Jizz

Hardest choice ever made

ass

Hardest "Find The Title" yet....find the Jack In The Box

randomsexiness

Hardest "Seven Difference game" ever [NSFW]

pics

Hardest I've been in a while... thickest too.

penis

Hardest. Photobomb. Evar.

ladybonersgw

Hardest mother fuckin decision all night...

cardsagainsthumanity

Hardest I've been in awhile... Looks huge to me!

tinydick

HARDEST. DECISION. EVER.

cardsagainsthumanity

Hardest choice I've had to make.

cardsagainsthumanity

Hardest decision ever

cardsagainsthumanity

Hardest choice ever.

cardsagainsthumanity

Hardest decision of my life. MKF, because Rebecca Linares fucks like a beast.

FuckMarryOrKill

Hardest I've been in a long time.

MassiveCock

Hardest I've been in a while

MassiveCock

Hardest decision of your life.

TheRearPussy, ButtsAndBareFeet, feet

Hardest in the Morning

MassiveCock, penis

Hardest studies

StruggleFucking, SheLikesItRough

Hardest part about being a pedo is fitting in

berserklejerk

Hardest choice ever. Famine won

cardsagainsthumanity

Hardest I've been all week

MassiveCock

Hardest I've been in a while

penis

Hardest decision you'll make today

Ifyouhadtopickone, TrueFMK

Hardest Before Twilight ft. Twilight Sparkle [MLP] (Cicada)

futanari, hugefutanari, AnthroClop, Drawn_Horsecock

Hardest I've ever been in my life. Tell me what you would do to it ;)

MassiveCock

Hardest I've ever been

MassiveCock, cock, penis, foreskin, ThickDick, ratemycock

Hardest working shirt I've seen in a while

BiggerThanYouThought, TopSexyPosts, NSFWover9000, BonerAlert

Hardest decision of my life

Ifyouhadtochoosejust1

Hardest I've been in a very long time.

bigonewild

HARDEST NIPPLES IN THE UK

Ice_Poseidon

hardest

brunette

Hardest I've ever been

MassiveCock, mangonewild

Hardest part of my work morning

BBCSluts

Hardest class of the day [F] - Hizzie

yiff

Hardest choice ever

Ifyouhadtopickone

Hardest decision of my life

Ifyouhadtopickone, TrueFMK, ifyouhadtorankthem

Hardest day until now with my teacher (full album in comments)

bdsm

Hardest one I've come across so far

Ifyouhadtopickone, TrueFMK

Hardest part of my morning ..

boysgonewild, mangonewild

Hardest decision of my life..

Ifyouhadtopickone

Hardest words to utter but your dick went stiff as soon as you did...

cuckoldcaptions

Hardest buns in the West

CuteGuyButts, gonewild, ladybonersgw, Piercedangels

Hardest decision of your life... where to cum? My mouth or my tits... tell me which one you’d pick in a [kik] session!!

nsfwbuys

Hardest at its best

ImGoingToHellForThis

Hardest Boss [MM] (Slashy_Slashy)

Footpaws

Hardest post of the Day

Ifyouhadtopickone, u_forprime

Hardest thing I've had to do today

cock

Hardest selfie I've tried to snap

manass

*hardest* soft boy, get it?

bigonewild, ratemycock

Hardest abs on Instagram

AnaCheri

Hardest nips!

nsfw

Hardest one I have ever done..

TrueFMK

Hardest it gets, right about 5 inches

penismeasured

Hardest choice

Ifyouhadtopickone

Hardest I've been in a while, needed to share..

ratemycock

Hardest spanking I got last year. 1.) The day before. 2.) 20 minutes after 3.) 2 days after. 4.) A week after

gayspanking

Hardest nut I’ve busted in a while

JizzedToThis

hardest I've been in a while

Balls

hardest I've been in a while

GaybrosGoneWild

Hardest part of pokemon choosing a starter. (Edited from katsuto)

futanari

Hardest day of the week

ladybonersgw