"Ok, sweetie. I will see you tonight." Alex breathed a sigh of relief. All right, I have about three hours. Not too bad. This had been something he had been thinking about for quite sometime. Its not very often his wife leaves him alone during the middle of the day. But here he knows Emily is going to be gone for a couple of hours.
Alex quickly leaped up the flight of stairs and made it to the bedroom. Here was my chance, to spend the next few hours as a woman. He went to the closet and selected a very nice lingerie outfit of his wife's. Then a pair of silky panties and a Lacey bra to match. The plan was simple. Spend as much time doing all the feminine things that girls do to pamper themselves. So he took his items and went to the bathroom and started running a bath for himself. He added some bubble bath and removed all of his clothes. Then he went into the medicine cabinet and removed a razor and some shaving cream. "Ok, if I am going to look to part, I need to feel the part". So off went his hair on his legs and underneath his arms. Now a nice relaxing bubble bath. Here he pondered what else it was that I wanted to accomplish today. Thoughts went flying through my head and decided it was time. Drying off, I quickly put on a silky robe of Julie's and went into the bedroom.
First, I need to put some lotion on my dry skin. I selected a very sweet smelling body lotion and began to apply it to my body. Then, I wanted my face to look the part. I started slowly, first applying some foundation, then some blush, mascara and eye shadow. And finally some red raspberry lipstick. It was quite weird seeing reflection in the mirror. But the process was not complete. I got up and went into the back of the closet and removed a blonde wig that I had ordered for this very day. It was a very sexy hair style with hair down past my shoulders. I put it on and instantly went from being a man with questionable make-up to a beautiful young woman. At least from the neck up. I then went and placed my new Lacey bra on and started to explore ways to enhance my bust line. I've got it, I will fill the cups with some silky nylons. After two in each cup, I had this very feminine look to my upper body. And finally, the silky panties. Here I was quite use to wearing these. I had been doing it occasionally for the past fifteen years. I placed on the panties and went to the mirror to examine myself. What a difference the wig and bra made to my appearance.
I then went to my wife's closet and select the most attractive dress she had. After I got all dressed in her clothes, I felt so excited. I hadn't been able to go this far in quite sometime. And then I heard a sound down stairs. Hello....Emily had come home soon....What will she think? I tried madly to think of a way to prevent her from seeing me, but the door started opening and I knew I was exposed. Hello there sweetie, she said to me. Hmm. She didn't seem surprised at all by my appearance. In fact, she began to complement me on how attractive I looked. Sweetheart, I never knew what an attractive young woman you would make. I do hope you are up to having some fun. I wasn't quite sure what to make of that comment. She walked quietly over to me and began to caress my arm and shoulders. It would be a shame to let all this go to waste. I have an idea. But you have to be willing to do whatever I say. Are you game? Yea..I guess so. Ok, first you need to start talking with a little softer, sexy voice. Can you do that? I then I answered her in my most feminine voice. Super! She said. Now, I think we should go out and visit a friend of mine. You don't mind do you? Sure. So we quickly grabbed our things and went out the door. Emily just kept looking at me the entire time driving. Every now and then she would gently stroke my exposed leg through the pantyhose and drive me wild with desire. About 15 minutes later we got to a large white house. Who lives here, I inquired? Oh, its a good friend of mine. What's her name, I asked? Well, her name is actually Michael. Its a guy! Yes, is that a problem. Well no, I just figured your friend was a female. Let's go, I believe he is expecting us. He knows we're coming? Yes, I phoned him shortly after I left you this morning. I was hoping you would take that time and dress up for us. For US? We were greeted at the door by Michael, who was a handsome man, around 35 years of age. Average build, short hair and nice eyes. We came in and set down on the sofa and begin to chat. Emily begin talking about my experiences dressing as a woman and told Michael what a wonderful lover I was as a Man, and was sure I would even be better as a woman. I was kind of getting uncomfortable at this point, but still aroused very much by being seen as such an attractive young lady. Well, Michael said. If you would like, we could have a little fun. What a wonderful idea Emily said. You wouldn' t mind? No not at all, Michael said. Alex, dear...I want you to go over and sit closer to Michael. I then moved next to him on the sofa, and he began caressing my leg. As he did this, he took my hand and placed it on his manhood. I could tell he was quite aroused, and also quite large. As he put my hand on him, I began to caress his maleness. It quickly got very hard and he began to moan softly. I looked over at Emily to sense her approval or disapproval. She was smiling and gently stroking her own breasts at this point. Alex dear, why don't you help Michael out of those tight jeans, maybe he has something that you may like. Michael stood up and I knelt down and started to undo his jeans. I lowered his pants and then his shorts to be greeted by my first real life penis. It