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This was about 5 years ago.
To try and remain somewhat discreet, I was basically a part of a dance team type thing with 12 other girls. We were staying at a hotel and were there a few days early. One day most of the other girls were going to a nearby zoo for the day. We had just gone to an amusement park the day before so I felt like staying in my room and just watching a movie. I started to feel guilty about laying around all day so decided to go down to the workout room at the hotel for a bit.
So the day before when I was in the lobby I briefly locked eyes with a man. He was older, had a very strong powerful build, was dressed very nice, and was just an overall very handsome man. He smiled as our eyes met and kept walking.
I was in the workout room just a few minutes when he walked in. The room did have a lot of TVs on with different things on but all of a sudden they all went off to some static. This made the room very awkward with just us two in it but we started chatting.
I thought it was very casual conversation and then he just asked, "So, have you ever been with an older man? Or are you just very good with flirting with them?". I was frozen, not sure what to say. He eventually broke the silence by reaching into his pocket and giving me a keycard to his room. He told me he was going to go back up to his room and take a shower and that I should do the same
I went back to my room and took a shower and thought long and hard about it. There was some type of adventure to it, an older very handsome man...... I nervously went to his room.
I knocked, even though I had the keycard, because I felt weird about walking in. He joked about why give me the keycard if he wanted me to knock and then after I walked in he followed me into the middle of the hotel room. "You look like a good girl..... good girls do things as they are told right? Get down on your knees." I was frozen, I didn't know what to say but was thinking, "already? like that?". "You came here for a reason, lets not beat around the bush, on your knees", he said again and I did.
He pulled down his pants and walked up to me. I bent down and grabbed one of my hands and wrapped it around his cock and told me to open my mouth. He put his cock into my mouth and I started to suck it.
After awhile I pulled me to my feet and moved me to the bed. He put me up on the bed on all fours and pulled down my shorts and ate me out from behind. He stopped briefly and went over to a bag, he came back with a pink collar and put it around my neck. He told me I was going to be a good girl for him over the next few hours for him. Over the next few hours he fucked me in every position imaginable. At times it was soft and sensual, other times rough and hard.
In between rounds we laid together cuddling. I laid my head against his chest and ran my fingers through his chest hair. I was in a weird mindset of "omg I just had sex with a man, like a real man" (I was 18 at the time). The other part of my brain was wrapped around the sex we just had. I wasn't a virgin but this felt like the first real sex I had experienced, certainly was the first type of kinky sex. We talked about random things in between, why he was there (business), why I was there, my sexual experience or lack there of lol, just a whole lot of things and then eventually he would get hard again and move my hand back down to his cock.
We continued this loop for a few hours. Eventually, while cuddling, he removed the collar from my neck and said something like, "well I think that is the last time I'm going to be able to go for awhile, you're free to go". He made some joke about I better go before I fall in love with him. (he was probably right). I kissed him deeply, gathered my things and got dressed, and then went back to my room.
And that was it.
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