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from #thread (https://reddit.com/r/cuckoldcaptions/comments/f26bll/not_a_surprise_i_guess/) by @TotalLambdaUser

She only told me that so she could humiliate me even worse by making it a surprise.
Women only say "size doesn't matter" to small dicked guys they actually care about. I've been both big and small, trust me, they let me do alot more when I was just below double digits.

imgur.com category @[deleted]

imgur.com category @AllThingsHuge

I have a surprise squeezed inside

imgur.com category @Recycle12

Charlotte McKinney - Los Angeles - 'Guess ''Dare'' Fragrance Launch' (Album)

imgur.com category @[deleted]

My step-mom is learning a special massage technique to surprise my dad on Valentine's Day. She asked to test it on me first.

imgur.com category @nestwarme

I guess I'm a grower ;)

imgur.com category @nl2crunch

Surprise waiting in the closet

gfycat.com category @johnnyrection

Mistress brought you a new outfit as a surprise

imgur.com category @Oak_jack

I guess being in the army isn’t so bad at all. 6 more months left till I’m free!

imgur.com category @kibblesss

Waiting for a little beach surprise

imgur.com category @23snappy

Getting ready for work. My coworkers will never guess I wear this under my hijab

imgur.com category @legheels

Had to plug and spank myself. It hurts, but I guess it's necessary for becoming a better sissy. Make me your bitch?

imgur.com category @sissyanne13