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  • — Embarrassing Moments —
    Posted by Anonymous

    My GF and I were seniors in high school this year. My birthday was a few days before the last day of school. She had been joking around for quite a while about her giving me a birthday spanking and how red my bottom was going to be after 18 good hard smacks. She'd make comments like that in front of her friends and other members of the cheerleading squad and liked the way it made me blush, I guess.

    Two days before my birthday, we had been gathering up books and other stuff that had to be turned into the school before we could graduate. I said that it was too bad she had to return the cheerleading uniform because if I was going to get a bare-assed spanking from her, I'd like her to wear her uniform with the short skirt. She just looked at me with an odd smile.

    We were going out to dinner on my birthday and she said I should come by a little early to pick her up because it wasn't a real birthday without a birthday spanking. I wasn't sure what to expect - we haven't been going out for very long (about a year) and she sounded way more into this spanking thing than I expected. After all, it was all a joke, right?

    I got to her house and she opened the door wearing her uniform. Our school had gone a little retro and the girls' uniforms had pleated skirts and short sleeve sweaters. She stood in the door way wearing this short pleated skirt and holding a ping pong paddle. "Welcome, birthday boy. Happy Birthday!".

    I went inside and followed her into the living room. Seated on the sofa were three other girls from the squad - also in their uniforms. They sang Happy Birthday to me and each one of them pulled out a ping pong paddle. I guess it looked like I was going to bolt because my GF grabbed my arm as another grabbed my other arm. "Not so fast" a third one said as she unhooked my belt and pulled down my pants. A second later I was face down on the sofa across my GF's lap. She stroked and patted my ass as she told the other girls that I had asked to get my birthday spanking from a group of cheerleaders. I hadn't, but this didn't seem to be time to say anything. I got a boner immediately which my GF thought was quite funny. "You can't see it girls, but he's getting pretty excited." She reached between my legs and stroked my cock and balls a few times. "I don't think these little underpants are fitting too well. We ought to get rid of them." Then a moment later, she pulled them down to my knees.

    After telling me to hold still, she began spanking me with her hand. The girls in the room counted each smack out loud, giggling and laughing the whole time. When she got to 11 or 12, she said "Oh my, I forgot the paddle. Let's just start over." Her hand spanking didn't really hurt much but the paddle certainly did. All the wiggling and squirming around on her lap made all of the girls laugh. Rubbing my cock around on my GF's lap made me cum all over her legs. She stopped (at spank 16, I think) and made me get up. "It's a good thing you missed my skirt, you naughty boy.". Someone got a tissue, my GF wiped us both off and I laid back over her lap. We had to start over again.

    When the spanking was over, each of the others took a turn on the sofa and I got 19 (one to grow on!) from each of the other 3. Somewhere along the way my underpants had come off completely. I got hard again during the second round of paddling and stayed hard through the end of the last spanking. In all, I guess I got over a hundred swats from these girls. When the last one finished, my GF put her hand on my ass and teasingly rubbed it back and forth while she scolded me for making such a mess. She asked me if I thought the girls should help her punish me for almost squirting all over her uniform skirt or if we should take care of it privately. I don't think I said anything coherent. She smacked me again with the paddle and said she'd talk it over with the girls and let me know.

    They let me up and handed me my clothes. Instead of my briefs, they gave me a pair of the uniform panties they wear under their skirts. "Your ass is pretty sore and we thought you'd prefer these instead of your scratchy cotton briefs." I said I'd prefer my own underwear. My GF said that if I didn't take the panties, they'd put them on me anyway and I could go to dinner wearing her uniform.

    School is out, graduation was last weekend and when I see any of the three girls now, they giggle, ask me how I enjoyed my birthday and one will sometimes give me a quick pat on the ass. My GF still hasn't said much about "punishing" me for my accident while over her lap except that she hasn't forgotten.

    #1552 — Comments (4) — Dec 27, 2009 at 9:04 AM — That's Juicy! (45) Remove This.
  • — Embarrassing Moments —
    Posted by Anonymous

    has your brother or sister ever done anything to embrassing you wat was it gave details?

