With first anal it's all about patience

With first anal it's all about patience

My girlfriend loves my big cock, but she always freaked out once it got too close to penetrating her tight virgin asshole. We've been dating for three months and pretty much tried everything in sex except for anal, so it was time to take it to a whole new level. It took me an hour of talking and gently playing with her anus, a huge amount of lube and maximum control to take it really slow and easy, but once I felt my cock deep inside of her ass.

Added: 9 years ago by Txxx

Brunette Blowjob Ass Dick Anal Big Cock Shaved Girlfriend Tight Pretty Asshole Virgin First Time Anal Anus Dating Penetrating Lube

Related Videos

Anal first-timer gets fucked

Anal first-timer gets fucked

Anus, First Time Anal, Redhead, Anal, Teen Anal Sex (18/19), Passionate, Teen (18/19)

Txxx

9 years ago

TUSHY My Girlfriend Megan Rain Gets Fucked in the Ass

TUSHY My Girlfriend Megan Rain Gets Fucked in the Ass

Megan Rain, Riding, Facial, Brunette, Gorgeous, Anal, Tight, Doggystyle

8 years ago

Asian Lana Croft Takes Huge Cum Load

Asian Lana Croft Takes Huge Cum Load

Lana Croft, Dick, Tits, Interracial, Black Cock, Asian Interracial Sex, Asian Blowjob, Lingerie

Txxx

7 years ago

Brian & Brenda in Anal First-Timer Gets Fucked - TeensAnalyzed

Brian & Brenda in Anal First-Timer Gets Fucked - TeensAnalyzed

Vanessa Bliss, Fingering, Small Tits, Redhead Anal Sex, Creampie, Virgin, Pussy, Passionate

Txxx

7 years ago

Her Pussy And Ass Need A Good Fucking

Her Pussy And Ass Need A Good Fucking

Evelyn Rhodes, Tight, Pretty, Asshole, Tits, Moaning, Facial, Big Cock

Txxx

7 years ago

Busty Whore Grinds Her Anus On The Cock

Busty Whore Grinds Her Anus On The Cock

Brooke Haven, Whore, Extreme Anal Sex, Brunette, Grinding, Blowjob, Dress, Busty

Txxx

8 years ago

Brunette Newbie To Anal Sex Gets Fucked

Brunette Newbie To Anal Sex Gets Fucked

Blowjob, First Time Anal, Brunette, Facial, Dick, Masturbating, Shaved

Txxx

8 years ago

Full Bodied Babe First Time Anal

Full Bodied Babe First Time Anal

Mandy Taylor, Cum Covered, Anal, Brunette, Wet, Natural Tits, Pussy, Spit

Txxx

8 years ago

Brandi Lyons Loves Rough Double Drilling

Brandi Lyons Loves Rough Double Drilling

Brandi Lyons, Dick, Anal, Slut, Desperate, Cute, Panties, Mature Gangbang

Txxx

8 years ago

Unforgettable first anal

Unforgettable first anal

Fucking, Ass, Dick, Cum, Blowjob & Cum, First Time Anal, Asshole

Txxx

9 years ago

Milfs Like it Big: I'll Teach You How To Fuck My Ex. Anita Bellini, Vittoria Risi, Mike Angelo

Milfs Like it Big: I'll Teach You How To Fuck My Ex. Anita Bellini, Vittoria Risi, Mike Angelo

Anita Bellini, Fat, Pretty, Teen (18/19), Asshole, Big Tits Anal Sex, Wet Pussy, MILF

Txxx

9 years ago

A time to go anal

A time to go anal

Anal Orgasm, Kissing, Tight, Creampie, Orgasm, Asshole, First Time Anal

Txxx

9 years ago

Amazing bisexual threesome

Amazing bisexual threesome

POV Blowjob, Fucking, Girlfriend, Teen Anal Sex (18/19), Bisexual, Hardcore, POV Anal Sex

Txxx

10 years ago

YES to anal proposal

YES to anal proposal

Big Tits Blowjob, HD, Dick, Hardcore, Girlfriend, Ass, Talk

Txxx

10 years ago

Skinny slut Loveina wants to feel a big dick in her tight anus

Skinny slut Loveina wants to feel a big dick in her tight anus

Russian Anal Sex, Slut, Russian Teen Anal Sex (18/19), Shaved, Tight, Natural Tits, Couple

7 years ago

Juicy looking brunette girlfriend takes a cock up her tight asshole

Juicy looking brunette girlfriend takes a cock up her tight asshole

Natural Boobs, Tight, Tits, Ass, Missionary, Big Tits Blowjob, Shaved

8 years ago

Guy gets his dick satisfied by blonde in laced, fishnets lingerie and younger brunette with natural tits.

Guy gets his dick satisfied by blonde in laced, fishnets lingerie and younger brunette with natural tits.

