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Longest night

Age when it happend: 22
Where it happened: Hotel
Langauge: English
Sex: Male
Rating: 5
Category: Straight

She was a brand new hostess at this bar I frequented. I saw her as my driver opened my door standing at the entrance just being beautiful. I gave her a smile and she returned it with a hi and proceeded to my table. I had my routine a couple of shots of jager and then I dig into my bottle of vodka and redbull which was always at my table. then I go and make my rounds through the club. As i finished my circle nothing capturing my eye yet since it was still early i decided to go talk to the bouncer who was one of my friends. and there she was again holding her clip board and decided to find more about her. her name was mimi, this was her first night on the job. She was really sarcastic which I loved about her, we hit it off right away and I ended up getting her number. So about three days later I called her to meet up for some drinks. later that week we met at a cafe in the center of town, the night was mostly talking and ended with a kiss. at this point I’m completely infatuated with her and called her over to my place for a movie. during the movie she decides to lay down on my lap and now her head is on my crotch resting on my growing bulge. She brings her hand up to my knee and starts to run her fingers around up and down my thigh going closer and closer inside and now i got a full boner and then she looks up at me and smiles. I take my hand and run it across her cheek and start to make out with her. so were making out and i end up on top of her running my hands down her side and i start to kiss her cheek then I moved to her ear nibbling it softly. she start moaning and we move to our sides and her ass is in my hand. she starts unbuckling my pants and pulls my dick out. this was all going perfect until my roomate came home. She felt embarrassed and didn’t want to do anything with anyone else home so I said I couldn’t wait and called my driver to pick me up downstairs. so got into the car and headed to the Marriott. I use this hotel for business meeting and have a corporate discount with them. I also didn’t want to loose it in a motel. So we head up to our room and right as I tip the bellman she grabs me from behind and we get right back to where we stop. i carried her to the bed her legs rapped around me and layed her on her back. she starts taking off my shirt and I pull off my pants and then start with her. I undo her bra clasp she already out of her shirt and then walk my lips down her belly all the way as i pulled her jeans off. She’s wearing a pink thong and I pull that off and start kissing her inner thigh then around her labia, she’s completely wet now bring a hand down from waist and with two finger start rubbing her clit. now I’m a virgin but I’m fairly experienced just decided that i wanted to loose my virginity to my highschool sweet heart who i wanted to marry and while i was over seas cheated on me with my best friend. So I’m begin to eat her out and finger her first with one finger then two, this whole time she’s just moaning. I have my tongue on her clit running it in circles she’s really hot and then starts asking me to stick it in her. So I pull my condom out and put it on, now i hate wearing condoms, I’m not circumcised so my foreskin when pulled back is really tight when I have an erection, it kinda of hurts as it stretches, so I have my condom on now and move up on her kissing her breast and putting my cock at her entrance. I start rubbing my cock against her pussy lips lubing it with her juices. Then I let my head in just barely watching her face and continue to work it in slowly pulling it out and back in, every time a little more deeper until I get it all in. I’m not that big at all barely 5″. So I make it up with acrobatics as I call it. i do this for a while watching her face in a little and then deeper trying to find what she liked and then i noticed as i hit this part just over a third way in she would tighten clench with her legs around me. and then I continued to hitting that same spot and her moans turned to screams. I couldn’t take the condom no more because it was hurting so I pulled out to ask her if it was ok and she said yes and then put it back in. i was in heaven naked and complete in her. i when back to that technique i developed and her moans and screams returned. her hands started to squeeze against my back and shoulders and her legs now completely tightened as she let out a scream and then sigh, it was twenty minutes in and i could feel her warm juices running over my cock, i went from pounding her to a slow circle motion. she told me to get on my back and then started to run her tongue down my chest all the way to my cock. she licked my head for awhile and said she could her pussy on it. then blew me for awhile. after a couple of minutes she got up and mounted me slowly lowering her pussy on my cock, not going it all the way just as we started. then began to ride me we kissed and this was really getting going faster and faster she would change her motions and would move her hips in a circle to relax, I was holding my cum back, it was about to explode, I waited to the last possible second then told her, then she let me out of her and started to cum shooting it to her stomach. I was in heaven. we took a break I ordered room service, fruit, strawberries and ice cream. we ate and played with our food and wine and then at it three more times. I had to extend the check out to later. we did once more when we woke up in the shower. my favorite position is reverse cowgirl. she rides me really hard. We hooked up a couple more times but had to move to another country because of business. I try to keep in contact with her but it’s hard with my job and all. not getting married to that slut of an ex was probably the best decision i made, i’m not turning down beautiful women anymore, and amazed that it’s possible to have a casual relationship. I have a non exclusive girlfriend now and have a couple of friends that just like to fuck. I wasted six years of my life with a girl that didn’t put out.

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