Where it happened: park
Langauge: english
Sex: Male
Rating: 5
Category: Straight
for a long time when i was younger i loved to play dress up and go out and around the city as a young girl. i would always be careful to go out of my own neighborhood so no one i knew would see me. i had a sister who helped me with the makeup and i looked just like a young girl (still do as i only recently began puberty) my sister loaned me really tight panties so i would not show a bulge and put me in a cute little mini dress. i met up with a boy from the boys school near ours and i recognized him from their swim team when we competed but he did not recognize me. i asked him if he wanted to hang out and he said sure after looking at my full chest (i have full chest muscle from swim) and my long muscular legs. i could tell he really believed i was a girl and i wanted to see what this would be like. so we went to mcdonalds and had lunch and then to the park and just walked and talked for a long time until it started to get a little dark. he slyly put his hand on mine and we held hands as we walked and finally sat down on a bench to just be together. i could tell he wanted more. finally he leaned over and asked if i would let him kiss me. i wasn’t sure but quietly whispered ‘o.k.’ when i felt his lips on mine and the light fuzz of his lip (i hadn’t gotten mine yet) i knew i was doing the right thing. it felt so good but i had to try really hard to not get a hard on and spoil the great flat look of my mini dress. soon his tongue slipped into my mouth and i had never heard of this before so i did it back to him and began softly moaning as it felt so good. i was so happy for the very tight panties now. his hand slid up my shirt and he carressed my chest (boobs) and told me that i had a really nice body. i could tell this was turning him on as his shorts were now in full tent. even a couple young girls that came walking by on the path giggled when they saw how he was. i was really happy and glad that everyone believed my disguise but i was worried that he would find out and be mad. but i was getting into it and really loved making out. so i moved my hands under his shirt and complimented his strong body and muscles. he told me about the swim team and how he worked out. then i felt his hand slide up my leg up to my skirt and i got very worried and asked if we could go back behind the bushes. he agreed and we lay down in the grass. we continue heavy petting until he asked me if i would take off my top. i was worried bu agreed as i had a naturally full chest and i was too young for big breast anyway. so i asked him to take off his top also and we make out like this for over an hour while he kept trying to get up my skirt and i keep telling him to wait. finally i decide to distract him and try something myself by asking him to remove his pants…and he did this very easy and we lay together like this and i touch him and let him put his 5 inches or so between my legs. he would start to dry pump and i would tell him to wait and he said i was driving him mad. after he became a little strong to have sex i told him that i would only do it with my skirt on in case someone caught us and i had to run. he agreed. so i began touching him and making him excited and kept telling him that this was my treat to him and next time he could touch me and satisfy me. so i offered to make his dick slippy by putting it in my mouth and he instructed me on how to suck and make it good for him as i did not know and then he got back down and i told him to keep his hands on my body and i would guide him in. i pulled my dick and underwear aside and put his tip into my butt hole and he slowly pushed in as i moaned from the pain of the first time. he is not so big but i am very small and narrow hip but muscular. he moaned and even cried a little as he went in and said that i was beautiful and his first which i was really happy and felt the same way. he saw my tear and asked if i was alright and if he should keep going. i wrapped my legs around him and pulled him into me and told him yes..please. he told me he loved me but my sister told me later that all boys say that when having sex. when he started to speed up he moaned and groaned and kissed me harder and tongued me harder and i bit his lips a little and kissed all over his face. i felt a hot wet feeling inside me as he cried out and moaned. i moaned too as the rubbing of his body caused me to cum in my panties. it was the best moment of my life so far. at the next inter-school swim meet i overhear him talking about his new girl friend and how cool she was. he spoke of ‘her’ like a true gentleman without being rude. and when i saw his body in the light of the locker i was anxious for the next time. my sister helped me get a skin colored spandex panty to hold me to look like a girl for the next time but told me that if i really liked this guy that i would have to tell him some day. after the third time he finally insisted on us skinny dipping and seeing each other nude and exploring each other’s bodies. i was busted. as we made out i didn’t stop him from putting his hand down my pants. and when he got to the surprise he just softly whispered in my ear…i thought i recognized you from the (other) swim team and we just kept going. we are lovers today and have been married and have a good relationship. i hope this works out forever.