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I Lost a Bet and Had to

Personal Stories, Advice, and Support 239 People

    Gloria's Party - THIS IS THE STORY--please help if you know anyone in southeast PA or northern MD....please!!! Hi Paul! So you say you don't remember too much about Saturday...
    flpala321 flpala321 36-40, M 1 Response Oct 10, 2013

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    Should I Lose A Bet It Would Be Like This (TG Captioned Images) - I would be sooooooo haappy to lose a bet with this ending for me! From http://juliesforcedfemmecaps.blogspot...
    Josie06 Josie06 56-60, F 7 Responses Feb 26, 2010

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    Crossdressing Bet - My neighbor is a gorgeous blonde. she has the perfect body and is insanely cute. She loves to gamble so i used that to my advantage and taunted her into a bet...
    PrincessNikkishia PrincessNikkishia 18-21 1 Response Nov 9, 2013

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    Win Win All The Way - I lost a sporting bet, well we had a few.... One i enjoyed most losing was i had to allow her to cuff me, which she did and she gave me a little show just to...
    charliek75 charliek75 36-40, M 2 Responses Oct 9, 2013

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    I Lost A Bet - One day I was with my friends 1 girl and 2 guys we were playin pool and we made a bet the two guys were a team and me and the other girl were a team if we lost we...
    Wedgieismylife Wedgieismylife 18-21, F 5 Responses Apr 20, 2012

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    About To Lose A Hairy Bet! - I made a bet with a young female friend of mine. We bet all the time. Nothing sexual, just silly stuff. Things like loser has to change the baby's...
    sissyrachel48 sissyrachel48 61-65, M 3 Responses May 2, 2012

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    Dodge Someone's Jealous Girlfriend -   Several years ago me and a friend made a bet with two of our guy pals during the Super Bowl. I'm such a fan... I CAN'T tell you who...
    emerald emerald 36-40, F 7 Responses Apr 13, 2010

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    Had To Go To Nude Beach With Wife - I lost a bet with my wife and was forced to take her to a local nude beach. She is very pretty and has a fantastic figure, complete with...
    chris1208 chris1208 26-30 1 Response Jun 29, 2013

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    Naked - As most of you know i am a pretty attractive girls with big breasts and a nice big ***. ONe day i was hanging out with my guy friend at his house. We were playing pool. We...
    thonglover90 thonglover90 22-25, F 17 Responses Apr 14, 2011

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    Lost Bet = Total Embarrassment (and Total Fun!!!) - I was visiting a friend in Laughlin Nevada last week and we started to argue over some stupid show on television. The argument...
    deleted deleted 26-30 Jul 1, 2012

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    ***** Poker And Dreams - I would love to lose a bet that would require me to do something naked in front of a group of women. The closest I came was losing ***** Poker. I was in...
    DroopysExpFun DroopysExpFun 36-40, M 1 Response Sep 26, 2012

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    Don't Bet If You Don't Want To Lose! - A long, long time ago, my wife and I were watching a hockey game when our team let in a bad goal. I commented that these guys were losers and...
    phph phph 61-65, M 2 Responses Apr 4, 2011

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    Lost Bet - The craziest thing I had to do on a lost bet was ********** until I came in plain view of my roommates. That was exciting!
    Orlandofun Orlandofun 41-45, M 1 Response Apr 11, 2012

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    I Lost A Bet And They Made Me Their Slave - Recently I was contacted by an old friend, I always had a crush on Diane but never told her, so getting back in touch was a great way to...
    KEYPER KEYPER 51-55, M Jan 20, 2013

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    Lost Bet With Female Co-worker - LOST BET TO FEMALE CO-WORKER ------------------------------------------ This is the story related to the nude pics of me outdoors. I had a bet...
    stvnm stvnm 18-21, M 2 Responses Aug 12, 2010

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    My Sisters Thong - I steal my sisters thong when shes not home. I love them and get hard and **** when there on. I made a bet with my bf who also does this with his sister. we...
    john4793 john4793 22-25, M 2 Responses Mar 23, 2011

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    Birthday Suit - i was at my aunt's house with my brothers my sister wasn't born yet. I was 6 and i loved go-fish so i told my aunt i bet i can beat you in go-fish she said what...
    deleted deleted 26-30 3 Responses Sep 18, 2011

