Jizz

"I made her a bet that my nipples were di[f][f]erent flavors. Best bet I ever lost!"

gonewild

so uh i lost a bet...so gone wild, i give you my boobs [f]

gonewild

Wanted to Share a Picture of my Awesome Tits, but we can Say I Lost a Bet i[f] that's what You're Into..

gonewild

Maybe she lost a bet. Maybe it's some kind of club initiation. Also I suspect Russia. (NSFW)

pics, grassyboobs

(Mf) So I lost a bet against my sweetheart and now I gotta take a selfie... So worth losing that bet! Enjoy ladies and gents of gw!

gonewild

You have literally lost your shirt betting on your favorite team but your buddy bet on their opponents

notgayporn

My BF lost a bet... Any Bi guys out there willing to jack off online with him? I will get naked in the background and touch myself too, as incentive for helping me make him pay up on his bet!! (F)

gonewild

[f]irst post. Lost a bet with my bf so I lost my underwear

gonewild, BestFreePorn

lost a bet and have to wear this to a gay pool party this weekend

GaybrosGoneWild, gaymersgonewild

I (m) lost a bet, here it goes! (enjoy ladies! (that won the bet))

gonewild

Husbands regrettable bet .... (reluctant wife, lost bet, humiliation, sex in front of others)

xxxcaptions, cuckoldcaptions, Reluctance, AmateurWifes, AsianCuckoldCaptions

I lost a bet, bet was to give blow jobs to guys there

NSFW_Outdoors

Lost Bet (then my modesty)

mangonewild

I lost a bet ?. Here hon, you won!!! ?

gonewildcurvy, TopSexyPosts, NSFWTeamSpirit

Lost a bet to the wife. I’ll make sure to win the next one

GWCouples

Lost a bet so here it is (m)

gonewild

Lost a bet so here I a(m). Want to see more?

gonewild

Lost a bet...if this gets 20 upvotes I'll have to post the video (m)

gonewild

Kinda a dare / lost bet. USF lost to UCF last year (lost bet) so I had to do body paint to support my team this year. Photo is the result. (Also lost same bet this year and result is in comment below)

TruthOrDareMe

You won the bet, you won her body. Whether she liked it or not. [Lost bet] [annoyed]

xxxcaptions, u_dude_1911

My boyfriend was working late and my coworker told me he had a March Madness bet going on with someone else else in the office and I needed to stay late because the bet involved me. Long story short, my coworker lost the bet, I ended up blindfolded and na

u_nolafun1988, anal, CheatingSluts, SluttyConfessions, u_samwsamw

Dont make the bet if you dont want to pay up [Flashing][Lost Bet]

xxxcaptions

Looks like you lost the bet... but somehow, you're not even a little bit mad. [facial] [blowjob] [lost bet]

xxxcaptions

They'd lost the bet, and now they'd pay up... but there were limits to how far they were willing to go. [implied FFM] [implied lesbian] [lost bet]

xxxcaptions

Ok... lost a bet. Technically this pose counts :P. If you guess my full name, I have to show all otherwise f you I win the bet in the end

gonewild

My wife lost a bet to one of my buddies. She learned to never bet against the St. Louis Blues when a bj is on the line

slutwife

Lost a bet with a fellow Redditor. I’m on the right.

sph

21 my straight friend lost a bet and had to let me share his dick. I don’t think he knew I would share with all of you lol. I would love if it was a little embarrassing for him since he lost so add him on Snapchat cjock22221 and let him know exactly what

cock

That stupid bet... [Clothed][Lost bet][Ass][Koito Minase][Begging][Humiliation]

hentaicaptions, u_pitchardg

Lost a bet. Have to post here and hear what you would do to my straight ass.

RateMyAss

The rules were clear, the bet fair... there was no point in complaining. [lost bet] [cunnilingus] [reluctant] [MF]

xxxcaptions, VanillaCaptions

I lost a bet because my Seahawks lost soooo ?

LipsThatGrip

Never bet more than you can afford to lose. [lost bet] [DP] [MMF] [anal]

VanillaCaptions

"i' held up my end of the bet, now turn me back" i told my friend when we just left his parents "i lost the bet and had play your girlfriend for your parents " i said sitting down on one of the railings and looking at him "what... what do you mean you won

bodyswap

I was expecting to lose my first bet, but fairreporter lost his girl to me. Who wants to bet next?

Cuckbetchallenge

The terms of the bet were clear. [lost bet] [implied] [exhibitionism]

VanillaCaptions

Your team lost, and a bet's a bet...

femdomgonewild

End results from a lost bet ??

GWCouples, u_adventure891, u_420bullets, u_northernguy_14

I lost a bet, so I have to post this.

adorableporn, u_doggy21_, PetiteGoneWild, kneestogether, RealGirls, hotrawsex

[M/F] Tillie the sweat drips down my balls [Animated with Sound][HumanxAnthro][Femdom][Lost a bet][Dirty talk][Lost Virginity][Booty shaking][The ass was fat][Artist: Vimhomeless]

yiffcaptions, u_KillerSpork117

Mom lost the bet and I got to spend the best week with her. How happy she was during the time make me realise she lost it on purpose.

Incest_Captions

made a bet with my bf that I wouldn’t masturbate for a week. guess who lost the bet ?

AsiansGoneWild, asians_gif

Lost a bet and now have to Do this.... Wickr rafruth

WickrFinder

Lost a bet. Going to give a bull head in a Macy's dressing room.

DressingRoomSS

Lost a bet. Going to give a bull head in a Macy's dressing room.

BBClust