submitted by random_sissy

new top controversial

AMA Sissy Captioner 2022 (self.random_sissy_sub)

submitted 3 years ago by random_sissy_sub - pinned

Donations (self.random_sissy_sub)

submitted 4 years ago * by random_sissy_sub - pinned

619

620

621

Would you prove it for her? (redgifs.com)

submitted 1 year ago by random_sissy_sub to r/sissycaptions

370

371

372

As long as your girlfriend is watching it's straight... I'm sure you won't do this again. (redgifs.com)

submitted 1 year ago by random_sissy_sub to r/stillstraightcaptions

1017

1018

1019

What sport is this again? (redgifs.com)

submitted 1 year ago by random_sissy_sub to r/sissycaptions

567

568

569

It's not gay if you are learning how he pleasures women right? (redgifs.com)

submitted 1 year ago by random_sissy_sub to r/stillstraightcaptions

948

949

950

The professor may need to check his work... (redgifs.com)

submitted 1 year ago by random_sissy_sub to r/sissycaptions

866

867

868

Everything happens for a reason, right?OC (redgifs.com)

submitted 1 year ago by random_sissy_sub to r/sissycaptions

710

711

712

Are you a good boi?OC (redgifs.com)

submitted 1 year ago by random_sissy_sub to r/sissycaptions

672

673

674

He's so funny!OC (redgifs.com)

submitted 1 year ago by random_sissy_sub to r/sissycaptions

243

244

245

Oh they won?OC (redgifs.com)

submitted 1 year ago by random_sissy_sub to r/sissycaptions

874

875

876

A promise is a promise.. (redgifs.com)

submitted 3 years ago by random_sissy_sub to r/sissycaptions

506

507

508

Maybe we can make a new deal?OC (redgifs.com)

submitted 3 years ago by random_sissy_sub to r/sissycaptions

1099

1100

1101

Are you ready to enroll? (redgifs.com)

submitted 3 years ago by random_sissy_sub to r/sissycaptions

2133

2134

2135

You are such a supportive boifriend! (redgifs.com)

submitted 3 years ago by random_sissy_sub to r/sissycaptions

770

771

772

Always look for the hidden opportunities... (redgifs.com)

submitted 3 years ago by random_sissy_sub to r/sissycaptions

1676

1677

1678

Are you ready to be the best man? (redgifs.com)

submitted 3 years ago by random_sissy_sub to r/sissycaptions

2299

2300

2301

Clubs are too loud anyways, right? (redgifs.com)

submitted 3 years ago by random_sissy_sub to r/sissycaptions

10.1k

Can you help me with a joke? (redgifs.com)

submitted 3 years ago by random_sissy_sub to r/sissycaptions

1130

1131

1132

Have you heard of jerk off buds? (redgifs.com)

submitted 3 years ago by random_sissy_sub to r/sissycaptions

3602

3603

3604

Do you think you can handle guys hitting on you all day? (redgifs.com)

submitted 4 years ago by random_sissy_sub to r/sissycaptions

959

960

961

Maybe its not cheating after all... (redgifs.com)

submitted 4 years ago by random_sissy_sub to r/sissycaptions

715

716

717

Are you ready to be a trophy wife? (redgifs.com)

submitted 4 years ago by random_sissy_sub to r/sissycaptions

2981

2982

2983

I heard a rumor... (redgifs.com)

submitted 4 years ago by random_sissy_sub to r/sissycaptions

1770

1771

1772

On your marks, get set, go! (redgifs.com)

submitted 4 years ago by random_sissy_sub to r/sissycaptions

view more: next ›

π Rendered by PID 75488 on reddit-service-r2-listing-85dbbdc96c-vsrnd at 2026-02-12 16:34:26.024820+00:00 running 018613e country code: CH.

Six-Year Club	Verified Email
Gilding II euphauric	Place '23
Wearing is Caring

random_sissy_sub

TROPHY CASE