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When I Was A Kid
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Transsexual Male / 23
Dads Best Friends
My dad had alot of friends who would not only come over but they would sleep over.
Around 13 one friend we will call him anthony noticed i dressed and acted like boy but my voice and huge tits didnt match, he would always make comments that i just need a man to make me feel good. After 6 months of this and my ass and getting bigger he made his first move. He lightly humped me while standing behind me while he watched a christmas parade. During a huge crowd nobody either seemed to notice or care that he was dry humping me. He was the driver since my dad was in a accident back then.
He was a tradesmen who had a good body with abs but that didnt appeal to me.
Around 16 my dad allowed me to go to a party but his friend anthony would be picking me up since hes got work in the morning. I agreed only because i got to go to a party. I knew he would try hit on me afterwards now that im " older" .
When he came to pick me up i was Very drunk and all my friends wanted to fuck him once they saw him, when i got in the car i had basketball shorts on and a simple t shirt and shoes and socks. Although i wore boyshorts aka small tight fitting boxers. He told me i looked " fuckable and hot" i told him theres no way to prove it. So he went off complementing me and once he put his hand on my thigh he tightened his grip a bit which sent waves across my body. I asked if he could drop me off at my friends * we would regularly kiss or fuck eachother* and i was horny and wanted to be fingered. But his hand felt good where it was and it wanted it to go further up so i slid down the seat a bit till his fingers were inside my shorts at the hem of my boyshorts. He understood what i wanted and immediately pulled over on a dirt road came to the passenger door and took my shorts off then my boyshorts then told me my pussy looks so good and before i could say anything his tongue was on my clit. I immediately grabbed his head and held it there. His tongue circling my clit felt so good i came within a few minutes. I wanted more of course so i took his hand and put it up to my pussy then he slid 2 fingers in and started licking again. He was stroking his cock with his other hand.
After a bit he started lifting up my shirt till it was completely off then removing his. He sucked on my tits while fingering me, at that point i wanted to feel a real cock, when he looked up at me he kissed me, i wrapped my legs around his waist and with his hand he started to push his cock into my hole. He was big compared to the dildos i had at home. After a small struggle he was thrusting into me slowly picking up speed while he was moaning saying i have a tight pussy. Feeling his huge cock thrusting in and out made me squirt , thats when he started going rough. I admittedly Loved his pounding me while kissing my neck. After a few mins he took me out of the passenger seat and bent me over on the hood of the car. He started roughly fucking me holding my hips forcing me back on his cock made me squirt again and wouldnt stop for atleast a minute. He continued to fuck me until he came on my stomach.
When he dropped me off he told me not to tell then handed me 400$ , he also said ill get that " allowance " every week if i let him fuck me, which i did. I needed the money.
Around 13 one friend we will call him anthony noticed i dressed and acted like boy but my voice and huge tits didnt match, he would always make comments that i just need a man to make me feel good. After 6 months of this and my ass and getting bigger he made his first move. He lightly humped me while standing behind me while he watched a christmas parade. During a huge crowd nobody either seemed to notice or care that he was dry humping me. He was the driver since my dad was in a accident back then.
He was a tradesmen who had a good body with abs but that didnt appeal to me.
Around 16 my dad allowed me to go to a party but his friend anthony would be picking me up since hes got work in the morning. I agreed only because i got to go to a party. I knew he would try hit on me afterwards now that im " older" .
When he came to pick me up i was Very drunk and all my friends wanted to fuck him once they saw him, when i got in the car i had basketball shorts on and a simple t shirt and shoes and socks. Although i wore boyshorts aka small tight fitting boxers. He told me i looked " fuckable and hot" i told him theres no way to prove it. So he went off complementing me and once he put his hand on my thigh he tightened his grip a bit which sent waves across my body. I asked if he could drop me off at my friends * we would regularly kiss or fuck eachother* and i was horny and wanted to be fingered. But his hand felt good where it was and it wanted it to go further up so i slid down the seat a bit till his fingers were inside my shorts at the hem of my boyshorts. He understood what i wanted and immediately pulled over on a dirt road came to the passenger door and took my shorts off then my boyshorts then told me my pussy looks so good and before i could say anything his tongue was on my clit. I immediately grabbed his head and held it there. His tongue circling my clit felt so good i came within a few minutes. I wanted more of course so i took his hand and put it up to my pussy then he slid 2 fingers in and started licking again. He was stroking his cock with his other hand.
After a bit he started lifting up my shirt till it was completely off then removing his. He sucked on my tits while fingering me, at that point i wanted to feel a real cock, when he looked up at me he kissed me, i wrapped my legs around his waist and with his hand he started to push his cock into my hole. He was big compared to the dildos i had at home. After a small struggle he was thrusting into me slowly picking up speed while he was moaning saying i have a tight pussy. Feeling his huge cock thrusting in and out made me squirt , thats when he started going rough. I admittedly Loved his pounding me while kissing my neck. After a few mins he took me out of the passenger seat and bent me over on the hood of the car. He started roughly fucking me holding my hips forcing me back on his cock made me squirt again and wouldnt stop for atleast a minute. He continued to fuck me until he came on my stomach.
When he dropped me off he told me not to tell then handed me 400$ , he also said ill get that " allowance " every week if i let him fuck me, which i did. I needed the money.
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