Key West Fantasy Fest free porn video

Key West Fantasy Fest by Michelle bitv Part 1 It all started this past September when my wife told me she had booked reservations at a hotel in Key West Florida for the week leading up to Halloween. We had never been to Key West but our friends Ted and Laura had been there the previous year for the Halloween celebration and said it was a blast. Both Jennifer and I had been working hard all year so we deserved a break and the stories Ted and Laura told us made it more desirable. Jennifer and Laura decided to get costumes for all of us but they wouldn't tell Ted or I what they were getting. It didn't really make any difference to me, I wasn't very creative when it came to coming up with ideas for costumes. I was just looking forward to relaxing in the sunshine and continue working on my tan that was already starting to fade. Jenn and I were both 27 and Laura and Ted were 28. Both couples had been married just over two years with no kids in our immediate plans. Jenn and Laura had been room mates in school and remained friends and through the two of them Ted and I became close. Ted and I, like most males enjoyed sports especially golf, and were looking forward to playing the course out by the airport a few times during our week long stay. Ted is a big guy 6'2 200 lb. solid muscle and clean cut. Where as I am only 5'7 and tip the scales at 135, I also have long dirty blonde hair that goes to my shoulders. I keep it in a pony tail while working. I offered to have it cut but my wife says it looks cute. In spite of our difference in size, and professions Ted and I were good friends. Both girls were about the same size 5'7 and weighed in at about 130. Jenn had long blonde hair but Laura had short dark hair that she wore in a somewhat masculine style but she was very feminine. They both worked out together at the local gym and were very fit and trim. The day finally arrived for departure and Ted and Laura picked us up in their Jeep. Jenn had packed our bags and I was suprized to the amount of luggage she had packed since we were going to an area where the temperatures averaged about 85 degrees during the day. I didn't dwell on it to much, as I was excited about spending the next nine days just lying in the sun, eating, drinking and playing golf. Ted and I dropped the girls and baggage off at the departure area and took his Jeep over to long term parking while they were checking in. We took the shuttle back to the departure terminal and had an hour to kill before our flight so we had a nice relaxing breakfast before our flight. On the flight Ted and I sat together and Jennifer and Laura were behind us, they were deep into conversation but I couldn't make out what hey were saying. I just read my newspaper for a while and dosed off. We arrived in Miami and had to make a connecting flight to Key West on a much smaller plane. Flying down to the keys was exciting. I had never been to Florida and could not believe the beautiful color of the warm waters along the coast. We arrived in Key West gathered our luggage picked up our rental car(a Mustang convertible) and drove to our hotel. When we arrived at the Atlantic Shores we were told our rooms weren't ready yet so we took a drive downtown parked the car and walked around Duval street for a while. After having lunch, and a few drinks we finally got into our rooms and agreed to meet by the pool bar after unpacked and we changed to our bathing suits. Jenn handed me a tiny little speedo for my suit. (It looked more like a bikini bathing suit bottom). When I protested and asked for my regular suit she told me we were going to be a little more daring while away this time besides, its the only one she brought for me. She also told me not to be a kill joy, the only one that knows us here are Ted and Laura and Laura got Ted the same type of suit. Jenn stripped down and put on her new suit. It was a pink thong that barely covered her now totally shaved pussy and the top was so small it only covered her nipples. (I had never seen her completely shaved before) I wanted to ask her when she had done that but I got such a hardon seeing her like that all I cared about was getting between those beautiful legs of hers. I removed her suit and we went at it immediately. Our love making didn't last long as we were both so turned on it only took a mater of minutes before we both came. Afterwards I thought to myself that this is really going to be a great vacation. If wearing kinky bathing suits turned her on that much I'd wear anything she wants. I was a little self conscious about wearing the tiny speedo and wondered what would be said about my sexy wife wearing her non existent bathing suit by the pool, but after the quick session we had, I thought what the hell. I grabbed a towel and away we went. We stopped by Ted and Laura's room and all four of us went to the pool. We stopped at the poolside bar for a drink and admired the scenery. I looked around the pool and noticed there were some people totally nude both male and female, and some woman were topless. Ted caught my eye and just smiled. I pointed this fact to my wife but she just smiled and said don't worry about it. She knew the pool was clothing optional she said by the end of the week we would all have an all over tan. I thought to myself that this was great but felt self conscious because I was starting to get an erection and the tiny bathing suit didn't hide it very much. Jenn pointed this out to Laura and the both giggled at me. I blushed like I had gotten a real bad sunburn. THE POOL After several drinks the girls decided it was time to work on our tans. We grabbed our drinks and took several lounge chairs. Jenn and Laura their little coveralls and sat down on the chairs next to each other. Once the were seated they looked at each other and both at the same time removed the little bathing suit tops. I looked around to see the reaction of others around us but no one seemed to notice. Of coarse I had seen my wife topless before but never Laura. I couldn't help but stare. She was a little smaller than my wife but had larger nipples. I caught Ted staring at my wife's breast also. He looked at me and we both smiled. The next thing to happen really took me by suprize. Both girls took off their bottoms. I got another erection as I looked at two shaved pussy's staring back at me. Ted seemed to take it in stride, although I did notice he was getting a rather large erection. His made mine look like a pinkie finger. The girls put suntan lotion on each other and it didn't seem to bother them that they were using their hands on each others body and touching very intimate parts. I had to cover myself with a towel to hide my erection. All sorts of things were going through my mind! Jenn looked up and me smiled. She told me to go to the pool side bar and refresh all of our drinks. My head was swimming, the combination of all the drinks and watching my wife and her best friend totally naked, touching each other, in front of strangers was making me so horny I thought I would come in my pants. When I got back with the drinks Ted was seated next to the girls and I took note that he had removed his suit also. I never realized he was so well endowed. It made me a little intimidated. I use to think I had a nice size cock but after looking at his I felt a little embarrassed. I had to wonder what Jenn thought. She probably thought she had been cheated after seeing Ted's cock. Jenn told me to get with the program and remove my suit. I did so reluctantly. I could feel all eyes on me as I removed my suit. Laura deemed to stare the most and I felt real self conscious after seeing the size of Ted. I lay down on the lounge chair on my belly