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I'm a 47-year-old male who has probably been cross-dressing since he was seven. I started dressing in my mum's and sister's clothes. I've built up stashes of clothes many times and binned them through guilt. I've probably wasted so much cash it's unbelievable.Anyway, I've done all the manly things in my life like football, being a jack the lad, getting married, becoming a dad, etc. Through all the years my cross-dressing was suppressed, but three months ago I split up with my wife not because of the cross-dressing but due to other reasons. I think I hid the cross-dressing well and she never realized I had a secret stash of clothes in the attic.Now I am living in a rented room in a very nice lady's house. My cross-dressing urges have come back with a vengeance, from maybe dressing three to four times a year I'm now dressing every Friday and Saturday night as my landlady goes to her boyfriend's on the weekends.My make up skills have vastly improved going from looking a little feminine,. Grace looked disappointed."Wait, are you not going to fuck me tonight?" She asked in shock."I have trouble getting aroused these days honey, if i'm honest I can't believe you managed to get me hard and actually make me cum! I would love to try again tomorrow though this has been so much fun Grace." Michael tried to seem as grateful and confident as he could but he knew deep down that his cock had once again let him down.Although she wore a smile on her face Grace couldn't help but feel unfulfilled, now that she had tasted a mans ass she wanted it 24/7. They both stood up and Michael put his clothes back on, using the reflection in the bar window Grace picked off a few bum hairs from her face and popped them in her mouth. Michael tried giving back the 50 dollar note she had forced on him earlier but Grace refused and insisted Michael keep it to pay for his 'Delicious food'."At least let me get you a drink on the house? What would you like?" He said with a kind smile on his face. Grace.
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