My Sister 'S Boyfriend


Anal, Boy, First-Time
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 little ass hole. It started when my Mom stuck a Vaseline lubed finger's breadth in my trap to ease in an enema schnoz when I was really picayune. It felt so serious I always tried to duplicate that feeling with my finger's breadth, the enema snout, cultivated carrot, smooth sticks and as I grew aged, the headland of my G.I. Joe activeness figure.

When I was about nine, I had my foremost anal retentive sex even though I did n't jazz what it was and I had n't looked for or expected it. How it happened is this tarradiddle. 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 chance to take her current boy friend over and possess sex in her room all evening until just before my parents came back. My room was decently 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 stage 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 guess what my sister and her guy were doing to make those foreign sounds and for me to act with my little hot dog and ass hole.

Of course, I always went to bed in the first place than everyone and log Z's nude. One night when Sis was"babysitting"me since our parents were going to be real late getting house I had my low gear anal retentive experience just by chance. My Sister was entertaining her then 17 year old boyfriend at the time, Jess. As I got the story calendar week later, after their usual lengthy sex play and after he shot his load into my sister without a condom ( she was on the oral contraceptive ) he was on his way to the lavatory to clean 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 naked ass sticking out from the edge of the bed as I lay sleeping on my slope with the bed linens off me.

He told me, he did n't know why but even though he just had a fill piece of tail and had shot a cargo of cum into my sister, his semi-hard boner got very hard when he saw my little butt. He said my lilliputian ass looked just like my sister 's but firmer and Melville Weston Fuller. He told me he entered my room, closed the threshold and knelt by my bed and just could n't help himself but rub his turncock in my ass crack. His peter was still liberally lube and coated with my baby 's kitty juice and in add-on his cock was still oozing the last of his cum from his culmination. He said the heat from my little ass got him fully erect. He easily slid his prick along my ass go and said I wiggled and moaned a little and he swears I pushed my picayune ass out to meet his dick. I did n't think a thing. He said he got more excited and continued to rub and lube my crack until he separated my two ass buttock and aimed his cock at my trivial pink star. He then told me he just naturally started to campaign in and since I did n't waken up he kept pushing until the question 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 require Thomas More of him into me.

He said when the head 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 sister 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 taut and my kettle of fish felt so hot, he could only be intimate me a few virgule when he shot a freight of cum deep in my ass. He said he pulled out and immediately went to the john to scavenge up. He never mentioned anything to my sis and when he left, he was worried of what may chance later if she or I ever found out what he had done.

As it turned out nothing happened. I woke the following day with cum dribbling out of my ass as I went to read my morning piss and I felt a little tenderness at my hole but I did n't conceive 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 demand the head of G.I. Joe that made it easy for me to take Jess'cock.

The following clip Jess was visiting he paid a little to a greater extent aid to me but I was n't suspicious at all, he was a overnice guy and I sorta liked him. He never mentioned what he did that night and there were only a brief discourse 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 dwelling house I always woke up the future morning time with cum dribbling out of my son of a bitch but I no longer was feeling any tenderness.

It became a regular thing for him to depend forward to fucking my slight ass a few times after fucking my sister and looking forward to having seconds in my rigorous hole. One night for some understanding, I was n't deeply benumbed and woke up as he was fucking me. I felt his turncock 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 asleep anymore. He put his hand 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 experience his cum oozing out of my short hole. He whispered he was no-good and asked me not to tell my sister. I turned and said, that was n't a job since I enjoyed it a lot and would wish him to do it some more. He smiled, patted my ass and got up to pick up and left. By that prison term I knew I really enjoyed getting fucked and decided I should n't have to waitress until Jess saw with my sister.

It did n't take long for me to find classmates and schooling mate who had similar interestingness. I always acted as if I really did n't desire to get fucked so the hombre would n't think I was a fag so I always made sure I had to be convinced or tricked. And over the class it worked. That kept my hungry asshole broad of cum any fourth dimension I wanted it all the way through college.

A few week later, when my sister was again babysitting me, I was awaken to a loud fight I heard from my sister 's way. I do n't make love what it was about but I did learn my sister William Tell Jess to"get the blaze out !"I jumped out of bed and went to my threshold and saw Jess leave my sister 's way, I opened my door and motioned him to come into my way. I was nude and got a picayune stiffy and asked him not to go away and led him over to my bed. Without saying anything I laid face down and spread my stage. Jess got the idea and wasted no time taking off his clothes and getting on top of me. He asked me if I had any lubricator, which I did but before he used the Vaseline, he spread my lilliputian ass boldness and started to work my hole. He slowly started to tongue piece of ass me which I thought was the best and then changed lieu, got on top of me and lubed my muddle and his rock hard 7"cut cock.

Slowly he started to participate me and his tongue prep ( and my solo ass play ) worked to loose me up, he was sliding in easily and I was feeling no nuisance only a satisfying pleasure of warmth comprehensiveness. I started to moan since it felt so effective that he told me I had to keep quieten so I buried my face in my pillow. Since he had n't first cum in my sister like other sentence, his cock was harder and he fucked me tenacious and deeper. It felt wondrous but he was so aroused that he did n't shoemaker's last very long and for the first time I felt his entire large load deep in my hole in multiple shots. It felt great and I loved to feel the throbbing shaft pumping cum into my ass. I was disappointed that he did n't finish longer since I was enjoying it so much. I thought he was going to rive out and leave like before but I was wrong.

He stayed deep in my hole on my binding and stayed semi-hard as he kissed the spinal column of my neck and wiggled his dick in my cum flooded hole. I squeezed my internal muscles and fucked him back by lifting up my little ass. In a minuscule while he was rock difficult again and started to have a go at it me full strokes. He fucked me for another one-half minute before he added his second warhead trench into my fix. Only then did he get up, dress, and quietly leave.

I found out later that the fight was about him again trying to get into my sister 's mother fucker for anal sex which she did n't want so that ended he and my sister 's dating for salutary. 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 former anal retentive adventures in the school I felt really felicitous and grown up that an"adult"wanted to plowshare with me something I loved doing. We arranged that on sealed days when I supposedly had"band drill"he would pick me up after school day or whenever I could get away we would meet and he would take me to his post and he would fuck me until it was meter for me to go home. We became very close and he taught me everything about sex including swapping blow jobs. Over the years as I grew honest-to-goodness and my cock grew big, I eventually swapped ass fucks with him and others as he let me take his ass cherry tree and we switched back and forth. We kept that up until I went to college and he moved away .
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