facing the pool area occasionally lifting my glass to my mouth sipping my drink as I watched all the people lying naked in the sun. It was then I really took notice that most of the couples lying by the pool occasionally making intimate contact were same sex couples. I had heard that Key West was a wide open town but finding a nude pool at the hotel and watching same sex couples touch each other so intimately was new to me. As I lay there watching I started to dose. Some time later I woke to Ted Jennie and Laura's laughter. I turned over and listened as the girls were telling war stories from their college days. I had heard most of the stories before so I just closed my eyes and went back to my nap. I was awaken some time much later by Ted standing over me shaking me. When I looked up in to the sun the only thing I could make out was his big cock not far from my face. I got real nervous but realized that he was only waking me. That was my first close up look at a cock other than my own, his was big. He told me the girls had gone back to the room to shower and get ready to go down town for dinner. Ted said for us to get a beer at the bar so I got up not thinking about my bathing suit and walked naked to the bar with Ted. I watched as he walked naked in front of me with his muscular build and firm ass. I never realized he was built so well. I didn't realize how small I was compared to him in more ways then one. Being naked standing at the bar next to him really brought this to light. There were a lot of eyes on him, both men and woman. We finished our beer put are suits back on and went back to the rooms for a shower. We went down town had dinner at one of the sidewalk cafe's and walked around had a drink here and there and decided to call it a night early. To much booze, and it had been a long day what with traveling, drinking and eating we were all bushed. Ted had made a Tee Time for us at 7am and I also had to get something on my legs as my sunburn was starting to bother me. I had forgotten to put sun block on them. We said good night and went to our rooms. In the room Jennie told me to strip as she would put some lotion on my legs. I quickly removed my clothes an stood before here as she poured a large glob of white liquid on her hands and spread it all over my legs up to my crouch. The liquid was cool and felt nice as she rubbed her hands up and down my legs. She turned the TV on told me to sit down on the edge of the chair while the liquid soaked in. While sitting there she had me rub some of the liquid on my arms also. They weren't as sun burned as my legs but I did as she suggested. Jenn told me it would take about ten minutes to soak in. After a few minutes I noticed a foul smell and said something to Jennie. She said not to worry the lotion was working. I stared at the TV waiting for the lotion to work its magic. About 15 minutes passed and I began to feel tingling on both my legs and arms. I said something to Jenn and she just said it was working. Twenty minutes went by and I was itching like crazy. I finally got up ran to the bathroom, jumped in the shower. In the shower I took a was cloth and rubbed my legs to get this lotion off me. I looked down at my legs and saw the water washing away all the hair on my legs and arms. I called out to Jenn and she came running. I told her what was happening. She looked in and started laughing. I didn't think it was so funny. I told her to bring me the bottle lotion she had used on me. I read the label and found out that it was a strong hair remover. I screamed at her and all she would do was laugh. I asked her what I was going to do now. She just srugged her shoulders and said it was no big deal. Some males she new in college shaved for the swim team and for me not to make a big deal about it. I got out of the shower dried off and walked back into the bedroom my legs feeling strange with out hair on them. I didn't have any body hair to begin with but now the only hair I had was a patch above my little cock,(yes little after seeing Ted's) under my arms and on my head. I was still angry at Jenn but she handed me another bottle of lotion and told me to put it on or else my legs would become irritated from the harsh hair remover. This lotion was the real thing. I spread it liberally all over my legs and arms and the itching and tingling finally stopped. I did take notice how smooth and feminine they looked with out hair. I turned to say something to Jenn but she was sound asleep and it only took me a minute to join her in a deep sleep. DAY 2 I was jolted out of my sleep with the telephone ringing. It was Ted making sure I was getting up for golf. I looked at the clock and told him I would meet him at the car in 20 minutes. I jumped in the shower to help me wake up, being careful not to get my hair wet. I looked down at my hairless body and suddenly got worried about how I would explain the lack of hair on my legs to Ted when I put on my shorts. I got out of the shower, dried off and searched for a pair of Pants to wear. I couldn't find any. I could only find shorts and golf shirts. Thinking that my slacks were still in the suit case I tried to open them but found they were locked. Just then there was a knock at the door. It was Ted telling me to hurry. I slipped on my shorts, dockers, and golf shirt. Grabbed my golf bag, looked inside to make sure I had my golf shoes and white socks and opened the door. Ted had parked the car in front of the room. The trunk was open so I put my bag inside and closed the lid. My hair was a mess so I ran back inside grabbed a brush went out and got in the car with Ted. He had already picked up coffee for us and we chatted about golf on the way to the course. I looked at my legs with no hair on them and began to wonder what Ted thought of me now that he noticed I didn't have any hair on my legs. He hadn't said anything. When we arrived the starter said we were already up on the Tee. I opened my golf bag, took my shoes out and looked for my socks. I looked inside the bag and the only pair I could find were pink with little fur balls attached. I immediately recognized as them belonging to Jennifer. Ted saw me staring. He told me to put them on besides they would go nicely with my shaved legs. He did notice. Ted just looked at me smiled and told me I had no other choice unless I wanted to put my shoes on without socks. We drove to the first T and found we were teamed up with two women golfers. Ted hit first and hit a boomer down the middle of the fairway. I hit next and hit a wimp drive about half the distance of Ted's. The two woman introduced themselves as Cathy and Monica before they hit from the ladies Tee. They both out distanced my drive by a long way. We completed the hole I wound up with a seven while Ted made par. The girls made bogie. We drove to the next T when we arrived the girls were waiting for Ted to hit before driving to the ladies T. Ted hit another boomer and I got up to hit my shot when Monica the taller of the two woman suggested since I was the female in the relationship between Ted and me, it was OK with them to use the ladies T's. I must have blushed down to my toes. Ted just started laughing. I was so flustered I couldn't say a word. Monica saw how flustered I was and apologized if she hurt my feelings, but stated that she saw my shaved legs, arms and long blonde hair and the pink tossels on my socks and just assumed I was the girl in our relationship. Key West was a wide open town an our type of relationship was considered normal. Ted spoke up and what came out of his mouth floored me. He turned to me and said to stop being so flustered my feminine appearance and mannerisms gave me away. He winked at me and told me to hit the