Most Embarrassing Moment As A Teenager

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  • Deepundercover
    Confirmed User
    • Apr 2003
    • 312

    #1

    Most Embarrassing Moment As A Teenager

    I was 15 years old and in love for the first time. I was swimming in the pool with my girlfriend. This little black boy was swimming underwater near us. I frolicked in delirious happiness with Rainy. Then the black boy surfaced and asked me loudly, "Why is your penis sticking up like a lance?"

    My girlfriend squealed and swam away. I dunked the kid hard.
  • KMR Stitch
    I am cool
    • Jul 2003
    • 14494

    #2
    I was in a pool with 2 girls 1 fat and one hott while they both had intrest in me..I was showing off doing can-openers diving ect...When I did a hand stand I guess some how my package was hanging out..they both saw it...They never told me until the next day..seems I made the fat chick really horny...

    Comment

    • spamofon
      Confirmed User
      • Jun 2003
      • 2999

      #3

      Comment

      • tootie
        Confirmed User
        • Jun 2003
        • 6041

        #4
        I was 16 and my friend and I were out with my boyfriend and his friend. We were really drunk (one of only 4 times I've been drunk in my life) and had to pee and we stopped at the park to use the bathroom but it was after 9 PM and the bathrooms were locked. We tried to break in and couldn't and I had to go so badly I just peed on the sidewalk right in front of the bathroom and my friend did, too. The guys were watching us, and at the time we didn't care. But we sure were embarrassed the next morning!


        Comment

        • Daymare
          Confirmed User
          • Feb 2002
          • 2674

          #5
          I was nailing this bitch in her parent's bed and she accidently yelled out "daddy, you know how I like it, yeah!"

          Comment

          • SYNIKAL
            Confirmed User
            • Feb 2003
            • 1795

            #6
            Originally posted by KMR Stitch
            I was in a pool with 2 girls 1 fat and one hott while they both had intrest in me..I was showing off doing can-openers diving ect...When I did a hand stand I guess some how my package was hanging out..they both saw it...They never told me until the next day..seems I made the fat chick really horny...

            Good Luck With Your Fat Chick Bud... Hope All Worked Out
            ...........

            Comment

            • Chris
              Too lazy to set a custom title
              • May 2003
              • 27880

              #7
              Originally posted by SYNIKAL


              Good Luck With Your Fat Chick Bud... Hope All Worked Out
              HAHAH owned by a swoiter
              [email protected]

              Comment

              • hottoddy
                Confirmed User
                • Oct 2002
                • 3049

                #8
                My parents finding my loaded rubbers in their toilet upon coming back from dinner and a movie. I was boning girls when they left the house. After using their bathroom for the "cleanup," I forgot to flush on this particular occassion! My mom was so pissed.
                - *** -

                Comment

                • MattO
                  The O is for Oohhh
                  • Feb 2003
                  • 10861

                  #9
                  Who the fuck is Lance?

                  Comment

                  • Smegma
                    Confirmed User
                    • Feb 2002
                    • 1751

                    #10
                    Originally posted by hottoddy
                    My parents finding my loaded rubbers in their toilet upon coming back from dinner and a movie. I was boning girls when they left the house. After using their bathroom for the "cleanup," I forgot to flush on this particular occassion! My mom was so pissed.
                    Holy Shit . that same thing happened to me. My dad was fairly pleased and said if I was guna fuck, at least I was wearing a uniform.
                    <a href="http://www.jupiterhosting.com"><img src="http://www.jupiterhosting.com/banners/55x55.jupiter.gif" alt="" border="0" align=""></a>

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                    • hottoddy
                      Confirmed User
                      • Oct 2002
                      • 3049

                      #11
                      Originally posted by Smegma


                      Holy Shit . that same thing happened to me. My dad was fairly pleased and said if I was guna fuck, at least I was wearing a uniform.
                      Maybe this is a sort of a "rite of passage" thing. Come to think of it, my dad didn't seem too upset. My mom was livid. She accused me of having sex in their bed, betraying their trust alone in the house, blah blah blah ...
                      - *** -

                      Comment

                      • vegas2003
                        Confirmed User
                        • Feb 2003
                        • 1714

                        #12
                        Originally posted by Deepundercover
                        I was 15 years old and in love for the first time. I was swimming in the pool with my girlfriend. This little black boy was swimming underwater near us. I frolicked in delirious happiness with Rainy. Then the black boy surfaced and asked me loudly, "Why is your penis sticking up like a lance?"

