My Sister 's boyfriend

by Larry Malone

Even when I was very young, I loved to play with my asshole. 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 finger in my trap to facilitate in an enema nozzle when I was really lilliputian. It felt so secure I always tried to repeat that feeling with my digit, the enema nozzle, carrots, still joystick and as I grew elder, the head of my G.I. Joe action mechanism figure.

When I was about nine, I had my first anal retentive 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 story. My sister was sixteen and when ever our parents were gone she was expected to baby sit for me. When she did, she also took the opportunity to hold her flow boy ally over and have sex in her room all eventide until just before my parents came back. My room was right next to hers so I heard everything that went on but I never said anything because I did n't recollect it was any of my business 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 envisage what my sister and her guy were doing to fix those unknown sounds and for me to play with my little hot dog and ass hole.

Of row, I always went to bed earliest than everyone and slept nude. One night when Sis was"baby sitting"me since our parents were going to be real belatedly getting rest home I had my first anal experience just by hazard. My sister was entertaining her then 17 year old boyfriend at the time, Jess. As I got the story workweek later, after their usual lengthy sex play and after he shot his load into my sister without a safety ( she was on the tab ) he was on his way to the toilet to clean house up when he passed my room. He told me, my door was open a little, my night light was on as he passed and when he looked in, he could see my little raw ass sticking out from the edge of the bed as I lay sleeping on my position with the bed linens off me.

He told me, he did n't acknowledge why but even though he just had a satisfying fuck and had shot a shipment of cum into my sister, his semi-hard bloomer got really hard when he saw my little behind. He said my trivial ass looked just like my sis 's but firmer and fuller. He told me he entered my room, closed the room access and knelt by my bed and just could n't help himself but rub his cock in my ass crack. His cock was still liberally lubricate and coated with my sister 's pussy juice and in addition his cock was still oozing the last of his cum from his flood tide. He said the heat from my little ass got him fully erect. He easily slid his cock along my ass wisecrack and said I wiggled and moaned a picayune and he swears I pushed my small ass out to fit his shaft. I did n't remember a affair. He said he got more excited and continued to rub and lube my crack until he separated my two ass brass and aimed his stopcock at my little pink star. He then told me he just naturally started to push in and since I did n't wake up he kept pushing until the fountainhead popped in. He said he froze worried that he may hold hurt me but again swore that instead I moaned a little, wiggled and pushed back to take more of him into me.

He said when the nous was in he paused to see if there was any response 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 Sister would never let him do her anally so he really wanted to get into my little ass. He pushed in slowly until he was fully in and he said I was so blind drunk and my gob felt so hot, he could only fucked me a few chance event when he shot a load of cum trench in my ass. He said he pulled out and immediately went to the privy to clean up. He never mentioned anything to my sister and when he left, he was worried of what may find later if she or I ever found out what he had done.

As it turned out naught happened. I woke the adjacent day with cum dribbling out of my ass as I went to lease my morning pissing and I felt a minuscule tenderness at my gob but I did n't intend 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 take the principal of G.I. Joe that made it easily for me to take Jess'cock.

The next time Jess was visiting he paid a little more attention to me but I was n't suspicious at all, he was a nice guy and I sorta liked him. He never mentioned what he did that nighttime and there were only a brief 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 baby and my parents were n't home I always woke up the adjacent first light with cum dribbling out of my bunghole but I no longer was feeling any tenderness.

It became a unconstipated thing for him to front forward to fucking my short ass a few times after fucking my sister and looking forward to having seconds in my fast golf hole. One night for some reason, I was n't deeply at peace and woke up as he was fucking me. I felt his pecker deep in my ass and I really enjoyed it and without knowing it I started to advertize 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 asleep anymore. He put his mitt over my oral cavity 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 feel his cum oozing out of my picayune hole. He whispered he was sad and asked me not to tell my Sister. I turned and said, that was n't a problem since I enjoyed it a lot and would wish him to do it some more. He smiled, patted my ass and got up to clean up and left. By that metre I knew I really enjoyed getting fucked and decided I should n't possess to await until Jess saw with my sister.

It did n't fill long for me to find schoolfellow and school mates who had similar interests. I always acted as if I really did n't desire to get fucked so the guys would n't think I was a fag so I always made sure I had to be convinced or tricked. And over the year it worked. That kept my hungry asshole full of cum any time I wanted it all the way through college.

A few weeks later, when my sister was again babysitting me, I was awaken to a loud fight I heard from my sister 's room. I do n't know what it was about but I did hear my babe Tell Jess to"get the hell out !"I jumped out of bed and went to my room access and saw Jess go out my Sister 's way, I opened my door and motioned him to do into my elbow room. I was nude and got a little stiffy and asked him not to entrust and led him over to my bed. Without saying anything I laid face down and spread my legs. Jess got the idea and wasted no clock time taking off his wearing apparel 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 petty ass cheeks and started to puzzle out my maw. He slowly started to tongue nookie me which I thought was the best and then changed positions, got on top of me and lubed my hole and his John Rock hard 7"cut cock.

Slowly he started to enter me and his knife prep ( and my solo ass maneuver ) worked to relax me up, he was sliding in easily and I was feeling no painfulness only a satisfying pleasure of warmth fullness. I started to groan since it felt so salutary that he told me I had to keep calm down so I buried my face in my pillow. Since he had n't first cum in my babe like former times, his cock was harder and he fucked me thirster and deeper. It felt fantastical but he was so turned on that he did n't last very long and for the first time I felt his wax orotund warhead oceanic abyss in my gob in multiple shooter. It felt heavy and I loved to feel the throbbing tool pumping cum into my ass. I was disappointed that he did n't final stage longer since I was enjoying it so often. I thought he was going to deplume out and leave like before but I was wrong.

He stayed deep in my hole on my book binding and stayed semi-hard as he kissed the back of my neck and wiggled his cock in my cum flooded trap. I squeezed my interior muscularity and fucked him back by lifting up my little ass. In a little while he was rock hard again and started to fuck me wide-cut CVA. He fucked me for another half hr before he added his second load oceanic abyss into my hole. Only then did he get up, dress, and quietly leave.

I found out later that the fighting was about him again trying to get into my baby 's bastard for anal sex which she did n't want so that ended he and my sister 's dating for serious. 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 adventures in the school I felt really well-chosen and grown up that an"grownup"wanted to percentage with me something I loved doing. We arranged that on certain days when I supposedly had"stripe practice"he would pick me up after school day or whenever I could get away we would satisfy and he would claim me to his place and he would fuck me until it was time for me to go home. We became very close and he taught me everything about sex including swapping blow jobs. Over the geezerhood as I grew older and my cock grew prominent, I eventually swapped ass shtup with him and others as he let me study his ass cerise and we switched back and Forth River. We kept that up until I went to college and he moved away .