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Chapter Twenty Three This time I kept my resolution and it was a good thing I had. After that weekend Annie started coming home at irregular times. Some times she would come home at three or even earlier. Other times she would go to work but come back an hour or two later to pick up a forgotten brief case or something. Each time she did come home early she would make out with me for several minutes. She would also slide her hand down inside my pants and up under my shirt. All this told me that she knew what I had been doing and it reinforced my resolve to stay away from her clothes. Fortunately I found other interests. The weather had turned warm and I started going outside more. I took walks around the neighborhood to get some exercise. It was on one these walks I noticed how nice the neighborhood looked. Every one had well manicured lawns and beautiful flower beds. Our lawn was well manicured too but our flower bed was in sorry shape. With Annie's encouragement I started to tackle the flower bed. I found I really enjoyed digging up the soil and planting the flowers. Once the beds were done Annie told me they looked better than they had in years. She even helped on the weekends. About the middle of June I was pulling weeds when a golf ball landed a few inches from my hand. I picked up the ball and looked toward the house next door. There was a line of bushes that formed a wall that separated our house from the house next door. A few seconds later a man came though the bushes holding a golf club. "Sorry about that I guess I got too much lift on the ball. I didn't hit you with it did I?" he asked when he saw me with the ball in my hand. "No it missed me," I told him as I stood and took off my gardening gloves. We shook hands then I handed him his ball as he said, "I'm Don Mann I moved in next door a few weeks ago." "Tim O'Shea, I've lived here a couple of years now," I told him. "I don't see many neighbors around here, they all seem to stay inside," he told me as he bounced the ball in his hand. "It's a pretty quiet neighborhood not like where I grew up," I told him with a chuckle. "Not where I grew up either," he told me. "Can I offer you a beer as an apology for almost hitting you?" I almost refused his offer then I thought better of it. I had nothing to do for a few hours so I agree. We went over to his house where he had a refrigerator filled with beer in his garage. We popped open a bottle each sat down and started talking. I found out we had a lot in common. We both grew up on the wrong side of town though his town was in a different city and in a different state. We both went to college on a scholarship. His was for athletics and mine was for academics. And we were both unemployed. You know my story and his was he sold a business that he made a killing on. He told me he didn't need to work for a while. I didn't tell him my true reason except to say it was health related. After about an hour and a half of talking he asked. "By any chance do you play golf?" "No I never got into the sport," I told him. He laughed and said, "It's not really a sport its more like an addiction. Do you think you would like to play? I need a partner so the golf pro stops trying to put me with some retired duffer who takes for ever to make a shot and constantly complains about what ails him." "I don't know how much better I would be seeing I know nothing of the game?" I asked him. "If you can walk at a good pace and not shuffle you'll be better than they are. Beside I really only want the company. I only compete with myself." I don't know why I finally agree to go with him but I did. Soon after it was time for me to get back to the house and clean up before starting dinner. We shook hands as I left and agreed to meet at his house at ten the next morning to drive over to the club together. When Annie came home I told her about meeting our neighbor and the first thing she said was, "You mean that good looking hunk next door." A twinge of jealousy filled me and it must have shown on my face as Annie giggled and said, "Oh come on baby you know you're the only man for me." "Maybe but you're looking at other guys," I told her. "Of course I do honey I'm only human. You look at other girls don't you? Tell me you haven't looked at Brenda and though what a hot chick she is," she told me. I couldn't do that because I thought that every time I seen her when she's dressed up to go dancing. Annie knew she had me so she pushed it a little more. "When I saw him washing his car last weekend in nothing but a pair of running shorts." She wiped her hand across her forehead like she had been sweating then said, "I'll tell you he was really hot looking." Then she giggled telling me she was teasing me. I slapped her bottom playfully before saying, "I guess you can look but I better not see you touching." Annie didn't respond she hugged me tight and kissed me deeply. Annie thought it was a good idea for me to go golfing with Don. She told me the fresh air and exercise would do me