He Wants My Cock on the First Date?!

23:43

Emily Adaire

Published: 08.06.2025 More info Hide

I didn't see that coming! I had a feeling Bruce and I would end up hooking up on our first date - but I was surprised when he wanted to suck my cock and feel it in his ass! I start by going down on him, then he returns the favor. He fucks my ass first - but once he sees how hard that gets me, he’s eager to feel me too. So I fuck him right back and finally cum all over his face. (English)

Emily Adaire videos

54 faphouse vids

110 fanclub vids

10 vids

Emily Adaire: Fucking Fuckboys - It’s My Turn Now!

Fucking Fuckboys - It’s My Turn Now!

Emily Adaire: German TS Surprised by a Creep - as a Punishment, He...

German TS Surprised by a Creep - as a Punishment, He Is Being Fucked Hard and Pissed on

Emily Adaire: Jerking off My Morning Wood with New Toy

Jerking off My Morning Wood with New Toy

Emily Adaire: She's Tired of Guys? Fortunately Girls with Cocks Exist...

Buy this video for

$20

She's Tired of Guys? Fortunately Girls with Cocks Exist...

Emily Adaire: Striptease with PVC corsage and leather leggings - Emily Adaire TS

Striptease with PVC corsage and leather leggings - Emily Adaire TS

Emily Adaire: Gianina and I Take Turns Fucking Each Other!

Buy this video for

$19

Gianina and I Take Turns Fucking Each Other!

More videos like this

MySchoollife TS: Girl Teaches a Nerdy Guy How to Suck a Big...

Girl Teaches a Nerdy Guy How to Suck a Big Trans Dick - Couple Shares the TS CockMySchoollife TS

Elizabeth Stewart: Fucking a Boy in the Train

Buy this video for

$45

Fucking a Boy in the TrainElizabeth Stewart

Chicks with Dix: Sweet enjoying in shemale cock

Sweet enjoying in shemale cockChicks with Dix

Hot TRANSformations: Sexy stud gets fucked in the ass by her huge...

Sexy stud gets fucked in the ass by her huge cock by weight benchHot TRANSformations

TS Seduction by Kink: Captain Renata D'avilla

Captain Renata D'avillaTS Seduction by Kink

Emily Adaire: Can you help me to get the cockring off? :O

Can you help me to get the cockring off? :OEmily Adaire

Emily Adaire: Dick Comparison! Is Mine Really Bigger Than Yours?

Dick Comparison! Is Mine Really Bigger Than Yours?Emily Adaire

Emily Adaire: Booty camp: Emily Adaire ts' ass workout

Booty camp: Emily Adaire ts' ass workoutEmily Adaire

She-Male X: Hot lovely transsexual moments!!!

Hot lovely transsexual moments!!!She-Male X

Katie Fox: Two Trannies Destroy Mans Ass

Two Trannies Destroy Mans AssKatie Fox

TS Seduction by Kink: Tss Goes on Location to the Beautiful Beaches of Brazil

Tss Goes on Location to the Beautiful Beaches of BrazilTS Seduction by Kink

Emily Adaire: Do you like my little winter fur? Let’s jerk off...

Do you like my little winter fur? Let’s jerk off together!Emily Adaire

Emily Adaire: Hard Rock or Rockhard - I Got Fucked by Jamie Kelly!

Hard Rock or Rockhard - I Got Fucked by Jamie Kelly!Emily Adaire

Emily Adaire: How late is it? Time to masturbate! Emily Adaire jerks...

How late is it? Time to masturbate! Emily Adaire jerks off in white pantyhoseEmily Adaire

TRANS-ATLANTIC: Black Tranny with Monster Cock Gives a Blowjob with a...

Black Tranny with Monster Cock Gives a Blowjob with a Finger in the Ass to a Guy and Then Ass Fucks HimTRANS-ATLANTIC

Jaz: Guy Suckind Shemale Dick

Guy Suckind Shemale DickJaz

Emily Adaire: Reunion with a Happy Ending

Buy this video for

$25

Reunion with a Happy EndingEmily Adaire

_Sissy: Sissy Deep Fisting 23 - Fishnet Fisting

Sissy Deep Fisting 23 - Fishnet Fisting_Sissy

TRANS-ATLANTIC: Fantastic Black Shemale with Monster Cock Ass Fucks and Cums...