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    Naked For the Evening - I lost a bet to my girlfriend on who would win a soccer game, and it was decided before the game that the winner would be allowed to give the loser...
    fun3some1985 fun3some1985 22-25, M 5 Responses Sep 20, 2009

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    Mommy Knows Best - I am known for clowning arond and making bets every once in a while with friends and what not. They were never for as high a stakes as this one was. My mom made...
    natimus007 natimus007 26-30, M 2 Responses Jun 25, 2011

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    I Lost One - Me and my friend alyssa made a bet on a football game.I lost. she said she didnt take her panties off for 2 weeks. so she took then off and i had to smell then. then...
    johntobi12 johntobi12 22-25, M Sep 25, 2011

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    Hockey Game With A New Crowd - Oh my god I looove making bets, always nudity-related ones lol. I'm a hockey fan and I love making bets on games. This is the first one I actually...
    deleted deleted 26-30 2 Responses Apr 4, 2013

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    Lost Bet To Mom And Her Friend - My mom and I have always had a good relationship. We play jokes on each other all the time. We also do bets with some pretty wild forfeits. Once...
    susan321 susan321 41-45, F 10 Responses Jan 14, 2012

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    Comando - I lost a bet to Leo one morning and he hid my knickers, so I had to sit through Uni in my jeans and no pants for the whole day. I did try and steal a pair of...
    deleted deleted 26-30 1 Response Dec 12, 2008

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    My Friend Surprised The Hell Out Of Me - I had known my friend for almost 4 yrs. We would party together alot laugh and have fun together. Allthough she would often joke about sex...
    singledadinfinley singledadinfinley 46-50, M 1 Response Dec 17, 2012

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    Get Dressed By My Girlfriend For One Week. - Me and my girlfriend had a bet about a local sports game while we had a week off, who would lose had to get dressed by the winner for...
    Tim007 Tim007 18-21, M 1 Response Apr 23, 2013

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    H.O.R.S.E. - A friend in college and I were very competitive and we made a lot of bets with each other. One of them was with a game of H.O.R.S.E. If he won I'd have to do a...
    yoyy yoyy 26-30, F 2 Responses Dec 9, 2008

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    Have Sex With A 16 Year-old Girl (best Experience Ever!) - I was 18 years-old. My first spring break home from college, my parents wanted to take us to Florida to stay with some...
    budrojr budrojr 36-40, M 2 Responses Jul 3, 2013

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    Thong Underwear On The Beach - If you read my earlier story my sister was still mad at me for wearing her thong. Next week my parents went on vacation. She took me to the beech...
    john4793 john4793 22-25, M 1 Response Apr 1, 2011

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    A Game Of Pool - Where I went to school, in our final year we had a pool table for our year group, and there were set rules that had carried on from year to year. Namely, that if...
    webdare2 webdare2 18-21, M 1 Response Feb 26, 2012

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    Spend The Evening Naked And Serve Drinks - Some 30 year ago I was at one of my girlfriend 's friend birthday party and I stupidly entered into a bet with my girl friend. I did bet...
    danyweb danyweb 46-50, M Jul 14, 2013

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    Wont Bet Again After This - one night at the club i bet i could see more vodka than billy the other bartender that might, so as the night was close to and end he had wooped my...
    chrisyoung chrisyoung 22-25, M 1 Response Apr 19, 2011

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    Do One Embaressing Thing, - THERE WILL BE MORE STORIES FOR THIS GROUP! So it was a Saturday and my sister, Belle and I were just sitting around. So she said, “How about we drink...
    Wedgiegirl203 Wedgiegirl203 18-21, F 1 Response Sep 6, 2013

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    Nearly Nude Servant One - Been trying to get a bet going with my wife for a while and she finally gave in. We had a wager on a WII fit game - one round no...
    lazydawg lazydawg 51-55, M 2 Responses Oct 29, 2011

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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
    laceykight laceykight 26-30, F 2 days ago

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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
    laceykight laceykight 26-30, F 2 days ago

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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
    laceykight laceykight 26-30, F 2 days ago

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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
    laceykight laceykight 26-30, F 2 days ago

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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
    laceykight laceykight 26-30, F 2 days ago

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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
    laceykight laceykight 26-30, F 2 days ago

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    I was depressed all the time a mother of toe and one on the way I felt lost I had a home And husband a car a boat a family.. No reason I know now to be depressed I lost my 7 month...
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