Jizz

I thought my wife would get cold feet and stand up her date yesterday, and then I got this picture at work...

Hotwife, Cuckold

I{f} I wore this on a date, would you slide your hands up my shorts?

GoneWildPlus, suicidegirls

Had a date tonight, he didn't appreciate my curves :( I knew you guys would!

gonewildcurvy

What would you do if you knew I was wearing this under my clothes on our date

gonewildcurvy

[F] Would you date me if you thought my face was cute?

gonewild

Time for a (f)irst date: would you fuck me?

GoneWildPlus

Haven't dated in a while... Just wondering what your reaction would be if I came home with you

ladybonersgw, penis

I(f) I wore this top to our date would you fuck me on the restaurant table?

gonewild

Awesome hat, but would not wear out on a date

CandidFashionPolice

Separated and soon to be divorced. Do I stand a chance at the dating world again..? I would love some [f]eedback.

gonewild

It's our date night! We would love to fill it with requests from all of you so that we can make our first album! What do you think, can you help us?

GWCouples

I[f] I wore this on our date would you think I was telling you something?

gonewild, GoneMild

[NSFW] Trying to make plans for a second date with a guy. His first suggestion was a strip club because "You're a cool girl who would do that". Here was his second suggestion... (Becoming a crazy cat lady is more and more appealing everyday.)

TrollXChromosomes

And here I thought my best friend dating my sister would be awkward [B/S]

wincest

I know you all like skin, but I'm feeling handsome today :) Would you go on a date with this guy?

ladybonersgw

I probably shouldn't bend over too much on my date tonight... but what fun would that be? :)

Upskirt

[B/S] After my girlfriend had just dumped me, and my sister came home from another failed date, we started talking about how much easier it would be if we were just in a relationship with each other instead. "Well, we could do that..." I said:

wincest

What would you do if I showed up to our date with no underwear? [18f]

gonewild, BestFreePorn

My date tonight is a (f)an of what I post here so he's agreed to help me out with some pictures for you! Would you rather see his load in my mouth or on my tits??

gonewild

What would you do if I sent you this during a dinner date? (X-Post)

gonewildcurvy

What would you do i[f] you saw me on a date like this?

gonewild, PetiteGoneWild, A_Cups, Fornhub

I only date Browns fans - would you switch teams for me? (OC)

collegesluts

Trying to take a selfie it results I'm sort of a ninja - would you date me?

LegalTeens

Trying to take a selfie it results I'm sort of a ninja - would you date me?

18_19

[M/F] Lusamine decides Lillie's boyfriend would be much happier dating her instead. [Cuckquean/Ntr][Impregnation][Artist:Unfairr]

hentaicaptions, u_pitchardg

What would be our perfect Valentine’s Day date ending??? More on P@treon this month, link in comments~

AnaChuu, Thighs, SexyOutfits, LegsGW, voluptuous, UnderwearGW, undies, CurvesAreAwesome

One week as a redditor, would u join me (f)or a celebration date? ???

gonewild

(F)44. It's Friday afternoon here and I've got off work early to get dressed for that date we've got tonight, or would you rather I just came round like this?

40plusGoneWild

Where would you take me on a date???

AnaChuu, Thighs, Booty_Lovers, undies, UnderwearGW, GirlsinLaceFishnets, SexyOutfits, voluptuous, CurvesAreAwesome, u_SinxLp

I hope you find this sexy, would you date me?

stockings

Woman is shocked that her player boyfriend displayed her nudes on a wall of women he and his friends slept with. The good news is she didn't date a NiceGuy. He would have done far worse like keep their sex life private.

WhereAreAllTheGoodMen

My mom was going out on a date with my mean bully so he would stop picking on me. I got a picture from him about an hour after she had left

bangmybully, mommybully

a visualisation of what would happen i[f] you took me on a date ;p

IndiansGoneWild, gonewild, AsianHotties, Beltsfetish, OnOff, u_auryelly

I was offered a job writing for AEW Dynamite a few months ago and I turned it down because I am not worthy, but I framed the contract they sent me and I just realized the end date of my trial period would have been yesterday. Here's what a AEW writing con

SCJerk

Question, would you date me? ?

