Jizz

I'm so excited! Today, I had anal sex for the very first time, and also 69'd for the first time with my husband! Oh happy day :)

gonewildcurvy

Anal for the first time!

hentai

Anal [F]or the first ti[m]e

gonewild

Anal [F]or the first ti[m]e

gonewild, GWCouples, Amateur

TeensAnalyzed 17 Feb 2012 Samantha and Scott - The first anal target - 001010.92.495x278

PornGifsbyBot

The TOTAL FIRST ANAL PENETRATION of Peta Jensen (GIF)

nsfwhardcore, manandwoman, all_nsfw_gifs

"anal on the first date is a deal breaker even if i ask for it"

fucktheredpill

The first and only real Anal of Kirsten Price

nsfw, NSFW_GIF

Buttplug (from her twitter) Also, any news on the first anal scene?

nicoleaniston, buttplug

The first time Mom tried anal was with my bully

mommybully

Beautiful Riley Reid First Double Penetration

RileyReid, buttsthatgrip, anal_gifs, MasterOfAnal, porn_gifs, The_Best_NSFW_GIFS, dirtysmall, LegalTeensXXX, LegalTeens, nsfwhardcore, nsfw_gifs

The first cumshot from a little anal play, gonna go for round too now and not hold back!

jacking, RedditorCum

When you're really excited to try anal for the first time and to feel something up your rear hole but then he sticks it in and you're let down (not by the dick but by the anal God I fucking hate anal give me a vagina)

TransAss

Anal always (f)eels like the first time!

wifeshare

I heard you and it’s a tie! First up with the skirt ??

Sissies, FemBoys, traps, GoneWildCD, tbooty, BBCsissies, u_Anal-Canal, trapsgonewild

She bought this to prepare for letting (m)e fuck her in the ass for the first time.... Flaccid dick for scale. No wonder it didn't fit once we got to trying anal for the first time.

gonewild

Anal on the first date

hentai, Hentai4Everyone, HentaiAnal, rape_hentai, CumHentai, u_BLOODHAVEN72, u_DraygoFett, sex_comics, u_trina077

[f] My first time using a toy in my ass but it won’t be the last! Quarantine has me trying all sorts of new things ?

analgonewild, anal

[M][F] My wife wanted to know how a vibrator felt in her ass for the first time. 20 minutes later she wanted more, and we both had anal sex for the first time in our lives. Even 40-somethings can learn new tricks!

couplesgonewild, gonewild, gonewildcouples, GWCouples, NaughtyWives, AnalGW

Depraved Schoolgirl Agreed To The First Anal

SchoolgirlsXXX, 18plusPubliC

Lube didn’t come in the zail today so I could only admire it against my skin. Thought you all may appreciate my first lewd pic on BD.

BadDragon, orgasmiccontractions, Anal_witch, alteredbuttholes, SourcePornMaker, tipsdonttouch, KenzieReeves, onlyfanshottest, BonnieRotten, Vore

Shy Young Teen First Time Ass Fucked

royalporn, buttsex, The_Best_NSFW_GIFS, anal_gifs, iwanttobeher

Another hotpast...her she is with her ex right before the first time she did anal. He planned a romantic getaway so he could fuck her raw in the ass. First time didnt go so well but apparently she got drunk and they tried again and she loved it.

hotpast

First time trying to take the knot anally was unsuccessful but boy it was fun trying ?

BadDragon

Schoolgirl Decided On The First Anal Sex

NotInThePussy

Depraved Schoolgirl Agreed To The First Anal

QualityBlowjob

Depraved Schoolgirl Agreed To The First Anal

NotInThePussy, GirlsinSchoolUniforms

Throwback to one of the first anal scenes I saw in 2010

u_irresponsiblytrini

I'm waiting for my boyfriend while he takes a shower. I am very worried, so today will be the first anal. If everything goes well, I will shoot a video.

NSFW_GIF, PornGoliath

Anal Porn only is the first step towards becoming pussyfree

GOONED

My first time double stuffed for the internet ?

doublepenetration, dildo, anal, AnalGW, AdorableOnlyfans, OnlyfansXXX, Slutsofonlyfans, OnlyFans101, u_cinnamonxkitten, nastysluts, u_Lunch_Necross, u_maverickdrake6, u_princedevittbcog

First post here! Who want to be the first one that fucks me anal?

ass, Nudes, fitgirls, pussy, collegesluts, FitNakedGirls

Like the first time! DP nostalgia with Katrin Tequila (Double penetration, deep throat, anal squirt, hard deep balls anal) NRX

legalporno

Anal on the first date? xf]

Whitney_Westgate

Anal on the first date? YEAH!

booty_queens

Anal on the first date? [F]

assholegonewild, WomenBendingOver

Anal on the first date?

booty_queens, whooties, u_dangeroustuffy

Want to see a sub in all her slutty glory? Now's your chance. $3.99/30 days. 20% off. Top 12% of creators in the first month, come find out why. BDSM, BJ, Anal, lots and lots more kinks that i love showing off. No Required PPV have 60+ posts in the first

OnlyFans101, OnlyFansReds

Anal on the first date? ?

booty_queens, thickwhitegirls