Jizz

Teen enjoys anal for the first time [via r/porn_gifs]

nsfw

My virgin asshole. Want to try anal masturbation for the first time. Help me out ;)

nsfw

(F)irst anal... The cock was probably too big for (m)y first time ;) still a pussy virgin though.

gonewild

We just bought this beast. I really wanted the 8" but the SO was a little surprised at my choice instead of the tiny little anal plugs. It's going to be my first time tonight, I'm nervous! My wife is being awesome, I love her. I am about to go prepare!

Pegging

My g[f]'s first time with anal beads

analbeads, AnalGW

Feeling super horny and decided to give this subreddit another shot. Also debating whether or not to try anal masturbation for the first time...

mangonewild

Bella's anal first time face

BellaThorne18

So I tried [anal][gaping] for the first time... it's not much, but I loved it!

FullOfFantasies, AnalGW, WeAllGoWild

Sis wanted someone she could trust and experienced to do anal first time.

Incest_Gifs

Trying anal for the first time

nsfwhardcore, manandwoman

What do you think of this (f)reshly fucked butthole? First time I had anal sex with a real man lol

gonewild, AnalGW, alteredbuttholes

My coworker said he had anal sex for the first time last night. I made him this. NSFW?

aSongOfMemesAndRage

Ashe & Tryndamere try anal for the first time [ABBB]

Rule34LoL

Having anal sex for the first time

StruggleHentai

How I Fell in Love With Anal Sex. My first time with a real dick~~! [F+m]

WouldYouFuckMyWife, wifesharing

Roxy Lips in "Skinny Roxy Lips Wants To Try Anal Sex First Time"

JustStraightSex, RoxyLips

ISL - [MF] I love my view, this was the first time we tried anal and those shouts.

IndiansGoneWild

How to recover after having anal sex for the first time...

disneyvacation

[selling] Your space kitty is here for the first time ? I love being a submissive anal princess and role play (ageplay, schoolgir, slut-maidl...) Don't be shy if you want to fuck my ass ?

FetishLife, 18_19

tried anal for the first time yesterday, hurt a bit at the beginning but afterwards it was so great [oc]

curvy, petite, xsmallgirls, BigBoobsGW, HugeHangers, NSFWSnapchat

Really want to try anal for the first time

CuteGuyButts, GaybrosGoneWild

Recorded my first time cumming from anal

CumFromAnal, trapgifs, Sissies, ShemaleCumHandsFree, HandsFreeTrans, FemBoys

My wife being naughty the first time she let me photo us having anal

NaughtyWives, AnalGW

After seeing me like this, my boyfriend wants to try anal for the first time ? [f][24]

BDSMGW

Really want to try anal for the first time

CuteGuyButts, GaybrosGoneWild

Blonde Teen Trying Anal For The First Time

NSFWStorm, shewantstofuck, u_rad13kva

real first time teen anal with friends

Roughanal

Trying Anal For The First Time

NotInThePussy

Curvy Babe Anal Fucked For The First Time

NotInThePussy, curvy

College Girl Does Anal For The First Time

NotInThePussy

My first time doing anal with a toy.. I ended up loving it so much I DPed myself with my other dildo ???

ass, Baddiescentral

DAP Destination, Elisabetta Zaffiro 4on1 First Time DAP with Balls Deep Anal, Gapes, Creampie and Swallow GIO1715

legalporno, nsfwhardcore

College Girl Does Anal For The First Time

NotInThePussy

I finally started my anal training, it was my first time putting something up there !!

AnalGW, buttplug, ToysGW, dildo, Dildo_Gifs, MasturbationGoneWild, ass, asshole, assholegonewild, booty, booty_queens, BreedingMaterial, VerticalGifs, OutdoorRecreation, PublicFlashing, FlashingGirls, collegesluts, gonewildcolor, NaughtyWives, SpreadEm, u_Korn43

I've never tried anal, but there's a first time for everything:) [OC]

asshole, simps, GodAsshole, assholegonewild

?️ (ALBUM 402) DESI BEAUTIFUL INDIAN COUPLE FUCKING AND TRYING ANAL FIRST TIME (CLEAR HINDI VOICE) (PHOTO + VIDEOS)

Desihub, u_megagaper

I used my anal plug for the first time daddy! are you proud?

DadWouldBeProud

BARELY LEGAL 18YO YOUNG TEEN FIRST TIME EVER ANAL SQUIRTING - ISABELLA DE LAA LW030

legalporno

His big cock makes me cum anally for the first time. ?‍?

CollegeAmateurs

Protip: unless it's your first time this is a pretty scummy thing to do. [anal]

VanillaCaptions