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  1. Jack and Jill by Trudy- 3- What is Real?

    Jessica C General Audience (pg) 500 < Short Story < 7500 words Transgender Teenage or High School Voluntary Halloween Posted by author(s) Melvin led a rather low key existence until he was asked by his friend Trudy to become Jill to her being Jack f ...

    - 2018/12/29 - 8:22pm - 8 comments

  2. Jack and Jill by Trudy- 5- What More?

    Jessica C Mature Subjects (pg15) Serial Chapter Crossdressing Teenage or High School Caught with Consequences Sweet / Sentimental Voluntary Hair Salon / Long Hair / Wigs / Rollers Halloween Liking her new identity unexpected consequences Acceptance growin ...

    - 2015/12/12 - 5:34pm - 10 comments

  3. Jack and Jill by Trudy- 6- Dance Night

    Jessica C Mature Subjects (pg15) Serial Chapter Crossdressing Teenage or High School Identity Crisis Sweet / Sentimental Voluntary Costumes and Masks Hair Salon / Long Hair / Wigs / Rollers Halloween High heels / Shoes / Boots / Feet Liking her new identi ...

    - 2015/12/17 - 9:32pm - 2 comments

  4. Jack and Jill by Trudy- 13- The Twins

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Voluntary Halloween Pregnant / Having a Baby Posted by author(s) Jack and Jill, by Trudy- 13- The Twins By JessicaC Jill/Melanie’s next day at schoo ...

    - 2016/03/28 - 11:20pm - 5 comments

  5. Jack and Jill by Trudy- 14- Birthing Twins

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Voluntary Breast Feeding / Breast Pump Halloween Pregnant / Having a Baby Supportive Family & Friends Acceptance issues Posted by author(s) Jack ...

    - 2017/06/14 - 9:01pm - 3 comments

  6. Jack and Jill by Trudy- 15- Looking At the Future

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Romantic Voluntary Breast Feeding / Breast Pump Halloween Shopping Posted by author(s) Jack and Jill, by Trudy- 15- Looking At the Future By Jessica ...

    - 2016/04/06 - 12:52pm - 6 comments

  7. Jack and Jill by Trudy- 16- Marti’s Time

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Sweet / Sentimental Voluntary Halloween Panties / Girdles Having a Baby Posted by author(s) Jack and Jill, by Trudy – 16 – Marti’s Time By Jessica C ...

    - 2016/05/05 - 10:48pm - 2 comments

  8. Jack and Jill by Trudy – 17 – Going on with Life

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Sweet / Sentimental Voluntary Breasts / Breast Implants Halloween Posted by author(s) Jack and Jill by Trudy – 17 – Going on with Life By Jessica C ...

    - 2014/05/17 - 7:46am - 3 comments

  9. Jack and Jill by Trudy – 18- New Glow in Her Life

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Voluntary Breasts / Breast Implants Estrogen / Hormones Halloween Acceptance Transitioning beginning Posted by author(s) Jack and Jill by Trudy – 18 ...

    - 2016/05/15 - 4:25pm - 5 comments

  10. You Chose the Wrong Store – Part 16

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Bad Boy to Good Girl Caught with Consequences Voluntary Halloween Shopping Posted by author(s) You Chose the Wrong Store – Part 16 By Jessica C Previously: Janelle’s journey started out as Ronnie, ...

    - 2019/02/15 - 10:06pm - 1 comment

  11. A Halloween Engagement – 3 Sameo, Not the Same

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender College / Twenties Voluntary Halloween Problems within being LGBT identity issues Posted by author(s) A Halloween Engagement – 3 Sameo, Not the Same By Jessica C =^_^=~ Matthias and Jeanne are pla ...

    - 2019/02/01 - 10:39pm - 1 comment

  12. Jack and Jill by Trudy- 2 – Ahead of Schedule

    Jessica C General Audience (pg) Novel Chapter Crossdressing Teenage or High School Voluntary Halloween Brewing identity Crisis snowballs from there Sentimental Posted by author(s) Jack and Jill by Trudy – 2- Ahead of Schedule By JessicaC Story reposted fr ...

    - 2018/12/19 - 7:32pm - 3 comments

  13. Jack and Jill by Trudy- 5- Becoming Jack and Jill

    Jessica C Mature Subjects (pg15) Novel Chapter Crossdressing Teenage or High School Voluntary Halloween Sentimental shopping Nail Salons Posted by author(s) Jack and Jill by Trudy 5- Becoming Jack and Jill By Jessica C The Halloween treat is about to be c ...

    - 2017/11/05 - 5:44pm - 1 comment

  14. Jack and Jill by Trudy- 18 – A Glow Within

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Voluntary Halloween Becoming a young woman No longer just crossdressing Posted by author(s) Jack and Jill by Trudy 18 – A Glow Within By Jessica C Melvin thought it was weir ...

    - 2017/11/27 - 10:29pm - 2 comments

  15. Jack and Jill by Trudy- 21 – The Unexpected

    Jessica C General Audience (pg) Novel Chapter Transgender Teenage or High School Voluntary Halloween Becoming a young woman Caught with good consequences Posted by author(s) Jack and Jill by Trudy 21 – The Unexpected By Jessica C It was a Halloween Trick. ...

    - 2018/12/24 - 10:52pm - 2 comments

  16. Jack and Jill by Trudy- 1 The Same But Different

    Jessica C General Audience (pg) Novel Chapter Crossdressing Voluntary Halloween cross dressed by friend snowballs from there becomes Jill from Jack and Jill Posted by author(s) Jack and Jill by Trudy- 1 The Same But Different By Jessica C Reposted from fo ...

    - 2021/07/18 - 11:01pm - 6 comments

  17. A Halloween Engagement

    Jessica C CAUTION: Sex / Sexual Scenes Mature Subjects (pg15) 500 < Short Story < 7500 words Transgender College / Twenties Voluntary Halloween with another man Posted by author(s) A Halloween Engagement By Jessica C Do you know how it feels like to ...

    - 2021/10/22 - 9:59pm - 12 comments

  18. Homecoming and Halloween Not So Scary 2

    Jessica C Mature Subjects (pg15) Final Chapter Crossdressing Teenage or High School Voluntary Halloween Fancy Dress Princess fantasy Posted by author(s) Homecoming and Halloween Not So Scary 2 By Jessica C =^_^= My sister Kiera and I were at the top of th ...

    - 2021/11/16 - 7:29pm - 3 comments

  19. Jack and Jill by Trudy – 20 – Blossom Time

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Sweet / Sentimental Voluntary Fancy Dress / Prom / Evening Gown Halloween Shopping Posted by author(s) Jack and Jill by Trudy – 20 – Blossom Time By ...

    - 2023/06/07 - 8:53pm - 4 comments