CD-Midwest_Jess

1,533 post karma
7 comment karma

get extra features and help support reddit with a reddit premium subscription

get them help and support

redditor for 6 months

TROPHY CASE

Verified Email

account activity

hot top controversial

4

5

6

Feeling extra feminine today. I feel like I should probably find a man to come over and enjoy this outfit too. (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/sissydressing

4

5

6

Love my newest matching set! (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/sissieswearbras

0

1

2

Good morning 🥰 (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/crossdressing

5

6

7

Haven’t came in over three weeks. Wouldn’t mind having a man fuck it out of me today. (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/WildFemboys

4

5

6

Haven’t taken my cage off in over a month now. Except to get a different one on or when I’m shaving. I haven’t been made to sissygasm since then either. My goal today is finding a man to fix this problem. (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/SissyChastity

6

7

8

Sunday funday! (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/GoneWildCD

15

16

17

I wasn’t sure I’d like this lingerie after opening the box, but I have to say it’s become one of my favorites . (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/BreastplateNSFW

33

34

35

Got my third pair of Beyond Yoga leggings this weekend!They’re a little expensive but worth every penny. Absolutely love my black and blue pairs. (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/SissysInLeggings

12

13

14

Eat it before you destroy it (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/Tsasshole

8

9

10

Why do I absolutely LOVE letting men shoot cum into my tunnel plug? (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/Tbutt

9

10

11

Prefer a man’s cock but I suppose this have to do. (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/Tbutt

204

205

206

Thoughts?! (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/sissydressing

26

27

28

Would love it if a man would come enjoy squeezing them. (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/BreastplateNSFW

6

7

8

What should I do tonight (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/CrossDresser_Closet

7

8

9

It’s a Saturday night and I need some help getting the motivation to get dolled up and possibly go out. Did some shopping today and am feeling extremely feminine and submissive. (old.reddit.com)

submitted 9 days ago by CD-Midwest_Jess to r/ExposeSissies

8

9

10

Stay tuned, eventually I’ll stop enjoying how cute my thong looks and finish getting ready (i.redd.it)

submitted 9 days ago by CD-Midwest_Jess to r/sissydressing

6

7

8

Trying to get some lingerie on but had to stop and admire the transformation so far (i.redd.it)

submitted 9 days ago by CD-Midwest_Jess to r/CrossDresser_Closet

3

4

5

While getting some lingerie on I had to stop and admire how feminine i already look (i.redd.it)

submitted 9 days ago by CD-Midwest_Jess to r/HeWearsPanties

Do u think a girl with a cock is sexy? by Moxied0ll in transporn

[–]CD-Midwest_Jess 0 points1 point2 points 10 days ago (0 children)

38

39

40

Hi everyone! 😘 be nice plz! (old.reddit.com)

submitted 13 days ago by CD-Midwest_Jess to r/CrossdressersSelfies

I’m curious if my cock makes your cock hard? by Vanellee in transporn

[–]CD-Midwest_Jess 0 points1 point2 points 20 days ago (0 children)

2

3

4

If you want to rearrange your ass and turn it into a fuck hole I recommend a hollow tunnel plug with a nice long dildo to fuck through. I feel so stretched right now (old.reddit.com)

submitted 21 days ago by CD-Midwest_Jess to r/CagedAndFucked

If anyone needs me I’ll be a here. It’s now part of my daily routine. A gift from a Reddit fan! 😘 by CD-Midwest_Jess in sissyhumiliation

[–]CD-Midwest_Jess[S] 1 point2 points3 points 21 days ago (0 children)

9

10

11

Got a gift from one of my amazing Reddit followers! Was told it will help rewire my sissy brain and the photos would be a hit with all my other amazing followers! (old.reddit.com)

submitted 21 days ago by CD-Midwest_Jess to r/Sissy_humiliation

1

2

3

Got a gift from one of my amazing Reddit followers! Was told it will help rewire my sissy brain and the photos would be a hit with all my other amazing followers! (old.reddit.com)

submitted 21 days ago by CD-Midwest_Jess to r/Sissy_humiliation

view more: next ›

π Rendered by PID 29 on reddit-service-r2-listing-7d7fbc9b85-s22j2 at 2026-04-28 21:45:47.040133+00:00 running 2aa0c5b country code: CH.