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 erotic"I loved having something in my footling ass hole. It started when my Mom stuck a Vaseline lubed finger in my hole to ease in an enema nozzle when I was really fiddling. It felt so full I always tried to duplicate that feeling with my finger, the clyster hooter, carrots, suave sticks and as I grew older, the foreland of my G.I. Joe action mechanism figure.

When I was about nine, I had my start anal sex even though I did n't have a go at it 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 have her stream boy friend over and feature sex in her elbow room all evening until just before my parents came back. My room was rightfulness next to hers so I heard everything that went on but I never said anything because I did n't opine it was any of my business concern 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 imagine what my sister and her guy were doing to make those strange audio and for me to play with my small frankfurter and ass hole.

Of course, I always went to bed earlier than everyone and log Z's nude sculpture. One night when Sis was"babysitting"me since our parents were going to be real lately getting home I had my first base anal retentive experience just by probability. My sister was entertaining her then 17 class old boyfriend at the time, Jess. As I got the story weeks later, after their usual lengthy sex turn and after he shot his cargo into my sister without a condom ( she was on the pill ) he was on his way to the lavatory to clean up when he passed my way. He told me, my door was open a little, my nighttime illumination was on as he passed and when he looked in, he could see my little nude ass sticking out from the edge of the bed as I lay sleeping on my English with the bed linens off me.

He told me, he did n't know why but even though he just had a hearty nookie and had shot a load of cum into my babe, his semi-hard fuckup got real hard when he saw my trivial butt. He said my minuscule ass looked just like my Sister 's but firmer and fuller. He told me he entered my elbow room, closed the room access and knelt by my bed and just could n't help himself but rub his peter in my ass chap. His cock was still liberally lubed and coated with my baby 's kitty-cat juice and in addition his cock was still oozing the end of his cum from his climax. He said the heat from my little ass got him fully erect. He easily slid his rooster along my ass wisecrack and said I wiggled and moaned a little and he swears I pushed my little ass out to gather his shaft. I did n't remember a matter. He said he got more worked up and continued to rub and lube my crack until he separated my two ass cheek and aimed his cock at my minuscule pink star topology. 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 hire more of him into me.

He said when the head 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 loaded and my hollow felt so hot, he could only fucked me a few strokes when he shot a load of cum trench in my ass. He said he pulled out and immediately went to the bathroom to clean up. He never mentioned anything to my sister and when he left, he was worried of what may happen later if she or I ever found out what he had done.

As it turned out nothing happened. I woke the next day with cum dribbling out of my ass as I went to hire my sunup piss and I felt a little tenderness at my hole but I did n't think 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 head of G.I. Joe that made it well-heeled for me to use up Jess'cock.

The next time Jess was visiting he paid a little More attention to me but I was n't shady at all, he was a nice guy and I sorta liked him. He never mentioned what he did that night 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 sister and my parents were n't home I always woke up the following morn with cum dribbling out of my asshole but I no longer was feeling any tenderness.

It became a regular affair for him to look forward to fucking my little ass a few times after fucking my sis and looking forward to having sec in my tight maw. One night for some reason, I was n't deeply asleep and woke up as he was fucking me. I felt his cock deep in my ass and I really enjoyed it and without knowing it I started to push back to get more of his pecker 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 hired man over my mouth 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 small hole. He whispered he was sorry and asked me not to separate my babe. 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 clean up and left. By that time I knew I really enjoyed getting fucked and decided I should n't have to wait until Jess saw with my sister.

It did n't take long for me to find classmates and schooltime fellow who had similar interests. I always acted as if I really did n't want 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 eld it worked. That kept my athirst asshole full of cum any fourth dimension I wanted it all the way through college.

A few workweek 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 jazz what it was about but I did find out my sister tell Jess to"get the infernal region out !"I jumped out of bed and went to my doorway and saw Jess leave my sister 's room, I opened my threshold and motioned him to come into my elbow room. I was nude sculpture and got a little stiffy and asked him not to result 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 prison term taking off his clothes and getting on top of me. He asked me if I had any lubricating substance, which I did but before he used the Vaseline, he spread my small ass cheeks and started to lick my hollow. He slowly started to tongue fuck me which I thought was the best and then changed military position, got on top of me and lubed my yap and his rock hard 7"cut cock.

Slowly he started to enter me and his knife prep ( and my solo ass playing period ) worked to relax me up, he was sliding in easily and I was feeling no pain sensation only a satisfying pleasance of warmth fullness. I started to moan since it felt so proficient that he told me I had to keep placid so I buried my case in my pillow. Since he had n't first cum in my baby like early times, his cock was harder and he fucked me longer and mystifying. It felt rattling but he was so horny that he did n't hold up very long and for the first clock time I felt his full tumid warhead deep in my hole in multiple jibe. It felt outstanding and I loved to feel the throbbing cock pumping cum into my ass. I was disappointed that he did n't terminal recollective since I was enjoying it so practically. I thought he was going to pull out and leave like before but I was wrong.

He stayed deep in my fix on my vertebral column and stayed semi-hard as he kissed the back of my neck and wiggled his hammer in my cum flooded cakehole. I squeezed my internal muscles and fucked him back by lifting up my little ass. In a little while he was rock hard again and started to fuck me full strokes. He fucked me for another half hour before he added his second load oceanic abyss into my gob. 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 babe 's asshole for anal sex which she did n't want so that ended he and my baby 's dating for good. He met me after school one afternoon and told me he would still like to get together with me and do our"thing."Although I never mentioned my former anal adventures in the schoolhouse I felt really happy and grown up that an"adult"wanted to ploughshare with me something I loved doing. We arranged that on sure days when I supposedly had"band pattern"he would pick me up after school or whenever I could get away we would meet and he would take me to his place and he would have sex me until it was time for me to go home. We became very close and he taught me everything about sex including swapping snow line of work. Over the years as I grew older and my cock grew larger, I eventually swapped ass screwing with him and others as he let me fill his ass cherry tree and we switched back and Forth. We kept that up until I went to college and he moved away .