    #1566 — Comments (1) — Nov 9, 2007 at 12:59 PM — That's Juicy! (0) Remove This.
  • — Embarrassing Moments —
    Posted by Anonymous

    I need help...

    Its very embarrassing I am a boy at school being bullied by a girl two years older than me. On Friday during our food break, she pinned me in the corridor and punched me in the gut, she then dragged me into the girls changing rooms where a mate of hers was waiting, they stripped my to my underpants and she cupped my boy-hood and said to her friend lets she it in the flesh, she yanked them down took them into the toilet and dropped them into an unflushed cubicle where the toilet was full of piss. She came back and stood me up, she played with my dick told me to look at her mate and that I wasn't allowed to blow my load, so her friend flashed her tits and did everything to make me cum. I couldn't hold any longer and let it go into her hands. She wasn't very impresed and got her mate to pin me while she poured it into my mouth. I was nearly sick. She took my underpants out of the loo and put them into my mouth, kicked me and slapped me. She said you have a choice she told me I could either wear my smelly damp piss soaked ones or a spare pair of hers. It was a small red thong, she said if I chose that option I gave her the right to pants me at any point. Luckly for me there was a sudden noise, they ran and left me to get re-dressed and escape myself.

    Now the problem is I want to get revenge incase it escalates as her parents are very good friends with mine and she is my older sisters best friend and of course if I said anything no-one would believe me. She comes around our house all the time even when my sister is out and my mother tells us to go upstairs and play on the computer or something now on Tuesday night she is coming over at 18.00 but my sister wont be in until 20.00 after her swimming lesson. I know my sister will help her and I have two hours to fight back...

    Ideas please... I thought may be some nudity because after all she has saw me naked. I had the idea of pretending I have to do a piece of work on hypnotism and ask her if I can use her as an test, and have her be at my total control, but that won't work will it, is it a total lame idea and is it even true that you can hypnotise someone to do stuff like that??..

    #1565 — Comments (5) — Nov 9, 2007 at 10:17 AM — That's Juicy! (0) Remove This.
  • — Embarrassing Moments —
    Posted by Anonymous

    this happened several years ago and i still blush about it today! when i was 15, i was seeing this guy.i had been seeing him for about 5 months when he went on holiday. when he got back, late one night, i didnt have a chance to see him until the next day. when i saw him at school, i was walking along a corridor, which happened to be alongside the teachers staffroom. well i didnt se him when he saw me so he grabbed me and kissed me. i realised it was him straight away, and kissed him back. well, one thing led to another and he pushed me into the nearest room, which happened to be the staffroom.we ened up having sex in the staffroom, which we didnt notice was the staffroom until a teacher burst in on us.it was my art teacher and had a double period with him next lesson.he shouted at us in the staffroom, then told me to go straight to art when i was dressed.when i walked into the class, everyone was laughing at me, and it turns out the teacher had been over heard telling another teacher the tale, and someone overheard and told the whole class. alot of my friends were in the class that day, and i still know some of them now! they never let me forget about that day! oh and by the way, me and that boyfriend are now happily married with 2yr old twin girls!

    #1563 — Comments (2) — Feb 14, 2003 at 11:18 AM — That's Juicy! (0) Remove This.
  • — Embarrassing Moments —
    Posted by Anonymous

    have u ever done anything to embrass ure b/f wat was it gave details

    #1567 — Comments (5) — Nov 9, 2007 at 1:01 PM — That's Juicy! (0) Remove This.
  • — Embarrassing Moments —
    Posted by Anonymous