ball. I did and drove it straight and long down the fairway. When I got back to the cart I asked Ted what gives? Why was he agreeing with Monica. He whispered in my ear for me to just play along with him. We would never see these girls again so we could play a game with them. If they thought we were lovers let them think so. I relaxed a little and thought it would be fun to play along with them. But I was still a little upset they thought I was the girl in the relationship. We continued playing and Ted suggested we play it up a little more. When I would sink a long putt he would say nice shot hon. When I would hit a long drive he would say way to go baby or nice drive Michelle. When we got back to the cart I asked where he got the Michelle from? He said that it seemed appropriate because it was the feminine version of Mike. During the game we started touching each other in front of the girls. Nothing dirty. Just little playful touches that men and woman give to each other. At the end of the round all four of us sat outside and had a couple of beers together. Monica ask how long we had been together and Ted answered about two years. I took off my hat and Cathy said my hair was a mess. Did I want to join her in the rest room to freshen up. Ted gave me a nudge so I reluctantly accompanied Cathy to the ladies room. I felt strange going into the ladies room but Cathy insisted I join her. When we got inside I took notice that it was a lot nicer that most of the men's rooms I had been in and there were no urinals. Cathy undid the rubber band I had around my ponytail lent me her brush and went into the stall. I brushed out my hair until I finally got rid of all the tangles. Pulled it back and was going to put the rubber band back in my hair when Cathy handed me a black scrunchy to put on instead. I started to protest but she just told me that if I wanted to be the girl in the relationship I should do it right and make myself look the part instead of only going half way. She then took mascara and lipstick out of her purse and applied them to my eyes and lips. I couldn't believe what she was doing. Before I could say a word she grabbed my hand and took me back to the table to show Monica and Ted her handy work. I was blushing beet red when Ted whistled at me as I came back. I whispered in his ear that this had to stop and we had better be getting back to our wives. Before we left both Monica and Cathy said for me to stop by there hotel room tonight and they would see what they could find in their things to help me look more feminine. Ted said that was a good idea. He took their number and put it in his pocket. We loaded our clubs into the car and left for the ride back to the hotel. Ted laughed the whole way back. I was trying to get rid of the lipstick and mascara as we drove. Ted said he had had a ball and the girls both thought we were a gay couple. I relaxed a little when I though it was all over. But Ted kept it up by saying he thought my legs were really nice shaved and tan. He wanted to know how often I shaved them. I wanted to punch him because he laughed like hell when he found that Jenn had given me the wrong lotion for my sunburn instead she had given me hair remover. He got one last shot in before we pulled into the hotel parking lot when he said the lipstick, mascara, pony tail and shaved legs made me look more feminine than he could have believed possible, and that with a little work I could be beautiful. I looked at him with my mouth wide open. We got out of the car and he yelled he would meet me at the pool with the girls. I went into the room stripped down and put my bathing suit on. I looked at the full length mirror on the bathroom door and really took a good look at my legs. They did look feminine with no hair on them. I didn't look very masculine, I could see why Monica and Cathy assumed I was the female half of a gay relationship with Ted. I adjusted my cock and balls between my legs in my little speedo and saw what looked like the bottom half of a woman's body. Even my butt stood out like a woman's. I put my golf shirt back on slipped into my dockers and walked to the pool. When I arrived at the pool Jenn, Laura and Ted were seated at the outside bar having a drink. All three smiled at me and in unison they greeted me with, hi Michelle! I turned three shades of red. There were about 20 other men and women sitting at the bar and they all heard the greeting. Laura said to me my legs looked great without hair, she also touched my lips and told me I should either wear lipstick completely or remove it not leave it half on. I grabbed a napkin and wiped my lips and discovered there was a lot of red coming off on the napkin. Ted had told the girls everything that had happened at the golf coarse. Even to the point about me going to the ladies room with Cathy. They all had a good laugh at my expense but Jenn ended the teasing when she said we were all on vacation and Key West is a wide open town so we may as well enjoy ourselves to the fullest. If Michelle wanted to be a girl this week she and Laura would make it happen. They laughed again told me to sit down, drink my beer and relax. The poolside bar was getting crowed it seems they were having what they called the afternoon Tea Dance. Looking around it was obvious that it was a gay crowd. They seemed to be enjoying themselves and didn't worry what people thought about them. Some were extremely masculine, and handsome, others were leather clad and some were obviously feminine and went to the point of dressing like a woman. Here were woman also some were butch but most were normal looking girls. We were fascinated! We ordered a couple more beers and took four lounge chairs by the pool. The girls and Ted took everything off before lying down. They looked at me so I did the same. Laura pointed out that I should trim my crotch hair up a little more to give it a more feminine V. Jenn laughed and said she would take care of it when got back to our room. She said that since Ted and I were lovers now, maybe Ted should do it. Both girls went hysterical laughing. It was now Ted's turn to turn red. I put sun tan lotion on my the front of my body and lay back on the chase lounge. It felt nice putting the oily lotion on my smooth legs and chest. I even rubbed some on my penis and balls so they wouldn't burn. I didn't do this to long though because I started getting hard. I rolled over on my stomach and asked Jenn to put some lotion on my back and legs. I felt the lotion being squirted on my back and down my lets. It felt great just laying there. A hand was massaging the oil into my back, on my rear and down my legs. It wasn't Jenn's hand this one was to large and rough. Just as the hand started massaging my ass I turned to see Ted sitting on the chair next me bent over me and he was doing the massaging. I felt a tingle in my cock which was trapped between the cushion and my upper body. He spent a lot of time on my smooth rear. I became, really excited. He couldn't see my eyes because of the sun glasses I was wearing or he would have realized I was enjoying the attention he was giving my back and rear. The thing that struck me as strange was Ted's willingness to massage oil into my back, legs and ass and the fact I was getting turned on by it. It didn't seem to bother me that other people had seen him do it. I figure what the hell if he could do it so could I. I poured the oil on Ted's smooth muscular back and massaged it in. When I got to his ass I stopped for a minute a little unsure of myself but decided what the hell. I remember our earlier statement they no one knows us here and we will never see these people again. So I poured a large amount on his rear and between his ass cheeks. Unlike