‘heels’ stories

Active tags
stockings (197)lingerie (88)bondage (85)anal (78)collar (68)lesbian (59)submission (55)pantyhose (53)star wars (50)jedi (48)fetish (48)femdom (47)oral (46)bdsm (46)cuffs (43)panties (39)slut (39)skirt (37)threesome (37)feet (36)dress (34)corset (34)slave (33)blonde (33)blowjob (32)steel (31)mistress (31)cum (30)sissy (30)legs (30)handcuffs (29)leather (28)wife (27)high heels (26)nylons (25)chastity belt (25)mom (24)milf (24)mother (23)humiliation (22)masturbation (22)shoes (22)boots (22)public (20)voyeur (19)dildo (19)crossdresser (18)hose (18)spanking (18)teacher (17)interracial (17)facial (17)crossdressing (17)office (17)shackles (17)mature (16)cuckold (16)domination (16)ass (16)forced (15)blackmail (15)submissive (15)son (15)cheating (15)blow job (15)stilettos (14)boss (14)exhibitionist (14)suspenders (13)secretary (13)stiletto (13)foot fetish (12)asian (12)cunnilingus (12)student (12)foot worship (12)toes (12)black (12)garter belt (12)hotel (11)lipstick (11)thong (11)smoking (11)chastity (11)seduction (11)group sex (11)incest (11)garter (11)butt plug (11)redhead (10)tease (10)older woman (10)orgy (10)nylon (10)crossdress (10)makeup (10)friends (10)brunette (10)latex (10)bra (10)teasing (10)coed (9)master (9)humilation (9)transvestite (9)watching (9)maid (9)romance (9)voyeurism (9)straight (9)control (8)fingering (8)big tits (8)younger man (8)strap on (8)black cock (8)shower (8)husband (8)gangbang (8)nipples (8)vibrator (8)stranger (8)exhibitionism (8)work (8)lesbian sex (8)toys (8)group (8)tranny (8)gag (8)mind control (8)cumshot (8)bukkake (8)reluctant (7)satin (7)shaved (7)fantasy (7)swallow (7)blindfold (7)naked (7)bbc (7)dominatrix (7)cum eating (7)blouse (7)feminization (7)cross dressing (7)mini (7)trans (6)deepthroat (6)sex (6)stuck (6)nurse (6)domme (6)anal sex (6)foot job (6)mdom (6)miniskirt (6)police (6)reluctance (6)gang bang (6)teen (6)masturbate (6)cum in mouth (6)whore (6)cock (6)pussy (6)fsub (6)slavegirl (6)exhibition (6)bikini (6)sexy (6)creampie (6)aunt (6)piercings (5)female submissive (5)blondes (5)older (5)toe sucking (5)busty (5)footjob (5)bisexual (5)cheat (5)worship (5)shemale (5)erotic (5)restraints (5)uniform (5)pregnant (5)mmf (5)kiss (5)fuck (5)beach (5)swinging (5)college (5)double penetration (5)long nails (5)shopping (5)stocking (5)love (5)male dominant (5)public sex (5)silk (5)dirty talk (5)sub (5)petite (5)kitchen (5)cream pie (5)gloves (5)daughter (5)strapon (5)cheating wife (5)hot wife (5)second person pov (5)wedding (5)standing (5)pegging (5)nude (5)pictures (5)date (5)kissing (5)big cock (5)tgirl (4)dresses (4)gay (4)fucking (4)stripper (4)father (4)leggings (4)school (4)bound (4)garters (4)black man (4)tights (4)wife sharing (4)
heels

Masturbating to a Woman in Heels

Meeting a woman to masturbate.

Fetish 08/25/2018

College Girl Plays a Game of Nerve

College girl plays a sexy game.

Exhibitionist & Voyeur 08/24/2018

Musical Chairs at a Party

A game of musical chairs turns very naughty.

Erotic Couplings 08/23/2018

Co-Worker in Come-Fuck-Me Heels

A sexy co-worker shows up for event in high heels.

