first-time

107 stories
Transgender19 min9h agoNew

First Time with a CD in Cumberland

A curious 32-year-old guy has passionate first-time sex with a 28-year-old crossdresser in a Cumberland motel.

first-time
Gay Male12 min19h agoNew

Rooftop Surrender: His First Time With a Black Man

Virgin accountant Grant loses his anal virginity to a hung black construction worker on the rooftop.

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First Time11 min1d agoNew

Hot Tub Virgin Surrenders to His Best Friend

Virgin Ryan loses his cherry to his best friend Hugo in the hot tub.

first-time
Age Gap10 min1d agoNew

Harvest Moon Surrender: Her Neighbor's First Touch

Virgin Gwen begs her hot neighbor Sullivan to be her first under the harvest moon.

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Anal11 min3d ago

Widow's Road Trip Surrender: Her Ass Awakens

Widow Carmen gets her virgin ass claimed by a hot stranger on her desert road trip.

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Transgender10 min3d ago

Yacht Waves: Her First Time Taking a Sissy

Renata takes her best friend's sissy brother for his first time on a yacht.

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First Time12 min5d ago

Reunited Long-Distance Virgins: Inked Skin and First Surrender

Long-distance virgin besties finally fuck each other senseless after years of secret pining.

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Anal11 min6d ago

Crush Next Door Claims Her Ass

Hana begs her cocky neighbor to stretch and wreck her virgin ass.

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Hotwife11 min6d ago

His Wife's Blessing in the Locker Room

Selena gives shy virgin Roman his first blowjob and fuck in the locker room.

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Taboo4 minSep 01

Crossed Sparks Claim Her Ass

Stepbrother pins me to the counter and claims my tight virgin ass.

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First Time7 minSep 01

Steam Room Stranger Becomes Him

Shy virgin guy gets his first gay fuck from a cocky stranger in the steam room.

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First Time13 minSep 01

Her Neighbor's Slow Karaoke Surrender

Shy virgin Imani loses her cherry to her neighbor's seductive R&B voice.

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Taboo20 minAug 30

Casino Suite Farewell Couch

Virgin stepbrother claims sheltered college freshman.

stepbrotherfirst-time
First Time33 minAug 30

Gym Floor After Closing

Virgin college girl seduces night-shift neighbor.

first-time
First Time24 minAug 29

Reunion Couch at the Party

virgin codys first time with neighbor leilani.

first-time
First Time5 minAug 29

Neighbor's House Sit Couch

virgin neighbor finds freshman on her couch.

voyeurismteasingdirty-talk
Taboo12 minAug 29

Her Stepsister's First Taste in the Hay

Riley and her tomboy stepsister sneak forbidden first-time pussy in the hayloft.

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Taboo27 minAug 28

Beach House Hall Pass

stepbrother grants virgin ingrid her first hall pass.

internal-monologuestepbrotherfirst-time
First Time32 minAug 28

Friends-with-Benefits in the Stockroom

Virgin college girl loses her cherry to her flirty coworker in the stockroom.

first-time
First Time5 minAug 27

Reunited Longing: Her First Night on the Farm

Virgin city girl Marisol loses her cherry to stepbrother Emmett on his farm.

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Interracial16 minAug 26

Record Store First Time

A white sorority neighbor craves her first BBC.

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First Time7 minAug 26

Reunited Long Distance First Night In The Suite

virgin couple's first time in luxury suite.

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Anal17 minAug 26

Divorcee Next Door Tastes First Anal

Divorcee neighbor offers Errol her virgin ass.

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Taboo21 minAug 25

Wife Watches Their First Time

Wife watches her stepson fuck her for the first time.

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