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  1. Jack and Jill by Trudy- 2- Ahead of Schedule

    Jessica C General Audience (pg) Novel Chapter Transgender Teenage or High School Sweet / Sentimental 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 for a Hallowee ...

    - 2018/12/29 - 8:03pm - 17 comments

  2. 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

  3. 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

  4. 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

  5. Jack and Jill by Trudy- 9- Melanie and Sara Sisters

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Halloween Judgement brings opportunity Posted by author(s) Jack and Jill, by Trudy- 9- Melanie and Sara Sisters By JessicaC It started out with Melv ...

    - 2018/07/21 - 10:04pm - 6 comments

  6. Jack and Jill by Trudy- 12- The Date

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Identity Crisis Sweet / Sentimental Appliances Attached Halloween Jewelry / Earrings Pregnancy experience Posted by author(s) Jack and Jill, by Trud ...

    - 2018/08/04 - 3:45pm - 7 comments

  7. 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

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

  13. Jack and Jill by Trudy – 19 – What Will Change?

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Lesbian Romance Sweet / Sentimental Breasts / Breast Implants Fancy Dress / Prom / Evening Gown Halloween Posted by author(s) Jack and Jill by Trudy ...

    - 2017/05/29 - 8:53pm - 7 comments

  14. 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

  15. Jack and Jill by Trudy- 3 – Harder than I Thought

    Jessica C General Audience (pg) Novel Chapter Crossdressing Teenage or High School Sweet / Sentimental Halloween Brewing identity Crisis Voluntary Posted by author(s) Jack and Jill by Trudy 3 – Harder than I Thought By Jessica C (The Story was first poste ...

    - 2017/11/02 - 10:57pm - 2 comments

  16. 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

  17. Jack and Jill by Trudy- 9- Melanie and Sara Sisters

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Halloween Embracing one's female identity More than crossdressing Now his choice Posted by author(s) Jack and Jill, by Trudy 9- Melanie and Sar ...

    - 2019/10/12 - 11:06am - 1 comment

  18. Jack and Jill by Trudy- 10- Melanie Goes on a Date

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Halloween Not just crossdressing Voluntary Embracing female identity Posted by author(s) Jack and Jill, by Trudy 10- Melanie Goes on a Date By Jessi ...

    - 2017/11/10 - 11:00pm - 2 comments

  19. Jack and Jill by Trudy- 11- The Baby Bump

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Halloween Becoming more than crossdressing Voluntary Posted by author(s) Jack and Jill, by Trudy 11- The Baby Bump By JessicaC ~ ^_^ ~ Kathy is read ...

    - 2017/11/12 - 6:59pm - 2 comments

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

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Halloween Pregnancy/Having a Baby Becoming a young woman Voluntary Posted by author(s) Jack and Jill, by Trudy 13- The Twins By Jessica C Melvin tho ...

    - 2017/11/16 - 11:05pm - 2 comments

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