
in Costumes/Fancy Dress
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Jenny Sheerness

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If your mother knows, or knew, of your crossdressing, how did she find out?
Created on Feb 21, 2025
Voters: 157
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Santa would whole heartedly approve! Gorgeous! 🥰
Thank you so much Fran – I’m not sure I want his “attention” mind you 😉
Jenny x
I know I should be admiring how wonderful your costume is. And it is marvelous. But I can’t help but focus on how gorgeous you look in this photo.
You really are a beautiful woman, Jenny.
That is so kind of you Angela! It was such great fun, I didn’t want the day to end! As for beautiful – that is praise indeed, coming from someone so attractive and glamourous as yourgoodself, I feel very flattered, so thank you so much! 😉
Jen x
You look great! So, are you officially out at work?
Hi Kim – no, as it was “fancy dress” for the works quiz, the rules being that if you entered the quiz you had to dress up as a fairy, santa claus, or an elf. So I just bent the rules a bit and exploited the opportunity…. it was great fun, and got lots of laughs and jokes…. though I guess some may be suspicious, as I did a similar thing for Halloween and dressed as a Witch… which was also amazing fun and I think I shocked a few people!! So this time I did get a few probing… Read more »
That’s so great that you were able to ease in under cover of the holiday! I got into this last October, using Halloween as my “Break Glass In Case Of Emergency” if needed… 😂  But now Halloween’s over, and I don’t need cover anymore! Can’t hide “tall”, so just walk proud! (but carefully  😉 )
You look so pretty in your Mrs Claus outfit Jenny. I’m so sure you had a great time.
Thank you Jennifer (another Jenny!) I did have an amazing time – as you can see from my messages above. I can’t wait for the next opportunity, but not sure when that will be. I do need to go out again, but in “normal” femme attire, rather than fancy dress…. though I can’t quite decide which I enjoyed more!! Maybe because I could “get away” with the fancy dress, it actually made it more fun and less stressful, than trying to blend in under a more regular situation…. I do feel very lucky to have had this opportunity (which I… Read more »