his legs his back and ass were smooth and hairless. When I massaged the oil on his ass cheeks and between them I started getting hard again. I couldn't imagine what was happening to me. I had never been turned on by a man before and here I was getting turned on rubbing another mans ass. It was having an effect on Ted also because he began moaning. I quickly left his ass and completed his legs, When I finished Ted said thank you "Michelle". I said your welcome lover, trying to make a joke of what had just happened and basically making reference to what happened earlier with Monica and Cathy. The girls came back in a little while and brought us another drink. Jenn smiled and said the her and Laura had watched the two of us in action oiling each others bodies and thought it looked very natural to her. It almost looked that we had done this to each other many times before. Maybe the act we put on for the girls on the golf coarse wasn't really an act. I tried to protest but she put her finger to her lips to quiet me. She said, remember we are on vacation, we are going to enjoy ourselves and whatever happens, happens. We would never see these people again so enjoy. (I kept on hearing that statement since we arrived.) She pointed out a couple of male couples and some female couples and said nothing is bothering them so nothing should bother us. The girls got on their lounge chairs and Laura began putting lotion on Jenn. Unlike what we did to each other She began putting lotion on Jenn's body and rubbing it in to her breast, stomach and legs. This was a real turn on watching Laura massage Jenn's breast. When she was finished with her front he had Jenn do the same to her. My head was realling. Here I was lying naked and totally shaved by the pool watching my wife give a sensual massaged to my best friends wife after my best friend and golfing partner and I had just done the same thing to each other. This was only the beginning of the vacation and things were getting strange already. We left the pool area about 5:30 and went to our rooms. We agreed to meet outside at the bar around 8:30 to go down town to dinner. When we got back to the room Jenn was all over me. She was horny as hell. We removed our suits and jumped into bed. Jenn loves oral sex and told me to get down between her legs. I did so without hesitation. As I was licking her she began talking to me asking if I would like to see Laura between her legs right now. We often talked about while we made love and Jenn with another woman was one of mine. I told her I would love to see her and Laura together. That's when she told me that she and Laura as college room mates got it on frequently. I didn't know if this was just part of the fantasy or if it was true. She also told me by the end of the week she and Laura will be sleeping together very often. Just hearing her stories got me so turned on I was ready to come. We got into a sixty nine position and while I licked her she took my hard cock between her lips. Occasionally taking it out of her mouth to continue voicing her fantasies. As she was talking to me she said she wanted to see me all dolled up as a woman and watch me make love to Ted. I didn't respond at first as I almost shot my load. She stopped licking and sucking and said it again. Telling me she wanted to see it happen, I was so hot I would agree to anything she said. She repeated her self and I came instantly and she did the same. Both of falling into a deep sleep. Jenn shook my shoulder waking me. She told me we had about an hour before we were to meet Laura and Ted for dinner. She told me to go in and shower and shave. I hadn't shaved my face in three days and I had a little stubble. I really only need to shave about once every two or three days, I wasn't very hairy. After shaving, I jumped into the shower and Jenn handed me the shampoo to wash my hair. When I finished she handed me the razor and told me to trim the area that Laura talked to me about and hurry, as we only had about 45 minutes before we were to meet them and she wanted me to look perfect. I didn't know what she meant but I figured, rather than argue I would do it. I figured what the hell I've done just about everything else since this vacation started so why not. I shaved my crouch hair to a V and also shaved off what little hair I had on my testicles. When I came out of the bathroom Jenn took a towel to my head and told me to sit on the bed while she blew dried my hair. Jenn took a long time on my hair using hair spray and the blow dryer. I asked what she was doing, I could just pull it back like I normally did and put it in a pony tail. She told my to shush up and let enjoy herself styling it. She said it with such authority I decided not to question her because I felt it would lead to an argument and I didn't want that. She rarely exerted herself to get her own way so I figured let her have her fun. When she finished she told me to look in the mirror. I was stunned. I looked like a girl. I started to protest but she shut me up by saying what I've had heard so often lately. That no one but Ted and Laura knows us here and we will never see these people again. Lets just get a little kinky and make me happy by doing the things I want, and I'll make your week one you will never forget. She then reached down and grabbed my soft member and started to make it hard. How could I refuse? She let go of me long enough to reach in the drawer and grab a pair of silky, lacy panties and tossed them to me, telling me to put them on. I started to protest but she said that was all there was. She had left my small gym bag on our bed at home and it contained most of my shorts and all of my underwear. Unless I wanted to walk around all night tonight with it all hanging out I had better put them on. I bent down to pull the panties up my legs and stopped dead in my tracks. My toe nails were painted bright red. I started to say something to Jenn when there was a knock at the door. Jenn tossed me a pair of shoes and a pair of shorts and told me to put them on real quick before she opened the door. I stepped into the shoes and pulled the shorts up my legs as Jenn opened the door. Ted and Laura walked in as I was pulling up the shorts. Laura said my what nice panties you have on Michelle and the shorts are really you. I could have died. I tried to explain that Jenn left my underwear at home and I was only wearing these because I had nothing else but she just smiled and said I suppose you are wearing those shoes for the same reason. I looked down and saw I was wearing a pair of very feminine loafers. I kicked one shoe off and it only made matters worse. Both Laura and Ted saw my painted toe nails. I wanted to crawl in a hole and hide but Jenn came to my rescue. She told them she had painted my toe nails while I slept and it was her idea for the panties and the long feminine hairdo. She said she had gotten the idea from watching the feminine boys around the pool and because of the good time Ted and I had at the two woman golfers expense earlier in the day. She wanted to see Ted and I continue the game we played on the two woman golfers. She also said, that we were here to have fun and besides no one knows us here we can do anything we want. We will never see these people again. Both Laura and Ted agreed, but Ted said if we are going to go that far we should make Michelle a little more feminine before we left. He wouldn't mind spending a week with three pretty woman. Laura and Jenn agreed. They sat me down on the bed and Laura took makeup from Jenn's case and started to make up my face. I was to stunned to protest. When she was finished, Laura told Jenn to get a short skirt and a blouse for me. She told me to remove the