                        My girlfriend squealed and swam away. I dunked the kid hard.
                        try not HAVING a girlfriend-it's worse than your story
                        SEACREST OUT!

                        Comment

                        • vegas2003
                          Confirmed User
                          • Feb 2003
                          • 1714

                          #13
                          Originally posted by Daymare
                          I was nailing this bitch in her parent's bed and she accidently yelled out "daddy, you know how I like it, yeah!"
                          that's not embarrasing-it's hot
                          SEACREST OUT!

                          Comment

                          • TondaB
                            Confirmed User
                            • May 2002
                            • 3162

                            #14
                            Have you ever bought a new shirt and forgot to take the little sticker of that says what size it is?
                            ICQ: 61462417

                            Comment

                            • rooster
                              Confirmed User
                              • Jan 2003
                              • 2384

                              #15
                              one time, when I was swimming, some fagit with a two inch penis dunked my head underwater.
                              Ever notice that pretty much everything added to the Constitution after the original was a mistake.

                              Comment

                              • Shok
                                Confirmed User
                                • Apr 2001
                                • 5611

                                #16
                                So I called this phone sex line and she says,
                                "Are you horny"
                                yeah
                                "Are your pants off?"
                                yeah
                                "Are you stroking it?"
                                yeah

                                "Good, but your mom is here and wants to say hi"

                                Comment

                                • Cassie
                                  Confirmed User
                                  • Mar 2003
                                  • 3139

                                  #17
                                  when my mini skirt flew up during a fire drill my freshman year. the hs i attended had over 3k students in it at that time and we were all ushered out to the football field. i am guessing at least 1/4 of the school saw that (if not more; i was way too embarassed to even look up after that happen). needless to say, i never wore a skirt to school after that!
                                  ICQ: 309756847
                                  ]

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                                  • maxjohan
                                    Confirmed User
                                    • Dec 2002
                                    • 7219

                                    #18
                                    Originally posted by Shok
                                    So I called this phone sex line and she says,
                                    "Are you horny"
                                    yeah
                                    "Are your pants off?"
                                    yeah
                                    "Are you stroking it?"
                                    yeah

                                    "Good, but your mom is here and wants to say hi"
                                    serious?
                                    I went from 100 to 313,000 satoshis in 2 days! Lots of daily freerolls...

                                    Comment

                                    • SMG
                                      Confirmed User
                                      • Aug 2003
                                      • 1798

                                      #19
                                      Originally posted by Cassie
                                      when my mini skirt flew up during a fire drill my freshman year. the hs i attended had over 3k students in it at that time and we were all ushered out to the football field. i am guessing at least 1/4 of the school saw that (if not more; i was way too embarassed to even look up after that happen). needless to say, i never wore a skirt to school after that!
                                      Ever think that maybe someone there had a camera?
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                                      • Sarah_Jayne
                                        Now with more Jayne
                                        • Dec 2002
                                        • 40077

                                        #20
                                        ever been peed on by a tiger in front of a friend whilst you are wearing white? no? I have.

                                        Comment

                                        • Sarah_Jayne
                                          Now with more Jayne
                                          • Dec 2002
                                          • 40077

                                          #21
                                          lol, do I win?

                                          Comment

                                          • Doctor Dre
                                            Too lazy to set a custom title
                                            • Jan 2001
                                            • 51692

                                            #22
                                            Originally posted by hottoddy
                                            My parents finding my loaded rubbers in their toilet upon coming back from dinner and a movie. I was boning girls when they left the house. After using their bathroom for the "cleanup," I forgot to flush on this particular occassion! My mom was so pissed.

