My Girlfriend Gives Me My First Gay Experience

“What?”

“What do you mean what?”

“What do you mean by what do you mean what?!” I was so flustered with her by now that I almost forgot I’d do anything for a go in her pussy. She was my girlfriend; her name was Bee. She was twenty years younger than me and the hottest woman I’d ever fucked, ever would fuck, but damn, she was weird. And tonight, really took the biscuit.

“Listen, lover boy,” she said, plumping up a cushion on the armchair in our Airbnb room we’d rented for the night. “I told him you’d do it, so stop complaining. You’ll enjoy it anyway. He’s nice and big; he showed me a picture.”

She tried to hand me her phone with a dick pic on it, but I didn’t care to look.

She had a lot of dick pics on her phone. She collected them. She also collected pictures of herself with dicks next to her, stuck into her face, or just hovering nearby. She also had plenty that had been ‘tributed’, which meant they had cum glazed across them. Her favorites, though, were from the men who took little videos of themselves wanking themselves silly to her naked bodies or her in cute little K-pop outfits; whatever they said turned them on the most. She was dirty. It got a lot worse than that with her, I can tell you.

This, though, went to a new level of depravity, or at least from my point of view, it did. Ok, it wasn’t that bad, not one of her personal ‘experiments’ with lust, which are just too filthy to go into here. It wasn’t her eagerness to have a dozen men in one night or to suck a stranger off in the corner of a nightclub. It wasn’t like that, but then, this time, it didn’t really involve her at all.

She had promised a gay friend of hers that he could take my anal virginity and invited him around to fuck me without running it by me first.

“He’s here,” she said, clicking off her phone and moving to go to the front door of our little suburban Airbnb, of which we had just hired a room.

“Wait!” I said, stopping her with a hand on her shoulder, “Why did you think this was a good idea?”

“We talked about me fucking you with a strap-on and breaking you in properly from behind. You wanted that, right?”

“Well, yes, I love it when you lick my ass and finger it.”

“A-ha, exactly! Well, it seemed a shame to let your tight little asshole virginity go to a piece of plastic. I will fuck your ass, and I will fuck it deep and hard and use a huge dildo, but really, first, you should have a proper cock. And it will be nice for my friend to have a virgin. He loves them. He says it’s not that unusual for a man in his 40s to be a gay virgin. He’s had a few, but yeah, mostly they’re younger!”

Her logic was flawless, and I let her pass. She skipped across the room, across the landing, and jumped down the stairs. Flawless if I’d wanted a real cock. I hadn’t; the idea had been she would dominate me. She could be rough sometimes, but mostly it was the other way around, or these days, I preferred it more vanilla between the two of us and to watch other men throw her around instead.

The thing is, though, as I heard his voice downstairs and started to worry about how painful it might be and how I’d feel having a male body on top of me, well, I got myself a rigid little hard-on. No, not so small. Nope, in fact, it begged to be released from my jeans, and I considered pulling them down and lying on my front and simply waiting for him to fuck me. I didn’t want foreplay with a man; I wanted to be filled, used, and dumped. That got me so turned on I nearly came. But that would not do; if that happened, I wouldn’t be able to go through with it. I left my cock well alone. They entered the room.

“Lover, this is Jay, Jay, this is my secret boyfriend. Please don’t tell Rik, you know what he’s like. He won’t notice, but he might call off our wedding, and I’ve promised I’ll fuck a few different men that day because, shit, newly married brides cheating really turns a lot of men on, including this one. Right yeah?

“Yeah,” I said, dizzy from how turned on I was right then, desperate to get on with it, but I kept with the small talk she seemed to want. “Yeah, I didn’t know other guys were promised to you on your wedding day, but I want to pump your pussy full of seed within an hour of ‘I do’.”

“I’m a dirty cunt aren’t I!”

“Yes, Bee, you are. I wish you were a man,” Jay said, kissing her long and hard on the lips as if they were lovers.

“Oh, Jay, I think you find no shortage of bad boys to use and abuse!”

“Mmm, and you’ve found one for me.” Jay smiled at me. I cannot tell you if he was handsome, but his eyes did sparkle. I cannot say if I fancied him, but I did want him to pump my ass hard until I screamed and then to keep going. I cannot say if I wanted to kiss him or touch him or for him to touch me.

I couldn’t work these things out because I knew I wasn’t gay. Not gay gay. Not musicals and innuendos gay. Not relationships and marriage gay. But yet right then, I wanted his cock more than I wanted her pussy, and that, quite frankly, felt like madness.