shorts as I was now going to see what it felt like to wear a mini shirt and blouse. That's when Laura noticed the hair under my arms and took me into the bathroom and shaved under my arms. Jenn came in and put a bra that matched the panties I was wearing filling the cups with other panties to fill the out. Next came the skirt and the blouse. It was a sleeveless number. I looked in the floor length mirror and couldn't believe my eyes. Staring back at me was a very pretty girl. Ted broke my concentration when he Whistled at me. Laura made the comment that she thinks I like it and Jenn came back with I should have been born a girl. I wanted to run and hide. I couldn't believe I was standing in front of my best friend, his wife, and my own wife dressed as a female. It wasn't even Halloween yet. The bad part about the whole thing I was excited about it. In fact my hard on was making a bulge in the front of the skirt. Laura pointed this out and told Jenn she should do something about it or everyone would know I wasn't really a girl. With out hesitation, and if front of Ted and Laura Jenn lifted my skirt, pulled down my panties and gave me a quick blow job. I could have died of embarrassment. I had never had any type of sex in front of anyone before. Jenn pointed to Ted shorts and his monster was forcing the front of his shorts. She told Laura that she should take care of Ted also, or maybe we should let Michelle do she is so convincing it would be only natural for her. I started to protest but Jenn said she was only kidding, don't get upset. Laura got on her knees, pulled out Ted's monster and as she was sucking it he said to Laura it felt great and he wouldn't have a problem if Michelle took care of him. Now I was really getting uneasy . He smiled at me when Laura said maybe later, she would have Michelle take her turn. This was going way to far. I started to unbutton the blouse and remove it when Jenn said stop being such an ass. They were only kidding. We were here to have fun, I said, I agree but I'm the only one dressed as the opposite sex. And I'm over dressed compared to the two females. They were wearing shorts and sneakers and I was in a skirt. Ted said I was right. You girls should also be in skirts and hose also. Jenn smiled at Laura and dropped her shorts opened the drawer and took out two pairs of thigh highs. She handed a pair to me and told me to put them on as she put on hers. I watched how she did hers and I did the same. I couldn't believe how nice they felt on my hairless legs. Laura went back to her room to change into a skirt. When she came back she brought an extra pair of shoes with inch and a half heels and told me to put them on. I slipped them on my feet and other that being higher than I was use to they felt comfortable and I was able to walk with not to much problem. The girls said they were starved and for us to go. I thought here goes nothing. As we were walking out the door, Jenn handed me a fag bag to put around my waist. Inside she put some money, lipstick and other makeup. She also handed me a condom. She smiled at me and said who knows I may get lucky. Before I could protest they pushed me out the door. The car was parked outside of our room so I didn't have to walk to far. Jenn and Laura got in the back seat and I got up front with Ted. As I entered the car Laura told me I would have to practice getting in and out because she had seen the tops of my nylons as I got in. She said that it drives men wild and if I didn't want any trouble with men tonight I better be on my guard. We parked the car and walked to one of the out door restaurants. I was nervous at first walking around dressed as a girl but soon I realized that no one was giving us strange looks. We appeared to be three girls escorted by a good looking man. Laura said that I was walking in the heels like I was born to them and it gave my ass a nice little sway as I walked. She told me to take shorter steps so my skirt wouldn't rid up so much. It wasn't lady like to show the tops of my nylons. Everyone would think I was a slut. I turned to give her a dirty look and noticed she and Jenn were holding hands again. I thought back to what Jenn had said when me made love earlier about her and Laura and wondered if anything would happen. I suddenly thought about what Jenn had said to me in the heat of passion about me going down on a cock and began to feel my face flush again. We arrived at the restaurant and ordered dinner. The waiter spent more time trying to please Ted than the three of us, It was obvious that he was interested in Ted. Ted began to feel uneasy and Laura and Jenn began teasing him. At least I was off the hook for a while. We had a nice dinner with a couple bottles of wine and I began to relax. The more I drank the less I thought about how I was dressed. I got to the point where I became quite comfortable. I did have to concentrate on keeping my legs together but I loved the feeling of the nylons as they rubbed together. After dinner we walked to Sloppy Joe's. They were playing music and people were dancing. When the waitress took our drink order I decided to stay with wine. A slow number came on and Laura and Jenn got up to dance. This really shocked me. I had seen them dance to fast numbers before but never to a slow one. They were holding each other close and rubbing each others behinds with their hands. Their breast were rubbing together, I just couldn't believe what I was seeing. Some guys at another table were whistling and shouting for them to go farther. Ted just sat there with a big smile on his face. Laura leaned forward and kissed Jenn on the lips. It was evident they were swapping tongues, it was really very exciting to watch. When the dance was over everyone in the place was cheering. I couldn't believe what I had just witnessed. Both girls came back to the table with faces flushed. They were still holding hands. Jenn asked me if I liked what I saw because if I did I would see a lot more later. I just nodded. Wondering what kind of night this was going to turn out to be. The music started to play again when Jenn suggested Ted take me to the dance floor.. I tried to say no but being much stronger than me he pulled me out there with little effort. When he pulled me close to him I didn't know what to do. I had always led when dancing and here I was dancing with a man. My best friend to boot and I was dressed as a female. He whispered in my ear to just relax. (Remember no one knows us here and we will never see these people again.) He said just have fun. The wine had loosened me up enough I figured what the hell. I put my arms around his neck and tried to follow his body movements. The one movement I wasn't prepared for was the one between his legs. I felt his cock harden and press in to my belly. He put his hands on my rear pulled me closer and pressed his hard in to my stomach. It felt strange but I enjoyed the idea that I was exciting him. I was starting to get excited also. Fortunately the panties I was wearing restricted my bulge so it wasn't noticeable under the skirt I was wearing. As the song came to the end I was very comfortable in Ted's arms. He took me off guard when he put his finger under my chin, lifted my head and bent down and kissed me on the lips, immediately inserting his tongue between my lips and into my mouth. I couldn't help myself, I returned his kiss without thinking about it. The song ended and Ted led me back to the table to the girls. My legs were wobbly and my mind was going at ninety miles an hour. What was happening to me. Not only was I completely dressed as a woman, I was now kissing my best friend "a man" Jenn and Laura smiled at us but didn't say a word. I started to sit down when Jenn