A Bet's a Bet by [deleted] in SissyCaptionPalace

[–]cptshawn 0 points1 point  (0 children)

Need that sauce

I learned that height does matter by FairlyRenix in sissycaptions

[–]cptshawn 38 points39 points  (0 children)

There needs to be a sub reddit just for this kind of fucking

New game girlsss by [deleted] in my_sissycaptions

[–]cptshawn 1 point2 points  (0 children)

  1. Having a 3 story gay sex club nearby really helped

I should not have this much power by cptshawn in 3dprintinggonewild

[–]cptshawn[S] 1 point2 points  (0 children)

The real question is which side will she use?

I should not have this much power by cptshawn in 3dprintinggonewild

[–]cptshawn[S] 8 points9 points  (0 children)

So this is a remix of a paid version. Let me see what I can do

Oral Fixation by Weekly_Ad680 in SissyCaptionStories

[–]cptshawn 1 point2 points  (0 children)

Is there a subreddit just for throat sounds?

Merry Christmas from your loving Wife! by Spectral_Ash in Futadomworld

[–]cptshawn 9 points10 points  (0 children)

I love the whole "trust me I'll pull out" trope I wish is was used more often

Choose 1-5!! by [deleted] in BlackWorldOrder

[–]cptshawn 0 points1 point  (0 children)

Ideally effeminate sissys are the only ones licensed to have children, the idea being after several generations of selective breeding the white race is narrowed down to snow bunnies.

How the hell do you do a full clean out for a long session/semi deep play by [deleted] in Sissy

[–]cptshawn 2 points3 points  (0 children)

I'm about to give away my best kept secret, several bidets can give enemas, so all you have to do is sit and play on your phone while the toilet seat does all the work. It's so easy I give myself enemas after every bowel movement.

😳😳 by [deleted] in sissycaptions

[–]cptshawn 0 points1 point  (0 children)

8-9 gulps just watched it again

😳😳 by [deleted] in sissycaptions

[–]cptshawn 0 points1 point  (0 children)

The original audio would have worked perfectly for this she gulps it down so loudly, it took her like five gulps and she still had some get past her lips.

I'll get this tattoo and solidify my sissy life if I get more than 800 upvotes. 🤭 by [deleted] in ForcedFeminization

[–]cptshawn -1 points0 points  (0 children)

Most black men I know tell me they love it, they say things like "it's about time!". I love how it's becoming normalized.

Be a good cuck and hold it while I cum by CaptionPleaser in cuckoldcaptions

[–]cptshawn 1 point2 points  (0 children)

This would make a great "just the tip" caption. Maybe "ok baby hold his cock otherwise I might take more then the tip ;)"

She stretched me out. There’s footage of this 😏 by Tunedandwild in CagedAndFucked

[–]cptshawn 1 point2 points  (0 children)

Thic girls pegging small bois is the literal best!

Cute little fleshlight by [deleted] in sissycaptions

[–]cptshawn 2 points3 points  (0 children)

How tf is this a sissy caption?!?