"I bet you $50 you can't take the whole thing ... You're not gonna back down from a challenge are you?"
!["I bet you $50 you can't take the whole thing ... You're not gonna back down](/thumbs/31/3c/HandyCluelessAmericanbulldog.jpg)
I bet the neighbours don't mind
![I bet the neighbours don't mind](/thumbs/5e/68/UltimateMasculineCommongonolek.jpg)
Lost Bet To Run Naked In The University Dorm
![Lost Bet To Run Naked In The University Dorm](https://g.redditmedia.com/4e8lrO_QCVfTlCEievyOuKnVSd0kyuHDG_Zs_8USugE.gif?fit=crop&crop=faces%2Centropy&arh=2&w=216&fm=mp4&mp4-fragmented=false&s=6d744209f6959c8d6d18895a46b0f65e)
Nicole Aniston & Keiran Lee - Betting On The Backspin
![Nicole Aniston & Keiran Lee - Betting On The Backspin](https://g.redditmedia.com/QomBhrCqTKSEn2Zyx7x98tRr_GgKwN2F-21Gd4jmahk.gif?fit=crop&crop=faces%2Centropy&arh=2&w=320&fm=mp4&mp4-fragmented=false&s=b74c46cd86972c441f201aea4f2034a1)
Knock Knock I Bet You Took The Backdoor
![Knock Knock I Bet You Took The Backdoor](https://external-preview.redd.it/mp4/Ph0fSDXT8Bk1TacGCI2VbDxtdEX6dp4GAcBSX1D0ehI-240.mp4?s=4a8d0fd1db9247ba957088d3e87a40234149ed9f)
PornstarsLikeItBig - Nicole Aniston - Betting On The Backspin.mp4-
![PornstarsLikeItBig - Nicole Aniston - Betting On The Backspin.mp4-](/thumbs/94/08/UnrealisticCoordinatedEyelashpitviper.jpg)
I bet the Photographer fucked Ariana Grande when they finished the photoshoot
![I bet the Photographer fucked Ariana Grande when they finished the photoshoot]()
I bet you didn't see the mouse
![I bet you didn't see the mouse](/thumbs/30/3e/IdealEasyAmphiuma.jpg)
Azul Hermosa - The No Nut Bet π₯
![Azul Hermosa - The No Nut Bet π₯](/thumbs/56/89/JumboQuarrelsomeAnchovy.jpg)
I Bet You Know The Girl
![I Bet You Know The Girl](/thumbs/b1/a6/IntentLastingJuliabutterfly.jpg)
I was happy with the outcome of our bet
![I was happy with the outcome of our bet](/thumbs/4b/36/DeepVioletDonkey.jpg)
(Request) She probably wanted to dress light because of the hot weather. I bet she gets annoyed it isn't possible without wobbling her boobs for everyone to see...
![(Request) She probably wanted to dress light because of the hot weather. I bet she](/thumbs/b1/84/BlindWideBirdofparadise.jpg)
She lost a bet at the pool table
![She lost a bet at the pool table](https://external-preview.redd.it/mp4/WzOqlibSni_gxtXPgzKbcYyQcYG1Rw1_0OKKstBdv78-240.mp4?s=0ffad074ce1759026cd9ac5e57e43c67fa8c397d)
She lost a bet at the pool table
![She lost a bet at the pool table](/thumbs/6d/1b/SimilarArtisticAllensbigearedbat.jpg)
I canβt stand Gwyneth Paltrow but I bet sheβs one of the best fucks in Hollywood
![I canβt stand Gwyneth Paltrow but I bet sheβs one of the best fucks in Hollywood](https://g.redditmedia.com/xTQaaDVE1pON4LZzGqsrgZcoV1nSzkAD4geLdkv00u0.gif?fit=crop&crop=faces%2Centropy&arh=2&w=320&fm=mp4&mp4-fragmented=false&s=df68e7c50ed8cedda874560dc0919a8f)
I lost a bet and had to blow my daughter. I was personally fine with it, but I had no idea she was filming me the whole time! Now everyone at work knows how much of a cocksucker I am...