took my hand and led me to the ladies room. She could see I was upset and wanted to calm my fears. She told me that both Ted and I had to much to drink and I looked so much like a woman he just lost himself for a moment. She helped me repair my makeup and led me back to the table where we quickly paid our tab and left as one of the comedy groups that Sloppy Joe's was famous for came on. As we were leaving the lead in the group made a comment that Ted was a lucky man to be able to take three beautiful woman home with him. All the people at the tables cheered. Ted just smiled and waved to everyone as we left. The girls walked in front of us holding hands and Ted and I walked behind. He took my hand in his and leaned down and told me he was sorry. He had just lost it in there. I looked so much like a woman to him he had to kiss me. He said it must have been the booze. He said it wouldn't happen again. He let go of my hand as we continued walking. I didn't respond to him my mind was wandering. I actually enjoyed the kiss and the attention he gave me. My thought process was interrupted when Jenn and Laura dragged us into a place called Irish Kevin's. He was a performer comedian that put on a fun type show. The serious mood changed and we all got into the show. More wine for me and I was totally smashed. I felt so comfortable in my skirt heels and hose you would think I had been wearing them all my life. We had a great time and once the show was over we decided to go back to our rooms. We arrived at the hotel and went to the poolside bar for a night cap. After a few minutes I told everyone I was tired and was going to bed it had been a long night I took my drink with me and walked back to the room. Upon entering the room, I turned on the TV and plopped down in a chair. I was in a position I could see my reflection in the full length door mirror and was still amazed at how much I really looked like a pretty woman. My legs encased in nylons were beautiful. I kicked off my heels and looked at my painted toe nails. Everything about me talked of femininity. I thought about the kiss Ted gave me and I returned on the dance floor. I started to get excited, this shouldn't be happening. Ted is my best friend and I was a married man. Looking at my reflection it was hard to tell there was anything masculine about me. I thought how Ted had got excited and pressed his erection into my stomach as we danced and how I liked the feeling that I had gotten excited. My thoughts were interrupted with a knock on the door. I got up to answer it thinking it was Jenn who had forgotten her key. I smoothed my skirt(it had become almost second nature), and answered the door. Standing in the doorway was Ted, he was carrying a couple bottles of beer and a glass of wine. I'm not sure if I was happy to see him or not. My emotions were going amuck. I shut the door behind him and he sat on the edged of the bed. I could tell he was really blitzed. He said the girls were still at the outside bar and decided to join me for a night cap. I went into the bathroom to relieve myself. When I came out the only light on in the room was from the TV. Ted was still seated on the edged of the bed. I started to walk past him to my chair when her grabbed my arm and pulled me down next to him. He said we have to talk. Here was the moment of truth. I was both excited and nervous, knowing that something was going to happen. I didn't know what, but I knew after spending an entire night dressed as a female, with my best friend and our wives and watching the way Ted looked at me all evening. Our relationship would never be the same. NOW A WOMAN Ted put his beer down on the floor, turned to me started to say something. When I looked into his eyes I saw the same look he gave me on the dance floor. It was total lust. He leaned down and kissed me. Inserting his tongue between my lips. I returned his kiss, as he as our bodies reclined on to the bed. I couldn't help myself. I up my arms around his neck and pulled him closer to me. Mean while his hand were tracing its way up my nylon covered leg and the feeling was wonderful. I could feel his erection pressing through his pants on my other. Knowing I was getting him excited thrilled me. We continued kissing with his hand traveling up and down my under my skirt but never really touching me between my legs. He kissed my neck, nibbled on my ear lobes and blew in my ears. My panties were developing a tent, I was so excited. Ted whispered in my ear he had to have me. He sat up and nudged me toward the edge of the bed and told me to help him undress. I knew what he wanted and I wanted to please him. I got on my knees at the edge of the bed, unbuckled his belt, unzipped him and pulled both his shorts and underwear off in one motion. He kicked off his dockers and pulled off his shirt and lay back totally naked on the bed. I was still kneeling at his feet. I looked at that beautiful piece of manhood only inches from my face and knew what I had to do. I took it between my fingers and slowly stroked it up and down. It was the first time I had touched a cock other than my own. I felt smooth and hard at the same time. I was fascinated, Ted's was so much larger than mine. He moaned to me and said please Michelle, kiss it and make love to it for me. I held it a few inches from my lips and knew I would had to do something. I leaned forward, stuck my tongue out and licked the tip. I could taste his pre come and was amazed it tasted so sweet. I bent down farther taking the head between my lips and loved the texture of his skin as it entered my mouth. Suddenly I wanted him to come in my mouth. I wanted to please him and treat him like a woman should. I was now his woman. I licked and sucked until I felt his cock stiffen even more. I knew he was about to come in my mouth and I wanted to savor each drop. I wanted to be his woman. He was moaning and just about ready to unload when I heard a noise behind me. It was Jenn and Laura,. I couldn't stop. Ted unloaded in my mouth at the same time. I couldn't help myself. It didn't make any difference at that moment that my wife and Ted's wife were standing behind me watching as I devoured Ted's cock and swallowed his cum. I even came in my panties I was so excited. I slowly turned to face my wife and Laura expecting the worse but to my amazement they both had a big grin on there faces and told me they knew it was going to happen sooner or later. They had been watching Ted all night and Laura could see it in Ted's eyes that he had been lusting for me in my new persona. They had also seen the changes in me as well. I was so naturally feminine dressed as a woman, my walk my mannerisms and just the way I carried myself. They had both watched Ted kiss me on the dance floor and knew it was only a matter of time. Jenn went to the dresser and took out two shorty nightgowns. She tossed one to me and said she and Laura would be back in the morning and for me not to wear it out and try to get some sleep, .as we had a lot of shopping to do in the morning. They closed the door behind them. I turned to Ted and he had a big smile on his face like he knew all the time, this was going to happen. I suddenly felt very tired. I removed my blouse, bra skirt and soiled panties. I was going to remove my nylons but Ted told me to leave them on as he liked the feel when they rubbed against him as he slept. I put on the night gown got under the sheet and went fast asleep. During the night I was awaken several times as Ted cuddled up to me. I could feel his hard cock pressing between the cheeks of my ass. It felt great and I knew there was more to come. When I awoke the next morning I could feel someone next to me. I was sober now and looked over and