Randomized confessions..

When I was a freshmen in school, one day as part of an initiation, I, along with four other guys, had to show up at school dressed as cheerleaders. It seemed like an easy challenge. Our frat brothers had supplied the uniforms along with bras to fill out the tops. The uniforms were identical to the ones the girls wore at school except they had no numbers on the back. They pointed this out to us and told us that at some point during the day, actual cheerleaders from our school were going to pull us aside and give us numbers to stick on our backs.

Sounded easy, but boy was I wrong..

I felt silly walking into school dressed as a cheerleader but that soon went away when I saw the other four guys walking though the halls dressed the same way I was. We all padded our bras and had short skirts but we still had our boxers on and we didn't have to wear makeout or shave our legs or anything. People knew it was part of an initiation so it wasn't too bad... yet.

Right before lunch time, while walking down the hall, I passed four cheerleaders and they stopped me immediately. They weren't dressed in uniform but I recognized them right away. "Here's one of them" they giggled, "We need at least forty-five minutes of your time, is now good?" Having an hour off and seeing how gorgeous they were, I quickly said "Sure no problem!". They all laughed and led me downstairs to the girls locker room. I got a bit nervous upon entering but they said it was ok since I was dressed as one of them. Once inside they blindfold me (in case there were girls walking around naked they told me) and took me into an empty shower stall. "For us to chose the number that's going to go on your back we need you to hold your arms up" one of the girls said. Not thinking much of it, even though I could hear several girls laughing, I lifted my arms and both heard and felt handcuffs beig put around my wrists. Once on, they took off my blindfold I saw I was handcuffed to the shower pole over my head and that instead of four girls in front of me there was now ten.

"First things first," said one of them as she lifted my skirt and bobby pinned it so that it stayed up. "If you're going to wear our uniform I 'm afraid all that hair has got to go, and when I say all that hair..." at which point I feel my boxers being pulled down, "I mean all that hair."

Being relatively small down there, let me tell you I was more than a little embarrassed. It took them twenty minutes of shave my legs and another twenty to shave my entire crotch area. They seemed to be taking there time down there and were purposely trying to get me erect. Near the end I was hard as a rock when one of them said "Here we go this is it" and pulled out a ruler and measured my dick. I was redder than a tomato when she yelled out "Oh my God he's only three inches!" to which all the other girls went into hysterics.

I thought they were going to force me to cum but once they finished measuring me, they brought a bag of ice out and placed it right over my crotch. Now I was shrinking big time and the girls knew it and seemed to be enjoying it. After pulling out a giant "3" out her bag and sticking it to the right side of my back, the girl in front of me explained that I was going to be given two numbers... one big and one small... proportioned with the size my dick, and that the entire school knew what they meant. Once the bag of ice was removed I was remeasured and much to everyone's delight a giant "1" was stuck next to the three on my back.

To add insult to injury, before I was un-cuffed and allowed to leave, a skimpy little pair of panties (a pink thong to be exact) was slid up my legs. "You didn't really think you were getting your boxers back now did you?" said one of them as they released me and left me to my misery.

Later I crossed the other guys and of course I had to be the one with the smallest number. They had 25, 26, 36, and 37 on there backs and here I was with 13. They also had gotten shaved and I can only assume had panties on but I by far got it worse that day. I can't remember how many times I got my skirt lifted and heard the number "thirteen" being said with disbelief and followed with laughter.