Fetish 08/11/2018

Samantha Finds Her Calling

Samantha is introduced to Stephanie.

Lesbian Sex 08/02/2018

Wife Goes Too Far

A wife goes too far with flirting on a trip.

Erotic Couplings 07/31/2018

My Fantastic Transformation

A naughty dream I had of transformation and ecstasy.

Transsexuals & Crossdressers 07/24/2018

Caught Embezzling

Couple get caught embezzling.

NonConsent/Reluctance 07/21/2018

Mom's Friend in a Short Skirt

My mom's friend teases in a short skirt.

Erotic Couplings 07/18/2018

Admiring a Woman Shoe Shopping

A sexy woman shopping.

Fetish 07/14/2018

Sissy Meets Master's Lady Friend

Sissy continues training on becoming a proper girl.

Transsexuals & Crossdressers 07/13/2018

Boutique Invasion

Teenage gangster girls storm into a posh luxury boutique.

NonConsent/Reluctance 07/09/2018

Angels Among Us Ch. 01-02

A young man is tricked into becoming a Good Girl.

Sci-Fi & Fantasy 07/05/2018

Wrestle for Carol

The loser will be spanked and watch the winner fuck Carol.

Erotic Couplings 07/05/2018

Client Satisfaction: High Heels

Taking turns while she’s bent over in heels.

Group Sex 06/20/2018

A New Chapter Pt. 01

Colleen decides to prove her love for Daddy.

Incest/Taboo 06/12/2018

Mother Says...

Mother likes being a dominatrix for her son.

Incest/Taboo 05/23/2018

Getting to Know My Nephew Ch. 01

Getting to know my nephew at my sister's wedding.

Incest/Taboo 05/18/2018

Panty Boy Diaries: Entry 01

My first time being a submissive sissy bottom.

Transsexuals & Crossdressers 04/28/2018

My Best Friend's Girlfriend Ch. 12

Sarah brings Maria home but needs help being dominant.

Mind Control 03/20/2018

Jen's Birthday Pt. 01

Couples rendezvous for a sexy weekend.

Group Sex 03/16/2018

A Fateful Trip Pt. 04

The blackmail worsens.

Transsexuals & Crossdressers 03/13/2018

A Fateful Trip Pt. 03

The blackmail gets worse as I fall into my new routine.

Transsexuals & Crossdressers 03/12/2018

A Fateful Trip Pt. 02

A bad decision leads to more of the same.

Transsexuals & Crossdressers 03/10/2018

A Fateful Trip Pt. 01

A trip to buy shoes leads to being stuck in them.

Transsexuals & Crossdressers 03/09/2018

The Long-Haul Driver Pt. 02

The journey to the road continues.

Fetish 03/01/2018

The Long-Haul Driver Pt. 01

This is the start of what could be a long journey.

Fetish 02/28/2018

Farmers Market

Husband enjoys visitor's legs, feet, and toes - and more!

Fetish 02/05/2018

Elusive Desire

A man is hypnotized by heels and worships his new mistress.

Mind Control 01/30/2018

Miss Hong Kong's Long Night

Stewart arrives in Hong Kong.

NonConsent/Reluctance 01/11/2018

Aunt Carla Ch. 08

Chastity device finally comes off.

Incest/Taboo 01/05/2018

Adventures of an American Girl Ch. 01

Jenni fucks her mom's new boyfriend while she's at work.

Erotic Couplings 12/24/2017

A Merry Christmas Lock In

A close knit group of friends get trapped in Mall...

Transsexuals & Crossdressers 12/19/2017

Life With Miss Ida Ch. 06

Sissy is in for a BIG surprise tonight!

Transsexuals & Crossdressers 11/26/2017

Life With Miss Ida Ch. 05

Miss Ida introduces Sissy to a vibrator.

Transsexuals & Crossdressers 11/25/2017

Life With Miss Ida Ch. 03

Sissy & Miss Ida start to explore more!

Transsexuals & Crossdressers 11/23/2017

Working at the Sperm Bank Ch. 05

Alyssa keeps her virgin neighbor company for the night.