saw Ted's naked body next to mine. Suddenly I remembered where I was and what had happened last night. When your sober things look a little different. I felt my face flush remember what I had done to Ted the night before. I started to climb out of bed when suddenly Ted arm grabbed hold of me and pulled me toward him and I again felt his morning hard on between my ass cheeks. I wanted to run and hide but I couldn't get out of his grasp. My mind was wondering at the speed of light trying to sort out all the mixed feelings I had and wondering where my life was headed. I remembered and blushed as I suddenly remembered that both Jenn and Laura witnessed me making love to Ted's cock last night. I looked down and saw my legs still covered in nylons and my nightgown pushed up above my waist. Ted pushed his hard cock between the cheeks of my rear sliding up and down between the cheeks creating a pleasant friction, so mush so I began to get hard myself. Not being able to control myself I leaned back into him enjoying the pleasant feeling he was creating. He was now awake and whispered in my ear and said "I want to make love to you Michelle". Here even sober I found myself responding to him. I told him I wanted him but was afraid because he was so large. He told me he would be gentle. He got up went to the bathroom and came back with a tube of KY jelly that Jenn always brings with her because she likes it up the rear once in a while and it lubricates her back there. Ted came back to the bed and cuddled up to me starting kissing me and as he did he began toying with my tight little hole. I felt him slip his well lubricated finger inside me. It didn't hurt at all. Then he slipped two in at a time. I felt increased pressure but it still did not hurt. When he tried three I felt some pain the lubrication helped and it didn't hurt for long. Ted suddenly laid me on my back. Put my legs up in the air and around his neck. I could feel him around my little rose bud as he placed the head of his cock at my opening. It felt like he was trying to put a baseball bat inside of me. The pressure was intense. As I opened wider I began to feel pain as he drive in deeper. The pain was unbelievable. I tried to expel him but he told me to relax as it would soon ease. He drove into me farther until I felt his ball sack against my ass cheeks. I begged for him to take his cock out of me but he just laid there on top of me pinning me to the bed with his cock buried in my ass. The pain brought tears to my eyes and he kissed them away. He kissed my lips and I began to feel the intense pain start to subside. It was being replace by a warm glow and a fullness I couldn't describe. As I began to relax Ted sensed it and began an up and down motion inside of me. The pain was soon replaced by pleasure. I wanted him to fuck me harder. I tried to meet his every downward thrust with an upward thrust of my own. I called out for him to fuck me harder and that he did. I could sense his climax building and I wanted to feel his cum enter my body. I thrust at him harder, felt his body stiffen and I knew it was time. I felt the spasms of his cock as he unloaded inside of me, it seemed like he came forever. He finally collapsed on top of me. His beautiful man hood was still buried inside of me. It felt wonderful feeling him still inside of me and the weight of his body on top of me. I lay there wondering what was going to happen next. I could feel his hard cock start to shrink inside of me. I tried desperately to keep him inside of me, I love the fullness I felt and wished he could stay in me forever but he eventually slipped out of me. Ted rolled off me and I got up and ran to the bathroom. Sat down on the toilet and did my business. When I finished I went to the sink, and looked in the mirror an saw I was a complete mess. I still had the remnants of last nights makeup all over my face. I washed my face carefully. Bent down and removed my tattered nylons and jumped in the shower. I hot water felt wonderful on my body. I washed carefully giving special attention to my no longer virgin ass. I could still feel a tingle back there and it brought back memories of what Ted had just done to me. I was embarrassed and wondered how I could ever face him again. I didn't have to wait long to find out. As I was washing my hair Ted came in to the bathroom. I heard him use the toilet. When he finished he opened the shower curtain and climbed in with me. My back was to him and I felt him put his arms around and kiss my neck. I could feel his cock pressing against my buttocks. T was getting hard again. I turned around and with soap in hand began to wash that magnificent body of his. When I reached the object of my pleasure I spent a lot of time massaging it. It grew rapidly in my hands I bent down to licked it but couldn't do it properly because of the tight quarters in the shower. I got down on my knees and took his cock between my lips. I felt it grow inside my mouth. Ted fucked my mouth like he had just fucked my ass. He wasn't going to come as fast this time. I kept sucking until my jaw became tired. My chin was being battered by his balls. I licked and sucked trying to bring him to a climax. He finally pulled from my lips without cuming. I felt bad that I didn't please him enough. I got out of the shower and felt used. The man who had just fucked me was now having second thoughts. Our relationship would never be the same. I felt used and alone. I went into the bedroom picked up my nightgown. I was about to throw it in with the dirty clothes but feeling its silkiness it felt so nice I decided to put it back on. I sat at the dressing table, looked at my reflection in the mirror as I brushed my long hair. What I saw was a feminine face with long hair and a body covered in a silky nightgown. I was hooked, even if Ted was now rejecting me, I wanted to look feminine. I reached down took my wife's lipstick and spread it on my lips. Next came the mascara, eye liner and shadow. I didn't do to good a job but it was OK, I began brushing my long hair as Ted came into the room, wearing only a towel. I looked at him through the mirror and saw him smile at me. He walked over to me putting his hands on my shoulder and bent down to kiss my neck. He whispered that he was sorry but seeing me naked in the shower reminded him that I was a man also and he wasn't into men. With me here at the makeup table in my nightgown with makeup on was getting him excited again. The illusion was exciting to him. I knew then I would be a girl for him for the rest of the vacation. I never even thought about what Jenn and Laura would think. At that moment I didn't care. The telephone rang and it was Laura. Ted spoke to her and said about 20 minutes we would meet for breakfast,. She wanted to know if Mike or Michelle was joining us. Ted looked at me and I told him and I said Mike he whispered something in to the phone I couldn't hear and hung up. Ted said he would be right back he was going out to get us coffee. I went back into the bathroom and washed the makeup off my face. I felt my cheeks and decided a shave was in order. After shaving I removed the nightgown and went back into the bedroom. As I was looking for something to wear Jenn entered the room. I was kind of embarrassed to look her in the eye knowing what she had witnessed the night before. She took my hand and sat me down on the bed. That's when I noticed I was still wearing the nail polish on my toes. She looked me in the eyes and asked had I enjoyed myself last night as Michelle? I tried to avoid her stare but she looked me in the eyes and without me saying a word she knew the answer. She said I seemed so natural as a girl and the way I responded to Ted she knew she had