Lisa, the very first thing my fiancee said to me when she saw me present as Amy was, "I'm jealous, you look more feminine than I do!" She still routinely thinks I'm prettier than her; she's especially jealous of my natural hair, which is thicker and wavier than hers, and falls all the way to my bra band in the back. Despite this, she still accepts my Amy-side, and routinely tells me I'm cute whenever I finish dressing and step out into the living room to show her. And her acceptance has even increased over time; she's recently started allowing me to wear my nightgowns to bed, as long as I don't wear my foam breast forms with them, or wear ones that are "too sexy." (Before that, she had no objection to ladies' pajamas, and I routinely wore those.)
She does have one natural advantage over me, though...I wear forms to give me a C cup as Amy, while she has natural DDs. :D It's possible that you might have quite a bit of natural advantage over your friend in some respects, too. So don't worry...and you might look at some new lingerie for yourself before you meet up with him. Wearing all that satin and lace underneath can feel really good, like you have this secret sexy side that no one else can see; trust me! And, if the two of you wind up having a slumber party, you'll both want to look your prettiest!
- Amy
