Jizz

Just as I promised, some anal exploration! This is the first thing I've ever had up my ass. When you don't have tools, you gotta improvise. (F)

gonewild

We like to play rough. After this picture he talked me into anal. Great time was had by all!

GWCouples

(f) I've never had anal! This is the second time I've thought about it, and I think I might be warming to the idea...

gonewild

Sorry for the bruises. She had never had an anal orgasm before.

ladybonersgw

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

had to make a new account :/ (former account:anal_king1)

GaybrosGoneWild

(f) Yes, I have had anal sex and I really like it ;)

gonewild

It had to happen "ass clapping" a combination of anal and twerking.

NSFWFunny

had a request [f]or anal panty stuffing that I just couldn't refuse.

gonewild

Tonight was a big night (f)or me: I had my first (pleasurable) anal experience. I think I'm hooked! ?

gonewild

Had anal right after

WouldYouFuckMyWife

I'm so glad I bought this little vibrator, I had my first anal orgasm last night with it. (F) PMs welcome

gonewild

(18f) This redhead just had anal sex for the first time and it felt a-ma-zing

gonewild

[18f] I had my first anal sex yesterday. It was A-MA-ZING

gonewild

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

gonewild, AnalGW, alteredbuttholes

Since Mom had been fucking my bully she had turned into his well worn bimbo anal whore

mommybully

For some reason, Jenna never had to worry much about other girls stealing her man. [threesome] [anal] [revenge]

xxxcaptions

She was a lot more adventurous than he was. It wasn't a bad thing, it just meant she had to be more direct. [anal]

xxxcaptions

I finally trained enough to use my dildo and also had my first anal orgasm today. I was left a throbbing, twitching mess in a pool of sweat, lube, and cum because I was too exhausted to move for 10 minutes after it

traaNSFW

[M/S] Ryan gladly let her son hump and jerk off on her when he felt the need. She had just one rule. No vaginal, anal, or oral penetration. You can guess where Jason's perverted attention is mainly focused.

wincest, nicecest

Are anal-loving Asians always on the naughty list? ? (sry about the shower sound, had to be quiet ?)

AsiansGoneWild

[F,20] Holy. Fucking. Shit. My dom tied me up with my first anal hook today and it was WAY more intense than I had imagined ?

Bondage, BDSMGW, AnalGW, buttplug, CollegeAmateurs, KINK_LITE

[F,20] I can’t believe that I’ve had 7 training sessions with my dom so far and this was the first time anything has gone in my pussy ? (He still made sure my anal training remained the priority though ?)

AnalGW, buttplug

You had a rough day...but don't worry, Mommy's gonna take extra-good care of her baby boy... [MAXIMUM MOMMY] [anal] [incest play] [healthy relationship] [wholesome(?)] [loving gf] [l-bombs]

Futadomworld, 2d_mommydom

So ya girl just had her first anal orgasm and OH WOW I don't even know what planet I am on anymore ?

traaNSFW

it's a shame she didn't had anal sex with manuel ferrara

AmyAnderssen

Would you believe me if I said "I swear it's my first time, I never had anal sex before!" ???

traps, TGirl_Feet

She had firm morals and firmer buttcheeks. [implied anal]

VanillaCaptions

This slut wife of mine has fucked her two FWB's bareback and let them dump their cum inside of her many times. She fucked her main FWB when she was pregnant, both times. He took her anal virginity before I had a chance, and he fisted her several times. I

slutwife

I wish Peta Jensen had done more anal

AnalEyes, PetaJensen, pornwhoreexpressions

Fact: The best orgasm I’ve ever had was from anal ?

AnalGW

She made my dreams came true when she climbed on top, put my cock in her ass, and started riding me. I had no idea she loved anal this much! Right after the clip ends she sat up and slid down my dick to base. It's her first time taking the whole thing ;)

GWCouples

Haven’t had anal in ages ?❤️ my ass needs to be used ?

AnalGW, collegesluts, RealGirls, hotrawsex, BreedingMaterial, Wallofpussy, onlyfansgirls101, TikTokNude, NaughtyWives, PacksLatinas, needysluts, NotInThePussy, whooties, Hottestredditors, BestPornCompile, BestNsfwCollection, Bananafight, Sexxxy, cocainegonewild

Secret: I've never had anal sex

asshole, assholegonewild, 2000sGirls, allpornnsfw, barelylegalteens, collegensfw, Nudes, SexiestPetites, YoungGirlsGoneWild, ultrahotness

If i had my way I'd have an anal hook up my hole 24/7... please daddy make it happen xxx [F]

BDSMGW, HornyOnlyfans

Fun fact: I've never had anal & i'm tight af

ass

You had no idea the sweet old woman next door was a lesbian. You also had no idea your wife loved anal so much. Imagine your surprise when you come home to discover both at the same time.

MsStealYourGirl, GrannyandherGirls

I crave anal more than I do vaginal. I wish I had a guy who would do anal only with me [f]

assholegonewild