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I have been married to a wonderful woman for a couple of decades. During that time, I shared my fantasy of wearing women’s lingerie with her. She asked if I was gay, but I explained that I had bi fantasies, loved women, and women’s clothes. Occasionally, when we’d go shopping at the mall, she’d point out pretty satin lingerie to me and whisper “those would be very pretty on us”. So we’d purchase matching lingerie and have great sex while wearing them. But something was missing. I wanted to experience the thrill of wearing a full female ensemble, and even possibly experience sex with another CD. I frequently fantasized about taking a panty covered cock into my mouth and making love. I’d asked her if she’d be interested in seeing me with another CD. She said that she’d prefer not too, but if I ever wanted to try, she’d be open to letting me experiment as long as I didn’t go too crazy.

Time passed, and her brother in another state developed a health problem that required her to travel take care of him for a month while he recuperated. When she left, she dropped a subtle hint “don’t go broke on fem clothes!”. I took her to the airport and headed home. I’d already ordered wigs, dresses, heels, garter belt, nylons, and other items I’d need for a complete transformation, and they were due to be delivered that afternoon. When my packages arrived, I was already ready. I’d used hair removal cream to get rid of any little body hair I had, and had slipped into pretty satin panties and bra. I also had on a very feminine slip and camisole. I used some old makeup my wife had and think I looked very pretty.

I spent an hour trying on my new dresses, skirts, blouses, earrings, and wigs. I was so aroused it was almost painful. I left a damp spot of precum in my panties. Then I received a text message from my wife. “Hi honey, I saw some packages had been delivered to the house, so I looked at our Amazon account and saw what you ordered. Don’t worry, and enjoy yourself”. Then she added. “Can you send me some pics when you’re dressed? I’d love to see you.”. Damn! I’d forgot to use my private Amazon profile, and used the shared one when I’d made the order. So she’d received an email when the packages were delivered.

So I touched up my makeup, and took some photos of “Leslie”. I nervously sent three of my favorites to her and waited, and waited, and waited. An hour went by. Finally, she texted me that she’d been out for dinner and could chat now. She said that she wondered I looked very feminine and could easily pass for a MILF. That made me laugh, and really took my nerves away. Then she floored me with “I’d like to meet Leslie in person when I get back. She could be my lesbian lover”.

I decided it was time to get ready for bed, so I slipped out of my pretty dress and accessories. I put on a silk chemise and clean panties and went to bed where I finished myself with a vibrator up my ass and a well lubricated hand. And of course my hand had pink nail polish.

When I awoke the next morning, it was Saturday and I had a three day weekend. So I slipped into a skirt and blouse and made coffee and breakfast. I was still highly aroused and I’ll I could think about was sex. I opened up my computer and checked the advertisement on a local dating site. I couldn’t believe my eyes. The ad said:

“MWM, cross dresser, looking for first experience with another CD. If you can be discrete and host, I’d love to experiment and please you”. The ad was accompanied by two photos of another CD in lingerie and she looked very sexy. I sent a reply with a couple of my photos and waited for a response. I checked my email and sure enough, 30 minutes later she’d responded. She was very excited and we traded emails all day long. We decided she’d join me for a cocktail at 7pm, and if things clicked, we could experiment with going farther.

I took a shower and checked to make sure I was still hairless. I put on some of my sexiest satin lingerie and a floral print dress. I touched up my makeup and made sure my wig was well positioned. Right at 7pm, the doorbell rang and “Janet” met me at the front door. I welcomed her with a kiss on the lips and let her in. I prepared a cocktail and we chatted for over an hour. I explained my CD experiences since I was a teen, and she did the same. She explained she’d never been with a man or a CD, but was very excited and curious to do so. She explained that her wife worked nights, and she had several hours that we could hang out.

I asked her if she’d like to get more comfortable, and she readily agreed. She took off her dress and had on some gorgeous emerald green lingerie. I took off my dress and joined her in my lingerie also. We started kissing and I really enjoyed her plump painted lips. After about five minutes of kissing, she slipped my bra and camisole to the side and started to lick and suck on my nipples. This has at all times drove me crazy. More clothing was shed until we were both in our panties. I invited her to the bedroom and she readily agreed. After quite a while of shared nipple teasing, we held each other and kissed again. She asked if I was ready for her to suck my cock. I told her I’d love that, and I’d like to 69 with her. So we got in position, and took each other’s cocks in our lipstick covered mouths. I was in heaven. I’ve at all times wanted to suck on a cock, and here I was sucking a gorgeous 6″ one. It was soft and hard at the same time. I was so excited, I could have passed out. I tried teasing her with circling my tongue around the head and she moaned so sweetly. I was in heaven bobbing up and down on her slick shaft. I was rapidly approaching my cum, and while it was building, she started to throb and spurt in my mouth. Most of her cum stayed in my mouth, and a little leaked down my chin. I really enjoyed the musky taste of it. It tasted very similar to my own, but a little more salty. Moments later, I erupted in her mouth, and she swallowed most of it like a good girl. We finished up by kissing and licking any remaining cum off our chins and lips.

By this time, she had to begin getting ready to go home so her wife wouldn’t catch her in feminine attire. We kissed, and I helped her slip back into her dress. She said she’d love to get together to explore even more elements of our bi desires. I’m all for it, and she’s free tomorrow night.

Should I continue with part 2 – Anal loving among “gurls”. And how about part 3 – My wife returns and we distribute our confessions.

NSFW: yes

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