I had gone to boarding school in Singapore in the late 90’s. I was there for 4 years in total from 9th-12th grade. Since it was a boarding school there were people from all over the world literally. From Swaziland to Norway and Japan to Sri Lanka. The girl who is the centre of this story was an Indian girl called Aditi. She was there only for the last 2 years I was there. I remember it was a daily thing for me to try to hang out with her … get her small stuff when ever she wanted …. but I never got a chance to go past a few kisses.
Fast forward 20 yrs were are all in our late 30’s now and I was visiting Mumbai for work and was going through my FB on the plane over. I already had her as a friend and dropped her a message saying I’d be in her city for a couple days and it would be fun meeting up some time. She replied surprisingly and suggested we meet for a drink the next evening at my hotel bar.
I was staying in a high end hotel and the bar was not that crowded and had some live music playing. I got there a bit earlier and had ordered myself a drink and was going through my messages when she tapped me on the shoulder. I stood up and couldn’t help checking her out. She was dressed in a tight green bandage dress and looked amazing. She was not that tall about 5,4 and had small B cups but looked pretty much the same as 17 yrs earlier.
I complemented her on her outfit and sexy she was looking. She then dropped the bomb on me and told me she was a mother of a 2 yr old. I nearly choked on my drink when she said that. I let it slip out of my mouth and said she was one sexy MILF. She laughed it off and we chatted and had a couple more drinks. Before we knew it was about 11 and I said I had a an earlier morning and time we called it a night. She was quite tipsy by then and said she needed to use the loo before going and if it was ok to use the one up in my room. I said ok and we heard up in the elevator.
She was supporting her self on me and I had my hand around her. When we got to the room she went to the loo and after about 5 mins she came out wearing the sexiest green lingerie I’ve seen. I was speechless…. she put her finger on my lips and said “don’t spoil it and go with it” I didn’t need to be told again. After laying her down on the bed I slowly kissed her and sucked on her nipples though her lacy bra. After that I slowly took off her gtring and her pussy was shaven and glistening. It smelt like sex …. al licked and sucked her clit for a long time. She was moaning and saying some hot things “you do that so good baby… my hubby never eats me out” “such a good pussy licker… I should have discovered this earlier”
Once my jaw pretty much gave out ….. I stood up and told her it was time for her to show me how much she loved sucking cock … Aditi had a look in her eye like she wanted to show she could suck my cock better than I licked her pussy. She slurped and sucked it with her small mouth and at one point I held her head and skull fucked her till she gagged. My cock didn’t fit more that half way into her mouth.
She was cock drunk after a bit and saying shit about …how she missed having a big cock fill her up like college “I miss having a big thick white cock stretch out my little brown pussy…. please will you do that for me?” I told her to bend over and I was not going to take it easy on her tiny little pussy.
After pulling on a condom because she insisted and then some lube … I slowly entered her tight little brown pussy. She was trying to push back and I kept holding her. I told her “beg for it all baby… let me see how much you want it…” she squirmed and eventually said “please fill me up … I need your cock to fill me up all the way…. i need to be stretched out by your big thick piece of meat” that drove me over the edge and I slammed the rest of my cock balls deep into her cunt.
Aditi’s pussy was creaming all over my cock and her pussy lips were gripping my cock like never before. Her ass was small but firm and I squeezed her ass and she moaned like a whore. I wanted to tell her she fucked just like a hooker …. but thought that might be a bit too far. After I felt I might come too soon i pulled out and told her I wanted her to ride my face and cum. She stood at the edge of the bed and rubbed her freshly fucked pussy all over my face as I was lying down. She even tried to mimic fucking my tongue as if it were my cock. She was moaning and then started shaking as she cummed all over my face.
I then asked her to ride me which she was happy to do after her pussy was so wet. She slammed up and down and her Perky tits were still in her bra. I pulled on her nipples with my teeth and she moaned a long deep moan. I reached around a as she was thrusting up and down on my cock… I slid my finger into her ass hole. She slowed down for a sec and then started slamming down hard on my cock and then slowly coming up all the way.
I was so close and I rolled over on top of her and fucked her hard until I was about to cum. I pulled out and ripped the condom off and sprayed my cum all over her. Hitting her face and all over her bra. I collapsed on top of her. After we lay there for a bit together… she went to shower and I lay I bed thinking of what just happened. She came out I. Her towel wrapped around her waist and topless.
We chatted for a while and in the end she got dressed again and left around 2am. It was one of the hottest work trips I’ve had!
Source: reddit.com/r/gonewildstories/comments/glgqlf/meeting_my_crush_from_boarding_school_whos_now_a
did you go to UWC?