Dick, Teen (18/19), Asshole, Pretty, Tight, MILF Anal Sex, Lingerie

6 years ago

Big black rod into a tight asshole

Big black rod into a tight asshole

Dana Dearmond, Interracial, Handjob, Student, Tits, Fucking, Gagging, Black Cock

Tuboff

8 years ago

Asian brunette is fucking with ebony man

Asian brunette is fucking with ebony man

Mia Li, Interracial Anal Sex, Ass, Big Cock, Facial, Ebony Anal Sex, Anal, Black & Asian

Tuboff

8 years ago

Anal fuck for juicy brunette

Anal fuck for juicy brunette

Mila Marx, Face Fucked, Natural Boobs, Teen Anal Sex (18/19), Teen (18/19), Throat, Worship, Juicy

Tuboff

8 years ago

Big fake boobs Milf anal fucks pov for the first time

Big fake boobs Milf anal fucks pov for the first time

Silvia Saige, Fucking, Dick, Butt, Amateur, Anal, First Time, Ass

HDZog

7 years ago

TUSHY Being Riley Chapter 3

TUSHY Being Riley Chapter 3

Big Ass, Butt, Blowjob, Brunette, Ass to Mouth, Interracial, Interracial Anal Sex

HDZog

8 years ago

Pretty Asian Gets Her Ass Fucked

Pretty Asian Gets Her Ass Fucked

Cowgirl, Asian Anal Sex, Shaved, Cleaner, Tight, Asian Blowjob, Tits

7 years ago

Nasty Brunette Gets Double Penetration

Nasty Brunette Gets Double Penetration

Ariana Jollee, Cowgirl, Brunette, Gangbang, Messy Facials, Pretty, Doggystyle, Shaved

7 years ago

Dp For An Innocent Girl

Dp For An Innocent Girl

Wet, Facial, Amateur, Big Cock, High Heels & Stockings, Fucking, Natural Tits

7 years ago

Tina Kay Loves A Bbc Up The Ass

Tina Kay Loves A Bbc Up The Ass

Tina Kay, Facial, Pussy Licking, BBC (Big Black Cock), Dick, BBC Anal, Ass, Anal

7 years ago

Gorgeous Analled Russian Schoolgirl

Gorgeous Analled Russian Schoolgirl

Fucking, Cowgirl, Cumshot, Blowjob & Cum, Shaved, Teen Anal Sex (18/19), Tight

7 years ago

Beautiful girlfriend anal fucks in socks

Beautiful girlfriend anal fucks in socks

Big Cock, Jizz, Anal, POV Anal Sex, Teen POV (18/19), Amateur Anal Sex, Fucking

8 years ago

TUSHY Being Riley Chapter 3

TUSHY Being Riley Chapter 3

Pretty, Interracial Blowjob, BBC (Big Black Cock), Blowjob & Cum, Big Ass, Brunette, Anal

8 years ago

Brunette Takes It In The Ass For Hot Cum

Brunette Takes It In The Ass For Hot Cum

Facial, All Holes, Skinny, Shaved, Pussylips, Asshole, Butt

Txxx

7 years ago

Pretty Asian Gets Her Ass Fucked

Pretty Asian Gets Her Ass Fucked

Asian Anal Sex, Shaved, Petite, Butt, Hairless, Wet, Asian Couple

Txxx

7 years ago

Nasty Brunette Gets Double Penetration

Nasty Brunette Gets Double Penetration

Ariana Jollee, Riding, Doggystyle, High Heels, Big Cock, Blowjob, Hardcore, Messy

Txxx

7 years ago

Blonde Takes It Up The Ass On A Boat

Blonde Takes It Up The Ass On A Boat

Melissa Lauren, Big Tits Anal Sex, Brunette, Boyfriend, Tits, Boat, Skinny, Thick

Txxx

7 years ago

Cutie Licks Up Her Girlfriend's Anal Creampie In This Threesome

Cutie Licks Up Her Girlfriend's Anal Creampie In This Threesome

Alexandra Joy, Friend, Balls, Skinny, Shaved, Pussy, Gaping Hole, Blowjob

Txxx

7 years ago

This Blonde Gets Her Ass Fucked

This Blonde Gets Her Ass Fucked

Tracey Lain, Anal, Reverse Cowgirl, Balls, Interracial Anal Sex, Blonde, Outdoor, Dirty

Txxx

7 years ago

Pretty Brunette Gets Her Ass Fucked

Pretty Brunette Gets Her Ass Fucked

Mandy Bright, Public, Asshole, Messy, Shaved, Deepthroat, Butthole, On Her Knees

Txxx

7 years ago

Brunette Sucks And Fucks Guy Gal Watches

Brunette Sucks And Fucks Guy Gal Watches

Asshole, Legs, Fetish, Blowjob, Hardcore, Pussy, Sucking

Txxx

7 years ago

Lean Pretty Brunette Takes Monster Cock

Lean Pretty Brunette Takes Monster Cock

Pretty, Slim, Asshole, Ebony Anal Sex, Throat, Tight, Blowjob

Txxx

7 years ago

Young Tart Tries First Time Anal Gaping

Young Tart Tries First Time Anal Gaping

Brandi Lyons, Brunette, Fingering, MILF, Anal, Babysitter, Facial, Hardcore

Txxx

7 years ago

Brunette Coed Rides A Hard Stiffy

Brunette Coed Rides A Hard Stiffy

Dick, Blowjob & Cum, Big Cock, French, Coed, Thick, French Blowjob

Txxx

7 years ago

Mia Banggs Anal With Huge Black Cock

Mia Banggs Anal With Huge Black Cock

Mia Bangg, Tits, Black Cock, Blowjob & Cum, Asshole, Big Ass, Hardcore, BBC Blowjob