![I lost a bet and had to blow my daughter. I was personally fine with it, but I had](https://external-preview.redd.it/mp4/qJq2RwufB1t_2N6ngeK2e21p7nhj9Cm4GaP0Y1Z9NlM-240.mp4?s=d0ffb66b3e20c9eed8953d9ce8dbe276f64780cb)
[Melody Marks, 21] Bet you guys haven't seen this one (watch till the end)
![[Melody Marks, 21] Bet you guys haven't seen this one (watch till the end)](/thumbs/df/04/SilverLivelyBluebottle.jpg)
Monique Gabrielle- The Big Bet (1985)
![Monique Gabrielle- The Big Bet (1985)](/thumbs/21/a0/LimpingAdmiredFlatcoatretriever.jpg)
PornStarsLikeItBig - Nicole Aniston - Betting On The Backspin
![PornStarsLikeItBig - Nicole Aniston - Betting On The Backspin](/thumbs/7a/f8/ChiefGrimLamb.jpg)
Pornstarslikeitbig - Nicole Aniston - Betting On The Backspin
![Pornstarslikeitbig - Nicole Aniston - Betting On The Backspin](/thumbs/8e/03/CalculatingCaringAmethystgemclam.jpg)
I bet you want me to bend you over in the locker rooms, bitch π Come subscribe for $3 π Loads of fun pictures and videos and I KNOW you love seeing my cock π See you there π₯° onlyfans.com/izzywinterz
![I bet you want me to bend you over in the locker rooms, bitch π Come subscribe](https://external-preview.redd.it/AbiKkpqnktoRl1VeLaX28WFsxKnBPgOGiiX3r7GtS7g.jpg?width=108&crop=smart&auto=webp&s=908b63af309af5e4852d804f48dee0397a58d84f)
I usually lose my bets with the guys. Not this one.
![I usually lose my bets with the guys. Not this one.](/thumbs/1d/d3/UnlinedNiftyJay.jpg)
Bro bet on his sister to the rival football team captain and lost..
![Bro bet on his sister to the rival football team captain and lost..](https://external-preview.redd.it/ca_IlmSgQmHzWaW9XjDby1KD1Zs6VCIES_kPmFcWfJI.gif?width=320&format=mp4&s=23a5cd4808b116105b1f908bae959295f88325a9)
Showing my bull my tits and getting him close to cumming. I bet the cuck we would get 500 upvotes to show the facial π dumb cuck accepted
![Showing my bull my tits and getting him close to cumming. I bet the cuck we would]()
Your naive sister made a bet that you couldnt complete NNN - on the last day she was determined for you to lose, so she rode your cock - little did she know she became addicted to your dick and wanted you to turn her into a breeding slut
![Your naive sister made a bet that you couldnt complete NNN - on the last day she](/thumbs/3b/b0/AdoredAwfulAmericancicada.jpg)
I bet that's the roundest ass you have ever seen ππ
![I bet that's the roundest ass you have ever seen ππ](/thumbs/fd/68/FluidEnragedToadfish.jpg)
I bet you know where to find the full video π
![I bet you know where to find the full video π](/thumbs/15/9e/MortifiedParchedCow.jpg)
This toy felt so good in my ass that my eyes nearly rolled into the back of my head. I bet it'd feel even better if it was your hard cock sinking into me π
![This toy felt so good in my ass that my eyes nearly rolled into the back of my head.](/thumbs/b2/70/IntentSneakyNoctilio.jpg)
I bet she doesn't complain about her man being on the couch all day...
![I bet she doesn't complain about her man being on the couch all day...](/thumbs/96/64/FriendlyCheeryIndianjackal.jpg)
I bet we could have some fun at the top ;) [gif]
![I bet we could have some fun at the top ;) [gif]](/thumbs/38/da/DodgerblueAnyNarwhale.jpg)
I bet the boys who used to call me nerd in high school didn't know I was hiding these under my uniform
![I bet the boys who used to call me nerd in high school didn't know I was hiding these](/thumbs/22/57/ThriftyPureFurseal.jpg)
[24F4M] Bimbo fuckdoll here ready to get fucked by huge cocks and get coated in huge loads. Come fucking shoot all over my slutty little face. I bet you're bigger and shoot more than the guy in the gif. <3 [Detailed people only]
![[24F4M] Bimbo fuckdoll here ready to get fucked by huge cocks and get coated in huge](/thumbs/95/3d/GuiltyAnotherDogwoodtwigborer.jpg)
I might not have the biggest but I bet you watched til the end Chadπ€π
![I might not have the biggest but I bet you watched til the end Chadπ€π]()
Taking bets if the boobs will stay in the dress today
![Taking bets if the boobs will stay in the dress today](/thumbs/d2/be/WeightyLumberingCopperhead.jpg)
Aahh... fuckk~ I should have aimed lower mmh... sorry about that~ but oh well let's go back to the others~ I bet your boyfriend is wondering why we're taking a while with the dare~
![Aahh... fuckk~ I should have aimed lower mmh... sorry about that~ but oh well let's](/thumbs/0d/d8/TiredAggravatingRoach.jpg)
POV: The dumb shy jock your friend invited to the party lost a bet and now has to strip and touch himself uncomfortably in front of everyone π
![POV: The dumb shy jock your friend invited to the party lost a bet and now has to](/thumbs/56/bb/IdealisticSadCowbird.jpg)
Trinity Loren & Shane Hunter - A Trip Down Mammary Lane (1991) : Scene 5 - Trinity, the waitress at the dive bar, fucks Shane (her IRL husband) so he can win a sexy-story bet from his friends. Includes oral on toilet and anal.
