much TOLD me to try to fuck my daughter’s 18-year-old best friend Kitty. A friend so close she was practically a sister. The daughter of our college friends Grant and Portia. Our marriage had been open since before Amira was born but this seemed like a whole new threshold to cross. I mean, we had fucked Amira’s babysitter Trechelle when she was newly 18 so Kitty wouldn’t even be the youngest I had been with, but still. Damn. Also I couldn’t stop wondering if I had forgotten to close the door or if someone had opened it while I had my cock all the way up my wife’s ass. And while I had been calling her “Kitty.” The only other people in the house were Amira and Kitty and I don’t know if I wanted either of them hearing that. I decided I was going to get something to drink. I left Regina in bed, playing with her clit. I wasn’t sure if she was gearing up for another go but after covering her face and filling her ass with two separate loads I didn’t think I had a third go in me. Read more »

A quickie with Millicent [Mf] [Class] [Victorian][power]

‘I’ll inspect the servants,’ I said, pushing myself away from the breakfast table with a clink of crockery and silverware.

‘Must you?’ Said Ruby, leaning back in a feline way, stretching her arms over her head. The dress she wore was cut low and I let my gaze linger. She rolled her eyes when she saw where I had been looking. She scowled but looked more than a little pleased at the same time. ‘You are dull Charles.’ She stood and wrapped a shawl around her shoulders. ‘Infinitely so.’

‘Am I dull, Percy?’

The butler, as expressionless as a doorhandle, looked at my wife, then at me. Taking sides was not something he was capable of.

‘I wouldn’t know, sir,’ he said, slowly, deeply. He nodded and a maidservant walked over to clear the plates away.

‘I’m going to Lucille’s,’ Ruby declared, pecking me on the cheek. ‘We will play cards and have a gay time. There will be no terrible me. I shan’t be back until later.’ She stood and threw her shoulders back.

‘You look marvellous darling,’ I said. Read more »

Fucked My Best Friends Girlfriend Pt.1 [Cody’s POV] [MMF] [MF] [DP] [Reluctance] [CNC]

Have you ever had a friend that was an absolute god next to everyone else and they just automatically always got the beautiful girls? Yeah well that friend wasn’t me. That friend was my best friend Matt, he was admittedly gorgeous, if I had a gay bone in my body you’d better believe I’d have fucked him by now, but as things stand I’m as straight as a ruler and to my unfortunate dismay, extremely attracted to Matt’s girlfriend Stacey. 

I don’t know what it was about her, Matt had dated plenty of girls much better looking than Stacey, as well as myself seeing and dating a few girls who were more attractive than her, however her beauty ran deeper than make up, or fancy clothing. She was so purely herself and you could really see her natural beauty for what it was. Stacey was around 5’3″ with deep brown eyes and brunette hair that shines golden in the sun. She had a beautiful set of DD tits and a firm round ass that always got my attention. But I think the most attractive thing about her was how much she wasn’t mine. I’d wanted her sexy ass from the moment Matt first introduced me to her.  Read more »

[MF][MF] Fingering my lesbian friend in the club & fucking her cousin back home

For a couple years in my 20s I was part of a friend group that loved to go clubbing. I liked getting drunk and sleeping with randoms I’d meet at the club, so I went along. Several of the girls in the group were gay including Lilith, who came out with me that night. I had always liked Lilith, she was just this beautiful, curvy ball of sunshine. She had just gotten out of a pretty toxic relationship with her ex-girlfriend and I think she just wanted to have some fun. Despite my horndog nature, my first priority is generally making sure my friends are having a good time while also making sure they’re not falling on their asses drunk.

So I spent the first half of the night buying fireball shots for Lilith and myself (her favorite, not mine) and trying my best to get the perfect level of drunk for the dance floor. Over the course of my life some very generous people have told me that I’m a good dancer, I’m not really sold. But I will say that I’m what you might call ‘pretty fly for a white guy’. I look like fucking Shaggy from Scooby Doo, so people are always shocked to see I have decent rhythm and smooth footwork. The problem is that if I don’t get drunk enough I will never have the guts to get on the floor, so when I go clubbing I have to front-load my drinking. I started with 2 shots and a ‘strong island iced tea’, by the time I finished the cocktail I was convinced I had Liberace’s drip. Perfect. Read more »

How to Seduce a Woman- Sometimes men need a little guidance.

“You know why you’re single, Will,” my mouth said. A slight slur was audibly perceptible as I’d likely had too much wine.

“What?”

“Well, why you’re single.” I could hardly back down now. No matter how hypocritical it was. Here we were, sitting on his couch, after a friendly dinner, a bottle of wine and several drinks. The both of us single, and no love life on the horizon. Will’s love life seemed easier to fix than my own.

“Do tell. Why am I single?” he asked sardonically. It had been awhile since he’d humoured my desire to psycho-analyze him.

“Well,” I began after setting my now empty cocktail glass on the coffee table and settling back on the couch, one leg tucked under the other. “You’re too shy. And you don’t know how to go about seducing a woman.”

“What?” he pouted. Of course he pouted. His fragile male ego couldn’t allow him to admit that, yes, he was rather hopeless in the art of seduction. Read more »

Part 2: Sex and the Video Vamp

Sex and the video Vamp

Fred lets get this show on the road. Sounds like a Plan?

Fred turns and smiles at me. Fred very early on let me know he was Gay and a terrible flirt but don’t take it personally. I won’t.

Sure my…oh you mean the meeting.

Yes the meeting This is your store you call this to order.

I had only talked to Fred a few times at this point but he was everything he said but also very motivated manager wanting to get this store set up and running. As Soon as he came for the dinner meet and greet he had a notepad with quite a few pages with questions on it we need to work on.

Alright everyone let’s get this little meeting started. For those who don’t know my name is Fred and I am the General manager for this store. For the visiting Managers let me introduce my crew. I am Fred the GM This is Tim he runs Hard good Karen is the Footwear Manager Colin here is the clothing Manager and the love of my life Next we have John the Hunting Lodge, camping, and fishing Manager Next is Tim our Golf pro and finally Anna our front end manager and Assistant store Manager. Read more »