PetiteGoneWild, TinyTits, Nudes, aa_cups

What would happen if I made out with your cock first on our first date? ?

gonewildcouples, AmateurPorn, couplesgonewild, Blowjobs, BlowjobGifs, nsfw_gifs, NSFWverifiedamateurs, socalgonewild, PornShop, sissycaptions, BestBlowjob, loungejobs, SnapchatXXX, dirtysnapchatgirls, Slut, collegesluts, sheknows, asaakira, Baddiesthub, SexyAtHome

I fuck on the first date...and this would be the view ? [f]

AnalGW, asshole, assholegonewild, DegradingHoles, DirtySocialMedia, EdibleButtholes, spreading

this is what i'd wear on our date vs what i would wear when i invite you inside after ;)

u_xyavanna_kementarix, altgonewild, Hotchickswithtattoos, u_utahhockey, u_dovidd, u_quidamw

this is what i would wear on our date vs what i'd wear when i invite you inside after ;)

gothsluts, adorableporn, OnOff, PetiteGoneWild, u_dovidd

You Would Fuck Me Raw? You Must Know I Do Anal On First Dates ?

Adult_Social_Network, AmateurGoneWildPlus, Babes, barelylegalteens, bigasses, booty_queens, butt, BuyMyContent, CamGirls, CamSluts, camwhores, chubby, dykesgonewild, freeusefamily, GoneErotic, Gonewild18, GreatView, indiangirls, IndianTeens, Just18, knockmeup

You Would Fuck Me Raw? You Must Know I Do Anal On First Dates ?

GodPussy, wetspot

Be honest, would you fuck me in the first date?

NaughtyWives, DadWouldBeProud, Gonewild18, altgonewild, onlyfansgirls101, slutwife

5'3" 110lbs, would you date me?

adorableporn

Let my first verified post be what I would wear during our date night

CollegeAmateurs

Good Date Outfit? Would You Swipe?

Beardsandboners, MassiveCock, ThickDick, DadsGoneWild

You wouldn't mind if my girls drop in on our first date, would you?

TittyDrop, VerticalGifs, boobs, homegrowntits, OnOff, u_Bubblez1209, u_mb8268

do you think we would fuck with you on the first date?

BustyPetite

if we dated you would have to eat me everyday

Ratemypussy

What would you do if I wore this little, black dress with no panties on our date?

Nudes, SunDressesGoneWild, u_MK2000TDI, collegesluts, VerticalGifs, u__Fokusnik_, Nude_Selfie, InnocentlyNaughty

tell me honestly, would you go on a date with me?

Nude_Selfie

I would go to your house after our date!??

CollegeAmateurs

how would you like me to be dressed on our date??

xsmallgirls

26[F4M] Would you date a girl with my ass size? SC: Laurepuzo

snapchat_nudes, SnapchatSext, slutsofsnapchat, snapleaks, nudesfeed, sellingonline, SocialMediaSluts, Puffies, SnowWhites, girlswhoride

I would love to role play as a maid in this outfit on my next date. Should I dare it?

RealGirls

What would you do if I turned up to our date wearing this?

18_19, barelylegalteens, Nude_Selfie

Someone said they don’t like tiny girls ? would you date me?

skinnytail

Margot Robbie and Gal Gadot need a date for a red carpet event. Would you rather take Margot, who won't let you do anything until you get home, but will then completely submit to you ... or Gal, who will let you do anything to her on the way there, but th

CelebWouldYouRather, Mxture, u_brokenheartsss0

What would be your ideal date night? ?

u_AprilCutieBooty, u_real_barmaley, dykesgonewild

Be honest: would you really date a girl with a tiny, pale chest like mine?

18_19, collegesluts, TeenGifs

Be honest: would you really date a girl with a tiny, pale chest like mine?

adorableporn, Gonewild18, Nudes, nsfw_gifs, Naturalwonders, u_Odd-Sea-9126, u_Complicated_Potato, u_BOOBSBIBI, GenericPornSubreddit, funsized, xsmallgirls, u_Thedelilahchildren, u_cooptroop5566