  • I have been going out with this cute girl for over six mounths, and now I'm getting to know her better. She always tries to embarrassed me when I'm naked. She gets turned on if I get caught nude or almost caught, in front of friends or strangers. It's like a fetish that she enjoys and laughfs about it. I din't think she would go that far, but one day at the beach we were having a swim and she handed me her bikini and went for a swim. She held my trunks afterwards so I could do the same. When I looked back, she was walking on the shore with my bathing suit in her hand. She hung them in full view at the top of the life guards chair. As she walked back, she stoped for a moment in front of some girls sitting on their towells, and pointed at were my bathing suit was. She pointed her finger in my direccion and realiced she told them them they belonged to me. From that point on the girls couldn't take there eyes off of me, and even began sharing their laughfs with my girlfriend while waving me out of the water. There were still people arriving at the beach, and no sign of she bringing them back to me. It was walking out now, or getting embarrassed in front of a lot more people. I was getting and erection with the situation and it was going to be even more embarrassing if I din't make a move soon.They were sitting near the life guard chair, to make sure they would get a close up view, if I dicide to make run for them. I finaly made up my mind, and began walking out of the water with my hand covering my boner. My girlfriend was rolling with laughfter, as I had to take my hands off to climb to the top of the chair to get my trunks. It was a terrible cimb up and down, with these girls looking at my hard dick all the way. I walked back to my girlfriend, embarrassed like hell and told her we were leaving. I asked her, while walking out the beach, why she did that. She said she liked seeing me blush, then asked my if I enjoyed sowing my dick to strangers. I hope I don't bump into those girls any time soon.

    I have always thought that the point of initiating new students, just serves as a sexual turn on for everyone to enjoy. I knew that sooner or later I would have to go threw with it, but din't think it was going to be that embarrassing. For days I was so nervous waiting when, where, and what they had planned for me. I went with a bunch of guys to the beach, for some surfing and drove down this sand road that lead to the shore. A small group of guys and girls were already sufing there, and parked our van nearby to get in our swimming trunks. A while later two cars came in, full of girls from our college. We had all left our clothes in the van and were down by the water, as these girls were lined up looking at us. I got the feeling I was about to get initiated, and had me in the perfect place to do it. They took my swim trunks off and ducted taped my feet together, and ran back to the van with my bathing suit. I was left bare naked with nothing to cover up with, trying to get the sticky duck tape off my feet, while everyone watched and laughfed. By the time I got it off they were all locked in their cars, so I could get in. I was running around in a panic attack, as everyone watched me run around with no clothes on. The girls were hunking their horns to get everyones attention, and laughfing there heads off. They started to drive away from the beach with me running after them. As soon as I got close, they would drive away again. People were cumming into the beach with their cars, and stopping to see the show. This was one day, I wished the earth would have slowed me and couldn't do anything, but stand around naked for people to watch. They made me walk naked all the way to the main road, where they let my get back in the car. The van was up the road by now, and had to sit in a car loaded with girls. I just watched the guys waving my trunks out the window from their van in front of us, as I sat in a car full of cheering girls. We stoped ferther down the road, where they dropped my trunks by the side of the road. I got down to get them and put them back on, among cheers and hunking car horns. I got in the van with the guys and just couldn't wait to get away from it all. At least you only get initiated one's, but doubt I would ever be as embarrassed as I was that day.

  • We had a small party at our home among all our neighbours. Everybody was enjoying the party. My little son suddenly had got wet and I asked my elder son(3 years) to bring me his underware, from inside the house. I was waiting for him for a few minutes. But he did not turn out. Then, I saw our neighbour (whom I fantasise-while having sex with my husband)coming towards me with a pair of my sexy bikinis, in his hand. He was holding them in a way as if he is squeezing my butt. He brought them and gave it to me saying that your son gave it to me to hand over it to you as he was busy playing with my son.
    I was so much embarassed, I could not comment on it. I simply got them and said Thanks to him.
    Till today, when he sees me, he looks at my butt, as if seeing me in those bikinis.
    But I get erotic whenever I recall that moment.

    When we were growing up my younger brother was a total nerd. Anyway I caught him showing his mates my underwear so my friends and I jumped on him stripped him to his tightie whities and hung him from a tree branch by them. Needless to say they soon gave way and he had to run home naked. Very funny

  • I was getting a massage after a work out the day before (sucks getting old!). This was a legit salon/spa. While the massage therapist was working my legs, along comes a raging you-know-what. I was wearing underwear but wasn't covered with a towel...couldn't hide what had happened. I kind of whimpered "sorry" and she said "don't worry about it" or something like that. It pretty much stayed that way for the remainder of the session (perhaps 10 minutes).

    I don't know if I'll be able to go back to the spa our of embarrassment. I haven't told my wife - she would probably think I was turned on by the therapist, who is VERY attractive (my wife knows her since she used to go there too).