Crossdressing this valentines day

For many men there are few holidays more dreaded than Valentine’s day. Between the prospect of spending the day alone for some, or forgetting and spending the day in the dog box for others one can almost lose the sweet romance. Yet perhaps because of all the Hallmark-hype love, togetherness and the tender touch of your soulmate are just the start. Gifts have become a staple of February 14th – flowers, chocolates, and perhaps even some sexy lingerie are all appropriate, expected or hoped for.

I usually start thinking about Valentine’s day the first week of February, but today my lovely wife surprised me and suggested that Valentine’s day would make for a great poll topic for Crossdresser Heaven. I wonder… do all woman start thinking about this holiday so early? Perhaps for the moment I’m still a man with the soul of a woman.

With this week’s poll you get to tell me: as a crossdressing valentine who buys the panties in your house.

[poll id=”22″]


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I’m passionate about creating a safe space for everyone in the transgender community to find laughter and friendship on their journey. I completed my physical transition in 2011 and through it I lost everything, and gained everything. I am blessed that I was forced to gaze inward and embark on the journey to discover and live my authentic self. My deepest wish is that all who wander here may find peace, happiness and freedom.

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14 years ago

Can’t really say that I get anythang on valentinez day. Every year on valentineza day I waz single and I alwayz workd so in reality valentinez day is a sad day for me. I’m still single and I’m just hopin that for valentinez day I would get the girl of my dreamz and the love of my life back. Thatz all I want. I hate sittin at home every year just stayin away from everybody cryin cuz I’m alone on wutz suposed to be a special beautiful day for everybody. To everybody on this site HAPPY VALENTINEZ DAY. Ik itz… Read more »

Elizabeth ...
Elizabeth ...
14 years ago

My third wife left me the Saturday before Valentine’s Day and I was devastated, so I was pretty much down on Valentine’s Day for about two years after. Since then, I have become happy in who I am, and look forward to Valentine’s Day as a special day to share if I am with someone, or a special day for me. I have never given or gotten lingerie on Valentine’s Day, but in 1984, my second wife gave me a little Teddy Bear. (Everyone should have one, you know, to keep them company through the rough lonely times.) In the… Read more »

14 years ago

My wife has allways said that she is fine with my crossdressing,but this year she proved it.She picked out bras and painties for me. That was more important o me than any thing she could have done.

13 years ago

always enjoy newpanties w/matching bra miss the times when i was 5-17 though. modelad all 4 of my sisters dresses. jeez oh for cute!

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