    hey my names sarah im 17 and atm i seen to be getting my kickcs out of flashing a group of about 7 16-17 year old guys who go to my school, a kid named james lives in the house behind me and his bedroom window looks down into mine ( my room is on the ground floor dont ask lol) so it started out one night after i had been in the shower i walked into my room in only my towel, now i have a large window looking out over the pool with slidy blind's, about 1/3 of my would be visible from his window so im in my room in a towel its about 1030 and prity dark so i have the light on but the blind's are still slid out of the way of the window. when i went to shut them i noticed james up in his room on th phone at his window he looked asif he had noticed me but i just acted like i hadnt seen him (hes a bit of a freak) so for some strange reason i get the urge to drop my towel knowing he was watching me. the more i thought about it the wetter i got and eventually i moved into the centre of the window made sure it didnt look like i new he was there and dropped my towel exposing my naked body. i new he liked what he saw because as soon as the towel went his bedroom light went off and i could see a slight outline of a person watching me. thing is its not desporation because im in the popular group at school and its more so for the way i look rather than my personality 34 C breasts and a cute ass is what keeps my social life going, james however was in the chess clud so it doesent make sense why i love him watching me so much. hes had friends over to watch to the furthest i have gone is using body cream infront of them but i reely want to do more is this weerd or is it kinda normal to get turned on by people watching me even geeks lol xxx

    #1568 — Comments (4) — Nov 9, 2007 at 6:18 PM — That's Juicy! (0) Remove This.
  • — Embarrassing Moments —
    Posted by Anonymous

    My brother Greg and his wife Cassie are staying with my husband and I at our house while they are on vacation. Friday night, I came home from work and they weren't in the house. I called to them but no answer. I went out back and Greg was sitting on the edge of the pool and Cassie was in the pool giving him head!! I just can't believe they would do that in someone else's house!

    #1570 — Comments (11) — Nov 10, 2007 at 12:14 PM — That's Juicy! (0) Remove This.
  • — Embarrassing Moments —
    Posted by Anonymous

    Friday night a bunch of my (male)friends came over to party.
    Well, it was hot as hell, no A/C, and the fan wasn't getting it. We all stripped down to our underwear to cool off.
    We all got really plastered... I woke up Saturday morning with a huge erection in my hand. It wasn't mine!
    I had rolled over and put my arm around Brett! What was worse, a couple of the other guys saw it.

    #1569 — Comments (3) — Feb 16, 2003 at 1:11 PM — That's Juicy! (0) Remove This.
  • — Embarrassing Moments —
    Posted by Anonymous

    I was a boy going to high school and for years couldn't forget the embarrassing moment I was forced to go threw. School was out and before heading home I went to the bathroom to take a pee. Some 18 year old boys came in and grabbed me as I was zipping up my pants. Moments after four girls came in and looked the door saying "hurry up and do it" I was tackled to the floor and held down by two of the boys while the other two started pulling down my pants. My pants went off inside out along with my shoes and thrown across the bathroom. I thought that would be the end of it, but I was still being held down as these boys grabbed my leggs ones again pulling them up and saying "time to show your pecker" I was horrified at their intentions off getting me naked in front of everyone. My heart was racing and I felt hot and flushed with embarrassement as my underware was pulled off. I couldn't do anything but lay on the floor while these girls were laughfing as they got a good feel of my erection.

    #1562 — Comments (4) — Nov 8, 2007 at 7:25 PM — That's Juicy! (0) Remove This.
  • — Embarrassing Moments —
    Posted by Anonymous

    One of the most embarrassing things that happed to me when I was 13, happed when my parents left for work one mourning. My sister Sherry was 16 and always playing jokes at my expence. She had two of her girl friends that had spend the night in our home, and as soon as our parents left she was in her joking mood again. She knew I sleept naked so she opened the door of my bedroom with a pinn and came in with her friends. They sat at the edge of my bed with smiling faces and I knew what they were about to do. I wasn't shure but I held on to my sheet just in case. They began pulling the sheet teasingly as I was holding it up. I was blushing with embarrassment and had gotten a hard on in the struggle. They pulled for every side as i struggled to not let them exposed me but at the end, with one big tough managed to yank it completly off. I tried to run to my closet but they were all pushing me back so I couldn't get some thing to cover up. They had the laughf of their life watching who I struggled with my hard dick waving in mid air.

    #1561 — Comments (2) — Nov 8, 2007 at 6:30 PM — That's Juicy! (0) Remove This.
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