Literotica Therapist Boobies Stories

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Deep Massage

by DJLit on Sep 11, 2017
Erotic Couplings

S: Would my Sir like a massage on his ass after a long afternoon sitting? I'll use my hands later. D: Ahhhhhh... a breast massage, now you're using your talents. S: Yes... boobies... oiled up boobies actually... and soft lips along your spine as they rub against your taut cheeks. D: You missed your calling... should have been a massage therapist. You wo...

Richard's Girls Ch. 01

by Maddisyn on Jun 4, 2019
Erotic Couplings

A is for Amber Amber is happily married to a businessman, a silver fox who fell for her innocent charm and bubbly personality. She admits to blonde moments but aware of its advantages. Worried about business absences causing personal issues, her husband accepted his personal assistant's suggestion and got her to make appointments for Amber with Doctor Lov...

Richard's Girls Ch. 03

by Maddisyn on Jun 4, 2019
Erotic Couplings

The girls visit their doctor Amber married a silver fox, a handsome and generous business man. Her husband's new personal assistant discovered Richard liked young and beautify women around him. Brianna also found there was more than a new job to get excited about. An unusual arrangement led to Amber seeing Brianna's doctor in the first of their three stor...

Feminizing First Step Ch. 04

by antares34 on Dec 10, 2019
Transgender & Crossdressers

(All characters are age 18+) It has been months since my mom and therapist started my sissy transformation. So many changes have happened! Shortly after placing me in a chastity device, they revealed to me that the "male hormones" I thought I had been taking were in fact just the opposite -progestogen and testosterone blockers to be specific. To be honest...

Mellow Yellow Ch. 21

by miskeivitch on Sep 16, 2017
Interracial Love

MELLOW YELLOW 21 Dr. Wu makes an urgent house call to cure Charles’ willie again The distinguished-looking woman mounted the steps of the stage. At first, one might think that she was wearing an ordinary business suit but a closer look revealed first one shapely leg, then the other, alternately flashing out the slit of the skirt. Dr. Wu mounted the steps...

Mellow Yellow Ch. 22

by miskeivitch on Sep 16, 2017
Interracial Love

Part 1: Susan Wu discovers an eager recruit for her clinic Cynthia-Dawn Yang had never been one of those Chinese students in your school whose homework was always prepared and perfect and went home to practise the piano for hours. She got by in life depending more on her good looks than on her abilities. It was rumoured that she had only graduated from high...

My Wife's Infidelity - Frat Sex Toy

by jw_kk on Sep 24, 2019
Loving Wives

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** With the usual caveats, this story contains descriptions of infidelity, cheating, cuckolding, drug and alcohol abuse, unprotected group sex, and depravity. If these are not of interest, or repugnant to you, hit the back button now, and save us all some time. ***** For a p...

BTST Gets a Warm Reception Pt. 02

by KingsWoman on Sep 17, 2017
Text With Audio

Big Tits Sex Therapist Gets a Warm Reception Part 2 Copyright © 2013 Charlie the Wanking Wanker and Kingswoman Written by Charlie the Wanking Wanker. Voiced by Kingswoman. Her client Charlie has had to go to hospital with a severe case of wanker's cramp and has cancelled his appointment. Will poor Luce Alltits be left to her own devices this afternoon af...

Playing Dress-Ups Ch. 03

by Maddisyn on Jun 19, 2019
Erotic Couplings

The Practice under investigation This is the third of Fiona's stories. She continues to fulfil another fantasy while addressing differences in sexual desire between her and her much older husband. Intrigued with her case notes and discovery there was more to Maddisyn than first thought, she investigates the Practice while Doctor Love's therapy continues rel...

Manipulating Jenny Ch. 10

by BeamMeUp on Sep 18, 2017
Exhibitionist & Voyeur

PREVIOUS: Eighteen year-old vivacious Jenny visits a sex therapist for advice about her father's concerns over her penchant for prick teasing, exhibitionist dress style and to him, an exceptionally high libido. She's on her way for the second of two visits where the therapist will introduce her to the practice's new understudy Paul, a handsome young part-tim...