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My Top 3 IRL Experiences
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I just discovered this subreddit and thank god because I have accrued so many experiences over the years but have never had anyone to talk to them about. Briefly about me: “straight” guy who has experimented a lot — probably too much to use the word “straight,” but fuck it, that’s just my preference — and has been only in heterosexual long-term relationships. Most of which involved me staying faithful, with occasional breaks of me being a cheating asshole.

But I recognize now I just can’t control myself and this is who I am. Any way, I’ve had a startling number of varied experiences over the years when added up, even though honestly it never feels like I’m so sexually worldly at any given moment. I have so much I want to share but for brevity’s sake, here are my top three sexual experiences. Maybe they’ll excite or inspire you. Please let me know if so.

  1. MFF threesome, in which I lost my virginity

I’m not joking here, I actually lost my virginity during a MFF threesome. It was during my first year and I had this huge crush on a girl I’ll call Julia. We had become good friends but I just couldn’t get it to the next level. Partly perhaps because she was always hanging around with her friend, Lisa. Lisa was decent looking — thin Asian, flat but with a pretty face — but it was Julia who got me going. Petite brunette with stacked C or D-cup tits, just gorgeous freckled face. Any way, one night we all ended up getting drunk after an exam and they finally told me their secret: they were actually lovers, had been since high school. And they wanted to have fun with me tonight. The rest is a bit of a blur but it involved me going down on Julia — god, her pussy tasted just as sweet as I imagined — fucking them one after the other, jerking while watching them seriously fist each other, then called off by a double blowjob. (I came at least three times that night, I was young!)

  1. Sex club in Vegas

Years later I was divorced and in Vegas for a work conference. Truly single for the first time in years I did some research beforehand and found that one interesting option would be this sex club called The Green Door. First time I headed there was a weekday night around midnight. The dude at the front said they were dead, and best to come back closer to the weekend, and later. Much later. So after a few nights and way too much to drink, I hoped in a cab and arrived around 3 am. There were was fucking everywhere, it was hard to keep it all together. But I wandered over to one corner where an audience had formed, as a guy was fucking a girl on a bed doggy style. The dude was average looking but had a nice cut cock, and the girl was extremely hot: brunette with firm c-cup tits and a tight ass with a sort of neighborhood MILF vibe.

A bunch of guys were watching, jerking off. I decided to join, pulled away my towel and just watched. It was clear I was bigger and thicker (7.5 cut, with a perfect mushroom head if I do say so myself) than every guy there, and the dude fucking his girl took immediate notice. He motioned for me to come over, at which point — no words exchanged, truly — the girl began sucking my cock while being railed by him. This spit roasting continued for a few minutes — she was great at slurping my cock, very sloppy and very enthusiastic while having her pussy pounded hard — and then we wordlessly switched it up, pausing only for me to get a condom (I barebacked the BJ, a decision that was hot at the time but involved a few weeks’ worth of post-cum anxiety testing afterward, TBH).

I began to fuck her surprisingly tight, but extremely wet, cunt hard and fast as she went down on her dude, meanwhile about half a dozen guys jerking and cumming around us. It was insanely hot. So much so I couldn’t help but hold back and I yelled to the guy that I was close. At which point he pulled out of his girl’s mouth, told her to get on her knees and just as I whipped off the condom we almost simultaneously painted her face, her licking both our cocks as we had some friendly fire. Then she winked at me, said thanks babe, and they wandered off into the night.

  1. 18 year old stripper plays stepdaughter

I used to (still do?) have a serious strip-club addiction. It’s not as costly as it once was — during my first marriage, I think I spent upwards of $5K on lap dances over the course of say ten years, which maybe spread out isn’t sooo bad, but also, yikes. Any way, there is something undeniably alluring about walking into a dark place, selecting the hottest girl you want, paying her $20 a song to basically grind on your cock till you cum, then leave and come back whenever you want either her again, or someone new. There was one club in downtown Toronto (Filmore’s, for those interested), that had an especially “extra” reputation — perhaps not the hottest girls in the city (that’d be Brass Rail IMO) but the most adventurous/open/eager-to-please. Also I had heard that they employed (not sure if they do any more) girls as young as 18 to dance, ide rideable by a bracelet on their arm (so they couldn’t drink).

Any way, one night — the night before my then-wife and I were set to go off on a week-long vacation, actually — I visited Filmore’s, not necessarily intending to blow my load but … you know. Suddenly I see this ravaging, raven-haired young thing. Beautiful B-cup tits in blue bra. Perfect ass. And a bracelet on her wrist. Made some small talk, then quickly got her to the VIP room upstairs. $20 cover, $20/song. More than once I’ve been offered full service up there. We get to small booth, more chit chat before we begin. I ask: So, does that bracelet mean you’re 18? She smiles coyly. We start the dances. Some more talk as she teases me, breathes on my neck just right. She’s good. I ask her if she can do some dirty talk. She says she’s open, if I pay a little extra. I tell her to pretend she’s my naughty stepdaughter. She pulls back — oh shit, I ruined it, I thought. She unleashes this biggest smile. “Whatever you want, Daddy.” For the next five songs she gets super filthy talking about me catching her touching herself, worried about “what mommy might think.” I tell her she’s been very bad, start to spank her ass. She starts to grind harder as I lick her tits. She’s working me so well, the role playing getting only more intense, taboo.

She finally begs me to give it “to me, daddy, fuck your little slut girl,” at which point she reaches over, unzips my fly, and jerks me all fast until I cum all over her hand. She licks her fingers, asks for her money, thanks her “daddy,” then gets dressed. I nearly cancel my vacation, but resist. The next time I’m back in a few weeks, she’s gone. Never see her again.

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1 year ago