Date: Mon, 28 Nov 2005 16:10:20 EST From: TexLee29@aol.com Subject: Dani and I Lucy and I married just after college and enjoyed only 5 years together before she was tragically taken in an auto accident. We were madly in love and I was just devastated by my loss. Lucy was beautiful, actually striking in her appearance and she not only was sexy looking but also a very sexual woman. I lavished her with sexy clothing like mini skirts, high heels, lingerie, and she proudly wore them for me all the time. After her passing I went through a nasty depression and I just couldn't bring myself to throw out all these sexy clothes, but I did manage to move them all into the closet and dresser drawers of our spare bedroom. Whenever I missed her or I was horny I would go through all her sexy clothes and pleasure myself, and somehow it made me feel close to her even though she was gone. At 36, I was still not dating, and beginning to feel real lonely. My neighbors, Bob and Fran had become great supportive friends of mine so naturally I was disappointed to hear that Bob accepted a 2 year assignment at work and he and Fran were moving to Germany. They have a son, Danny in his last year of high school and a scholarship to the local University so they asked me if I might take Danny into my home while they were gone. Naturally I accepted because Danny was a good kid and would be good company with Bob and Fran gone. Danny was 17, just weeks away from turning 18 when he moved in. He is a happy and friendly kid although I always thought he was a little effeminate in his mannerisms and being about 5'7 and 125 lbs didn't help either. Our first day together Danny and I moved him into the larger of the two extra bedrooms so we moved all of Lucy's sex clothes to the smaller room. Danny seemed to delight in looking through the clothes as we moved them and more than once commented on how sexy her stuff was. I could tell handling all this aroused him but chalked it up to teenage hormones. As we settled in over the next few days Danny took and active roll in the household doing all the cooking and cleaning and seemed to really enjoy it. I of course appreciated it and having the company was nice too. Over time we became good friends and on Danny's 18th birthday I took him to a nice restaurant. Over dinner I asked him about girls because I noticed he didn't seem to have a girlfriend and he tactfully avoided answering my questions. When we returned home I made us both a drink since it was his birthday and all and we talked further. After a few drinks Danny confessed to me that he didn't date girls and in fact thought he might either be gay or bisexual. I suppose I wasn't surprised but privately wondered how this would play out having a gay or bi kid in my home as he discovered his sexuality, and since I am straight, I wondered if I was equipped to help him through it all. We didn't talk about it again for several weeks but I did notice a few times that Lucy's clothes had been disturbed while I was at work. Piquing my curiosity I snuck a look into his dresser drawers and found a lace bra and panties of hers, along with a pair of her high heels and some make-up he had apparently purchased. I wondered if it was best not to mention it, but one evening as we were watching TV together I decided it best we have a totally honest relationship, so I told him it was OK for him to help himself to Lucy's things. Instantly his face lit up and he thanked me for being so accepting and he reached over and squeezed my hand and held it until I discretely pulled it away. The following day when returned home from work I walked into the kitchen and there were two glasses of wine sitting on the kitchen counter and a note addressed to me. I opened it and it read "Jim- Thanks so much for being such an understanding friend. I've never had the opportunity to dress in front of anyone and I sure hope you won't be disappointed. Be down in a minute! Love, Dani" Oh Gawd, what was I in for? I gulped down my glass of wine and poured another. I honestly expected Danny, or "Dani" as he wrote on his note, to dress like a girl privately and leave me out of this, but I suppose I was going to have to deal with this whether I liked it or not. I heard him coming down the stairs behind me and my heart begin pounding, not knowing what to expect. "Close your eyes, Jim", he said I did and heard the sound of high heels clicking across the kitchen tile floor, coming closer to me. I heard him stop in front of me, then he said to open my eyes. I was totally speechless. Standing in front of me was just about the sexiest woman I could imagine! Danny was wearing Lucy's black leather mini skirt, a black sheer blouse with a black bra underneath, black stockings with a garter belt peeking below the hem of the skirt, and black spike high heels. He had on a long curly blonde wig and perfect make- up. Long false lashes, mascara, blush and full red glossy lipstick. "Holy shit" was all I could say. "You like?" Danny said. "Holy shit, I can't believe it" Was all I could manage to squeak out. "I can tell by your reaction that you think I look good". said Danny. with a big smile on his face. "I don't even know what to say" I mumbled. "Your face says it all sweetie" he said. Danny reached over to his wine glass and held it up in a toast. "Here's' to you honey, for allowing me to express my femininity" I vaguely remember clinking my glass to hers, I mean his his. This was really strange for me to take it all in, and I am not sure exactly what I said next, but I again gulped down my wine, and Dani did the same, then poured us another. "Are you trying to get me drunk?" I said for some unknown reason. "Yes, I am sweetie, lets celebrate my coming out" she cooed, looking me square in the eye. Oh fuck, I'm in trouble now I thought. Her I am, haven't been with a woman for so many years, and I this Gawd- awful sexy transvestite son of my best friends is seducing me. Dani, I.. "Shhhh", he whispered, putting his finger to my lips. "Just relax hon, I won't bite" "Dani we need to talk this over" I said. "Jim, I know this is a lot for you to handle at once, but it's who I am, and I love dressing like this and I feel so perfect as a woman. Please don't be mad at me" "I'm not mad, Dani, Its just that.. "That what? "That I, um, I..well.oh shit, I don't know." I said. "I like you Jim, in fact I like you a lot" he said. I didn't know what to say. Dani refilled our wine glasses and took my hand and lead me to the living room couch. He told me that ever since he could remember he wished he was a girl, and started dressing up in his moms clothing at an early age. He tried