My First Time ( 81 )
Gay, Masturbation, Transvestite, YoungHi, my name is Max, this is a tale from when I was 12.
'' Hey Max '' my supporter Caleb said, Caleb is 16 and I 've known him since we were both piffling. Our moms are good booster so naturally we became good ally to. `` I ca n't hold back to go to your planetary house tonight fop, your parents are gone all weekend arnt they ? '' I asked Caleb. `` yeah bro this will be fun, what clock time you comin over ? ''. `` Bout 6:30 il bicycle over, my mom wants me to have diner before I go '' I told my Friend. `` alright ataraxis, see you later tonight '' Caleb said and then he hung up. After dinner I said bye to my mom and told her I 'd be home tomoror afternoon. `` hey dude I 'm here '' I said as I walked into Caleb 's house. His parents had already left for the weekend, `` hey max ! '' Caleb called from his elbow room, he was most in all likelihood playing ps3, which would be what we would do for a good piece during this sleep over, good fun I thought to myself. For a couple hours we played ps3 fighting each other and fighting as a team, video game were always fun I thought. `` Hey max, let 's play a secret plan not on ps3 '' said Caleb. `` all right '' I thought I could use a open frame anyways it 's 9:00 we 've been gaming for 2 hours straight. `` what are we gunna wreak ? '' I asked. Caleb responded with checker. `` How about we make it more concern though ? '' asked Caleb slyly. I asked `` how would we do that ? '' I asked, matter to. `` well, the loser has to wear girlfriend cloths for the quietus of the night ! '' Caleb stated. I pondered this for a bit, then thought why not it will be a beneficial few laughter if I can win, `` challenge accepted bro '' I said ready to beat him in this game. 20 minute later Caleb said `` king me '' as he defeated my live pice and took it for himself. `` damnit '' I said. `` haha okeh max go get dressed the outfit is in the guest room, and put ALL of it on. '' he said giggling. In the room I found a dark purple tight girly shirt, lightlessness tights and a matching, very shorty skirt, how odd I thought for 16 year old boy to own these, they obviously were n't his mothers. Uhg this is going to be embarrassing I thought as I started to claim my shirt off i noticed another article of clothing, loaded pink panties. I guess this is what he meant by ALL of them I thought, still very Wyrd. Reluctenly I got raw revealing myskinny figure, plump little ass and my easy shaft, i had begun to mean about little girl because of the scanty and then there was a stab in my dick, I thought no I can not get hard right field now, I have to go and be come on Caleb in this outfit. I picked up he panties and slipped them on, very mingy I thought, then again most of girls cloths are. After the scanty I got into the black tights then put my new purple shirt on after all that there was still my annulus to put on, prolly secure I thought, my dick feels revealed in these thin tights the annulus was jus clipped on and the shirt slide over the clip section perfectly. The dame is was very short I felt like one of the fille I see in anime porn when I 'm searching online. I walked out of the room fully changed and presented myself to Caleb. Much to my surprisal he did n't burst out laughing, instead he was just staring at my body. Finally he said `` did you put your scanty on ? '' he asked `` yeah dude, they feel eldritch '' I said. `` show me '' he demanded, turning so my slope was facing him as to not evidence the pure precis of my hawkshaw, even soft in these tights is easily. Noticed with my annulus up I pulled up my skirt and pulled down my leotards just enough to a show a bit of pink. `` Very honorable '' he said `` you look very cute '' I thought this was wierd. `` now what ? '' I asked. Caleb got up from the table and walked over to me and lifted up my dame directly in front. I pushed his hand way and tried to hide my junk as best as possible with this tiny skirt, `` what the hell on earth beau, u can see me perfectly though this without my annulus ''. `` I know fornicatress '' I was very mixed-up, he took out his headphone and showed me a movie of myself in this outfit. `` this night your going to be my slut or I 'm going to testify his to everyone '' with that he pulled up my skirt once more and then began to message my peter and balls, I backed up and tried to push him. `` aflame max il just post this in Facebook.. '' he threatened `` no ... '' I said realizing u had no choice `` il be your slut ''. `` good because you look amazing in that outfit '' he said rubbing my plump 12 class old ass. `` okay let 's go back to my elbow room '' reluctantly I followed him `` okay max la down on my bed, I 'm going to change state on some porn for you to get gruelling to, I know what you like '' he turned on his tv and what I saw was a picture of an anime girl in an outfit not far from my own fingering herself. This was humiliation at its defective, I could n't not get hard. `` unspoilt '' Caleb said as he lifted my dame up and saw a bulg forming. He pulled my leotards down just enough to reveal my hardening dick in pink scanty he mAssaged it a bit and then pulled my panties down just enough so that my dick and orb were exposed, I had no pilus around my gumshoe and he could see everything, I felt so unearthly. `` gob off '' Caleb demanded. `` what ? ? '' I said surprised. `` do it or il post this '' I felt humiliated but I would feel worse if that picture got out, so I started to jack off to the porn as Caleb watched me. I pumped my pecker and soon I came all over my manus he told me to wipe it on the inside of my pantie. I did then Caleb came over and slid my scanty back up, now my voiced cock and balls were covered with my cum. He massaged my chest and dick and said `` good slut, now turn over ''. Still laying on his bed I turned over my ass barely covered by my dame. He came over and arise my bird and once again pulled down my tights to disclose my step-in then he began to massage my ass. He pulled down his gasp and took some application and put it in his peter, which was very hard by now, I thought he was going to jack up off on me. After he covered his dick in lotion he walked over to me and itch my ass again then he pulled my panty down and pass around my legs then the sharpest pain I 've ever felt. `` AHHH '' screamed as Caleb slid into my Virgo the Virgin ass. `` shut up slattern '' he said, I did as I was told. After a few dreadful minutes I heard `` I 'm cumminnggg '' he yelled then I felt a flow of warm cum go into me. After a few seconds Caleb 's dick began to soften and he pulled out of me pulled my panties back up, while his cum was still slowly sliding out of my ass. `` undecomposed slovenly woman '' he said as he sat down and began to run games .