So this turned out pretty long because I like thorough descriptions ? If you don’t care about the background stuff and just want the juicy stuff, skip to the **Mile High** and **Threesome** sections
TL;DR: 41 year old sugar daddy took me when I was 19 to Hong Kong for his week-long business trip where he fucked me on a plane, daily in the hotel, and paraded me as his personal teenage slut in front of work peers, before I ended the week with a threesome with him and another guy ?
# BACKGROUND
At the time I was 19 and in uni, and was going through an older guys phase (although I still enjoy fucking older men today!) I had met a 41 year old guy on Tinder, Michael, who had a high-up position at an international finance firm. I’ve forgotten exactly what the position was but he was a manager responsible for a lot of people below him.
We had been meeting up and fucking in hotels after he finished work and I finished classes. This worked well for me as I have a thing for guys in suits and he always came straight from work ? If you saw him in person you would think he’s in his early 30s at most. He did a lot of running and always had a great haircut.
He had a wife but the marriage was at an extreme low point. He told me they had a dead bedroom and they were both seeing other people anyway. We had this arrangement of casual hotel sex for a couple of weeks before he asked me to accompany him on a work trip. It was a trip to Hong Kong with a lot of meetings with fellow important big-shots. He offered to pay for everything (my flight, food etc). Obviously I said yes, because 1) I had never been to Hong Kong before and 2) the sex was great.
It was Monday to Friday so I would be missing classes, but it was the week after my midterms had finished so classes were more relaxed and I made sure I submitted all my assignments ahead of time. I only told my best friend where I was really going, to everyone else I told them I was going back home to spend time with my family that week.
# MILE HIGH
So finally the day came. The flight to Hong Kong was long. Even the excitement of flying business class for the first time and watching a movie couldn’t offset the boredom, so midway through the flight I woke Michael up and whispered in his ear that I was horny, and that I would be waiting for him in the toilet cubicle. Without waiting to hear his response I promptly headed to the toilet.
Sure enough, a couple moments later I heard a knock on the door and he was standing outside. We locked the door and I rode his dick as he sat on the toilet seat, as it was so cramped inside that any other position would have been uncomfortable. He had to cover my mouth with his hand because I was moaning and he was scared other people would hear.
We both came at the same time after 10 or so minutes. He shot his cum deep inside me, so when I stood up afterwards on shaky legs, his cum dribbled from my pussy down my leg. I did my best to clean up, but I had a warm, cummy pussy for the rest of the flight. I felt like such a slut walking out of the toilet back to my seat, but thankfully everyone was either sleeping or not paying attention ? Mission successful!
# THE WEEK IN HONG KONG
The week in Hong Kong was so much fun. We would have great sex in the morning, then he would head out and attend whatever meeting he had to attend while I either explored the city by myself (there are English signs everywhere and it’s a low-crime rate city) or used the hotel spa, gym, swimming pool and restaurants on Michael’s tab. Then when he was done with the meetings by night time, he would come back and we would have dinner followed by more great sex.
I would wear the nice dresses that I had packed to our nighttime dinners, revealing a decent amount of cleavage and leg while still being classy. It delighted both him and I to see all the glances in our direction: an almost James Bond-looking guy in his expensive suit and me in my elegant outfits looking like his Bond girl. The sex afterwards was always fantastic as usual. One night he kept his full suit on as he pounded my pussy and mouth. I was grateful for the big mirror on our hotel room wall because we looked so hot going at it.
The best night was Thursday night, our last night before we flew home the next day. The men were going for post-meeting drinks, and two of the guys who were living in HK were bringing their girlfriends along, so Michael brought me along too.
This time I wasn’t gonna be wearing something that I had packed myself. Michael had bought me the skimpiest micro-skirt I’ve ever seen and he made me wear it. [It looked very similar to this.](https://ae01.alicdn.com/kf/HTB1ftZmNFXXXXcfXXXXq6xXFXXX9/Fashion-Sexy-Shiny-Wet-Look-Metallic-Mini-Micro-Skirt-With-Side-Lace-Up-and-Attached-Thong.jpg) It was lace, and the material was similar to in that picture, except it was red. He didn’t let me wear panties and the micro-skirt was as short as the one in the picture, meaning that every time I even slightly bent over, I would risk exposing my ass and pussy to everyone.
