Shopping Pt. 01

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A crossdresser journey.
787 words
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HSMan
HSMan
10 Followers

Over the last few years my girlfriend has taken me a real journey. Very earlier on in our relationship she discovered my kink for lingerie and not just her wearing anything satin, lace or silk but also that given any opportunity I'd wear knickers or a thong under my male clothes. Be it t-shirt and jeans, smart casual or one of my sharp city suits I'd usually indulge myself with a pair of sexy knickers rather than boring pants.

I was a little worried about how she'd react to this but I'm in doubt that she loves it and now positively encouraged me and even suggested stockings and suspenders or lace top hold ups under my male clothes too. Whenever we are out in public and I'm wearing knickers and or stockings she can't keep her hands off me, rubbing my legs focusing on the suspender clips or lace tops, tracing the VPL on my knickers or slipping her hand in the back of whatever trousers I'm wearing for a little caress of my satin covered behind. She often whispers in my ear telling me how wet she is knowing what I'm wearing or asking me if I think anyone else has any inkling. It drives me crazy!

She has further encouraged me to wear bras and soon added silicon boobs and this was soon this was followed by stilettos. She has extremely high level of emotional intelligence together with a very open and dirty mind and has mentored and coached me very carefully. I've now got a whole host of lingerie, shoes, skirts, dresses and wigs, I feel totally liberated when dressed up en femme. After a close shave she takes great pleasure in applying my make up, I could probably do it myself but we both really enjoy her doing it. I can tell because she just gets so wet doing it but it's all part of our foreplay. Sometimes we swap knickers after the make up session, It's such a turn on for me pulling her damp satin or lace knickers up my thighs and feeling her against my heavy hairless balls and I know she loves my pre-cum knickers close to her.

I can honestly say that this woman has changed my world, she is without a doubt my best friend, soul mate and the most incredible lover, I'm totally liberated (I've said that before) and 100% comfortable with dressing up with and for her and it doesn't always lead to sex, albeit that day.

Just last week we were both working from home, and I decided I'd dress up for work (the pleasures of working from home) and it just seems completely natural. Let me add I has especially horny at the end of the day and given her wet knickers so was she. We sat on the couch I was wearing a black satin knickers and bra, a vintage style 6 strap suspender belt, seemed stockings with suede stiletto back boots, a long-pleated leopard print skirt and a black satin blouse, long brunette wig.

She was sat next to me in a beautiful navy suit, with nylon covered legs and black patent heels. Her hands were all over me as were mine on her, heavy petting to say the least. She felt my hardness and promptly got up, left the room, and returned quickly with some baby oil. She lifted my skirt up around my waist and eased my hard cock from my silky satin knickers.

She has become an accomplished masturbater with an amazing touch. I'd had no doubt this was turning her on just as much as it was me, she lifted her own skirt up to reveal last top hold ups and with balk and gold satin and lace knickers. I watched place one of her hands inside her own knickers playing with herself while wanking my cock. As she approached her own orgasm, I lost my control and came very hard, I almost fainted it was that intense.

My femme wardrobe is steadily expanding, and I've got lots now to choose from, I can do very smart or very slutty and my attire reflects either her or my mood. I've learnt to walk in high heels and have fabulous pair of thigh high patent stiletto boots that just scream slut! The main challenge for me now is getting the right size, ordering online is ok but a pain in the behind to send back when it doesn't fit. My girlfriend has a better eye than me (obviously) than me for an idea what will fit but she's very careful when we shop as to not expose me for the crossdresser that I am, that is until now.

HSMan
HSMan
10 Followers
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4 Comments
AnonymousAnonymousover 2 years ago

The word is panties!! Say it!!

AnonymousAnonymousover 2 years ago

I think the business attire is strictly for the story. Being in business, being presentable, being professional; these all require better control of the English language that you are giving us. Proof reading is ESSENTIAL. One Investment Bank I worked for had an expression, lower left on each page of presentation, initials required : e&oe indicating errors and omissions excepted. Proof reading will heighten the believability of stories. Please incorporate!

Your story line is very enticing and relatable for a very wide audience.

Tighten it up and close the deals.

AnonymousAnonymousover 2 years ago

I'm jealous of you. I'd love to be feminized by my girlfriend like you were..instead, I have to find time to dress en femme in motels away from where I live. I'd give anything to wear my girlfriend's.moist panties so I could smell the musky aroma of her pussy so I could smell cunty

MissLouisecdMissLouisecdover 2 years ago

my god never let that girl get away from you, its so rare to find a woman that is into to men dressing , ive tried with a few and had no luck, you are more lucky than you know and yes im so jealous

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