Jizz

I just received this message from a guy on a dating site. I really don't know how to reply... [NSFW]

creepyPMs

Anon goes on a date

4chan

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

GoneWildPlus, suicidegirls

This is how I go on lunch dates. (F)

gonewild

Struck gold on a dating site!

badtattoos

Going on a date....I thought I look super cute

GoneWildPlus

Going On a Date After a Dry Spell

TrollXChromosomes

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

ladybonersgw

I can't ask her on a date

BustyPetite

A cute couple out on a date

Unexpected, NSFWFunny, PhotoboothSluts

Wife on a date with her boss. Looks amazing like this right?

wifesharing, WouldYouFuckMyWife, Blowjobs, bestofwives, BlowjobsGalore, nsfw

Went on a date and got this totally-not-creepy message

lolgrindr

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

Upskirt

[f] thinking to go out on a date like that

seethru, GoneMild, collegesluts, nobra, CollegeAmateurs, nsfwoutfits, freeuse, gonewild, GoneErotic

got stood up on a date,hope[f]ully your night is going better than mine

gonewild

"yes, we're on a date" [Love live Sunshine] (X-post r/Awwnime)

animelegs

I'd love to dress like this on a date to the drive-ins and fuck his ass while a stranger sucks him off.

Pegging

[selling] Wore this cute navy thong on a date last night and am about to head to yoga in them!

usedpanties, nsfwbuys

Imagine being on a date with her and she's wearing that top, I'd wanna pull it down and make her suck me off right there

JizzedToThis

Vic sent me on a date with another lady, but I came home to her ? (MF)

gonewildcolor

As you get ready to head out on your date, she wants you to know...

Upskirt

My guy friends were in the bar last night probably asking where I was. Meanwhile I was wearing this at a cocktail bar, sipping a girly drink, and wishing I was on a date with a real man.

traps

My amazing wife went on a date tonight and sent me a picture

Hotwife

When you don't wear underwear out on your date

transporn

That's your dessert if you take me on a date [OC]

milf, RealGirls, tightdresses, TheEroticSalon, cleavage, realmoms, MsMoonberry, HotMoms, Milfie, gonewildchubby, Sexy, mycleavage, NaughtyWives, cuteasfuckbutclothed, clothedwomen, realmilf, downblouse, AmateurSlutWives, cougars, WifeyWorthy, MomsGoneMild, MILFz

Dress Tifa on a Date with Cloud [Final Fantasy VII Remake]

SideOppai

I got Finley and BonBon all dressed up! They're on a date hehe

littlespace

Edelgard & Byleth on a Date

NintendoWaifus

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

DegradingHoles, DirtySocialMedia, EdibleButtholes, FeetToesAndSocks

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

GodPussy, wetspot

Take both of us on a date at the same time?

BiGoneMild

Let’s go on a date :)

fitgirls

First pair of colorful thigh highs I might wear out on a date one day! ?

ZettaiRyouikiIRL, thighhighs, Thighs, kneehighsocks, sockgirls

Would you ever go on a date with me?

Asian_Fever

Would you take me on a date if you met me ?

petite

Will you take me on a date tonight?

AsiansGoneWild, gothsluts, altgonewild, BreedingMaterial

Would you mind if I wore this on our date?

RealGirls, VerticalGifs, nsfwoutfits

What I'll look like on our date vs when we get home

OnOff

Would you take me out on a date?

curvy, thick, u_MoroccanZina, u_naughty_pms_please, milfNation, milfBiz, chubby, NaughtyWives, BrownHotties

This was the last thing she said before leaving on her date.

Hotwifecaption

Chronic CC Rider wants something real. She's gone on 20+ dates, fucks guys, then they ghost. What is she doing wrong?

WhereAreAllTheGoodMen

would you ask me out on a date?

boobs

Picture from a Video my wife shot for me on her date

Cuckold

wanna go on a date with me?

RealGirls

Would you take me on a date?

tightdresses

Mari on a date

LoveLiveLewds

Can we go on that date now?

RealGirls, u_TheRedHeadedRabbit, Sexsells, onlyfansgirls101, thick, FrontBackGW, fuckdoll, LegalTeens