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My first time!
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My first time! This is a true story about the first time I had sex with another man. It happened back when I was in high school. I was 16 years old. I had been increasingly dressing more and more over the past 3 to 4 years. At this point I had taken a liking to wearing short skirts with cute tops. I had been shaving my legs, wearing bras, and using makeup. Well I had this friend at the time who would later in life come out as gay. We told each other everything. He would tell me about his feelings he had for other men and one day I told him about my little "hobby". He had often wondered what I looked like all dolled up so I made my self up one day and snapped a few photos that I brought with me to school to show him. We were sitting in the lunch room and he was staring at my pictures and he was getting flustered and I could see he was getting a bit hard. I took the next step and stroked my hand on the inside of his thigh and slowly moved it up to his crotch and could feel a noticable bulge in his jeans. I rubbed his bulge running my fingers up and down and could see in his eyes how much he wanted me. We got up from the table and walked all the way to the end of a long hall and went inside the mens room their that was always empty at lunch. I took him into a stall and as I sat on the toilet I undid his pants and pulled them down to his knees freeing a good size 9 inch cock. Which I bashfully kissed the tip of and shyly licked. he noticed my trepidation put his hand on the back of my head and thrusted his cock into my mouth. He fucked my mouth like I was a cheap . I remember I liked the feeling of being used. It did not take him long before he shot his load down my throat and hearing him grunt and moan was such a turn on. I remember my ass was tingling with excitement. He told me how good I was and that he wanted more of me so we made plan to go directly to my place after school as my parents were never home to 6 o'clock after work. Getting through the last few hours of the day was hard. I could not concentrate on school work I just kept picturing my friends throbbing erection that he had for me and still having the after taste of his deiicious warm cum in my mouth. I had never had anything like it, Finally the bell rang and I ran to my beat up car and raced home. Thankfully I had just shaved my legs last night so I put on a tight little black mini a midnight blue bra with a light see thru shirt. I made up my makeup in full with blush, eyelashes, mascara, ruby red lipstick, and eye shawdow. I threw on a cheap 12 dollar blond wig but I still looked stunning. I had just bought a new pair of shiny black 6 inch pumps to top it off. My friend pulled up a few minutes later and as he was walking up to my front door I was standing there waiting for him and he caught a glimpse of me and he was stunned and was utterly speechless. I introduced myself as Jasmine my out of town cousin and he went along with the story. I invite him in and take him by the hand and take him upstairs to my room, go inside, and close the door (no lock). Once inside he can not keep his hands off me running his hands all over my body squeezing my tight little ass. I move into his arms, he is a considerable size man for his age, 6'5" 220 lbs and muscles galore (he was on the wrestling team). He embraces me squeezing my ass harder and I passionately kiss him ramming my tongue down his throat. Just the act of kissing I did not want to end and we made out like that for what seemed like eternity. Finally I made the next move and took off his shirt revealing his trembling muscles and undid his pants letting them hit the floor. I dropped to my knees and rubbed his cock through his underwear listening to him moan. He pulls off his underpants and this time there is no shyness I immediately begin to suck his cock long and deep taking more and more into my wet warm mouth until he explodes all over my face and my mouth. I lick every last drop and suck him some more and more and more. This is when I knew how much I love sucking dick. To this day I can not get enough dick and feeling it explode all over my face *chills*. He cums again this time at the back of my throat gagging and gurgling on his tasty seed he looks at me and wants more. He bends me over my dresser and spreads my legs as wide as they can go. I know whats coming but I not sure how to prepare for it I am after all a virgin. His cock was so big and thick I was worried but my friend was very gently. He used the lube and moisten my male pussy up really good and put some on his throbbing hard member as well. He put his hands on my hips holding tight as he positioned him self behind me. I grabbed the edges of my dresser so tight my knuckles were white as I felt his cock rub up against my asshole. He teased it for a minute rubbing his tip over and around my tight hole. He then gently inserted just the tip which was not bad and felt kind of good. Then he pushed in a inch or too and I screamed in pain. My friend was a gentleman and stroked my hair and said that its ok and let it sit inside me for a second and I could feel my tight hole expanding. He pushed it in inch by inch pausing each time to allow me to adjust. This was a very painful expierence and almost told him to stop but finally all nine inches of his cock was laying still in side of me and he was whispering in my ear asking if I was okay, he was so sweet and I was so lucky he was my first. After he had remained motionless for several minutes he began to slowly pump and the pain was great but then it started to subside as he began to glide in and out of my ass with much more ease. He then started taking longer strokes and the feeling of him pulling out and pushing back in was exhilarating and I began to moan. This excited him more and he pumped longer storkes and harder which made me moan louder and him in return pump harder until the whole dresser began to shake. The noise from my room filled the whole house but no one else was home so it was none of our concern. He pounded me hard now slapping his balls against my ass and I moaned and screamed like a until finally he exploded inside of me Just then we heard my parents walk in<b> downstairs. </font></b>My friend got dressed I went to the restroom and washed myself up and my makeup off and threw on some "boy" cloths and we went down stairs to greet my parents and said my goodbyes to my friend. We would go on to do that several times throughout high school and I will aways cherish that. |
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