/r/SissyInspiration

Year:

Only show posts with narrations

Have tried to quit crossdressing to be masculine again, but constantly fail. Am I a fake guy as I've had no girlfriend in over a year? :X NSFW

43 upvotes • betafinn969

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Bend over or open wide, what’s it gonna be?😈 NSFW

42 upvotes • Julian-michaels

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Would you play with me? NSFW

42 upvotes • FineConnection4794

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Wanna slip onto my cock? 😳 NSFW

42 upvotes • Origami-Tobiichi

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Can I ride you like this? NSFW

42 upvotes • lobotomies4all

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Jerking off for my daddies gets me so hard. Don't you love it when I show off? 😜 NSFW

41 upvotes • LavonnaBoatright

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i never get flirted with NSFW

41 upvotes • senketfox

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Do you like what I hide? NSFW

40 upvotes • shiritrap

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Since I’m feeling generous this Monday morning 😉 What you really want to see 😈 NSFW

40 upvotes • sissycassie710

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Think you'd stretch me out? NSFW

39 upvotes • lobotomies4all

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Title	Upvotes	Author	Mark as read	Favorited	Rating	Add to a list
Have tried to quit crossdressing to be masculine again, but constantly fail. Am I a fake guy as I've had no girlfriend in over a year? :X NSFW	43	betafinn969
Bend over or open wide, what’s it gonna be?😈 NSFW	42	Julian-michaels
Would you play with me? NSFW	42	FineConnection4794
Wanna slip onto my cock? 😳 NSFW	42	Origami-Tobiichi
Can I ride you like this? NSFW	42	lobotomies4all
Jerking off for my daddies gets me so hard. Don't you love it when I show off? 😜 NSFW	41	LavonnaBoatright
i never get flirted with NSFW	41	senketfox
Do you like what I hide? NSFW	40	shiritrap
Since I’m feeling generous this Monday morning 😉 What you really want to see 😈 NSFW	40	sissycassie710
Think you'd stretch me out? NSFW	39	lobotomies4all