So to start off I am now in my 30s but have been reminiscing about my high school experimentation years.
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I was a popular guy, always had a girlfriend and had no issues hooking up with girls my age. I was straight but did spend 1/2 my “porn time” looking up and jacking off to gay porn of all kinds. I assumed maybe this was normal? I was a small teen- literally 4ft 11 my freshman year but graduated at 6ft – always very thin but athletic. I played soccer, was semi grunge, and had shaggy blonde hair if that helps put a picture in your head.
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These particular memories are about teen me eagerly wanting to put anything and everything dick shaped in my ass as I was not ready to admit I may have wanted the real thing. It started small with permanent markers and hair brush handles and ended with an 8 inch plastic tool designed to help blenders mix better, deep in my ass.
I literally would use it, wash it and put it back in the rando drawer in the kitchen. I had a little stache in my closet with a dozen “toys”. They were all hard plastic toys, or tube shaped objects and my little ass was so tight I couldn’t ever get things as wide or deep as I wanted without extreme effort.
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[I put this in my little teen ass](https://www.vitamix.com/us/en_us/shop/tamper)
.sorry for the ad ( I don’t know how to add pics)
It became so bad I installed a lock on my own teen bedroom door so I could fill my ass with some big toy and jack off my teen cock until I came HARD. I often used to go on chat groups and chat with men in their 20s, 30s, 40s, plus about how to fuck my ass better. They would give advice but it would always end with “I would be happy to show you”. I always wanted to say yes but was too nervous. I wanted to suck cock and get my teen ass fucked by these men (more than one) so bad it was crazy.
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I remember seeing my first porn of a girl getting gangbanged. She started on her knees sucking 5 huge cocks and ended up sucking and fucking every one of them and all guys cumming down her throat. I came so hard, and later realized I was wishing I was that slut girl on her knees taking cock down my throat and deep in my ass.
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I remember being so horny all the time. I would get my teen cock sucked by my HS girlfriend but still be horny enough to pull into a random parking lot and dare myself to strip naked and jerk off.
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It became harder to cum just watching porn in my bedroom I always had to step it up. I had a favorite game. As a teen I would walk into the woods near me house and take off all my clothes. These woods were semi secluded but it was not odd to cross paths with people regularly. These “woods” were right in between 3 neighborhoods. I would not only undress, I would fold my clothes neatly and dare myself to walk around.
It started with little dares like walk 30 seconds away from my clothes before quickly walking back…all with my teen cock being jerked.
Then 1 minute. Then 2 and so on.
On a random summer day I decided fuck it and wore only shorts (no underwear no shirt). I drove to the closest parking spot near the woods, shoved a fairly thick lotion bottle in my ass, left my shorts on the low branch of a tree and took a walk. I dared myself to stay out there nude, fucking my ass for at least 30 minutes. I did it! I spotted two people in the distance at one point but kept fucking my ass and stroking my teen cock. I remember squatting down and using the ground to the keep the lotion deep in my ass when I came.
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Sorry to say this story doesn’t end with some fantasy of me getting caught and having to blow some stranger. I did almost get caught a few times, and did end up blowing a few strangers in my time.
If anyone reads this and has any interest please upvote, leave a comment or DM.
I would be happy to share more stories that involve more than just me and my teen cock cumming all over.
Source: reddit.com/r/gonewildstories/comments/k12p7u/learning_to_fuck_my_twink_ass_with_big_toys_m
I enjoyed reading this.
What kind of toys do you use now?