Txxx

7 years ago

Stranger Screws This Sexy Brunette Wife

Stranger Screws This Sexy Brunette Wife

Riding, Bitch, Husband, Doggystyle, Watching, Blowjob, Asshole

Txxx

7 years ago

Hot Blonde Gets Her Tight Ass Fucked

Hot Blonde Gets Her Tight Ass Fucked

Desire Moore, Blowjob, Big Cock, Cleaner, Doggystyle, Dick, Missionary, Sucking

Txxx

7 years ago

Tiffany Holiday Takes Large Cock Up Anus

Tiffany Holiday Takes Large Cock Up Anus

Tiffany Holiday, Cowgirl, Tight, Amateur Blowjob, Anal, Pretty, Blowjob & Cumshot, Big Tits Anal Sex

Txxx

7 years ago

Sucking cum out of another girl's ass. That's felching!

Sucking cum out of another girl's ass. That's felching!

Gina Lynn, Softcore, First Time Lesbian, Amateur, Blowjob, Nude, Deepthroat, Ass

Txxx

7 years ago

Special Delivery Only At The Backdoor

Special Delivery Only At The Backdoor

Alicia Rhodes, Black, Tits, Ass, Sucking, Blowjob, Couple, Lick

Txxx

7 years ago

Slutty Brunette Covinced To Do Anything

Slutty Brunette Covinced To Do Anything

Slut, Asshole, Blowjob & Cum, Lingerie, Hairless, Brunette, Shaved

Txxx

8 years ago

Cute Brunette Slut Takes It Up The Ass

Cute Brunette Slut Takes It Up The Ass

Slut, Tits, Brunette, Cute, Hairless, Natural Boobs, Pretty

Txxx

8 years ago

Sexy Brunette Gets Ass Fucked Poolside

Sexy Brunette Gets Ass Fucked Poolside

Mandy Bright, Bikini, Sloppy, Cowgirl, Hairless, Reverse Cowgirl, Pussy, Doggystyle

Txxx

8 years ago

Deja Dare Takes A Deep And Painful Double Penetration Fuck

Deja Dare Takes A Deep And Painful Double Penetration Fuck

Deja Daire, Blowjob, Panties, Doggystyle, Big Cock, Anal Pain, Young (18-25), Amateur Threesome

Txxx

8 years ago

Sexy Ebony Babe Has Screaming Anal Fuck

Sexy Ebony Babe Has Screaming Anal Fuck

Sydnee Capri, Blowjob & Cum, Shaved, Screaming, Ebony Doggystyle, Pussy, Blowjob, Outdoor

Txxx

8 years ago

Tight Chick Takes Big Black Anal

Tight Chick Takes Big Black Anal

Thick, Ebony Blowjob, Ass, BBC Anal, Asshole, Nipples, Dick

Txxx

8 years ago

Brunette Gets Her Pussy And Ass Fucked

Brunette Gets Her Pussy And Ass Fucked

Rachel Luv, Boyfriend, Dick, Stockings, Cowgirl, Fingering, Ass, On Her Knees

Txxx

8 years ago

Hot Blond Chick Loves It Up The Ass

Hot Blond Chick Loves It Up The Ass

Layla Jade, Shaved, Big Tits, Blowjob, High Heels, Ebony Big Tits, Ass, Blonde

Txxx

8 years ago

Brunette Anally Fucked By Boss

Brunette Anally Fucked By Boss

Elinor Gasset, Fat, Sucking, Dick, Fucking, Fingering, Tits, Pussy

Txxx

8 years ago

Veronica Jett Likes Them Thick

Veronica Jett Likes Them Thick

Veronica Jett, Throat, Cowgirl, Huge Cock, Hardcore, Tight, Pink Pussy, Fingering

Txxx

8 years ago

Redhead Babe in Lingerie Adores Anal

Redhead Babe in Lingerie Adores Anal

Stockings, Tight, Art, Fingering, Couple, Throat, Doggystyle

Txxx

8 years ago

Black Slut Gets Anal Fucked By 2 Cocks

Black Slut Gets Anal Fucked By 2 Cocks

Amateur Anal Sex, Black Girl, Fucking, Moaning, Amateur Gangbang, Ebony Blowjob, Tight

Txxx

8 years ago

Mya Takes It Up The Ass Finally

Mya Takes It Up The Ass Finally

Mya Mason, Brunette, Fucking, Bikini, Sucking, Dick, Butt, Ass

Txxx

8 years ago

Brunette Patricia Screwed In Both Holes

Brunette Patricia Screwed In Both Holes

Gangbang, Pussy, Tight, DP, Big Tits Blowjob, Facial, High Heels

Txxx

8 years ago