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As far as the first one goes, the shortest double dildo I've seen is 12 inches. Seems kinda long, each person would have to suck in 6 inches before being able to kiss. (It should be comfortable of course) It would be fun to practice though.
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There's a very small penis shaped butt plug that has a suction cap
a pair can be suck together making a double end dildo .
I think they are called 'Shanky' , I'll post pic's in a few days .