good. I wasn't asking for her permission but I was glad she agreed it was a good idea. My first time out with Don was a dismal failure as far as I was concerned. He told me I didn't do bad and he though I had improved toward the end of the course. With his cajoling I agreed to go out with him a second time two days later. By the end of the month my game had improved quite a bit. I went out and bought a set of golf clubs and a set of spiked shoes to wear on the course. I also learned why Don called the game addicting. When ever Annie and Brenda when out to dinner together or on one of their shopping sprees I would go to the golf range and hit a bucket or two of balls. I looked forward to Tuesdays and Thursdays as those were the days Don and I played a round together. I thought about going on other days by myself but I didn't want to get obsessed with the game like I did with work. The friendship between Don and I grew as well. Some times we would go to a ballgame together. A few times we went to a strip club together. Annie got a kick out of that. She acted all jealous and showed me those strippers had nothing over on her. When I got home from the strip club she put on some music and stripped for me. She even gave me a world class lap dance that had me spewing in my slacks before she was done. Where she learned to do that was beyond me, but she was sure good at it. I asked Annie whether Brenda and Don would get along. I figured if Brenda and Don were dating, we could go places as a foursome. Annie laughed but said she'd ask Brenda. I mentioned it to Don who didn't seem all that thrilled about it. Brenda wasn't that thrilled either but they did go out together. Both said there was nothing there so they never went out again but we did go out as a foursome but only as friends. By the end of June Annie had stopped trying to catch me wearing her clothes. At least I think that was what she was doing. Seeing her clothes weren't getting stretched out any longer I guess she figured I wasn't doing it. Or maybe it was because Don and I were friends and we were spending a lot of time together. What ever the reason she stopped coming home unexpectedly. The summer flew by. Annie and I went away to a beach resort for a couple of weekends. Don and I went to baseball games and of course we played lots of golf. Before I knew it, it was September. Chapter Twenty Four Don was excited about September, as it was football season. I never really cared much for the game but I watched with him anyway. He would cheer as if he was on the team and he slapped my shoulder or my butt whenever his favorite team made a big play or when they scored. Toward the end of the month my former college was scheduled to play Don's former college. Don was really psyched and he kept going on and on about how his team was going to beat my team. Now I never said I had school spirit. In fact I barely knew my college had a football team. And I really couldn't care less about how good they were or how good his college team was. But for some reason the way he carried on about it got my dander up. We started arguing about it and it got pretty heated. Finally I said some thing about making a bet and Don said, "Oh yea I'll bet you, what do you want to bet?" I mentioned fifty bucks but Don said, "No I don't want to bet money, let's think of something else." Almost on cue a commercial came on the TV. It was the one where two young guys are sitting watching a game on TV and their eating pizza. One says to other the pizza was delivered. Before you know it they're betting whether it was or wasn't. The next scene in the commercial shows one of the guys in his office elevator naked because he lost the bet. After seeing the commercial I got an idea that I was sure Annie would love. "Okay," I said to Don. "If my team wins you have to wash my cars every Saturday for the next four weeks wearing only a pair of running shorts and a sleeveless T-shirt." Don smiled at this then said, "That sounds okay with me. If I win then you have to clean my house twice a week for two weeks." I didn't think this would be a problem as Don's house was always spotless. I reached my hand out and said, "Okay it's bet?" Don held his finger up to stop me and said, "You have to clean it by my rules. You have to do what I tell you to do." I still didn't see a problem with this so we shook on it. The following weekend was the day of the game. I went over to Don's house so we could watch it together. By the end of the first half I wonder why my school's team even bother to show up. The score at the half was thirty to nothing and Don made sure to let me know I was losing. The second half was pure torture. Don kept telling me what I was going to do and how I going to do it. He kept saying things like. "I can't wait to see you scrubbing my toilets and digging the soap scum out of my shower. I'll have you on your hands and knees scrubbing my tile floors too." The game couldn't get over soon enough. The worse part was my school didn't even try to come back in the second half. The final