One time I had bought one and had a girl friend do me. It wasn't pleasant, maybe the size was to big or she was too aggressive. I also think that dildos are too stiff and don't have any give. A real cock is a bit more flexible and will flex and bend a bit to fit. I've had tgirls who had much bigger tools than the strap-on that was used on me and had no problem with them. Understand that size DOES matter in this department but if they know what they are doing and work at it slowly to start, you would be surprised at how your hole will adjust for her and your pleasure.
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