My sister 's Boyfriend

by Larry Malone

Even when I was very young, I loved to make for with my shit. I was always, what I later found out, was called"anal retentive erotic"I loved having something in my little ass hole. It started when my Mom stuck a Vaseline lubed digit in my cakehole to allay in an enema nozzle when I was really little. It felt so near I always tried to duplicate that feeling with my fingerbreadth, the enema nozzle, carrot, smooth reefer and as I grew elder, the capitulum of my G.I. Joe action mechanism figure.

When I was about nine, I had my first anal sex even though I did n't know what it was and I had n't looked for or expected it. How it happened is this write up. My sister was xvi and when ever our parents were gone she was expected to indulge sit for me. When she did, she also took the chance to have her stream boy ally over and have sex in her room all evening until just before my parents came back. My elbow room was right adjacent to hers so I heard everything that went on but I never said anything because I did n't think it was any of my byplay and after all she was"older"and could do"those things."Plus, she left me alone in my room to do what I wanted which was to suppose what my Sister and her guy were doing to make those strange sounds and for me to play with my little wiener and ass hole.

Of course, I always went to bed earlier than everyone and sleep nude. One night when Sis was"babysitting"me since our parents were going to be real late getting base I had my showtime anal experience just by probability. My sister was entertaining her then 17 yr old beau at the time, Jess. As I got the story weeks later, after their usual lengthy sex play and after he shot his encumbrance into my sister without a safety ( she was on the pill ) he was on his way to the lavatory to clean up when he passed my room. He told me, my threshold was open a little, my night light was on as he passed and when he looked in, he could see my little naked ass sticking out from the edge of the bed as I lay sleeping on my face with the bed linens off me.

He told me, he did n't bonk why but even though he just had a satisfying fuck and had shot a load of cum into my sis, his semi-hard boner got existent hard when he saw my little bottom. He said my fiddling ass looked just like my sister 's but truehearted and fuller. He told me he entered my elbow room, closed the door and knelt by my bed and just could n't assist himself but rub his shaft in my ass crack. His shaft was still liberally lube and coated with my sister 's pussy succus and in addition his cock was still oozing the lowest of his cum from his climax. He said the heat from my little ass got him fully erect. He easily slid his cock along my ass snap and said I wiggled and moaned a trivial and he swears I pushed my little ass out to meet his cock. I did n't recollect a thing. He said he got more excited and continued to rub and lube my sally until he separated my two ass impertinence and aimed his turncock at my little pink whizz. He then told me he just naturally started to push in and since I did n't wake up he kept pushing until the head popped in. He said he froze worried that he may have hurt me but again swore that instead I moaned a little, wiggled and pushed back to assume more than of him into me.

He said when the psyche was in he paused to see if there was any reaction from me or if he was hurting me but since I was pushing back, he assumed I liked it so he kept on sliding in slowly. He told me later that my baby would never let him do her anally so he really wanted to get into my piffling ass. He pushed in slowly until he was fully in and he said I was so tight and my cakehole felt so hot, he could only jazz me a few strokes when he shot a loading of cum trench in my ass. He said he pulled out and immediately went to the toilet to scavenge up. He never mentioned anything to my sister and when he left, he was worried of what may befall later if she or I ever found out what he had done.

As it turned out nothing happened. I woke the adjacent day with cum dribbling out of my ass as I went to take my break of day piss and I felt a little tenderness at my hole but I did n't believe anything of it and just thought it was because"I was maturing"or because I had been playing with myself. I guess it was the fact that I could remove the question of G.I. Joe that made it easy for me to take Jess'cock.

The next metre Jess was visiting he paid a little more care to me but I was n't funny at all, he was a squeamish guy and I sorta liked him. He never mentioned what he did that dark and there were only a abbreviated discussion if I was sleeping alright, which I told him I was. But I never connected the fact that every time he was with my sister and my parents were n't home I always woke up the following morning with cum dribbling out of my arsehole but I no longer was feeling any tenderness.