score was fifty five to zero. As I was leaving Don's house he said, "I'll see you bright and early Tuesday morning Tim." He then put his arm around my shoulder and said, "You do know this is all in fun but I do expect you to live up to your side of the bet just like I would have." I assured him I would live up to my end. It took me about an hour to get over my humiliation. After all cleaning Don's house wouldn't be that bad and even if he taunted me at first surely that will get boring even for Don. When Annie came home from Brenda's I was already my old self. On Tuesday morning Annie kissed me good bye and said with a giggle. "Now you have a good day at work honey." She knew all about the bet and though she was disappointed she wouldn't get to watch Don washing our cars she quickly got over it. Once she was gone I had a cup of coffee and then walked over to Don's house to get started. When I rang the door bell Don answered it instantly. As I stepped into his house he said, "Next time you can use the back door like the rest of the servants." Don didn't have servants but I got his meaning. "Where do you want me to start and where are your cleaning supplies?" I asked. "You can start in my bedroom. Come along and I'll show you where to begin," he told me as he started up the main staircase. I had never been on the upper floors of Don's house. When we walked into his bedroom I was pleasantly surprised by how it looked. There was rich dark wood on all the walls. The floor was covered in a rich black carpet. There were dark blinds on the windows as well as black velour curtains. His bed was huge and there was a black satin comforter on the bed. What was on the comforter caused me to take a step back. "You can start by putting on your uniform then you can start in the kitchen," Don told me as he pointed to the French maid's uniform on the bed. "You can't expect me to wear that?" I asked. "Yes I can just like you expected me to wear running shorts and a sleeveless T-shirt while I washed your cars," he told me. "That would not have been as embarrassing as this," I told him. Don shrugged his shoulders and said, "That's what I want and you agreed to do what I want." With that said Don walked out of the bedroom. I stood there looking at the uniform as if I expected it to jump up and attack me. I could see he had all the things I would need. To the side of the uniform itself was the stockings in a brand new package. There was black lace panties bra and a black satin and lace corset. There was also a pair of black patent leather heels with what looked like a three inch stiletto heel. As I looked at the uniform humiliation filled me but also I felt a twinge of exhilaration. I had longed to wear Annie clothes again. Not a day went by I didn't think about it. Often over the past several months I would look into her lingerie draws and long to wrap her satin delicacies around me. Now here I was give this treat again. The only difference was this time it was being given to me by my friend, a male friend at that. He would see me dressed up as a frilly maid and order me about. Our relationship would never be the same. We would never be equals again. But I had to go through with it. I had to dress up for him and be his maid to satisfy my bet. I knew by doing this it would end our friendship forever, but I could see no way out. With no other way out I started stripping off my clothes. Once I was completely nude I picked up the black satin and lace corset and wrapped it around me. I had watched Annie put one of these on a few times so I knew how it was done. There was draw strings in the back but I didn't bother with those, I merely did up the hook and eyes in the front. Surprisingly it drew in my waist to give me a slight hourglass figure but not too tight as to cut off my breathing. The corset had six garter straps hanging from the bottom of the corset. Once I slid the stockings up my legs I attached the garters to the stockings. I then slid the panties up my legs. The panties were tight but not as tight as Annie's were. They were made of black lace and they looked so delicate I was afraid I was going to tear them. Fortunately they held my hard on in but only barely. I decided to put on the heels next, as I was sure I would need time to get use to them. As I slid on the first shoe I was surprised they fit like they were made for me. Don't get me wrong they were very uncomfortable but they fit. My toes were pressed into the pointy toe of the shoe by my shear weight. The high heel bent my foot in an unnatural position. Even the strap that went around my ankle seemed unnatural. When I picked up the bra I realized that Don had thought of every thing. Lying under the bra was two flesh-colored breast forms. Once I had the bra on I slipped the breast forms into the cups of the bra. The dress came next. Once I slid the dress on I had a hell of a time getting it zipped up. My arms didn't want to bend the way they needed to. It took me forever to get the zipper pulled all the way up. Once I had the zipper closed I looked at