I let my Gf do me with a strap on, she suggested we buy one when we were in Amsterdam a few years ago, she dressed up in a basque came into the bedroom and ordered me to suck the cock, i was a bit hesitant at first as this was my gf and I was unsure what she would think seeing me sucking on a strapon, I wasn't fully relaxed there were things I wanted to do and say to her while we were on the bed, my head was racing with thoughts and imagines of t-girls how I never said anything I will never know, but fuck was it good when she slipped it in, she slowly wanked me off and when I came there was buckets of the stuff, so I can understand how your boyfriend is feeling confused, It was the first and last time my gf used the strap on, god knows why, I have always felt abit embarrased about asking her why we haven't used it again, my gf has next to no idea about my fantasy's with shemales, would i cheat on her if one came along, i would have to admit that yes I would, the desire would be to great, I know i would be totally relaxed and in an environment where the girl would be fully able to understand what I wanted and i would be able to express myself fully without feeling shame or remorse.
I would hate my gf to feel the way you do, but thats probably easy for me to say and probably abit thoughtless also.
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