![Trinity Loren & Shane Hunter - A Trip Down Mammary Lane (1991) : Scene 5](/thumbs/1b/ae/BlissfulVapidIrukandjijellyfish.jpg)
This follows my previous post. I bet you all want to cream the woman you had in mind. Maybe it was a sweet girl you wanted to make love to. Or was it a hot mean bitch you wanted to put in her place? For the virgins: come slide in my DM, I'll help you guys
![This follows my previous post. I bet you all want to cream the woman you had in mind.](/thumbs/72/8b/LightgoldenrodJoyousArmyworm.jpg)
I bet you've never seen a dildo fuck a fleshlight before (I'm the fleshlight ;)
![I bet you've never seen a dildo fuck a fleshlight before (I'm the fleshlight ;)](/thumbs/cb/f6/DeficientLimpingHomalocephale.jpg)
Loss a bet and had to let the school bully BREED me :/
![Loss a bet and had to let the school bully BREED me :/](/thumbs/ec/5f/StandardSlowYellowjacket.jpg)
That Thrill in Betting your Gf's Body Is the Best Drug...π’
![That Thrill in Betting your Gf's Body Is the Best Drug...π’](/thumbs/47/41/LividNeatFishingcat.jpg)
Stop betting on the Broncos
![Stop betting on the Broncos](/thumbs/a2/e7/MagentaDazzlingMonarch.jpg)
I lost a bet to Tokyo Leigh and my wife was the prize with her husband 9block
![I lost a bet to Tokyo Leigh and my wife was the prize with her husband 9block](/thumbs/91/3a/StainedBaggySparrow.jpg)
I bet you've never seen a titty drop from a girl from the Amazon jungle
![I bet you've never seen a titty drop from a girl from the Amazon jungle](/thumbs/d4/22/DistantVerifiableBats.jpg)
Hot Teacher loses a bet with the Football team
![Hot Teacher loses a bet with the Football team](/thumbs/d4/4c/AuthenticWorthlessFairybluebird.jpg)
I bet you can't wait to see the surprise I'm hiding underneath these leggings.
![I bet you can't wait to see the surprise I'm hiding underneath these leggings.](/thumbs/4f/e1/ExcitingOrdinaryPrimate.jpg)
I bet you didnβt know you could find these treats on the candy isle.
![I bet you didnβt know you could find these treats on the candy isle.](/thumbs/63/a3/PerfumedSubduedRattail.jpg)
My husband bet on the super bowl and lost so he had to watch as his friends fucked me
![My husband bet on the super bowl and lost so he had to watch as his friends fucked](/thumbs/ef/c7/RedBlackAmurratsnake.jpg)
I bet that you know the girl
![I bet that you know the girl](/thumbs/09/a6/NaiveConventionalGalapagosalbatross.jpg)
You shouldn't have bet your girlfriend's body in the poker game..
![You shouldn't have bet your girlfriend's body in the poker game..](/thumbs/31/14/ImmaculateOrangeBrownbear.jpg)
You dont normally see the girl next door like this i bet!
![You dont normally see the girl next door like this i bet!](/thumbs/6c/d8/AdolescentStarchyAustraliankestrel.jpg)
Going to the pool.. I bet all guys there wish they could see this
![Going to the pool.. I bet all guys there wish they could see this](/thumbs/e9/14/DutifulNippyArgentineruddyduck.jpg)
Will you come spend some time between my thighs? Bet you'll love the taste π
![Will you come spend some time between my thighs? Bet you'll love the taste π](/thumbs/b8/9b/BowedSevereAsianpiedstarling.jpg)
I stood there, angry at my friend who had bet everything in an NFL game and then drunkenly swapped himself with the star player and me with his wife. Pursuing my lips knowing I had the looks of a model now "after Sunday I am never speaking to you again."
![I stood there, angry at my friend who had bet everything in an NFL game and then](/thumbs/ab/cf/ConsciousVacantAsiandamselfly.jpg)
Who wants to bet I can take the whole thing?
![Who wants to bet I can take the whole thing?](/thumbs/ae/8a/UnfortunateReflectingAtlanticspadefish.jpg)
I lost a bet π my ass was the prize π
![I lost a bet π my ass was the prize π](/thumbs/06/47/StingyCornsilkAnemoneshrimp.jpg)
Iβll bet you an orgasm you can make me cum with just the tip of your tongueβ¦
![Iβll bet you an orgasm you can make me cum with just the tip of your tongueβ¦](/thumbs/5d/9f/LightslateblueWorldlyPlatypus.jpg)
After hubby lost a bet, his wife was the prize.
![After hubby lost a bet, his wife was the prize.](/thumbs/82/5c/SaneUntrueSpidermonkey.jpg)
I try and sneaky flash everytime I stand in line, makes me horny and makes time pass quicker lol! I bet the store clerks love me!
![I try and sneaky flash everytime I stand in line, makes me horny and makes time pass](/thumbs/3f/03/JitteryDualAmethystsunbird.jpg)
I lost a bet and my ass was the prize π
![I lost a bet and my ass was the prize π](/thumbs/91/21/ZanyLovableApe.jpg)