The smallest penis size I was with - I didn't measure it with a ruler, but it was shorter than my ring finger and longer than my pinky finger and not much thicker than either. I have smallish hands so I guess less than 3 inches in length when hard. There was intermittent penetration in missionary and I believe zero penetration in doggy style. I did not have sex with the guy again after the one night. I gave him a good excuse as to why I could not see him romantically any more, we talked a bit on the phone in "friend-mode" a few times after that and then drifted apart. Of course I didn't learn my lesson and about a year later I ended up with a 3-incher for about two months until he cheated so obviously I broke it off instantly - I was hurt by the cheating at first but ended up feeling relieved that I had for the second time narrowly escaped possibly having sex with a very small penis for the rest of my life and should try to avoid such a situation again - that's how I ended up on this website.
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