I met my wife in the spring so the night air was very comfortable. She was nearly a virgin only having had sex a couple of times. I on the other hand was pretty experienced being a partying, fairly good looking bachelor. We met up a lot after the night I met her. We would sit and talk, go out to eat, go out and get drunk, and other things of this nature.
After a few weeks of this dating we decided we were ready to start having sex. I was a freak, a NASTY freak. There's nothing with a woman I wouldn't do sexually. She on the other hand had never heard of the stuff I wanted to do so I didn't want to pull my tricks out of the bag just yet and risk scaring her off. I really liked this girl and had never met anyone so interesting yet so beautiful before. I new she was THE ONE.
We had pretty ordinary sex at first but this was satisfying enough at the time because she was so new. She was a super good dick rider too! She would occasionally let me slip a finger or two in her anus if she was drunk.
This went on for a little while and one day I decided that instead of my fingers, I would stick my tongue in her ass. She loved the feeling I could tell. I asked her how she liked it and being so reserved she replied "It was ok."
A couple weeks later I tried to have full blown anal sex with her. That didn't work. Of all my fetishes and fantasies, anal sex was my favorite. This was very disappointing. I tried over and over numerous times. She even let me stick it in one night.
I have a rather large penis that many guys would envy. It's about average length but let's just say the girth can please a woman very well. Her tight little pucker doesn't want to accept something with my girth.
I have learned to deal with and adjust to her not being able to do it. Maybe one day she will but if not that's ok too. I have found a few fetishes to replace it.
We went to a local porn shop and was looking around for some fun stuff to do. As we were in the dildo section we came across the strap-ons. She looked at me and said "If I can do you in the butt with this, I'll let you do me in mine." I immediately took it off the rack and went to the counter and purchased it.
When we got home she came to me with her makeup bag and said she was gonna put some on me. I didn't take long rejecting that idea. She proceeded to tell me how much she would enjoy doing this and I thought to myself " What the hell, I'm in the privacy of my own home and it would make her happy" so I sat down in the chair.
As she started to put the makeup on my face I got a
raging hard-on. But how was this happening? I was not gay nor was I a drag queen but this was actually turning me on. She finished up the makeup and told me to sit there that she would be right back.
She went into the storage room and came back out with a wig that she had used for a costume a couple years back. She put the wig on me and said "Oh my God baby you're beautiful!" I went in the bathroom and looked in the mirror. She was right I was HOT! I wanted to take myself down and fuck me right there in the bathroom floor!
As I was in the bathroom admiring myself in the mirror, she went into the bedroom and prepared my outfit. When she opened the door to the bedroom to my surprise she had a
whole outfit put together. She asked me why a woman was
wearing a mans clothes referring to me. She came and took
the clothes off of me.
First she handed me a tiny g-string. I put it on and as the string went into the crack of my ass my now flaccid penis jumped back to attention. It didn't look very feminine sticking out of the top of my panties but it would just have to be overlooked.
Next she handed me a brand new DD sized bra that she told me she bought because she had planned this night for awhile. It made me feel good that I was fulfilling her fantasy and being turned on myself in the process. I put on the bra and we stuffed it with a couple water balloons.
The next thing she did seemed kind of odd to me but what the hell I was already into it this far. She had me sit on the edge of the tub as she shaved my legs and arms. When she was finished I felt my legs and they were silky smooth.
We went back into the bedroom and she handed me a pair of tan pantyhose to put on. I put them on and went and looked in the mirror. I had one really sexy pair of legs! Seeing them made me hot all over again!
She pushed me back on the bed and started rubbing my dick and balls. She asked me if I liked it when she rubbed my pussy. I replied "Yes, it's feels good through my panties." I had a wet spot at the top of my panties and she said "Aww baby you're getting wet!"
She then got up and went to the closet and pulled out a sack. Out of that sack she took a very sexy women's black shirt and a black mini skirt. I put on the women's clothes and walked around the bedroom for her. She asked "You don't think you're done do you?" She then walked over and fitted me with a rhinestone necklace and a pair of shiny rhinestone clip-on earrings.
She then went and got a pair of high heels out of the closet and I put them on. I walked around the house in that stuff for a bit then asked her if she was satisfied. She said "No!" and grabbed her keys.
My heart was racing and butterflies were fluttering in my stomach as I wondered where we were going. We got in the car and she blindfolded me. I asked her where we were going and she replied with "Now if I wanted you to know I wouldn't have blindfolded you!"
She told me that for tonight she was a lesbian and I was her girlfriend. That sounded good to me so I reached down and took her by the hand. I heard her say "Oh no!" I then asked "What?" She told me she forgot to paint my fingernails. We went to the department store and she let me take off my blindfold to go in.
As we went inside, we were greeted with "Hello ladies!" This was fairly comforting as I then knew no one would figure me out. We walked over to cosmetics and she picked up some fake nails. She handed them to me and said "Here you go baby. I'll see you at the car!" smiled and walked off.
I went to the checkout with those fake nails and the cashier told me she liked my shirt and wondered where I got it. I used a very feminine voice and said "Oh I don't know my
girlfriend got it for me." She gave me a really funny look.
As I walked out of the store, my parents walked in. My panties were almost soiled at that moment. I walked past them like I didn't even know them. They didn't know they knew me either.
I got back to the car and my wife now girlfriend Morgan glued them onto my fingernails. They were very pretty French