Every girl thinks about it. Most will never do it. Either for moral reasons, fear of judgment, or just fear in general.
I always knew it would happen. But the situation had to be right. I wasn’t looking to be used by a couple of douche bags. I wanted to have some control. And I wanted them to know it was about my pleasure as much as theirs.
So there’s a guy in my life who is a little lavish. Let’s call him Brett.
He says he’s a real hot shot at the office, but I suspect he’s really a trust fund kid. He’s late 20s. Well dressed. Slender. Handsome enough. And he likes to throw money around. A typical evening involves a fancy dinner, some gifts for me, and a night in a luxury hotel.
Brett is a good fuck.
He’s not a great fuck. He doesn’t have a mega dick or stamina to last all night. He doesn’t make me cum every time. But he’s also not an alpha male asshole who expects me to act like a porn star or put up with degrading names. He’s got a thing for sheer lace lingerie and stockings and is happy to pay for the nice stuff.
I hinted about the threesome plenty of times. I just ignored it. He was going to have to ask. And he’s a little shy and awkward and always afraid of offending me. The first time he put it out there I flat out refused. Not because I was totally against it. I just wanted to have that control.
It took him a couple of dates to bring it up again. I told him my terms. Including vetting the guy first and me being able to call the shots. If i felt objectified at all then I would call it off mid-fuck. I wanted them focused on pleasing me as much as they were on living out a fantasy.
We met in a hotel bar of my choosing so I could vet Brett’s buddy. I’m slender and don’t have huge boobs, so my version of sexy is nice clothes that fit well and emphasize my waist. I had on black heels, a black skirt that would be appropriate in an office, and an expensive white silk blouse that I’d gotten Brett to buy me. Up close my black bra was obvious beneath it.
Brett and his friend—let’s call him Brandon—got drinks. I had a sparkling water. We chatted a bit. The boys flirted. Brandon was pretty similar in stature to Brett and had the same polished rich boy vibe. I suggested we get a room and went to the front desk with Brett to check in. He splurged on a suite.
There’s always an awkward moment entering the room with Brett. We both know what’s going to happen, but he doesn’t want to make the move. And I like that about him. It’s why I knew he would be perfect in this situation. Of course it was even more awkward with Brandon there.
I asked if they wanted to sit down and watch me undress. They sat in the edge of the bed. It was a high rise room with a big glass window. I opened the curtains on the city lights.
I took a small Bluetooth speaker out of purse and started streaming music from my phone. I also took out a pack of rubbers and some silk scarfs and tossed them on the bed. The guys smiled.
I undressed slowly. Sensually. Moved my hips a bit. I unbuttoned my blouse. Slowly slipped it off. Folded it neatly on a chair. My nipples were easy to see through the lacy black bra.
I slipped my skirt off and over my heels, turning my ass to them and bending as the waist as I slipped it off. I had on a lacy black thong and thigh high stockings beneath it.
I asked them if they wanted to undress. Both men stood up, kicked off their shoes, and stripped down to their underwear. Both were semi hard. I pressed my body to Brett first and kissed him. He put his hands on my hips.
Brandon wasn’t patient. He got behind and started grinding into my ass and squeezing it. Brett opened the front clasp on my bra and started sucking my tits. Branson slid my panties down and fingered me from behind.
I twisted away and got to me knees. They both finished undressing and I took a cock in each hand. It wasn’t my first time giving head to two guys. But I’d never been further then that.
I alternated between them. They both had pretty average cocks as far as length and girth. Both circumcised. They both groaned and called me sexy as I alternated back and forth licking their cocks wearing nothing but thigh highs and heels.
When they were rock hard I suggested we go to bed. I told them I wasn’t going to be manhandled. And I knew I could trust Brett. So Brandon sat with his back to the headboard and I tied his hands with the scarfs I’d brought.
“I want you to make me cum while I suck him off. That’s my fantasy,” I told Brett.
I got on my hands and knees in the bed and started sucking Brandon’s cock. Brett put on a condom and started fucking me from behind. He went nice and slow. I knew he didn’t want to cum to fast. And he didn’t want to let me down.
It was hot. I can’t lie. It was hot sucking off one guy why another fucked me.
At some time during all the fucking I realized Brett and Brandon were not just friends. But I waited until after to bring it up when Brandon was in the bathroom. To his credit, Brett didn’t lie when I asked him if he’s just tricked me into a threesome with him and his brother. He also didn’t skimp when he handed me an envelope with my allowance. Three times the normal, as we agreed to beforehand, plus a nice bonus.
If I’d known the truth going in then I probably wouldn’t have done it. As is, all I can do is shrug and buy myself something nice.
AMA!
Source: reddit.com/r/gonewildstories/comments/akvrt6/19_fmm_my_first_mmf
I’ve converted this post into an MP3 so you can listen to it!
MP3: [https://reddit-polly-bot.s3.amazonaws.com/gonewildstories/akvrt6.a7c8e11d-85a5-404d-9c24-26be5b589e1d.mp3](https://reddit-polly-bot.s3.amazonaws.com/gonewildstories/akvrt6.a7c8e11d-85a5-404d-9c24-26be5b589e1d.mp3)
Beep Boop: I tried my best, but I’m only a bot! Don’t want your posts converted? [Message me](https://www.reddit.com/message/compose/?to=ireadthingsaloud).
Brett sounds like Haida from Aggretsuko.
​
Also that position is called “spitroasting”
​
Good story!
That took an interesting turn at the end ! I couldn’t have imagined reading the first part that you were a prostitute . Hot story nonetheless
Back during Vietnam, I got drafted. Instead of going in the Army for two years, I joined the Navy for four. (I was thinking less chance of getting shot, to be honest, although that happened anyway, another story.) We spent the night in a place in Portland, last chance at getting laid so a buddy with me and I headed out to try.
I struck out at some dance clubs, headed back to the room and there he was with what I am sure was a hooker. We ended up in one of those threesomes, the truth it, it was lots of fun and even more fun to be sure she got off also. (We did a lot of kind of like this story) Yeah, I know, who cares about that when it’s a hooker, but it was like some kind of competition we had. When she finally left, like 5 hours later, she kissed us both on the cheek and told us if we ever got back to Portland to look her up, because she had the most fun she had in years. Amazing gal, she could actually put both knees around the back of her neck, never saw that before or since. She also whispered she liked me best at one point, but I found out later she told my bud the same thing..LOL.