                                            happened to me 15-20 times when they went in my room and looked under my bed ... lol
                                            Originally posted by rayadp05
                                            I rebooted, deleted temp files, history, cookies and everything...still cannot view the news clip. All I see is that fucking gay ass music video from "Rick Roll". Anyone else have a different link to the news clip?

                                            Comment

                                            • On-top
                                              Confirmed User
                                              • Aug 2001
                                              • 2283

                                              #23
                                              Originally posted by TondaB
                                              Have you ever bought a new shirt and forgot to take the little sticker of that says what size it is?
                                              Haha..yeah. One day, on the first day of school...I heard a DJ joke about something like that on the radio...then I get home from school, and realize I have a sticker on my jeans saying wat size they are, etc. It was clear, so I didn't notice it all day..but I felt like an idiot.
                                              Dynamic Hosting

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                                              • On-top
                                                Confirmed User
                                                • Aug 2001
                                                • 2283

                                                #24
                                                Originally posted by Shok
                                                So I called this phone sex line and she says,
                                                "Are you horny"
                                                yeah
                                                "Are your pants off?"
                                                yeah
                                                "Are you stroking it?"
                                                yeah

                                                "Good, but your mom is here and wants to say hi"

                                                Hahahaha...
                                                Dynamic Hosting

                                                Comment

                                                • SicChild
                                                  Confirmed User
                                                  • Mar 2003
                                                  • 365

                                                  #25
                                                  Originally posted by rooster
                                                  one time, when I was swimming, some fagit with a two inch penis dunked my head underwater.
                                                  LMFAO!

                                                  Comment

                                                  • SexxxyChat-T
                                                    Confirmed User
                                                    • Jun 2003
                                                    • 697

                                                    #26
                                                    For whatever karmic reason everyone in my family used to walk into my room when I was having sex... at first I was really embarassed, when I was like 15-16... but by the time I was 18, I'd just say "I'm busy" and they'd leave.

                                                    I could lock my bedroom door, but I had a shared bathroom with my little brother that would only lock from inside the bathroom... so my mom would come in with my laundry, or my brother to ask me something all the time through that door.

                                                    I'll never forget the time I was having a 3 some with these 2 bi-sexual chicks and my brother walks in... his jaw just fucking dropped...

                                                    You'd think they'd get the picture that if the music is turned up really loud in my room, I'm laying the bone on some chick. I moved out the week after school ended.
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                                                    • Shok
                                                      Confirmed User
                                                      • Apr 2001
                                                      • 5611

                                                      #27
                                                      Originally posted by SexxxyChat-T


                                                      I'll never forget the time I was having a 3 some with these 2 bi-sexual chicks and my brother walks in... his jaw just fucking dropped...

                                                      Yeah that happens to me all the time too

                                                      Comment

                                                      • KMR Stitch
                                                        I am cool
                                                        • Jul 2003
                                                        • 14494

                                                        #28
                                                        Originally posted by JupZChris


                                                        HAHAH owned by a swoiter

                                                        Big words coming from a virgin.

                                                        Comment

                                                        • Triple 6
                                                          Confirmed User
                                                          • Feb 2002
                                                          • 5394

                                                          #29
                                                          Originally posted by SexxxyChat-T
                                                          For whatever karmic reason everyone in my family used to walk into my room when I was having sex... at first I was really embarassed, when I was like 15-16... but by the time I was 18, I'd just say "I'm busy" and they'd leave.

                                                          I could lock my bedroom door, but I had a shared bathroom with my little brother that would only lock from inside the bathroom... so my mom would come in with my laundry, or my brother to ask me something all the time through that door.

                                                          I'll never forget the time I was having a 3 some with these 2 bi-sexual chicks and my brother walks in... his jaw just fucking dropped...

                                                          You'd think they'd get the picture that if the music is turned up really loud in my room, I'm laying the bone on some chick. I moved out the week after school ended.