For months, all I could think about was having her as often as possible. I did fuck other women to entertain her, and I did love what we did with them. But in the end, it was her that I imagined to make me cum when I was back home fucking the wife, and who I still jerk off to all the time today. Yes, anyone else couldn’t compete. Unless that is, it seemed, they were muscular men in their twenties, with a twinkle in their eyes and a promise to use your ass for the first time.

He approached me. Bee, as if on a secret signal, went to sit down in the armchair. He tipped his head to one side when he got close enough as if sizing me up. I knew he wanted to kiss me, to make this a proper encounter, like two lovers on an equal playing field. But yet, I had not done this before; I had not pursued him. He probably knew I hadn’t even had a say in it. Knowing her and the people she knew, that would have seemed just fine.

So, with his eyes on me, inches from my face, I understood that he understood me and that I simply needed it to begin, to be done, to be taken, to be had, to be fucked and used. A fuck toy for men. This was indeed still her dominating me by using another person. What a wonderful idea! We’d already done that to her friend Clare. She used me to dominate her friend, her sometime lesbian lover. Now, the foot was on the other shoe, the condom on the other cock.

I hadn’t asked about condoms; I didn’t need to, I knew the answer. Later, she would explain, “Your first time can’t be with latex, you need to feel a man. I know, I know, it’s important. He only goes bareback with virgins, so you’ll be fine.” Her logic didn’t quite work, of course, because she meant gay virginity, and that could have involved a lot of women before, for that ‘virgin’. It did for me.

“But we’re all checked a lot, right? And won’t it feel great to have that amount of cum inside you? He’d been saving it for days, he told me.”

He understood that I wasn’t going to talk, that I was going to find kissing difficult, and that I had no idea what I was doing. But he did, and he didn’t waste time.

He turned me around and pulled me towards him so that my ass crushed against his crotch, and I could get a hint of what I was in for. A deep buggering. A long, hard sodomising. He did feel bigger than me, and I wasn’t small by any means. I instinctively gripped his hips to pull him into me. I felt at that moment that maybe I was a natural and that Bee would be the last woman I ever touched. It didn’t work out like that, but I knew he would not be the last man. However, it went that night.

He thrust against me a couple of times and had a quick grope of my cock. Sensibly, he didn’t hold onto it through my jeans too long because he knew what men were like, particularly men who’d never had a rogering before. I would have cum, and it would have been over. He had to cum first once he’d done what he needed to do, then I could. It would be a careful dance of the cocks, but I felt in safe hands on that one.

I glanced at Bee. She was biting her thumb and crossing her legs very hard. I could imagine it would not be long until she was gripping her own crotch and not worrying about how quickly she came. She would cum over and over as she was wont to do when she was very turned on, and seeing me with another man had clearly frazzled her mind and soaked her cunt.

This is what it was really about! She wanted to see me done, watch gay sex involving two men she knew, one who wasn’t even gay. This was what drove her to set it up, her own deviant desires, her own pleasure, not mine, not her friend’s; this was about her. Our thrills were an aside.

But hey! I wasn’t complaining! This was going to be something I’d use for wank material for years to come. And cum I would over this and other men. She was doing me a favour by doubling my chances of a fuck, and put simply, sometimes a man just needs his ass filled and bum used. I mean, sucking a cock and having it driven down your throat is not such a bad thing either, but that’s for another time!

Now, he growled in my ear, “Unbutton you little faggot.” His hot, heavy breath and small shards of spittle were enough to take my breath away. I hardly needed the words as well. But those words did make my heart race. Faggot. I was a faggot. “You going to be my little whore tonight?” I wanted to speak, say yes, to promise him, but I couldn’t talk; I was too nervous to speak. He knew and did the talking for me.

“You’re going to pull down your pants, bend over, and show me your little sissy ass. I will then place the head of my cock at your anal entrance. At that point, you will push back, and I expect you to push back hard. I want to know you want it. If you don’t, fuck, I can’t guarantee I won’t take it anyway. I need it now, you teasing tart.”

Is this how women feel when playing the submissive role to a dominant man? I felt scared and excited. I didn’t know for sure what it would feel like or how serious he was. But I couldn’t stand there guessing. I began to unbutton my jeans and pull my pants down to my knees.

I looked at Bee. She gave me a thumbs-up with the hand that wasn’t frigging herself silly. She was for sure having a great time.

Bare assed, I bent over and waited…