to change but couldn't deny it. He confessed his secret crush on me since the day they moved in when he was only 10 years old, so when his parents were offered the move to Germany, he was the one that asked them if he could move in with me. Lucy's closet full of sexy things was a huge bonus and maybe even fate in his mind. I agreed he made a fantastic looking and incredibly sexy women, but I told him I was straight and didn't think I could handle a bisexual relationship, especially with the son of my friends. Dani seemed to have an answer for everything I said and we continued talking and drinking wine (now on our second bottle). I was afraid to admit it but I was even beginning to make sense to me. Dani scooted over next to me on the couch and reached over to the coffee table for her purse. She removed her lipstick and reapplied a thick glossy coat of red lipstick obviously for my benefit, then put it back in her purse, put it back on the table and looked straight at me. I wanted so desperately to kiss those pouty red lips only inches from my face but resisted doing so with all I had. She smiled at me and reached over and put her hand on my crotch. "Mmmm, nice boner you got there, sweetie." she said. "Did I cause that?" "I guess you did" I mumbled. Dani continued to rub my cock thru my jeans, so slowly and deliberately, almost mesmerized by it. I couldn't force myself to make her stop, as I looked at her long delicate fingers at play. She looked up and smiled at me then she lifted her stocking clad leg up, resting her spike high heel on the edge of the coffee table, no doubt so we both could get a better view of her sexy leg. "I've never felt so happy and peaceful in my life, Jim. Thank you so much." she said, looking at me with a tear in her eye. I put my arm around her and squeezed her, and we sat there in silence as she continued to rub me thru my jeans. I tilted my head back and let out a soft moan, my head spinning from the wine and the intense pleasure I was feeling. I felt her unbutton my jeans and slowly unzip the zipper. I knew we should stop, but it was far too late for that. Dani put her hands on my waste band and I lifted up so she could slide my jeans down to my knees. She did the same with my briefs and lifted my rock hard cock to her lips, softly kissing the tip, leaving lipstick prints on it. "I've sucked your cock a million times in my fantasies." she whispered, as she ever so softly sucked it into her mouth. So softly I could hardly feel it. After each gentle suck, she held it to her red lips and blew her warm breath on it, making me moan each time. "Does it feel good Honey? "Yes, Dani, it feels so good" "You don't want me to stop do you? "No, no, I don't" "I want to taste you cum baby" she said as she took me deep in her mouth, sliding her red lips down the entire length of my shaft, as she cupped my swollen balls in her hand and gently squeezed. "Yes, yes." Dani continued sucking me deep increasing the rhythm with each plunge. Then suddenly she stopped. She sat up and looked at me with a coy smile, resting her hand on my cock. "So, having fun now?" She said. "Oh yes, are you? "Just about the most fun I've ever had" She said, and she wrapped her hands around my neck and we kissed deeply, our tongues probing each others mouth. "But I really need to pee." she said, and we both laughed, "be right back". Dani grabbed her purse from the coffee table and headed to the bathroom. I watched her walk away with those long stockinged legs, high heels and firm round ass. I can't believe this is happening I thought to myself. I pulled off my jeans and underwear the rest of the way off and removed my socks and unbuttoned my shirt and retreated to the kitchen to refill our wine glasses. The questioning of my sanity was over ruled by just how fucking horny I was and how incredibly sexy Dani was. She truly was sexier that most women I've met and now wasn't the time to debate right and wrong. I was standing in the kitchen with my cock at full attention when Dani returned. She had again reapplied her lipstick and removed her skirt, exposing her panties and garter belt. As she came closer I could tell she applied another splash of perfume. I could tell it was Chanel No.5. "Miss me?" she said. "Sure did" I replied. "You have lipstick all over your mouth hon, have you been with a whore or something?" she laughed, wiping it away with her finger. Standing there face to face Dani just stood there for a minute smiling at me. "What are you smiling at?" I said. "You Jim, I am so happy" she said as she put her arms around my waist and hugged me tightly. "I had no idea, Dani" I said as I hugged back. Dani looked up at me and whispered "I want to be your little sexy toy sweetie" as she slid down to her knees and again took my cock in her mouth. She gave my dick a few nice sucks, then abruptly stood up, gave me a peck on the lips, reached over for her wine glass and said "Follow me big boy", and I followed her to her bedroom. "Lay down sweetie and I'll give you the blow job of your life" she said. I removed my shirt and lay down on her bed and Dani got between my legs and lifted my cock to her lips. She again started slowly but quickly built up the pace bringing me to the edge of climax, and holding me there. I saw her hand reach into her panties rubbing herself as she sucked me. I thought about it for a second or two than thought oh what the hell. "Scoot up this way and let me have some of that" I said. "Are you sure? You don't have to." She said. "I want that `clitty' baby" I said. Dani straddled my face and put her cock in my mouth. I never sucked a dick before and it was different than I imagined. Dani's clit is small, about 5" long at most and thin. It felt hard on the inside of course but also soft on the outside, and not all that unpleasant, especially due to the strong smell of her perfume she evidently splashed down there. She was also uncircumcised and that was the first time I had ever seen one in person. Her loud moans told me she was really enjoying my clitty sucking and I suddenly felt it swell then I tasted her cum in my mouth. It was musky and strong tasting and I had to resist a gag reflex but I continued sucking until she finished squirting. Dani bent down and kissed me sucking all the cum she could from my mouth, than again went to work on my cock. It didn't take me long to return the favor and I had a mind blowing orgasm. I just kept cumming and cumming and it seemed to last forever. We kissed again and I tasted my own cum in her mouth and we fell sound asleep in each others arms, as I drifted off to sleep, I wondered if I lost my mind or what....