Fantastic Black Shemale with Monster Cock Ass Fucks and Cums Young GayTRANS-ATLANTIC

Emily Adaire: Tied up and fucked - sissy at my mercy

Tied up and fucked - sissy at my mercyEmily Adaire

She-Male X: Never again without your huge black cock

Never again without your huge black cockShe-Male X

Emily Adaire: I Came so Hard! Emily Vs Fuckmachine

I Came so Hard! Emily Vs FuckmachineEmily Adaire

She-Male X: Big transsexual cock power!!!

Big transsexual cock power!!!She-Male X

Emily Adaire: German trans girl is bored in her hotel room and...

German trans girl is bored in her hotel room and jerks off, Emily Adaire TSEmily Adaire

Lucy Essex CD: Big Cock Tgirl Barback Anal Fucks Mature Guy in Chastity

Big Cock Tgirl Barback Anal Fucks Mature Guy in ChastityLucy Essex CD

Dark Room VR: Blind Date Gone Wrong

Blind Date Gone WrongDark Room VR

TripleXTransMan: Trans Girl Fucks Trans Man

Buy this video for

$12.50

Trans Girl Fucks Trans ManTripleXTransMan

Pilar: Trans Latina 25 Cm Fucks Delicious Boy with Great Happy Ending

Trans Latina 25 Cm Fucks Delicious Boy with Great Happy EndingPilar

Big Bamboo Trans: Extreme Feminine Sensuality #3

Extreme Feminine Sensuality #3Big Bamboo Trans

NikkiGee: Come to Bed with Nikki

Come to Bed with NikkiNikkiGee

Emily Adaire: Sensual sex with Lina Mila

Sensual sex with Lina MilaEmily Adaire

Pilar: Subscribe and Watch More of My Videos

Subscribe and Watch More of My VideosPilar

Shemale World: Fantastic Sexy Vintage Shemale with Big Tits and Monster Cock...

Fantastic Sexy Vintage Shemale with Big Tits and Monster Cock Ass Fucks and Cums on Body Young GuyShemale World

Emily Adaire: Eggs 2 - Fetish Video with Ovipositor Dildo

Buy this video for

$20

Eggs 2 - Fetish Video with Ovipositor DildoEmily Adaire

Valera Toro: Big Ass Trans Takes the White Boy's Whole Cock Until...

Big Ass Trans Takes the White Boy's Whole Cock Until He Explodes with MilkValera Toro

Alli0419: Mexicana Chica Trans Get Blowjob From Her Boyfriend Until She...

Mexicana Chica Trans Get Blowjob From Her Boyfriend Until She Cum on His Face and in MouthAlli0419

NikkiGee: Big Dildo, Sexy Lingerie, Hard Orgasm, Watch Me Cum!

Big Dildo, Sexy Lingerie, Hard Orgasm, Watch Me Cum!NikkiGee

NikkiGee: Suck My Girl-dick, Bitches! Kneel Between My Legs and Suck...

Suck My Girl-dick, Bitches! Kneel Between My Legs and Suck Me, Don't Forget to Swallow!NikkiGee

Transcumzcom: Summer Fuck

Summer FuckTranscumzcom

BeeMaker: Putting Passive to Suck My Cock and Fucking His Ass

Putting Passive to Suck My Cock and Fucking His AssBeeMaker

BeeMaker: Shemale Big Dick Fuck Guy Domination

Shemale Big Dick Fuck Guy DominationBeeMaker

Emily Adaire: Secretly Fucked on the Class Trip

Buy this video for

$15

Secretly Fucked on the Class TripEmily Adaire

Shemale TS Collection: Ebony Ladyboy Bruna with Big Cock Fucks White Ass in...

Ebony Ladyboy Bruna with Big Cock Fucks White Ass in InterracialShemale TS Collection

She-Male X: My hot girlfriend pussy.....

My hot girlfriend pussy.....She-Male X

BeeMaker: Hot Trans Passive

Hot Trans PassiveBeeMaker

Indian Hijraji: College Desi Eunuch Has a Lot of Fun in the...

