Jizz

I challenge you all to a game of cum darts

cumsluts

It was an intense challenge, but she triumphed over that cock and earned that cum

cumsluts

[proof] Cum on a cigarette. Old challenge.

OhCumOn

[PROOF] Print out this girl and cum on it {my own challenge}

OhCumOn

A challenge! Ladies who thinks you can make me cum again?

mangonewild

[Proof] Cum on a bra (my own challenge)

OhCumOn

MIL(F) you made #1 recently! To show appreciation, a large request-based album is cumming soon. Leave requests in comments and I'll choose one that's challenging and intriguing! :)

gonewild

responding to a challenge to cum on my laptop (xpost /r/OhCumOn)

RedditorCum

the wife challenged me not to jerk off while she is out of town... b/c she wants a full load when she gets home. So naturally the last part is all I can think about and end up lying in bed with this. Does it count if I cum without touching myself?

penis

[Proof] Cum on a family members bra (sister, 10D I think, the label is faded) sorry for small load, I have been doing a few challenges haha

OhCumOn

She challenged me to cum anywhere on her body, without waking her up

cumsluts

Video Download: [HJMO-300] A Married Couple Takes Up The Challenge! The Husband Gets A Prize If He Can Hold Against Ayumi Shinoda's Masterful Techniques For 20 Minutes! If He Cums Twice, His Wife Will Get Creampied By A Stranger! HD - Starring "Shinoda Ay

JapanesePorn2, JavDownloadCenter

My cleavage needs some hot cum, who's up for the challenge ? ;)

cumtributes, gonewild

Watching Taylor Swift live would be the real life version of a "You cum- you lose" challenge

CelebJOMaterial

I challenge /r/celebjomaterial to cum to Demi Lovato's butthole within 3 minutes (post time in comments)

CelebJOMaterial

Just hanging out after work. Challenge: need a lady to make me cum before fiance gets home

ladybonersgw

My wife wants some cum. Who is up for the challenger

wifesharing

Make me cum using just your words.. Challenge accepted? ? (f)22

gonewild

Who will cum first? Lets have a small challenge on sc. I hate to surrender ;) (scabbytaylor)

DirtySnapStories, RippedLowerGarments

Who will cum first? Lets have a little challenge on sc. I hate to lose :) @ scabbytaylor

selfiesInTheNude

[vid] [fet] [dom] Nerdy naughty gamer girl up for the challenge of making you cum. Nerf this! ???

Sexsells

30 days challenge - Day 28 - I love my boobs covered in cum. Would you help me ? (F)

gonewild

I'm doing a challenge over on /r/JerkOffToCelebs, thought I'd run one over here at the same time. The number of upvotes this gets is the amount of days I cum at least twice for my sexy teacher!

JerkOffToTeachers

A little shirt drop gif [f]or you guys... I have a challenge for you! Send me cum tributes of your favorite pictures of me, I’d love to see what I do to you.

gonewild

[23] My wife challenged me to go the entire time of our trip home for Christmas without cumming and I could do whatever I wanted to her when we get home. Day 5 and these balls are full! Can't wait for the reward though ;)

tinydick

[Proof] Cumming in my foreskin. It's my first challenge, hope you like it

OhCumOn, foreskin, RedditorCum, MalesMasturbating

Haven't cum for a few days, who's up for the challenge?

MassiveCock

After every time we fuck, I'll make it a personal challenge to shoot cum on her face without getting any on her hijab

HijabGirls, MuslimSluts, raceplay, BrownHotties, pokimanehot, nsfwCaptionRequest

Please cum in my ass! [Anal] [JOI] (This was a challenge with /u/PornMaker2048, he provided the caption, I did the image)

xxxcaptions

This nurse needs to cum! Are you up for the challenge?! Fetish friendly [kik] ? Want an honest opinion? [rate] [gfe] [snp]

SexclusiveSelling

This nurse needs to cum! Are you up for the challenge?! Fetish friendly [kik] ? Want an honest opinion? [rate] [gfe] [snp]

Sexsells

i challenge you to bust a nut to this picture.. or maybe cum see more... (oc)

PetiteGirls, Nudes, hugeboobs, adorableporn, HardBoltOns, Stacked, PetiteGoneWild, petite, hangers, snapchat_nudes, HugeHangers, JizzedToThis, Blondes, RateMyRack, nudesfeed, HugeBoobsandTits, burstingout

Been in bed for way too long. I challenge you to make me cum haha ;) [F]

gonewild

Looking for someone to cum tribute a jerk off challenge video I made of some girls I know

cumtributes

Wanna experiment with new challenges? [Dom] tassk [vid] and cum calendars

FetishSelling

First prototype to have the removable cum tube. This is a simple model just to try. The next one will be much more challenging. It will be a wearable with a cumtube and multiple ejection ports. I'm really thinking hard of an original model to make for it

BadDragon

After the warm-up comes the real challenge... [implied anal] [cum]

VanillaCaptions

Bootybouncin6923 on kik lost his cum dumpster 21 gf to me in a challenge. Now every gets to dump a load on her. Enjoy!

Cuckbetchallenge

Cuckold Challenge - Let Him Cum for Her Alone

HotwifeChallenges

Do not dehydrate from cumming too much to Stefanie challenge

cumtributes

Wife challenged me to see how many guys she can get to cum to her before she gets home tonight. ?

NaughtyWives

It's really challenging to be a cumslut sometimes because I'd love your cum on these tits as well as in my pussy...

BreedingMaterial

I got some new lingerie, but I can't break it unless you make me cum. Up for a challenge? ;) [Sext]

Sexsells

It's a hard but fulfilling challenge to find someone you're compatible with. [sex] [cum] [bondage]

VanillaCaptions

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u_GeordieLass00, GoneMild

I'll propose a challenge, could anyone make me cum with just their tongue?

LegalTeens, Gonewild18, collegesluts, palegirls, bigasses

So horny, but been challenging mysel[f] not to cum all week, might fail tonight lmao

gonewild

The Challenge: Surrounded by neighbors and with hands still filthy from yard work… could I still make myself cum without too much touching? While chewing gum? ?

u_FreshCawk, RedditorCum

Hey boyfriend! I have a challenge. If you can last 2 minutes with me giving you head, you can pick the hole you want to cum in. Good luck!

AsiansGoneWild, asians_gif

Super difficult to make me cum, who's down for the challenge?

BreedingMaterial