                                                          yea, i had something_like_that happen as well... doing a threesome with two sisters who were also bisexual,... i was in their house and wasnt supposed to be there, we were getting loud... and I find out the door wasnt locked when their MOM walked in.

                                                          2nd worst moment would be when my girl (one of the girls from the above episode) and my next door latina neighbor (this HOTTTT chick who had took my virginity when i was younger/she was older) was getting mad drunk with me on my birthday... got so drunk they collaborated on giving me a birthday present, which was a strip tease and then they started eating eachother out n shit... but they were both so drunk and so nervous that they both ended up puking around the same time. go me! itz my berfday! go me! eh.

                                                          i have some other 3 some mishap stories, unfortunately. but i will save those for my grandchildren
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                                                          • Ic3m4nZ
                                                            Confirmed User
                                                            • Aug 2003
                                                            • 6285

                                                            #30
                                                            Most Embarrassing Moment As A Teenager : When you catch someone you know like this.

                                                            Comment

                                                            • plexer
                                                              Confirmed User
                                                              • Oct 2002
                                                              • 1339

                                                              #31
                                                              Originally posted by Ic3m4nZ
                                                              Most Embarrassing Moment As A Teenager : When you catch someone you know like this.

                                                              Oh man, Thats a problem...

                                                              I'M FREEEEE!!!!

                                                              Comment

                                                              • Huggles
                                                                GFY'S #1 retard
                                                                • Feb 2003
                                                                • 12511

                                                                #32
                                                                I thought I was farting and ended up shitting myself a tiny bit at the lunch table in grade 8. Nobody noticed, thank god, and I walked home. Thank GOD for black jeans that day.
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                                                                • stevecore
                                                                  Confirmed User
                                                                  • May 2003
                                                                  • 6130

                                                                  #33
                                                                  masturbating and having my mom walk in on me. oh yeah, that scarred me for life.

                                                                  Comment

                                                                  • Cassie
                                                                    Confirmed User
                                                                    • Mar 2003
                                                                    • 3139

                                                                    #34
                                                                    Originally posted by SMG
                                                                    Ever think that maybe someone there had a camera?
                                                                    this was back in 83-84 and the thought of content (the way it is thought of today), wasnt even a concept
                                                                    ICQ: 309756847
                                                                    ]

                                                                    Comment

                                                                    • Oracle Porn
                                                                      Affiliate
                                                                      • Oct 2002
                                                                      • 24433

                                                                      #35
                                                                      Originally posted by Shok


                                                                      Yeah that happens to me all the time too


                                                                      Comment

                                                                      • -=HOAX=-
                                                                        Confirmed User
                                                                        • Dec 2001
                                                                        • 4365

                                                                        #36
                                                                        YEah this one time I got hella embarassed, I was having a threesome with these 2 lesbian cousins, and then their mom's walked in and they were like girls you're sucking cock all wrong and they started blowing me, then I was like I want to do you all in the ass and they were like ok...but I gotta go get my hot latina neighbor and her 5 friends cause they're all hot and love anal...so I was like ok...then I got down to business and was fucking them all in the butt and it stunk like poo, and my lilttle brother walked in and said, "damn it smells like freshly prenetrated rectum in here" so I hit him in the head with a baseball trophy cause he was a nerd and deserved to die and then I was wiping poo off my dick before I humped another shithole and there was a sticker on my pants and it was all, "these pants are not name brand and they're such and such size" I was hella all embarassed...then I crapped myself and shit on a tiger. and the radio was on. so i started masturbating to the thought of my mom.
                                                                        Insert Value Here.

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                                                                        • markell
                                                                          Confirmed User
                                                                          • Nov 2002
                                                                          • 1190

                                                                          #37
                                                                          Originally posted by Deepundercover
                                                                          I was 15 years old and in love for the first time. I was swimming in the pool with my girlfriend. This little black boy was swimming underwater near us. I frolicked in delirious happiness with Rainy. Then the black boy surfaced and asked me loudly, "Why is your penis sticking up like a lance?"