To pair it he had me wear a tight, white, sleeveless, dangerously low cut top, and of course, he refused to let me wear a bra as well. There was barely anything left to the imagination, which was the whole point of Michael’s scheme. To top it off he had gotten me 6 inch red heels. I’m 5’9, so in those heels we were the same height, and together we towered above almost everyone.
I was a little nervous but mostly exhilarated that night wearing one of the sluttiest outfits I’ve ever worn. With Michael next to me I never felt unsafe. I wasn’t sure what the others would say, but when we got to the bar, everyone was already a couple drinks deep so there weren’t any awkward questions.
The stares I got from all the men in the bar were intense, I could feel myself being imaginatively undressed by dozens of pairs of eyes. Michael was loving it, he had his arm around the centerpiece of attention all night.
The night was great, we all got a little drunk but nothing crazy. I socialised with the two girlfriends, and I made out with one of them because of a dare, to the delight and cheers of all the men. As the night was winding down most of the guys had left including the two girlfriends. Finally it was just me, Michael and a German guy Leo left. Michael and Leo knew each other well from previously working together and were good friends.
Leo was a bit younger than Michael and single, and they proposed the idea of having a threesome. Me being tipsy and slutty, I said yes, so we took a cab back to the hotel.
# THREESOME
I had already had threesomes previously but this one was memorable and still makes me ridiculously horny thinking about it now because they were older, rougher and more experienced, and they knew exactly what they were doing. Michael’s cock was great, I had no complaints with it, but Leo’s was special. It was thick, and longer than any I’d ever seen or had before. It was the type of cock that I only thought existed in porn.
I was thrown onto the bed, had my clothes practically ripped off me (but my heels remained on the entire time) and given one of the roughest poundings I’ve ever gotten in my life. They rotated continuously between my mouth, pussy and ass (with a lot of lube so it was bearable).
My favourite position was lying with my back on the bed with my head off the edge, with one guy in my pussy or ass and the other skull-fucking me. The feeling of having them grab my head by my hair and ram their cock down my throat for their pleasure without me being able to resist even if I wanted to was incredible. Within minutes my makeup was ruined and my face was a spit-covered slimey mess.
I also got flipped around and spitroasted, spanked, slapped and got called all sorts of degrading names. It was so exhausting yet gratifying to be completely dominated like that. I was Michael and Leo’s personal playtoy to be used and abused and I was in heaven.
Michael came first, he was pounding my mouth and pulled out in time to shoot his warm, sticky load all on my face and hair. I expected Leo to continue using my pussy but he surprised me. He picked me up off the bed and carried me outside to the balcony with my face still completely covered in Michael’s cum.
He bent me over and I grabbed the railing to support myself as he pounded me from behind. I would have been in full view of anyone passing by below us on the street but it was the middle of the night, so no one was around thankfully. Well, I say thankfully, but really it would have turned me on for people to watch me get fucked on a balcony by an older guy with cum on my face ? Finally Leo forced me on my knees and used my mouth for a couple more minutes before adding to Michael’s now-dried cum on my face and chest.
The two men were gentlemen as they helped me walk back inside and helped me shower and clean up, as I was so exhausted from having my body used I could have fallen asleep any second. Eventually Leo bid goodbye to us and left, and I slept like a baby that night.
The next morning we slept in late and we had to rush to get the flight home, so there was no time for our regular morning sex. I was so sore that whole day that I slept through the entire flight so unfortunately there wasn’t a repeat of our mile high shenanigans either.
The whole week was basically a week in heaven. I ended up seeing Michael for a couple more months after that until he decided he would try and make his marriage work for his young kids, and unfortunately we haven’t contacted each other much since then. Sometimes I still think about him and our week in Hong Kong when I play with myself.
Source: reddit.com/r/gonewildstories/comments/hlb6gd/i_f_once_accompanied_a_married_41m_sugar_daddy_on
Amazing
Amazing
Amazing
Amazing
Amazing
Fantastic, very sexy.
Maybe Michael could connect you with a similar coworker.
I want this so badly.
Literally sounds like the dream oh my god.
Awesome
Great story, thanks for sharing and you wrote well too.
(It is ASTOUNDING how every person who cheats happen to have a dead bedroom)
What a dream cum true
Wow, sounds like you were treated well and fucked good! ?
Have you eaten pussy ?
Great story – very hot. Thanks for sharing that great memory.
Can I ask what his Tinder profile looked like? The scenario of having a younger plaything is a fantasy of mine. I’m curious what attracted you to him.
Are you getting paid?