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‘first-time anal’ stories

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Road Trip with a Sissy - Day 02

Jack uses Kieran's sissy side to act out his fantasies.

by MarkSunset in Gay Male 01/19/2022
H
4.73
17.8k
25
3
36

T-Girl Meets T-Girl

Taught to be a top.

by SugarandSalt in Transgender & Crossdressers 05/22/2012
H
4.7
113.4k
136
25
167
0

The Girl for Me Ch. 01

A serial cheater learns loyalty.

by bleepblorper in Transgender & Crossdressers 04/14/2018
H
4.69
37.2k
77
6
93

Utter Shock

To his utter astonishment, she wants him.

by dancometh in Romance 12/10/2022
H
4.67
18.4k
19
12
42
0

Lakeside View Pt. 04

The couples continue to explore their partner swapping.

by CaseyBea in Exhibitionist & Voyeur 12/10/2019
H
4.67
15.2k
21
11
34

Buy y'all some wine?

"What's in it for me?" he asked.

by JimBob44 in Anal 06/23/2019
H
4.64
51.5k
25
11
40
0

Finding My Place

He becomes a maid and sex-slave for a dominant couple.

by econut in BDSM 09/01/2014
H
4.63
155.1k
168
17
271

Family Friendly Ch. 03

An aunt with a special gift comes to visit.

by bleepblorper in Incest/Taboo 03/09/2018
H
4.62
27.1k
23
0
29

The Entertainment Ch. 04

Tracy and Steve submit completely.

by econut in Fetish 03/02/2015
H
4.59
78.3k
52
3
74

Anna's First-time Anal

Anna learns what she's been missing.

by nymphobrainiac in Anal 07/21/2011
H
4.57
105.8k
14
4
23
0

The Diplomat's Wife Ch. 03

Husband catches wife and son in an un-diplomatic incident.

by OnlyHappyEndings in Incest/Taboo 01/20/2023
H
4.54
17.1k
31
5
47

Victoria's Summer

Charles is seduced by his pregnant niece.

by whoamireally in Incest/Taboo 10/07/2020
4.49
55.1k
46
11
115
0

Tamara

You misjudged what he had to offer.

by KerrFuffle in Anal 04/02/2007
4.44
46.8k
3
3
7
0

Cooperating With The Enemy Ch. 03

Daughter pays with her body for refuge from the Nazis.

by urban_legend555 in NonConsent/Reluctance 09/02/2012
4.44
76.2k
34
4
41

Four

Online couple partakes in mutual masturbation.

by FamiliarEnough in Toys & Masturbation 08/31/2008
0
24.3k
3
1
6
0
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