College Desi Eunuch Has a Lot of Fun in the Corn Cob Field at DuskIndian Hijraji

Indian Hijraji: Indian Shemale Pooja & New Boyfriend Slowly Kissing and Fuck

Indian Shemale Pooja & New Boyfriend Slowly Kissing and FuckIndian Hijraji

Orlandi480: Jerking and Cumming

Jerking and CummingOrlandi480

BeeMaker: Shemale Fuck Guy Big Dick

Shemale Fuck Guy Big DickBeeMaker

Elizabeth Stewart: Sexy Trans Student Girl Turns Teacher Into Her Bitch

Buy this video for

$50

Sexy Trans Student Girl Turns Teacher Into Her BitchElizabeth Stewart

Sissy Bailey Wilde: Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 2

Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 2Sissy Bailey Wilde

VictoriaSnijders: Asian Shemale Have Her Ass and Cock Penetrate

Asian Shemale Have Her Ass and Cock PenetrateVictoriaSnijders

Milady Silvia Helena: Slutty Crossdresser in White Lingerie and High Heels

Slutty Crossdresser in White Lingerie and High HeelsMilady Silvia Helena

Dolls with balls: Tranny brunette loves fucking her boyfriend

Tranny brunette loves fucking her boyfriendDolls with balls

Emily Adaire: A friend in need: Emily Adaire is desperate for some...

A friend in need: Emily Adaire is desperate for some cock, so she calls a friend overEmily Adaire

cd_aysemmm: My Mature Stepmom Is Cleaning

My Mature Stepmom Is Cleaningcd_aysemmm

Vickysucker: Straw with Love and Feeling to of Pleasure...

Straw with Love and Feeling to of Pleasure...Vickysucker

Danny Northwood: Hot cuban trans Cindy gets a blowjob in the taxi...

Hot cuban trans Cindy gets a blowjob in the taxi on the way to the beachDanny Northwood

Viper Fierce: Relaxing Bath with Cumshot and Dirty Talking to You

Relaxing Bath with Cumshot and Dirty Talking to YouViper Fierce

Orlandi480: Jerking off in Car

Jerking off in CarOrlandi480

KittyKaash: Kitty Kaash X Dani Stevens live on chaturbate - 4 of 4

Kitty Kaash X Dani Stevens live on chaturbate - 4 of 4KittyKaash

Shemale Chocolate: Bitch Boy!

Buy this video for

$37.50

Bitch Boy!Shemale Chocolate

Shemale World: Trans in guy, guy in trans...anal penetrated

Trans in guy, guy in trans...anal penetratedShemale World

Jayshana Lawton: Switch,now I'm Fucking His Ass,fucking His Ass Fucking My Man...

Switch,now I'm Fucking His Ass,fucking His Ass Fucking My Man Ass Fucking Raw BBC Trans Raunchy Thug AssJayshana Lawton

Josie Blade: Close up cumshot

Close up cumshotJosie Blade

Lilly Disgrace: Sissy Foot Tease

Sissy Foot TeaseLilly Disgrace

NikkiGee: Cage & Dildo

Cage & DildoNikkiGee

Shemale World: The girl with a hard cock is banged as she...

The girl with a hard cock is banged as she deservesShemale World

Emily Adaire: Do You Want to Cheat with Me? Trans Woman Fucks...

Buy this video for

$25

Do You Want to Cheat with Me? Trans Woman Fucks Trans ManEmily Adaire

NikkiGee: Sexy College Girl, with Something Extra!

Sexy College Girl, with Something Extra!NikkiGee

Lizzy Yum: Liz Young - Every Day #1 Electro Erotic Shock BDSM Key Padlocks...

Liz Young - Every Day #1 Electro Erotic Shock BDSM Key Padlocks Neck Thigh Waist Wrist Cuffs Mermaid Bound Legs SoundingLizzy Yum

Jayshana Lawton: Bootyy so Wettt King Was Still My Bitch on Da...

Bootyy so Wettt King Was Still My Bitch on Da Low!Jayshana Lawton

NikkiGee: Horny After a Day in the Office

Horny After a Day in the OfficeNikkiGee

AmberGoldCD: Sissy femboy crossdresser masturbating

Sissy femboy crossdresser masturbatingAmberGoldCD

Shemale World: Big black cock in the muscle guy...trans anal

Big black cock in the muscle guy...trans analShemale World

She-Male X: My sweet transsexual girlfriend....

My sweet transsexual girlfriend....She-Male X

Nikki Montero: 3 Trans Fuck Bareback and Creampi a Black Dude

Buy this video for

$87.50

3 Trans Fuck Bareback and Creampi a Black DudeNikki Montero

Hot TRANSformations: Bonus transgender compilation scene

Bonus transgender compilation sceneHot TRANSformations

Indian Hijraji: Beautiful Shemale and College Gay Fuking Oldest Room House Sissy...

Beautiful Shemale and College Gay Fuking Oldest Room House Sissy Hard FuckingIndian Hijraji

Viper Fierce: Sissy femboy in sexy outfit tries on different shoes and...

Sissy femboy in sexy outfit tries on different shoes and masturbates PART 1Viper Fierce