A little over a year ago the girl I’d been seeing for 3 years broke up with me suddenly and so I went on a rampant sex spree. I reconnected with a number of old flames and crushes, before turning to apps, and before long was chatting to a few cool people, but one stood out, a super charismatic and funny older guy on Grindr. He was built like an underwear model, and it turned out that he was super rich, the CEO of a major company in my city. He mentioned that he’s married and that he and his wife both have sugar babies as their busy work schedules both preclude them from having sex as often as they want to together.

We chatted for a while and then exchanged albums, at which point our conversation vibe completely changed. He went from super confident and funny to really worshipping me and acting submissive. It was hot to hear this guy nearly twice my age and richer than I could imagine talk about how I’m a “real man” and how he’d love to be my plaything. He’s tall, muscular and perfectly manscaped, I’m a lanky twink who he could practically snap in half if he wanted to.

He got to opening up about a kink he has, where he wants to be used by a young, hung guy however they please, and asked me if I’d do it. He wanted to be totally under control and submit completely. He told me that I should come to his house between specific hours that he’d be there alone and his wife would be out, with no more than 10 minutes’ warning, and fuck him. I was initially a little apprehensive about it but eventually horniness overrode sense and two days later I had been at work in his suburb and messaged “coming over. Be ready” as I clocked off.

When I arrived out the front of his big, expensive-looking house I got a message saying “come upstairs. All doors are unlocked”. I was super nervous and not really at all aroused as I walked up the soft carpeted stairs inside, where I heard a noise from a bedroom with an open door. Inside, on the bed on all fours, blindfolded, was this man who wanted me to fuck him, a purple vibrating toy in his asshole making the buzzing noise I had heard. The bed was obscenely big, white silk sheets hanging down to the floor, and between his toned, ripped legs dangled the tiniest cock and balls I’d ever seen.

I got up on the bed and pulled him up by his hair to be face to face with my crotch as I unzipped my jeans. “I was waiting for you” he said, excitedly. I guided him to stroke and suck me until I was rock hard, then reached over his muscular back to pull out his silicone purple butt plug. I wasn’t super used to being dominant but he assured me he liked the way I shoved his head and chest into the bed as I climbed over him to mount his smooth, round ass. With a generous helping of lube from the table beside the bed, I gently but firmly pressed my glans into him, and after a surprisingly short period, was able to plow long, smooth strokes balls-deep into him, my balls kissing against his. It was new to me, feeling like I had degraded him into a hot toy for my pleasure and fucking like a porn movie instead of making love with a real person.

He asked me “sir, may I please play with my tiny little inferior willy while you use my hole?” in a whimpering tone, and before long asked for permission to cum. I told him to cum on my shaft and give me that as lube, which in hindsight I don’t know where I got the inspiration for but he did it before I fucked him for another 10-15 minutes, varying my intensity until I blasted one of the biggest loads I’ve ever produced all over his back. I felt awkward sticking around to cuddle like I normally would so got up to leave, when on my way out he thanked me and offered me all the cash in his wallet.

I continued to come around and fuck him, initially weekly, then once every couple of days and eventually even three times in a day, until one day his wife unexpectedly showed up with a girl about my age, hoping to play out her own gay desires. The wife was tall, blonde, leggy and super toned, the girl was shorter, unapologetically busty with a big round ass and a surprisingly little waist, and she wore these cute round glasses and a shiny nose ring. This quickly became an awkward foursome where I got too nervous to get hard and so we all got dressed and decided that the couple would take us out for a fancy dinner. It was a really fun evening but weirdly I couldn’t reconcile fucking him like a toy anymore after hanging out and really humanising him. The girl and I found out we were at the same university and went on to hook up a few times but neither of us saw that couple again. I may write about some more experiences if you liked this story!