Show more

    Video screenshots

    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 1
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 2
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 3
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 4
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 5
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 6
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 7
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 8
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 9
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 10
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 11
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 12
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 13
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 14
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 15
    • Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom snapshot 16

    A video for my fellow sissy sluts, or anyone interested in how one can train to cum in a chastity cage from getting fucked in the ass! In this method I use a vibrator to bring myself to the edge and then pump my asshole to cum. This builds an association between anal sex and orgasms. If you train this way eventually you will be able to cum from the anal sex alone. This is just one method to help horny anal sluts train. 😜💦 xx

    Published by JessicaBloom

    Comments
    28
    Please or to post comments
    darina_blansh
    Это прекрасно!
    Reply
    sunisgod
    Using a vib on ure cage is cheating.   U must learn to stop using ure girl clit to cum.  I want u to never come down and be constantly horny with your hole constantly clean, oily and open for business.  xxoo
    Reply
    Hurt_thong_sissy
    So hot thannk you. i will try it
    Reply
    JessicaBloom
    Any size dildo can work, all depends on your experience and whatever gives you the most pleasure at the time. Use your favorite :smile: x or multiple!
    Reply Show original comment Hide
    And should I use big toys or any dildo would work?
    Reply
    What's the least amount of hours I can go without masturbating before I can cum with my chastity on and how to stop myself from getting hard with the chastity on because it becomes a bit uncomfortable, I wanna be able to put on a smaller chastity.
    Reply
    Onewhohasfun
    As a fellow sissygasm expert, she is literally giving you the shortcut guide to cumming handsfree. Once you understand the feeling you won’t need the virbrator ever again. She is such a lovely dirty little slut isn’t she?’🥰
    Reply
    How to self suck tutorial would be good.
    Reply
    So good 
    Reply
    Hiruusman
    Woooow this is such a great video i love it, you're doing it really well, may i ask you how did you become a sissy??💯
    Reply