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  1. 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

  2. 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

  3. Jack and Jill by Trudy- 4 – Becoming a Student and Sister

    Jessica C General Audience (pg) Novel Chapter Crossdressing Sweet / Sentimental Halloween Voluntary Beginning Posted by author(s) Jack and Jill by Trudy 4 – Becoming a Student and Sister By Jessica C “Sense and Sensibility” is reading better tonight: I ha ...

    - 2017/12/09 - 10:32pm - 3 comments

  4. 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

  5. Jack and Jill by Trudy- 6- Halloween Dance

    Jessica C Mature Subjects (pg15) 500 < Short Story < 7500 words Crossdressing Sweet / Sentimental Halloween Voluntary Posted by author(s) Jack and Jill by Trudy Halloween Dance- 6 By Jessica C Come morning, I am up early and getting ready and I put ...

    - 2017/11/06 - 8:48pm - 2 comments

  6. Jack and Jill by Trudy- 7- End or End of the Beginning

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Caught with Consequences Halloween Good boy to better girl Identity Crisis Posted by author(s) Jack and Jill by Trudy 7- End or End of the Beginning By Jessica C Four o’clock in the morning Trudy ...

    - 2017/11/08 - 6:41am - 2 comments

  7. 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

  8. 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

  9. 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

  10. 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

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

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Halloween Good boy to better girl Likes being a girl Having a Baby Posted by author(s) Jack and Jill by Trudy 14- Birthing Twins By Jessica C When I ...

    - 2017/11/18 - 12:23am - 2 comments

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

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Sisters Halloween Having a Baby Good boy to better girl Voluntary Posted by author(s) Jack and Jill, by Trudy 15- Looking At the Future By Jessica C Melvin thought it was we ...

    - 2017/11/19 - 2:57am - 2 comments

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

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Caught with Consequences Halloween Having a Baby Becoming a girl Voluntary Posted by author(s) Jack and Jill, by Trudy 16 – Marti’s Time By Jessica C Melvin thought it was w ...

    - 2017/11/22 - 3:41pm - 3 comments

  14. 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 Halloween Becoming a young woman Voluntary Posted by author(s) Jack and Jill, by Trudy 17 – Going on with Life By Jessica C Melvin thought it was we ...

    - 2017/11/26 - 12:31am - 3 comments

  15. 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

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

    Jessica C General Audience (pg) 500 < Short Story < 7500 words Transgender Caught with Consequences Halloween Becoming a young woman Posted by author(s) Jack and Jill by Trudy 19 – What Will Change? By Jessica C I returned to Aunt Marti’s and Sara h ...

    - 2017/11/28 - 1:47pm - 1 comment

  17. 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

  18. Jack and Jill by Trudy- 23 – I Could See Journey’s End (revised ending)

    Jessica C General Audience (pg) Novel Chapter Transgender Teenage or High School Sweet / Sentimental Halloween Posted by author(s) Jack and Jill by Trudy 23 – I Could See Journey’s End (revised ending) By Jessica C Mr. and Mrs. Brandt had gone the second ...

    - 2017/12/11 - 8:40am - 5 comments

  19. 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

  20. Jack and Jill by Trudy- 8- Jill and Melanie Go On

    Jessica C Mature Subjects (pg15) Novel Chapter Transgender Teenage or High School Sweet / Sentimental Halloween Becoming more than crossdressing Embracing one's female identity Posted by author(s) Jack and Jill, by Trudy 8- Jill and Melanie Go On By ...

    - 2017/11/08 - 5:29pm - 3 comments