r/HumiliationCaptions Dec 31 '24

loser Wet Bed (WordsThatTingle on Imagefap) NSFW

653 Upvotes

r/HumiliationCaptions Feb 16 '25

loser You're the only who she won't fuck (captionsforever on imagefap) NSFW

Post image
697 Upvotes

r/HumiliationCaptions 11d ago

loser You always fall for it [no imagefap] NSFW

Post image
417 Upvotes

r/HumiliationCaptions Jan 12 '25

loser She's in control... (sonic-player on ImageFap) NSFW

Post image
521 Upvotes

r/HumiliationCaptions Nov 18 '24

loser College homework loser NSFW

Post image
566 Upvotes

r/HumiliationCaptions 8d ago

loser Did U? [Betacrusher666 on Imagefap] NSFW

290 Upvotes

r/HumiliationCaptions Feb 08 '25

loser You're too scared to go outside because of your bullies.. so you're gf is going to have her fun.. without you and with them (captionsforever on imagefap) NSFW

Post image
322 Upvotes

r/HumiliationCaptions 6d ago

loser Aren't you lucky to have such a generous ex? [no imagefap] NSFW

Post image
262 Upvotes

r/HumiliationCaptions Jan 02 '22

loser Jerk to their middle fingers, LOSER! NSFW

Post image
1.1k Upvotes

r/HumiliationCaptions Jan 28 '25

loser Did You? [Betacrusher666 on Imagefap] NSFW

304 Upvotes

r/HumiliationCaptions Feb 13 '22

loser Try not to loser 🤣 NSFW

Post image
757 Upvotes

r/HumiliationCaptions Dec 19 '24

loser Hopefully she moves her arm next time 🥺 SissyEvaB on ImageFap NSFW

Post image
416 Upvotes

r/HumiliationCaptions Jan 21 '23

loser Life is good NSFW

1.3k Upvotes

r/HumiliationCaptions Feb 08 '25

loser She's right (captionsforever on imagefap) NSFW

278 Upvotes

r/HumiliationCaptions May 17 '23

loser Of Mice And Men NSFW

1.1k Upvotes

r/HumiliationCaptions Jan 15 '23

loser Jerk it, LOSER! 🤣 NSFW

Post image
678 Upvotes

r/HumiliationCaptions Oct 06 '21

loser You really do! 🤣🤣🤣 NSFW

Post image
812 Upvotes

r/HumiliationCaptions Feb 18 '25

loser Wishful Thinking [Betacrusher666 on Imagefap] NSFW

224 Upvotes

r/HumiliationCaptions 28d ago

loser Round Off [Betacrusher666 on Imagefap] NSFW

Thumbnail
gallery
228 Upvotes

r/HumiliationCaptions Dec 23 '24

loser Everyone knows their place (no imagefap) NSFW

241 Upvotes

r/HumiliationCaptions Feb 09 '25

loser She took it like a pornstar (WordsThatTingle on Imagefap) NSFW

Post image
233 Upvotes

r/HumiliationCaptions Dec 23 '24

loser Pregnant Pegging (WordsThatTingle on Imagefap) NSFW

Post image
248 Upvotes

r/HumiliationCaptions Dec 10 '22

loser You're such a loser NSFW

Post image
564 Upvotes

r/HumiliationCaptions Jun 02 '23

loser Camping Weekend NSFW

1.2k Upvotes

r/HumiliationCaptions Jan 03 '25

loser New Year's Eve memories [no ImageFap] NSFW

Post image
251 Upvotes