the dress as best I could. There was a white bib like front that was pushed out by my fake breast. It had white puffy sleeves that only came down a tenth of the way down my arm. The layers of white crinoline under it also puffed up the skirt. And it was extremely short, so short that if I bent over in any way it would expose my stocking tops and most likely the lace panties underneath. To top off the uniform there was a white lace choker that went around my neck and a white lace cap that went on my head. The cap was held in place by a pin that went through my hair. By the time I was dressed in my maid's uniform I was shaking like a leaf. My head was starting to hurt and my feet were screaming in agony. Mostly I dreaded going downstairs and facing Don. I found a mirror in Don's bedroom and after I wobbled over to it I looked at myself. The uniform was made for someone's wet dream. It was far too sexy for any maid to wear on a daily basis. As I looked at myself if I didn't look at my face I have to say I looked pretty good. But once you added my face into the picture I looked ridiculous. Feeling humiliated once more I made my way downstairs. I had to be really careful how I walked. I almost twisted my ankle twice before I reached the steps. My feet wobbled from side to side and I felt off balance the entire time. Taking the stairs was even harder. I felt like I was going to fall head over heels each time I stepped down. In fact I had to hold onto both handrails to keep from falling. It was almost an orgasmic relief when I landed on the bottom step. I found my way to the kitchen to find Don sitting at the table reading the morning paper. I cleared my throat then said, "Now what?" Don looked up at me smiled though it looked more like a smirk and said, "Well you don't have to be nasty. You can start by refilling my coffee cup and then start cleaning in here. You'll find everything you need under the sink." I walked over and picked up the coffee pot and bought it over to the table. As I filled his cup I said, "Sorry about snapping, but I feel very humiliated right now." "I'm not trying to humiliate you so relax and get into your role. You're just paying off your bet that's all," he told me. He didn't make me feel any better but I knew he was right. As long I tried to fight it I would be depressed and miserable. I put the coffee pot back on its holder and went to the sink to get out the cleaning supplies. When I bent over to look under the sink I realized I bent over at the waist. When I looked behind me to see if Don had noticed, I caught him looking up my skirt. He quickly looked away but we both knew he had been caught. I then dropped down to expose as little of my bottom as I could. I started first on the granite counter tops. I removed all the appliances to make sure I got behind them. I scrubbed the counters then dried them before taking a dry cloth and buffing them till they shone like mirrors. Next I turned my attention to the sink. I took the few dirty dishes that were in it and but them into the dishwasher. I then scrubbed the sinks clean making sure to get around the faucets in case there was some gunk trapped around it. I then wiped down the cabinet doors and all exposed wood with wood oil. As I was finishing up Don said, "You're pretty good at these domestic chores. Before you're finished in here I want the floor scrubbed. By the way I don't own a mop so you'll have to scrub the floors on your hands and knees like I do. Try to stay clean, I don't want a sloppy looking maid running around here." I thought to myself, 'How the hell am I going to do that without him looking up my skirt?' I just hope he had the decency to leave the room. I filled a bucket with water and soap then a second with just water. I took several cloths and went to start in the corner by the door leading out onto Don's patio. I took two of the cloths and placed them on the floor to kneel on then got on my knees to start cleaning the floor. Unfortunately Don didn't move. He stayed sitting at the table with his paper in front of him. I knew, with the position I had to kneel in there was no way he couldn't see up my skirt. And when I looked back a time or two he was looking right at me. I even saw him adjust his package once. It was quite humiliating knowing my lace panty bottom was on display for him to see. But it was also kind of thrilling to know he was watching me and he was getting slightly excited by what he saw. My mind was confused by these different feelings I was having. By the time I got half way though the floor I was starting to get into the show I was giving. I started to make sure my bottom was pointed at Don every time I had to reposition myself. Sadly Don left the kitchen just when I was getting used to his staring. A few minutes after Don left the kitchen I heard the front door open. From the kitchen I couldn't see who had come in and I felt panic set in as I worried about someone finding me dress as I was and doing what I was doing. Fortunately about five minutes later I heard the door open again