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Modeling Underwear for Big Brother - Boner and Teasing Ensue

Posted by: Age: 22 Posted on: 17 comments
8 likes 59 views Category: Masturbation Male-Male Tags: underwear, embarrassing, teasing

A big brother goads his younger brother into modeling novelty underwear. Leads to embarrassing erection and teasing. Ends in a solo wank while big brother listens.


This story is a fictionalized account of what could have happened between adult brothers.

My brother "Jimmy" is 6 years older than I am. As kids, we used to share a room and he would tease and kind of torment me with older brother teasing and wrestling. Often he would put all his weight on me and I would start to freak out but mostly it was fun for both of us. I loved his grabbing and playful wrestling with me. 

A few years later, when we were about 13 and 19, we now had separate rooms and I used to secretly borrow his Penthouses and other porno magazines and jerk off to them.  If he knew that I did this he never said;) While I masturbated looking at his magazines, sometimes I would picture him in my mind beating off, trying to guess which pictures turned him on most.

Years later we became closer and I moved in with him when he bought his house at 28. We had so much fun during those days since neither of us dated much. He loves to tease me but it was always in good nature. One Saturday morning he came into my room to wake me up - we were going to do something, I forget what... Anyway, I was awake and was not quite jacking off but kind of rubbing my morning wood under the covers. It wasn't like he caught me at all but he may have guessed what I was doing haha. After I didn't move (I was hard and naked under the covers and didn't want him to know), he lay down on the bed with me and we chatted for a bit. Eventually, I had to pee and decided I had no choice but to let him see me in this morning condition: hard and naked! Finally I just pulled off the covers and got up with my naked boner swinging around right in front of him. He didn't say anything - he just had this funny smirk on his face and kinda give a quiet snicker more to himself than to me. He was looking right at my dick lol.  After that he would make jokes implying his dick was bigger - it wasn't often just once in a while, if the conversation presented the opportunity to tease me. In turn, I would tease him saying he had giant nuts (which he definitely did lol)... He may well have a bigger dick - we've seen each other naked a few times over the years... but I never saw him with a hard on. This was the first time he saw my boner. If you are curious mine is a little above average in length and well above average in thickness when I get an erection. 

A couple months later, our younger brother and his wife got me a gag gift for my birthday. It was a set of sexy underwear. I think it was in response to some joking they were doing about me being a stud or something - was during the Magic Mike movie era (more good natured teasing, as I am no stripper by any means!). Anyway, for a couple weeks, Jimmy kept bugging me to try them on and model them for him, "being the sexy stud that you are..." I would laugh and ignore him... I honestly would have done it right then but I was kind of afraid of doing it in front of him. I was a little too turned on by the idea! 

A couple weeks of teasing and goading me finally lead me to decide to modeling the underwear one night. I decided I would pop out wearing them unannounced:) I went to my room and stripped. This set was a matching leopard print skimpy, skimpy thong and thin, silky boxers. I slipped on the thong, trying to fit my package into it, which was not easy lol... Then l slipped the silky boxer shorts over the thong. I opened the door and ran into the living room. At this point, Jimmy busted out laughing and said I looked ridiculous but stared at me during his laughter. Meanwhile, I started to get nervous - it was very liberating to be dressed like this...  The more I focused on the situation, the more excited I got.  Panic set in as I realized I likely would get a hard on even before I could show him the thong.

Not really sure what to do, I sort of strutted around the room for Jimmy - while he encouraged me... it was fun, scary and exhilarating at the same time...I would pull the boxers out a few inches so he could see a glimpse of the thong....mostly from the back... I was right to worry because i was starting to bone up proper! So I tried to finish up the show saying I was done and that he had seen enough. I tried to head to my room. Jimmy was having none of this! He kept saying he needed to see me without the boxers covering the thong... I would quickly pull them out a bit in the hopes that was enough. I was hoping he wasn't noticing the bulge cradled within the thong. I knew it would happen - as I headed for my room he lunged at me trying to grab at the boxers...I was fast until he then kind of tried to tackle me and I stumbled enough for him to pull down the boxers! I tried to pull them back up to no avail... He got them off as I tried to regain my footing. In all the excitement, I was now dealing with a full raging hard on busting out of this ridiculously tiny thong! Seriously, the material wasn't even touching the front of my waist now because my dick was pushing the fabric out so much! I tried to cover my crotch - it must have looked so ridiculous looking back now!

Jimmy by now is loving teasing me and grabs my arms away from my crotch saying I'm being a wuss for being so shy. He sees my hard on and then really starts in - "Oh look at you! You are a pervert! You like strutting around showing off like that! Look, your dick is so fuckin hard it doesn't even fit in that faggy thong!... Turn around so I can see how it looks from the back!" I'm frantic now trying to get away from him - but he is now grabbing at me and pulling my hands away from the front of my crotch. Finally, he goes at the thong, trying his best to pull it down... Honestly I don't know what got into him or why he thought it was ok to pull at my thong but I could only mutter in protest because I was so shocked and turned on at the same time! Eventually he gets the thong down to about mid thigh and my dick is now swinging freely... I'm so embarrassed I can hardly stand it... the freedom and attention only makes my dick harder! Finally, Jimmy got the thong all the way off basically ripping it off me. At this point, my dick begins to drool pre-cum and, within seconds, there's a long ass string of silky clear fluid dripping down almost a foot! There was no stopping it - I grabbed at it to try to make it not so noticeable - I was just calling Jimmy's attention to it! There I was in the hallway, stark naked, giant hard on pointing up at the ceiling and now with a giant stream of pre-cum! In dabbing at the pre-cum, I instinctively grab my dick - it just felt so good - I got in a couple of strokes before I realized what I was doing and that Jimmy was still watching and taunting me. I stopped stroking but continued to hold my dick with one hand while dabbing at the pre-com with the other. This was a few awkward seconds. Finally, Jimmy says, "You better rub one out before you spray all over me and the carpet," laughing hysterically now.

Seeing my opportunity to escape, I turn and headed to my room which is now only a couple feet away. I closed the door and lay on my bed. Thankfully, Jimmy doesn't follow me in but I can hear him still laughing and making wise cracks on the other side of the door which I neglected to close all the way during my hasty retreat.  Because my dick was dripping so much, I was really making a lot of slippery sloshing sounds as I jerked in earnest. I didn't even try to keep quiet at this point and I just started moaning. He was right outside the door laughing and making wanking jokes, teasing me still about being a pervert. I'm not really sure why he didn't come into my room - I honestly think he felt a little sorry for me! Anyway, within seconds, I blow a giant load  of jizz so hard that it hit me on the chin as I moaned in pleasure and heightened arousal enhanced by embarrassment.  

After that night we never talked about it but we were much freer being nude around each other and we would often hear each other jack off in out separate bedrooms. Eventually I moved out when I got married. We are still best friends today.

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