looked so large. Its head was so swollen and the shaft kind of sprang to the left. At the very tip of the head there was a little wetness, most likely from his excitement. Michael sat back down on the couch, and I continued to kneel between his legs. I slowly began to lick his penis, starting with his balls and working up towards the tip of the head. It tasted great. I began to circle my tongue around his swollen head and began to taste his pre-cum. I had never tasted anyone cum except mine to this point. It was very similar and had a great excitement to it. I licked his entire shaft from the tip to his balls, gently taking each of his balls into my mouth and caressing them with my tongue. I gently guided my tongue up and down the underside of his shaft and then slowly began to place the head of his penis into my mouth. Gently, taking it a little deeper with each stroke. It was such a strange feeling having someone's swollen cock in my mouth. I had never even thought about doing this in the past, yet here I was dressed as a sexy young lady taking a penis into her awaiting mouth. I wanted to make sure I didn't have him come to quickly, so I withdrew his member off and on from my mouth and slowly caressed his balls with my tender hand. I slowly traced my fingers to his hairy bottom and slowly slid a wet finger up his ass. I knew this was just about going to send him over the edge so I returned my lips to his wet cock and I slowly sense his growing excitement. I begin to work up a rhythm of taking him deep into mouth and simulating a moist vagina for him. I could hear him moan louder and louder, when all of a sudden he grasped to back of my head and wanted me to take him even deeper. I could sense he was on the verge of coming. I wasn't sure about taking his semen into my mouth, but wanted to please him and to experience this from a woman's point of view. So I decided I wanted to see it through to the end. At this point I felt these sudden burst of liquid squirting into my waiting mouth. The taste was something quite unfamiliar. But very delicious. I tried to take all he had to give me as he continued to pump out the liquid into my waiting mouth. I continued to licked his penis until I was quite sure I had sucked him of every last drop. At this point, Emily came over to me and gave me this passionate deep kiss. She obviously was trying to taste Michael's present as well. Emily and I exchanged his love seed between the two of us and were beginning to get quite worked up. In fact we were so busy I didn't even notice Michael had slowly raised my dress and was beginning to lower my panties. I sat back onto the couch and let Michael finish removing my underpants. This is where the surprise began. Michael and Emily sat on each side of me and began taking turns licking my "female" member. I closed my eyes and began to imagine it was my clitoris that they were licking. Emily got down onto her knees and started licking my balls as Michael continued to take me into his mouth. He then lifted up my legs a little, and gave Emily better access to my bottom. She started slowly licking my anus, up to my balls. Emily and I had often explored my sensitive area below my swollen member and she knew this was quite the turn on for me. With every lick she gently pushed her tongue deeper and deeper into my virgin vagina. This was driving me wild. She was getting me awfully wet, and I was about to explode. It was just then she stopped and switched places with Michael. Emily began licking my member as Michael slowly caressed my bottom. I was relaxing and enjoying the feelings when all of a sudden a felt something on my vagina. It was Michael's member. He was about to put it inside of my virgin bottom. I had never had anyone enter me before, and now I was here with my wife while another man was making love to me as a woman. He entered me very slowly at first. It was a little painful. But it felt good. He took his time and slowly worked all of himself into my waiting bottom. With each stroke my penis became more and more aroused for Emily. As Michael slowly worked up a rhythm into my waiting "female vagina" I motioned for Emily to move over and let me lick her moist juices. It was then however that I heard another person in the room. Brianna, Michael's girlfriend had come home early and had been watching the show we were putting on for her. She had already removed all of her clothes and had been watching us for several minutes before we noticed her. She slowly moved over near us, and motion to Emily that she would give me some of her juices. Brianna moved over and slowly squatted herself over my face. Her scent was breath taking and I became even more aroused than ever before. Here I was having someone make love to me as a woman, my own wife giving me the blow job of a lifetime, and now another woman sitting on my face letting me explore her moist tender lips. I was just about to explode!!! Michael motion for me to move onto my hands and knees so he could get deeper into my vagina, so I quickly repositioned myself and let him back into my love hole. Meanwhile, Brianna laid down in front of me and allowed me to continue licking her moist juices while Emily now moved over in front of Brianna and lowered herself onto waiting lips. We were all going at it pretty heavy when Michael finally made a sound that he was about to come. I wanted him to thrust deeper into my vagina had he took my cue. His orgasm seemed like an eruption, as he filled me with his hot juices. It was at this time Brianna was just about to bring Emily to his first orgasm as she exploded on top of her face. Brianna all awhile licking up every last drop.