It became a habitue thing for him to await forward to fucking my footling ass a few times after fucking my sister and looking forward to having instant in my tight hole. One night for some reason, I was n't deeply asleep and woke up as he was fucking me. I felt his peter deep in my ass and I really enjoyed it and without knowing it I started to push back to get more of his cock deeper into me. The more I did that the harder he fucked me and he then realized I was n't at peace anymore. He put his paw over my sassing and whispered into my ear"Shh"and fucked me until he shot his load.

When he finished, he lay over me and slowly pulled out, I could experience his cum oozing out of my trivial hole. He whispered he was sorry and asked me not to tell my baby. I turned and said, that was n't a problem since I enjoyed it a lot and would like him to do it some more. He smiled, patted my ass and got up to pick up and left. By that time I knew I really enjoyed getting fucked and decided I should n't stimulate to wait until Jess saw with my sister.

It did n't take long for me to line up schoolfellow and school fellow who had exchangeable sake. I always acted as if I really did n't need to get fucked so the guys would n't mean I was a fag so I always made sure I had to be convinced or tricked. And over the years it worked. That kept my hungry bastard total of cum any time I wanted it all the way through college.

A few week later, when my sister was again babysitting me, I was awaken to a trashy scrap I heard from my sister 's way. I do n't know what it was about but I did hear my sister tell Jess to"get the hell out !"I jumped out of bed and went to my door and saw Jess leave behind my Sister 's elbow room, I opened my door and motioned him to come into my room. I was nude and got a petty stiffy and asked him not to leave and led him over to my bed. Without saying anything I laid face down and scatter my legs. Jess got the theme and wasted no meter taking off his clothes and getting on top of me. He asked me if I had any lube, which I did but before he used the Vaseline, he spread my little ass cheeks and started to thrash my hollow. He slowly started to tongue fuck me which I thought was the best and then changed spot, got on top of me and lubed my hole and his sway hard 7"cut cock.

Slowly he started to enter me and his glossa preparation ( and my solo ass play ) worked to loosen me up, he was sliding in easily and I was feeling no pain only a satisfying pleasure of warmth mellowness. I started to moan since it felt so in effect that he told me I had to preserve quiet down so I buried my face in my pillow. Since he had n't first cum in my sister like other times, his cock was harder and he fucked me longer and deeper. It felt rattling but he was so horny that he did n't last very long and for the first time I felt his full large lode oceanic abyss in my hole in multiple stab. It felt great and I loved to feel the throbbing turncock pumping cum into my ass. I was disappointed that he did n't lastly foresighted since I was enjoying it so much. I thought he was going to pull out and leave like before but I was wrong.

He stayed deep in my hole on my back and stayed semi-hard as he kissed the back of my neck and wiggled his cock in my cum flooded hole. I squeezed my internal muscles and fucked him back by lifting up my lilliputian ass. In a petty while he was rock severe again and started to fuck me full solidus. He fucked me for another one-half minute before he added his 2d load deep into my yap. Only then did he get up, garb, and quietly leave.

I found out later that the engagement was about him again trying to get into my sister 's whoreson for anal sex which she did n't desire so that ended he and my sister 's dating for unspoilt. He met me after school one good afternoon and told me he would still like to get together with me and do our"thing."Although I never mentioned my other anal escapade in the school I felt really happy and grown up that an"adult"wanted to portion with me something I loved doing. We arranged that on certain days when I supposedly had"dance band practice"he would pick me up after school or whenever I could get away we would meet and he would take up me to his position and he would fuck me until it was time for me to go plate. We became very close and he taught me everything about sex including swapping black eye jobs. Over the age as I grew honest-to-god and my cock grew larger, I eventually swapped ass fucks with him and others as he let me take his ass cerise and we switched back and Forth. We kept that up until I went to college and he moved away .