Erotic Couplings 11/13/2017

How Slutty Can You Get?

Andrea Londo uses her charm - and ass - to get the role.

Celebrities & Fan Fiction 10/26/2017

King and Queen

Karl worships dominant woman's feet.

Fetish 10/18/2017

A Conversation with a Lady

A short sissy fantasy inspired by Gemsissy's shopping trips.

Transsexuals & Crossdressers 10/12/2017

The Dinner

A sensual 3-course-menu.

Erotic Couplings 10/03/2017

Felix's Wonderful Night

Young athlete finds the girl of his dreams.

Erotic Couplings 09/30/2017

One of the Girls

Mike would do anything for his crush Tiffany. Anything.

Transsexuals & Crossdressers 09/30/2017

What are Sisters For?

Salesman benefits from man's transformation.

Transsexuals & Crossdressers 09/26/2017

The Classy Bitch

Sarah, the color guard captain, wants to fuck her instructor.

BDSM 09/22/2017

Snowbunnies

Sissy are you sure you want your gf into BBC?

Transsexuals & Crossdressers 09/18/2017

Tights of a Teacher Ch. 01

Adam finds love in his teacher and her tights.

Fetish 09/16/2017

Hotel Sex Pt. 03

Continuation of hot sex following some friendly advice.

Erotic Couplings 08/24/2017

A Stunning Secret

Girlfriend's mother, a secret, and a life-changing moment.

Mature 08/22/2017

Alex's Sissy Time Goes Wrong Ch. 03

Alex starts his sissification with his daddy online.

Transsexuals & Crossdressers 08/17/2017

The Party

Daddy teases and denies his submissive girl pet.

BDSM 08/11/2017

The Girls College Ch. 01

Miss Smith collects her new student.

NonConsent/Reluctance 08/09/2017

Scene from a Bathroom

A trainee sub's failure is too intoxicating for her Mistress.

Transsexuals & Crossdressers 07/29/2017

Double Feature

Kitty gets several fantasies fulfilled in one amazing night.

Interracial Love 07/26/2017

Woulda Shoulda Coulda No More Ch. 01

After 20 years, we finally had our chance to be alone.

Erotic Couplings 07/17/2017

Orchid Ch. 02

Ex-sanguination/Tourniquet.

Transsexuals & Crossdressers 07/01/2017

Slut Reprogramming: Megan Ch. 01

Start of a journey of slutty discoveries.

NonConsent/Reluctance 06/28/2017

Inheritance (One Week Chronicles)

Gary is forever changed as Louise and Jade enter his life.

Transsexuals & Crossdressers 06/23/2017

Crossfire Ch. 04

PA loves to use boss's face to celebrate her birthday.

Lesbian Sex 06/13/2017

The Trade Show Pt. 03

Georgia and Cindy get to know each other better.

Transsexuals & Crossdressers 05/28/2017

The Trade Show Pt. 02

Georgia's first meeting with Cindy.

Transsexuals & Crossdressers 05/27/2017

The Trade Show Pt. 01: Exposed

He visited a trade show with lingerie under his clothes.

Transsexuals & Crossdressers 05/26/2017

She Gets Him to Propose

She realizes how being femdom is key to her marriage.

BDSM 05/25/2017

The Bridesmaid Pt. 03

The Finale: post-wedding adventures for the Bridesmaid.

Transsexuals & Crossdressers 05/23/2017

Down the Rabbit Hole

A love of stockings leads to further experimentation.

Transsexuals & Crossdressers 05/14/2017

Mind Control Therapy

An ex-con who can control minds becomes a psychologist.

Mind Control 05/12/2017

A Thank You to Remember

Wife thanks her husband for cleaning the kitchen.

Loving Wives 05/07/2017

Mistress Jones Ch. 03

The school nurses continue ruthlessly teasing me.

Fetish 04/28/2017

Smile, Wave and Close the Blinds

A hot blonde girlfriend sparks plenty of attention.