done the right thing when she dressed me up. She also told me she knew I was wearing her clothes at home as she had found the Polaroid pictures in my secret hiding place. I wanted to run and hide but she told me she didn't mind in fact it turned her on. Then she dropped the bomb. She and Laura had made plans for this entire week to bring Michelle out in the open. They had discussed my dressing and decided to make Fantasy Fest a reality for me. She said, Ted didn't know of our plans but Laura knew he was pretty open minded and would do anything for fun. Ted did know about Laura and Jenn being lovers and accepted it in stride. Both Laura and Jenn were taken by surprise when they saw how at ease I was dressed as an woman and then when they saw me with Ted's cock in my mouth they knew they had made the right decision to completely feminize me for the week. That's when she told me I didn't have much choice any way as the clothes I wore the first day and for golf and diner were the only masculine clothes I had. By mistake she had left my other bag at home. Suddenly a knock at the door broke our conversation. Jenn answered it and let Laura and Ted in. I sat on the bed and covered myself. Jenn told them to go down for breakfast as Michelle and her would skip breakfast this morning but would be ready to go when they finished eating. I saw Ted's face light up at the mention of Michelle. When they left Jenn took me by the hand sat me at the vanity table. Took out a pair of scissors and started trimming my thick long hair. She evened it out and cut bangs on my far head. When she was done she took me into the bathroom leaned me over the sink wet my head and poured a liquid into my hair. It was fowl smelling and when I protested she said it was a conditioner to give my hair more body. She made me sit at the sink for about ten minutes and then washed the conditioner out. It wasn't conditioner she had bleached my hair. She began to blow dry and brush it out. I now had very light blonde. I was in a fog, I didn't know how people I worked with were going to react to me when vacation was over. When she finished with my hair, she took me into the bedroom handed me what I later found out was a gaff and showed me how to put my balls up inside of me. Pulled my penis back between my legs the gaff held everything in place. Jenn handed me a bikini bathing suit bottom to put on. There was no sign of anything male between my legs. She then went to a suit case and came back with two very realistic breast. She told me she brought them to help with my feminization. These would give me the look and feel of having real breast. I could wear them with or without a bra. She applied adhesive on my chest and placed the breast on and held them until the adhesive dried. When she let go I had two beautiful breast. They didn't quite match my skin color but they did look and feel real. Jenn handed me the top to the bathing suit and helped me attach it. It was black with mesh that went from the bra cups to my neck and attached around my neck and back. When I looked in the mirror I was suprised to see I even had cleavage. The bra and breast forms forced the loose skin of my chest in and up to create cleavage. I couldn't believe my eyes. Jenn continued my transformation by thinning my eyebrows with tweezers. Applied some light makeup with a dark lipstick on my lips. She removed the one earring I had in my ear and replaced it with a much more feminine one. She went to the refrigerator took two cubes and put them on my other ear lobe. Once she was satisfied it was time she pierced my other ear. It hurt a little. She then put in the matching one. The last and final step was for her to color my nails the same color as my toe nails. When she finished she handed me a pair of sandals with a one inch heel to wear. I stood up and looked in the mirror and couldn't believe my eyes. She asked me if I liked the look and I couldn't answer. The only thing I could think of saying was, why? Why are you doing this to me, I'm your husband. That's when she told me that what attracted her to me when we first met was that I had had a lot feminine qualities, most men don't have. I was small in stature with a bubble butt and didn't have the macho attitudes most men have. When she discovered the Polaroid's of me dressed as a woman, shortly after we were married she knew she had made the right decision to marry me. She had always been bi-sexual. She knew with me she would eventually have the best of both worlds. She and Laura had discussed my dressing and agreed I would make a pretty woman. They had worked on this since the decision was made to go to Key West. They figured a vacation here during Halloween would be perfect, as Key West was very tolerant to all life styles. Then came that comment again. Besides no one here knows us and we will never see these people again. (I must have hear this statement 20 times already). As we sat and waited for Ted and Laura to return. Jenn asked me about my night with Ted. She wanted to know all the details. She wanted to know if Ted fucked me. She could tell by the way I blushed that he had. She asked me if I enjoyed it? I was hesitant to answer, still embarrassed, that I had been fucked in my rear by my best friend and enjoyed it very much. She saw the way I blushed and knew the answer. Then she leaned over and kissed me and told me it was OK. She enjoyed being with Laura so I should enjoy myself with Ted. I should experience all a woman feels. We were on vacation just enjoy. She loved me and that wouldn't change. I told her about Ted's reaction when I was in the shower. She said not to worry as Ted like me as a female and I had to do all in my power to remain feminine if I wanted to keep his interest. Jenn stood up handed me a pair of tight denim short shorts and a sleeveless top to wear over my bathing suit. She put her suit on, and shorts and top over it and finished just as Laura and Ted knocked on the door. Jenn opened the door and as they walked in both mouths dropped as they saw me. Laura said she thought I was pretty last night but wow. There was no way anyone would know my secret. Ted just stared open mouthed. Laura nudged him and said don't be so obvious. She then turned to Jenn and said we should move all my things to her room as she knows Ted and Michelle will be spending the rest of the week sleeping together. That brought a chuckle from the girls. That's when Jenn broke the ice and said lets get going. I put my sun glasses on and walked out the door into the sunlight. Things looked much different in day light. As I stood by the convertible Jenn handed me my fag bag loaded with my makeup and money She threw a couple of beach towels in the back before she and Laura got inside. I sat up front with Ted as we drove the couple blocks down town. After parking the car we walked in and out of several stores just browsing. After several stores I began to feel comfortable in my new attire. Behind my sun glasses I was watching the people we passed to gauge their reaction to the way I was dressed but no one seemed to notice anything out of order. In fact most of the men gave me admiring glances. I began to walk with confidence. In one of the shops the girls picked out several well padded pushup bras and panty sets for me to try on. While in the dressing room they handed me a padded bikini and thong to try on also but decided I couldn't where that because my gaff would show so they selected a suit that was cut a little fuller to hide my gaff. I paid for my purchases and noticed when I opened the fag bag there were a handful of condoms inside. The sales girl noticed also and made the comment that us girls have to be careful don't we. Thank god my eyes were hi