Jizz

I'd sleep with her.

nsfw, iWantToFuckHer

I was [f]eeling a bit ill so I decided to sleep with some warmers on... it didn't work. I realy, reaaaly don't know why! :)

gonewild

cant [f]ind the tanktop i went to sleep with...maybe you can?

gonewild

i was wondering what it would be like to sleep with a shapeshifter. then this happened [f]

gonewild

Well, that's it, watched too much X-(F)iles, time to sleep with the lights on!

gonewild

Most guys I sleep with want to [f]inish off this way.

gonewild, cumsluts, Boobies, nsfw

My husband doesn't want to sleep with me. Can anyone offer me some insight or kind words? (f)

gonewild

[50/50] Adolf Hitler's penis becoming erect, slowly morphing into a double-barreled shotgun, and blowing his head off (NSFW) | A cat sleeping with a teddy bear

FiftyFifty

(50/50) A girl sleeping with her dog (nsfw)| Eye out of it socket (nsfw)

FiftyFifty

I told a guy from craigslist I wasn't interested. He sent me a bunch of angry emails insulting me then sent me this picture to show how much better he is than me. He claims beautiful women PAY him to sleep with him.

cringepics

Pornstar Dillion Harper is auctioning off the opportunity to have sex with her. Do you think women would pay to sleep with a young millionaire?

mangonewild, KeepitClassy

(50/50) Little kitten sleeping with adorable puppy/ A fat man's ass pubes (NSFW/NSFL)

FiftyFifty

Sweet Dreams There she sleeps, with her head on my thigh. Lovely face, with my cock just nearby. Peaceful smile; bet she’s dreamin’ Of the taste of my semen. That should tell you: I’m one lucky guy!

nsfw, nsfw_funny

MRW the girl I was sleeping with says that she wants to do a 180 and get her life on track...

shittyreactiongifs

MRW my BF wants to open the relationship and sleep with other girls because my “vagina is too loose” [NSFW]-ish

TrollXChromosomes

Alison in "Sleeping with Other People"

AlisonBrie

Alison's butt in "Sleeping with Other people"

AlisonBrie

Alison Brie - ‘Sleeping with Other People’ (2015)

WatchItForThePlot

TIL that Bernie Sanders is the dankest person you'll ever sleep with

circlejerk

Alison Brie "Sleeping with other people"

WatchItForThePlot, fuxtaposition, celebnsfw

Alison Brie from "Sleeping With Other People"(NSFW)

Celebs, CelebrityButts

Lonely in bed, will you sleep with me? [F]

gonewild, AsiansGoneWild, DragonitesPrincess

Anon Sleeps with Teacher

4chan

Was joking around with this animation for a photoshop battle called "This dog sleeping with its eyes open" but that thread 'll probably get buried. Figure I'd fire it up over here in r/gifs as well. It's not NSFW, but more like "mature" cartoon content.

gifs

I would like to sleep with pillows like these

Stacked

I never sleep with clothes on [f]

PetiteGoneWild

who else still sleeps with a nightlight? [f]

gonewild, RealGirls, Gonewilds_Secret, GonewildPlug, JustTheTop

I've been told by some men that I'm the only person with a penis that they'd consider sleeping with... What about you? ❤️

TotallyStraight

Nicole Kidman - I want to spread those legs and fuck her pussy with my hard cock and shoot my load deep inside her then sleep with my cock inside her ?

JerkOffToCelebs

WILL YOU SLEEP WITH ME? [F] (Eternity_Zinogre + Silver-Spirit666)

yiff, FurrySoftcore

Will You Sleep With Me? [F] (Eternity-Zinogre)

yiff

Ruby wants to sleep with you tonight (TwistedScarlett)[RWBY]

rule34, RWBYNSFW, FictionalBabes

Would you like to sleep with mommy?

AnimeMILFS, CedehsHentai

I think she wants to sleep with you

chiisaihentai

Can I sleep with you tonight?

Nekomimi

How to sleep with the additional 20 lbs of weight you gained over the holidays.

disneyvacation, vore_irl

Come sleep with me ❤️

traps, TGirlSweatPants, tbulges, CedehsQueue

Come sleep with mommy

AnimeMILFS, BigAnimeTiddies, u_afterdarkstash

Would you let her sleep with you?

hentai, AllHentai, u_starstruckenf

It's getting cold so I'd like it if you sleep with me

ecchi

“I sleep with your name on my lips...” [f][OC]

curvy, u_sush58

My latina wife thinks latina men (like me) are disgusting and she refuses to sleep with me, but has sex with white men on a regular basis

raceplay, happycuckold, Misogynyfetish

Trying To Sleep With A Biosuit On

biosuits, hentaibondage, HentaiCity

Cum sleep with me

AraAra, AnimeMILFS, u_Darius-add, u_ICameForTiddies

Aqua sleeping with Mea [Hololive]

yuri, Hololewd, HentaiCity

Q. Will you sleep with me?

minus8

I'm a little sleepy, are you coming to sleep with me?

SlimandStacked, youngporn, bodyperfection, u_johncasa909

Do you like when a frisky girl sleep with your old t-shirt with nothing more underneath?

onmww, TheMomNextDoor, gonewild30plus, VerticalGifs

Do you want to sleep with me?

hentai

All I needed was a passing grade. I never expected to sleep with my Professor for it....One night of HOT SEX where I let him do whatever he wants with me.... Neither of us expected it to be more than one time, until it happened again... and again... FULL

WMAFPorn, xxxcaptions, SluttyOnlyfans, GoneWildOnlyfans, onlyfansgirls101, AsiansGoneWild, AsiansGoneErotic, asiangirlswhitecocks, Nude_Selfie, Onlyfanspromoshoutout

I just had a nightmare... can you sleep with me please?

PetiteGoneWild, adorableporn, xsmallgirls

It’s too hot to sleep with pyjama on

OnOff, u_wonder2368, Amazing_Models, u_armonty31, u_mmaddlaxx, Romeochoice, Awesomenoods, u_Gadget2205, GenericPornSubreddit