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Longlegs2014 · 61-69, M
Yes there are. Usually many keep cross dressing a secret until after they are committed or married. Then the woman may feel that this 'surprise' is unfair or not what they signed up for.
A friend in college had a gf with no discernible LGBT inclinations. They talked a lot and liked to read some magazines where people wrote in about lifestyles and various kinks. After one date, he was totally surprised that she asked him if he'd like some of her dresses that she didn't wear much any more (they were about the same size). He was very surprised by her offer.
It may be also how they approach it once the relationship starts getting serious. It may be a lot like when someone wants to bring up a threesome or swinging with their partner. Sometimes its all in how you bring it up.
A friend in college had a gf with no discernible LGBT inclinations. They talked a lot and liked to read some magazines where people wrote in about lifestyles and various kinks. After one date, he was totally surprised that she asked him if he'd like some of her dresses that she didn't wear much any more (they were about the same size). He was very surprised by her offer.
It may be also how they approach it once the relationship starts getting serious. It may be a lot like when someone wants to bring up a threesome or swinging with their partner. Sometimes its all in how you bring it up.