Rachel's Perils: sissy

A blog where the audience decides

Showing posts with label sissy. Show all posts

Monday, 5 March 2018

Tuesday, 18 July 2017

Perform Well....Or Else

Posted by Rachel Matthews at 14:46 1 comment:

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Labels: blackmail, cuckold, femdom, feminization, forced bi, fucked, humiliation, panties, pov, sissy, slut, stuck, trapped, tricked

Saturday, 18 June 2016

Blowjob Practice

Posted by Rachel Matthews at 15:11 1 comment:

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Labels: blowjob, crossdressing, cuckold, femdom, feminization, forced bi, humiliation, panties, pov, sissy, slut, small penis, small penis humiliation, stuck

Sunday, 17 May 2015

Something's Been Bothering Me

Posted by Rachel Matthews at 12:26 1 comment:

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Labels: caught, cuckold, femdom, feminization, forced bi, fucked, humiliation, pov, sissy, slut, stuck, trapped

Messy House

Posted by Rachel Matthews at 12:24 1 comment:

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Labels: blowjob, crossdressing, cuckold, cum eating, femdom, feminization, forced bi, humiliation, maid, pov, punishment, sissy, slut, stuck, trapped

Friend's Sissy

Posted by Rachel Matthews at 12:21 No comments:

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Labels: femdom, feminization, forced bi, fucked, humiliation, pov, sissy, slut, stuck, trapped, tricked

Lucky For You

Posted by Rachel Matthews at 12:18 No comments:

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Labels: blackmail, chastity, crossdressing, femdom, feminization, humiliation, pov, sissy, small penis humiliation, stuck, trapped

Change Of Clothes

Posted by Rachel Matthews at 12:16 No comments:

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Labels: blackmail, blowjob, crossdressing, femdom, feminization, forced bi, fucked, humiliation, pov, punishment, sissy, slut, trapped, tricked

Thursday, 30 April 2015

Try This

Posted by Rachel Matthews at 13:15 No comments:

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Labels: crossdressing, cuckold, femdom, feminization, forced bi, fucked, humiliation, outfits, pov, shoes, sissy, slut, stuck, trapped, tricked

Useless Husband and Lover

Posted by Rachel Matthews at 13:11 No comments:

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Labels: blowjob, chastity, crossdressing, cuckold, femdom, feminization, forced bi, fucked, humiliation, pov, punishment, shoes, sissy, slut, stuck, trapped

Sissy Promotion

Posted by Rachel Matthews at 13:06 No comments:

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Labels: crossdressing, cum eating, femdom, feminization, forced bi, fucked, humiliation, pov, sissy, slut, stuck

Saturday, 11 April 2015

Satisfy Your Boss

Posted by Rachel Matthews at 14:16 No comments:

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Labels: femdom, feminization, financial domination, forced bi, fucked, humiliation, pov, punishment, sissy, slut, stuck, trapped

Rumours

Posted by Rachel Matthews at 14:14 No comments:

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Labels: caught, cuckold, femdom, feminization, forced bi, fucked, humiliation, pov, punishment, sissy, slut, stuck, trapped

Old Costume

Posted by Rachel Matthews at 14:13 No comments:

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Labels: blowjob, caught, crossdressing, femdom, feminization, forced bi, humiliation, maid, pov, punishment, sissy, slut, stuck

New Step Mommy

Posted by Rachel Matthews at 14:11 No comments:

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Labels: chastity, cuckold, femdom, feminization, financial domination, forced bi, humiliation, maid, pov, punishment, sissy, slut, stuck, trapped

Friday, 3 April 2015

More of Me

Kik me at sluttyrachel19 if you want to humiliate or cuckold me

Posted by Rachel Matthews at 14:52 No comments:

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Labels: chastity, crossdressing, cuckold, feminization, forced bi, humiliation, outfits, panties, punishment, Rachel, shoes, sissy, slut, small penis, small penis humiliation

Monday, 2 March 2015

Sissy At Work

Posted by Rachel Matthews at 19:38 No comments:

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Labels: chastity, crossdressing, cuckold, femdom, feminization, humiliation, pov, punishment, sissy, slut, stuck, trapped

Maid's Bitch

Posted by Rachel Matthews at 19:37 No comments:

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Labels: blackmail, caught, crossdressing, femdom, feminization, maid, pov, punishment, sissy, stuck, trapped

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▼ 2018 (10)
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- ► April (13)
- ► March (2)

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My Blog List

Knight's TG Caps

Leslie is in for a surprise -
5 years ago
Rachel's TG Captions

Wrong Profile -
8 years ago
Rachel's Sissy Confessions

Or Kik sissyrachel19 - Or Kik sissyrachel19
8 years ago
pink and frilly

Serve Your Mistress! -
11 years ago
CAUGHT!

Bad Boys Make the Best Good Girls: - Tiffany, Jess, and Michelle were walking home through the park when Michelle saw a boy from school skating with some friends. She had a big crush on him ...
11 years ago
Stephanie Forced Femme Caps

a touch of revenge -
12 years ago
Titillating TG captions

A sissyboy all tied up - [image: Eric was caught wearing the cheerleader outfit] The girls had Eric all tied up. Karen looked at the text message that had just arrived from her r...
14 years ago

About Me

Rachel Matthews: I'm a 27 year old girly girl, who loves making my captions come true! If that's not what you want then a girly chat will do for me :) but if you want to be feminized beyond recognition, well look me up!

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