                                                                          My girlfriend squealed and swam away. I dunked the kid hard.

                                                                          why doe he have to be reffered to as " the black kid " why not just " some kid " ?
                                                                          blah blah fucking blah

                                                                          Comment

                                                                          • gornyhuy
                                                                            Chafed.
                                                                            • May 2002
                                                                            • 18041

                                                                            #38
                                                                            Originally posted by hottoddy


                                                                            Maybe this is a sort of a "rite of passage" thing. Come to think of it, my dad didn't seem too upset. My mom was livid. She accused me of having sex in their bed, betraying their trust alone in the house, blah blah blah ...
                                                                            Damn! Me too!

                                                                            Except I actually did flush, but didn't check to make sure it went down. Fucker was floating the next morning when my Dad went in there....

                                                                            icq:159548293

                                                                            Comment

                                                                            • Sarah_Jayne
                                                                              Now with more Jayne
                                                                              • Dec 2002
                                                                              • 40077

                                                                              #39
                                                                              Originally posted by -=HOAX=-
                                                                              YEah this one time I got hella embarassed, I was having a threesome with these 2 lesbian cousins, and then their mom's walked in and they were like girls you're sucking cock all wrong and they started blowing me, then I was like I want to do you all in the ass and they were like ok...but I gotta go get my hot latina neighbor and her 5 friends cause they're all hot and love anal...so I was like ok...then I got down to business and was fucking them all in the butt and it stunk like poo, and my lilttle brother walked in and said, "damn it smells like freshly prenetrated rectum in here" so I hit him in the head with a baseball trophy cause he was a nerd and deserved to die and then I was wiping poo off my dick before I humped another shithole and there was a sticker on my pants and it was all, "these pants are not name brand and they're such and such size" I was hella all embarassed...then I crapped myself and shit on a tiger. and the radio was on. so i started masturbating to the thought of my mom.

                                                                              Comment

                                                                              • stevecore
                                                                                Confirmed User
                                                                                • May 2003
                                                                                • 6130

                                                                                #40
                                                                                Originally posted by -=HOAX=-
                                                                                YEah this one time I got hella embarassed, I was having a threesome with these 2 lesbian cousins, and then their mom's walked in and they were like girls you're sucking cock all wrong and they started blowing me, then I was like I want to do you all in the ass and they were like ok...but I gotta go get my hot latina neighbor and her 5 friends cause they're all hot and love anal...so I was like ok...then I got down to business and was fucking them all in the butt and it stunk like poo, and my lilttle brother walked in and said, "damn it smells like freshly prenetrated rectum in here" so I hit him in the head with a baseball trophy cause he was a nerd and deserved to die and then I was wiping poo off my dick before I humped another shithole and there was a sticker on my pants and it was all, "these pants are not name brand and they're such and such size" I was hella all embarassed...then I crapped myself and shit on a tiger. and the radio was on. so i started masturbating to the thought of my mom.
                                                                                too fucking funny!

                                                                                Comment

                                                                                • badmunchkin
                                                                                  Confirmed User
                                                                                  • Feb 2003
                                                                                  • 3797

                                                                                  #41
                                                                                  Originally posted by -=HOAX=-
                                                                                  YEah this one time I got hella embarassed, I was having a threesome with these 2 lesbian cousins, and then their mom's walked in and they were like girls you're sucking cock all wrong and they started blowing me, then I was like I want to do you all in the ass and they were like ok...but I gotta go get my hot latina neighbor and her 5 friends cause they're all hot and love anal...so I was like ok...then I got down to business and was fucking them all in the butt and it stunk like poo, and my lilttle brother walked in and said, "damn it smells like freshly prenetrated rectum in here" so I hit him in the head with a baseball trophy cause he was a nerd and deserved to die and then I was wiping poo off my dick before I humped another shithole and there was a sticker on my pants and it was all, "these pants are not name brand and they're such and such size" I was hella all embarassed...then I crapped myself and shit on a tiger. and the radio was on. so i started masturbating to the thought of my mom.

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