Saturday, May 10, 2025
11:11 PM
For years I've been crossdressing. My wife and I conceived four children during our sex escapades. I would get my makeup, a dress, bra and panties, suntan pantyhose, and my heels. She would either be naked or wear a one-piece night gown. As time went on, my wife got disinterested in sex. I always felt let down because she would complain about getting headaches. Still, I would go through our routine whether I was getting anything or not. This time, I had dyed my hair and let it grow out. I had long hair with the urge to dress like a woman. I ached so badly to be loved as a woman. I desired to be caressed, have my but filled with a real man's love juices, and to see if I can do my first blow job.
One day, my wife comes home and tells me we are taking a trip to the beach. She had already purchased a condo overlooking the ocean. She told me to only bring the clothes I would normally wear around the house and that she would buy me new clothes when we got there.
So we were on our way with me in nothing but a dress, bra and panties, pantyhose, and a purse to carry my makeup in. I never went out in public dressed this way before but I was excited. Little did I know my wife's best friend Lucy and her husband was going to meet us there. My wife informed me of this once we got to our room. The view was awesome and we could look out and see the ocean through our patio door. While I was waiting for my wife to come back from meeting her friend Lucy, I got a little comfortable by walking in nothing but my pantyhose.
I saw the door open, and here came my wife back, and she wasn't alone. Lucy was with her. My wife said, "We have a surprise for you." Lucy was staring at me with an admiring gaze. Lucy told me how good I looked and couldn't believe what my wife was telling her about my desires to dress like a woman. I knew right then my wife told her about my lifestyle.
Lucy and her husband lived in the same town, neighborhood, and attended the same community events. I knew once the word was out, my reputation would be forever tarnished. Lucy finally spoke up and said, "I want you to know that your wife and I are having a secret affair that you or my husband didn't know about until today." She reached over to my wife and grabbed her hand.
My wife instantly kissed her on the lips and lightly grazed her right breast. What could I do? I was frozen instantly by what had transpired. My wife was locked in an embrace, and I was standing there just as turned on if I was participating. Next, came a knock at the door and in walked Lucy's husband, Dave.
He walked by the women and came straight to me. He looked me up and down. He said I looked real sexy and that he was turned on by my appearance. He then grabbed me by my waist and drove his tongue in my mouth. I became so weak in his embrace that I was enjoying his kiss. For the first time, I was feeling what it's like to be in the arms of another man and I loved it. As he removed my dress, I saw Lucy and my wife renewing their previous embrace, except they were on a bed, naked. They were in an intense adventure of kissing and touching each other 's love bush.
Once Dave had my dress off, he took me by the hand to another room that had a king-size bed. I lay there while he took his clothes off. I looked down and saw this massive shaft perked out once he got naked. He then started caressing my legs. I became really turned on by now.
He raised my legs up and removed my pantyhose. As I was admiring his technique, he licked the back of my legs up and down. I started to get really excited then. Could this be the day I finally get what I have been dreaming of? He gently took off the rest of my clothes and pulled me to his impressive shaft. I was so horny that I opened my mouth and started sucking his manhood. I went as far down as I could, and I was enjoying it. He held my head with his hands and encouraged me to go even faster. I never gave a real blow job before, and I didn't want to mess things up. He came in my mouth and I didn't waste a bit of his cum.
We got into the bed together and he started kissing my neck, ear lobes, and rubbing my tits. He would then use his hand and grab my ass cheeks. I just sucked him dry and all I wanted was his shaft in my wanting sweet whole. It got so intense that I started begging him to please fuck me. "Give to me hard, baby," I screamed. He then turned me over and began to fuck me from behind. I was finally getting what I craved for. I was being fucked by a man. He pounded my ass so good for another ten minutes until I could feel him coming inside me.
As he came, I collapsed in his arms tightly around me. Little did I know my wife was watching from the doorway with her pussy wet while I lay there with Dave fucking me. I didn't care, I was getting my needs met, and apparently my wife did too. Dave made a true woman out of me that week.
As our vacation ended, we traveled back. Things would never be the same. My wife left with memories of having her bush licked and making love to another woman. I left having been ousted and filled by another man's cum.
By Marsha Webb
