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How can I tell my girlfriend?

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Question - (24 September 2010) 2 Answers - (Newest, 25 September 2010)
A male United States age 51-59, anonymous writes:

how do i tell my girlfriend that i love wearing womans underwear and bra`s, plus i have had thoughts about having sex with guys or she-males. what should i do??

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A male reader, anonymous, writes (25 September 2010):

BABY STEPS! Start with using ladies underwear as a prop in sex play. Have her jerk you off with a pair of panties, or rub you with them... after many sessions have her put them on you. She can dress you up and you can roll play girl on girl.

As for sex with a penis... dildos are a great way to do that. Buy her a feeldoe and let her penetrate you.

If you decide to actually play with a man, you need to have per 100% buy-in. Sneaking around is a huge NO!

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A reader, anonymous, writes (25 September 2010):

honestly tell her straight forward but let you know that the subject is very important and sensitive to you first. that's how my ex told me he like it anal. you can even come up with some romantic or creative way to tell her. to soften the blow if you think she will take it hard. here is a way take her out to eat at a really nice restaurant buy her what ever she wants. then to a nice romantic spot. go home and tell her or even show her ( dress up). just an idea. i'm just another person who has been on the other side. good luck.

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