I’m 63. This guy, who I met online, is 54. I like wearing lingerie and mini skirts.
I’ve done it ever since I was a young man but I’ve always kept it hidden from friends and family.
I have been in contact with other cross-dressers recently but this is the first time I have agreed to meet up with one.
He wants to have oral sex with me but I’ve never done anything like this before and I am not sure what to expect.
DEIDRE SAYS: First off you need to be sure you will be safe. You may share an interest in cross-dressing but it’s not a good idea to meet anyone for the first time out of sight of other people. Suggest a coffee first to get to know one another.
Don’t feel pressured to do anything that goes against the grain for you. My e-leaflet on Cross-dressing Worries will reassure you.
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