Have you ever lost a sexual bet? If yes, what was the craziest sexual bet loss that you have even went through with?
Anonymous
Example: I lost a bet with an old girlfriend and was sent out on the 3rd floor deck naked. She then tossed a blow-up doll outside with me and a condom and said I cannot comeback in until the condom is filled and I must use the doll. Thankfully it was at 11pm, but hard to get the deed done when you can hear your some of neighbors on the other decks.
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Most Helpful Guys
hornymike6969Xper 6
+1 y
i bet 2 girls on a football game that if my team won id get them both doggystyle. if they won id give them $50 each. my team won so i got them bent over till one of the kids woke up then we had to stop grrrr
0100
Asker
+1 y
So did you even get to start your win?
hornymike6969
+1 y
yea i was taking turns on their asses when the kid came out.
Asker
+1 y
Your kid or theirs?
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hornymike6969
+1 y
her kid i was only a one time thing only lasted like 5 mins.
Asker
+1 y
We’re they sisters?
hornymike6969
+1 y
no just friends never seen them after that
Asker
+1 y
Total bummer... Got your condom on and a couple thrusts and bam the kid shows up?
hornymike6969
+1 y
yep got to bang them for couple mins. then i finished on one of them when the kid wenf back jn the room. so wasn't all bad lol
Asker
+1 y
Anal?
hornymike6969
+1 y
nope i wish lol
maiave
+1 y
YupThatDefinitelyHappened™
Asker
+1 y
😂 😂 😂 😂 😂 😂
hornymike6969
+1 y
well yes it did. happen. the girl with the kid put her daughter back to bed and me and the other girl finished
Anonymous
+1 y
When I was married, I teased my wife about making bets and paying off with sexual favors, but she would never seriously agree to any bet.
0100
Asker
+1 y
Bummer...
ThisDudeHere
+1 y
Not fun at all
Asker
+1 y
My wins are always boring... I never have good ideas until after the fact...
Most Helpful Girls
jen_philsXper 6
+1 y
I don't know if it counts as sexual, but I played strip poker once. I ended up losing my shorts. Basically finished playing in a thong, tank top and sports bra.
0100
Asker
+1 y
Board Games with an Adult Twist are a Blast... I make up totally new rules for my wife and I for Life and Uno...
jen_phils
+1 y
Yea we've tried a few but honestly I've never finished one if you know what I mean. I tend to get a little impatient.
Asker
+1 y
I do and that’s the hard part... That’s why I make sure the rules on those nights are out there a bit so as to keep the mood fun but also on edge a bit. Usually a switch it 10 rules/results per person...
therapeuticroseXper 4
+1 y
I've lost a few bets 😊 I don't know which was the worst one? But I've had sex with two guys once haha
0200
Asker
+1 y
At the same time?
therapeuticrose
+1 y
Kind of?
Asker
+1 y
How so? You can DM if you prefer not to answer here...
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therapeuticrose
+1 y
I can't dm so you'll have to do that 😊
SarahsSummerMaster
+1 y
I’ve lost too many to count. The payment is usually a BJ.
1400
Asker
+1 y
Ever win any?
SarahsSummer
+1 y
Sure. But not as many as I lose😞
Asker
+1 y
What do you get when you win? My wins were always boring...
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SarahsSummer
+1 y
A licking and a banging. 😂
Asker
+1 y
LOL... I went for the tie them to a chair naked and that they had to watch me play with a doll and couldn’t touch themselves until I finished...
Asker
+1 y
They always complained like 3 minutes in...
JosyJosyMaster
+1 y
no I usually take a bet when I know I will win
1100
Asker
+1 y
Ever win anything good?
JosyJosy
+1 y
Of course :) That is also a reason why I take bets
Asker
+1 y
What do you usually request on a win?
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JosyJosy
+1 y
oral ;)
Asker
+1 y
Good Call...
Asker
+1 y
Next Time got for locking him in a Chastity Cage for a week and he has to give you Oral Every day to Orgasm to get the key on day 7...
JosyJosy
+1 y
You're evil, but I like it
Asker
+1 y
LOL...
scooogy
+1 y
@JosyJosy let's make a bet? :)
JosyJosy
+1 y
@scooogy nice try
scooogy
+1 y
@JosyJosy c'mon, it's you. Who could even deny giving you oral? ;)
I’ve made some but never lost. Kinda like poker, never lost a game there either.
1100
Asker
+1 y
Win any good ones you had someone do something really off the wall?
Curiousbynature31
+1 y
I ve won one where the opposing party had to get stuck in the middle of a three way. Straight guy, with other dudes.
Asker
+1 y
Ouch... And he did it?
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Curiousbynature31
+1 y
military guy, pride makes you do some weird stuff.
Asker
+1 y
I have pride but would not have been able to pull that one off...
Curiousbynature31
+1 y
😂 I didn’t think he would have either, I was a tad surprised.
Asker
+1 y
I sure he was more surprised... 😂😂😂
QueenofCupsMaster
+1 y
My roommate once bet me $300 that I couldn't go without masturbating for three weeks, but I won that bet :-).
0200
Asker
+1 y
I would lose that bet...
theDanson
+1 y
Not so hard for women I assume... I mean woke up with a boner but girls don't wake up horny as hell
Asker
+1 y
Oh, I think you’d be surprised...
shreya_shiryGuru
+1 y
Extreme one was I had to give him head as long as he ask me to stop. And in any position he wants. That went on more than one hour.
0200
Asker
+1 y
Crazy... Did he put you in a cray position? LOL
shreya_shiry
+1 y
Lol I don't know that name
Asker
+1 y
LOL...
DavidbrooksXper 4
2 mo
Went to the strippers. Got horny, went to a sex shop got a blow up doll just as a joke. We played poker looser had to have sex with the doll, was so drunk lost the card game. So I fucked it using cream for lube felt really good. Mates let me cover my self up with a dooner. Cum and moaned loved it
0000
TuMeManquesYoda
+1 y
No I'm not into betting over my body
0100
momo770Yoda
+1 y
Nope I don't bet sex, especially not out of my control.
0100
Asker
+1 y
Afraid of what the consequences of a loss would be?
momo770
+1 y
Uncertain
omgjassyMaster
+1 y
Never. I’m not into this
0100
Asker
+1 y
Fair enough...
Alicia_1997Xper 6
+1 y
Find a random guy on the streets for a bj
0100
Asker
+1 y
Did you?
Alicia_1997
+1 y
Yes, I lost and I have to do it
Asker
+1 y
You did or still have to?
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Alicia_1997
+1 y
I did it
UnknownGagsUserGuru
+1 y
Never play
0100
AguamarinaXper 6
+1 y
Not have sex or play with myself for a week.
0100
Asker
+1 y
Did you make it? And who was the bet with?
Aguamarina
+1 y
Nope. The bet was with one of my exes.
Asker
+1 y
😂😂😂😂
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Asker
+1 y
How many days out of 7 did you make it?
Aguamarina
+1 y
Zero
Asker
+1 y
LOL... Did you end up with another punishment?
Aguamarina
+1 y
Yeah. I couldn't sleep in the same bed with him for a week.
Asker
+1 y
Sounds like a punishment for him... LOL
Aguamarina
+1 y
Nope. He liked taking up the whole bed and he didn't like it when I would cuddle near him so much.
Asker
+1 y
Ever bet him again?
scooogyMaster
+1 y
Not yet, but I'd be open to making some
0100
Tim-loves-itGuru
+1 y
Yes, playing a game of chess, I lost and had to give my buddy a blowjob :-)
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