Exhibitionist & Voyeur 04/26/2017

Mistress Jones Ch. 02

My preliminary exam is handled by two very attractive nurses.

Fetish 04/21/2017

Naughty Fiancée Ch. 04

Naughty Fiancee Cheats.

Interracial Love 03/26/2017

Naughty Fiancée Ch. 03

Naughty Fiancée Cheats.

Exhibitionist & Voyeur 03/01/2017

Menage a Trois Ch. 09

Steve and Sandy talk about Lisa and Steve's nun fantasy.

Novels and Novellas 02/20/2017

The Hole Cost of Heels

Barmaid becomes girlfriend to buy expensive heels.

Anal 02/03/2017

Sissy Life: 50 Days in Chastity

A sissy 'celebrates' 50 days.

Transsexuals & Crossdressers 01/25/2017

Christmas Present Pt. 02

Wife goes Slutty for Husband and enjoys it.

Anal 01/24/2017

My Valentine

CD Jessica celebrates Valentine's Day.

Transsexuals & Crossdressers 01/24/2017

A New World

Mature wife teaches younger man.

Loving Wives 01/15/2017

Sissy Life Pt. 04

A sissy prepares to be whipped.

Transsexuals & Crossdressers 01/08/2017

Video Story: Arabella in a Rubber Dress

She's super-sexy in her tight rubber dress and high heels.

Fetish 01/07/2017

Sammy's Panties Pt. 03

A man's fascination with women's intimate apparel.

Fetish 11/27/2016

Naughty Fiancée Ch. 02

Naughty Fiancée Cheats.

Interracial Love 11/21/2016

Alex's Sissy Time Goes Wrong

Alex's sissy masturbation goes horribly wrong.

Transsexuals & Crossdressers 10/30/2016

Star Wars: Return to Trigalis Ch. 04

Ta'tan'ia betrayed again, and winds up back in bondage.

Celebrities & Fan Fiction 10/29/2016

Star Wars: Return to Trigalis Ch. 03

Jedi Ta'tan'ia is brainwashed!

Celebrities & Fan Fiction 10/26/2016

Star Wars: Return to Trigalis Ch. 02

Jedi Ta'tan'ia is betrayed and captured!

Celebrities & Fan Fiction 10/22/2016

Star Wars: Return to Trigalis

A sexy Jedi Knight is sent to investigate a gang of bikers!

Celebrities & Fan Fiction 10/19/2016

Crossfire Ch. 03

Boss lets PA ride her face at company retreat.

Lesbian Sex 10/18/2016

Crossfire Ch. 02

Working late has its benefits when your PA wants you bad.

Lesbian Sex 10/13/2016

The Stewardess

A dreamy nighttime flight.

First Time 10/08/2016

Crossfire

Busy businesswoman enjoys oral in a plane bathroom.

Lesbian Sex 10/07/2016

Sara and Steve... Again

Sara and Steve find each other again...

Transsexuals & Crossdressers 09/30/2016

5-Step Plan

A night time jog turns into a night of torture.

Transsexuals & Crossdressers 09/29/2016

Naughty Fiancée Ch. 01

Naughty Fiancée cheats.

Interracial Love 09/07/2016

Sara Shows Her New Man Self Love

Sara meets an admirer and fulfills his fantasy of watching.

Transsexuals & Crossdressers 08/27/2016

The Loft Pt. 01

A slaveboy serves his Queen and her Court.

BDSM 08/25/2016

My First Time Pt. 02

Jessica and Eric define and continue their relationship.

Transsexuals & Crossdressers 08/10/2016

Teacher's Pet Ch. 01

James and his teacher have some foot fun.

Fetish 07/28/2016

The Quiet House Ch. 01

Ben finds something in the bathroom from his mom.

Incest/Taboo 07/08/2016

Aunt Comes to Florida Pt. 01

Sexy aunt loves being with parents.

Incest/Taboo 07/08/2016
123456...8
Active tags
heels
Separate tags with commas. More info in the FAQ
Related Tags