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First Time Crossdressing In Front Of My Partner

Posted 01-08-2021 at 03:32 PM by SissySlutSamantha

If you have been following my blogs for the past few weeks you will know that I recently came out as a crossdresser to my fiancee. It was a rather large shock to her and is something that we have been talking about and dealing with for the past few weeks.

Last week she asked to see my stash of clothes, I showed her but could still see that she was unsure.

When she asked why I do it, one of the reasons I gave her was that it really helped me relax when I felt anxious or depressed. That being said, I have been suffering with a case of the January blues. A mixture of work stresses, life stresses and the fact that the whole of England is in a full lockdown at the moment which means going out to socialise and relax is a no go.

She sensed something was up with me on Wednesday as I was being uncharacteristically snappy, which is definitely not like me. So after work today she asked me what was up and I explained everything that was going on. This is when she caught me by complete surprise. She suggested that I dressed up to try and help me relax.

This was a massive shock seeing as just a few days ago she seemed to not be a fan of the idea. I tried to play it cool but secretly i was screaming with happiness inside. I asked her if she was sure she didn't mind seeing me dressed up and she replied saying she didn't mind as long as we set some ground rules for the first time.

She said the only rules were she didn't want me wearing a wig, wearing shoes or wearing fake boobs. I obviously complied and went and got dressed. I put on my formal black dress, some white panties and some black tights. This is where I got nervous, I paused for a split second before walking into the living room. But when I did this rush of relief came over me. She looked at me all dressed up and smiled, she then asked for a spin to which I complied as she gave me a wolf whistle. I walked over and sat down next to her for a cuddle, I thanked her for letting me do this and she said that I actually didn't look that bad. Shes even asked if she can wear my dress sometime as she liked it xD.

I changed later on into a sports bra and yoga pants just to get a bit more comfortable and she didn't even think twice about it.

She is working tonight which means she's left me at home dressed up, as she left I thanked her again for being cool about it and she reiterated that it wasn't as bad as she thought it would be. I have since dressed up a bit more with all three things she didn't want to see, as i am writing this I am wearing:

- A Wig
- Fake Breasts
- A New Red Dress
- White Panties
- White Heels

This has been one of the most amazing experiences of my life and im glad my partner is starting to see how happy it makes me. I hope my experience can help others who are maybe going through the same thing or wanting to talk to someone about there own crossdressing. If anyone has any questions or just wants to talk im more then happy for you to PM me.

Im going to go and enjoy my night as a free and happy (wo)man

Thanks for reading
Samantha
xxx
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Comments

  1. Old Comment
    RiskyFlame's Avatar
    Oh my god, I'm so happy for you. Thank you for sharing this. It really put a smile on my face.
    Posted 01-08-2021 at 04:01 PM by RiskyFlame RiskyFlame is offline
  2. Old Comment
    SissySlutSamantha's Avatar
    thank you so much
    Posted 01-08-2021 at 05:16 PM by SissySlutSamantha SissySlutSamantha is online now
  3. Old Comment
    StrawDog's Avatar
    She wolf-whistled?! Call the police!

    Wonderful to read things went well.
    Posted 01-09-2021 at 04:30 AM by StrawDog StrawDog is offline
  4. Old Comment
    Victoria85's Avatar
    That's really nice Samantha. Hope things will go even further up from here on out and that you can show all sides of yourself around here.
    Posted 01-09-2021 at 05:02 AM by Victoria85 Victoria85 is offline
  5. Old Comment
    SissySlutSamantha's Avatar
    Thank you for the kind comments everyone.

    Adding on to this, I even kept panties on overnight and then wore a black cami with it when i got up, she just acted like everything was normal when she got up which i suppose is a goof sign
    Posted 01-09-2021 at 10:34 AM by SissySlutSamantha SissySlutSamantha is online now
 

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