As Michael relaxed, his love member quickly escaped my love box and he relaxed onto the bed. It was the ladies turn to enjoy themselves as both Michael and I watched Brianna and Emily take each other to new heights. They moved into a 69 position and started to pick up a rhythm that both of them enjoyed. Brianna on top of Emily worked her tongue into the sensitive spots of her erotic moist vagina and was driving her crazy with emotion. Emily tried to return the favor and was licking every last drop of her sweet juices. Emily came time and time again and finally the two of them felt the need to reposition themselves. It was here something interesting was to happen. Emily excused herself for a minute while Brianna came over to me to excite my female member once again. When Emily returned to the room you could hear a pin drop. Emily was now wearing a full 8 inch life like cock where her vagina should be. She looked right at me, and softly said. OK Alex, let's see if your woman enough to have two cocks and a vagina at the same time. Are you game? I was speechless to say the least. She walked over to me and began to order me to start licking her large member. I pretended that it was just like Michael's and began licking the tip of her penis and slowly encircling the entire head with my mouth. While I was doing this Brianna began to slow lick my swollen member and tease it with her tongue. Michael came over and began helping her. They each took turns slowly licking and caressing my female member into their mouths. In between, they would exchange a slow and passionate kiss. I was getting quite turned on by all this as I was trying to concentrate on giving a good blow job to Emily's erect member. I sensed that Emily knew I was quite excited by this point and wanted to explore this situation even more. OK Alex, why don't you get up on all fours and let me at that naughty little vagina of yours. I moved into my position and waited for Emily to continue. Oh Michael, could you come over here and give Alex some lubrication for me. Michael came over and before I knew it he was licking my vagina and sticking his tongue as far as he could inside me. Emily and Brianna were exchanging passionate kisses with one another while Michael was getting me ready. Emily motioned to Michael that she wanted me know so he moved out of her way and went in front of me. Emily slowly positioned her stiff and life like cock up against me waiting vagina and slowly pressed the head of it into me. It was a lot bigger than Michael's. I could tell from just its head. She slowly moved the head in and out of me, trying to ease the transition. Michael meanwhile had moved into position where I could now begin to lick and caress his large and wet cock. Emily's cock entering me and I felt someone else begin to lick my swollen clit. It was Brianna. She had moved underneath me and was slowly lick my balls and my clit as Emily continued to enter me. As Emily worked her way into my waiting vagina, Michael position himself so I could take him deep into my waiting mouth and give him another outstanding blow job. OK Alex, I want you to make me cum while your wife is making you cum. OK? With that said I slowly began to lick and explore musky taste of his large member. I could taste Brianna's juiced on his cock at this point and it just got me even more aroused. I licked his love member from top to his sensitive anus opening. He was very wet by this point. Just as I was getting into sucking Michael's cock, Emily reminded me of what she was doing. She worked her massive member into me, the head had entered and half of her cock was now thrusting away into me. I felt this incredible urge to thrust my vagina back to her so I could feel all of her in me. As I did this Emily grabbed my hips and in one swift thrust the rest of her large cock entered my awaiting vagina. She worked me to a furious pace as Brianna continued to lick and suck me to the verge of another orgasm. I meanwhile was working on Michael and trying to bring him to his most explosive orgasm of the night. When all of a sudden I felt Emily's cock explode inside of my vagina. I could not believe it. I didn't think it was possible, but this sent me off the edge and I began to erupt into Brianna's waiting mouth. It was such a rush that I took Michael's cock deep into my mouth in such a way that he erupted into a massive orgasm and filled my mouth with his juices once again. Emily slowly withdrew from my vagina and laid down on the bed, Brianna came up and gave me a deep and passionate kiss, trying desperately to taste Michael's juices. But the best part of all, I got the chance to taste both of our love seeds. Mine and Michael's as Brianna and I kissed. When we finished we laid back on the bed and joined Michael and Emily.
After we all were finished we laid quietly on the bed together, Michael, Brianna, Emily, and I. Side by side. What an explosive round of lovemaking. And here is where I knew my life had just changed forever. Emily turned her head and said to me, "Alexi, I do hope you will allow me to dress you up every Friday night so we can all have a good time together." I just smiled and knew it had to be just a dream. :)