zNSFW

Should've*

Should've Said No...
should've cleaned my mirror first. oh well.
Should've Swallowed
Should've sent this as a mass snap...
Should've known better...
Should've enrolled in the Undergorund Railroad
Should've listened
Should've Made her Bed First (but She does have Gorgeous Eyes)
Should've Tucked it Better
Should've got cuffs for my ankles too
Should've been a motor boat
Should've Locked The Door [F]
Should've cleaned our room.
Should’ve gone on that winter break trip with her friends
Should've known better.
Should've checked the weather beforehand [Azur Lane]
Should've roped at this point too tbh
Should've worn a longer skirt today
Should've had her on the team this season
Should've stayed in school
Should've Listend Man (MTF/TGTF) by Hartfie
Should’ve drank more water
Should've seen that coming
Should've poked it first
Should've let him cum [MM] (Zairiza)
Should've Had a V-8
"Should of", "could of", etc. aren't right. The contraction of
Should've seen the fun back at camp with this beauty
Should've sized the witch costume first [Isabelle] (Purple-Yoshi, lickagoat)
Should’ve chosen a less wild side chick
Should've done this a long time ago
Should've asked for the seven dragon balls
Should've come with her
Should've saved the last bullet for herself. (レー)
Should've insisted on her using a condom
Should've had a V8
Should've worn a cum facial for her portrait
Should've stuck with her fireballs
Should've Locked the Door [Damian5320]
Should've Paid the Fine
"should've done something but I've done it enough. rather waste some time with
"Should've said something but I've said it enough by the way my words were faded
Should've went for the bigger bottles today...Have some extra for your morning coffee
Should've been studying a little harder...
Should’ve gotten some Hans Solo Burger to smoke out o[f] this pipe
Should’ve spit on it first
Should've asked for more [B/S]
Should've Knocked (MAWMAIN)
Should've Never Left the Vault... (Art by erosarts, Commissioned by me)
Should've listened your wife