which I hoped meant that whoever had just arrived had left. Or maybe it was Don who left and then came back. I didn't know. I worked my way out of the kitchen and into the hall that led to the living room. As I stood to ease the ache in my knees I heard Don say from behind me. "Okay honey trot your sluty ass up to the Master's bathroom and get started in there." I picked up the two buckets and the cloths and went up the stairs. I was actually insulted that he called my ass sluty. But then again I guess I did act that way. As I passed through his bed room I noticed that my clothes were no longer on the bed. I wondered where he might have put them and why he did anything with them at all. I quickly came up with two possibilities. One he was a very neat person and he didn't want them lying around. Or two he wanted to make sure I didn't decide to leave before he was done with me. Either way I resolved not to worry about it, surely he will give them back later. Once in his bathroom I started to clean the counters like I had in the kitchen. As with everything else in Don's house they were already clean. I cleaned them anyway making sure to wipe down all the bottles and jars and to make his counter spotless. The next place I chose to clean was the commode. I quickly realized that Don didn't have a toilet bowl brush to use. That left me with having to clean it with a cloth and my hands. Of all the things I had to do I think that was the most humiliating. What happen next was even more humiliating. I was washing around the bottom of the commode when Don walked into the bathroom. He was wearing a satin rob and I would soon realizes nothing else. He stood in front of the commode and said, "Before you tackle the shower I think I'll take one. You don't mind if I piss first do you?" I went to stand to back out of the room before Don said, "Stay right there you have to clean the bowl again anyway. This should only take a minute." Without my approval Don opened his robe and pointed his cock at the bowl and proceeded to pee. I heard him moan slightly as a steady stream of urine flowed out of his cock and into the bowl. The scene in front of me mesmerized me. As my nostrils filled with the stench of his urine I couldn't take my eye off his cock. It was very big, in fact it was bigger in length and width soft than my cock is when its erected. I couldn't help wondering how big it would get when it was rock hard. I would also have to admit I wondered what it would feel like in my mouth. After all the T-girl movies I saw and all the times I fantasized about being one. I couldn't help thinking about wrapping my lips around his soft cock. But I also knew I couldn't do that. Don had degraded me too much already and to become his cocksucker would have been too much. I knew our friendship was already dead but to have him know I was a cocksucker too would have been beyond anything I could stand. I also had to worry about Annie. I could never cheat on her. I couldn't be the one to do it first. I know I heard her talking to some guy on the phone, but that was the only indication she gave me that she was seeing someone else. Regardless if she had or had not cheated on me I couldn't break our marriage vows. As Don's stream slowed to a trickle I look up and saw he had been watching me. I had stared at his cock the whole time he peed. And the smile on his face only added to my humiliation. Don pulled off a few sheet of toilet tissue and wiped the tip of his cock. As he turned toward me he dropped the tissue into the commode and asked as he waved his cock in my direction. "You want a taste don't you. You want to wrap your lips around my pole like a good sissy maid don't you?" I turned my head toward the floor and shook it no. I felt like I couldn't speak as I was afraid of what I would say. Don wouldn't relent he stepped closer to me and said, "We both know you want to. I saw you lick you lips as you stared at it." I slid back on the floor on my knees and shook my head no again. Don stepped still closer and said, "Come on honey just give it a lick for starters or just a kiss. I wiped it off for you, give it one quick lick." I slid back even further till the heels I was wearing were pressed into a corner as I said, "I can't, I won't cheat on Annie." Don chuckled and said, "I guess that means you would have if Annie said you could. To bad I think we would have both enjoyed it." I didn't say anything, as we both knew he was right. Don turned toward the shower and turned it on. He started to remove his robe as he said, "Stay where you are. There's no sense cleaning anything more while I'm in the shower." As he stood waiting for the shower to turn warm I got a good look at his body. I could see why Annie thought he was so hot. I knew he was six foot two inches tall but I didn't know how much he weighed. If I had to guess I would say around two hundred pounds. I could see he took excellent care of his body, as there didn't look to be one speck of fat on him. He was around thirty five years old and he didn't look any where close to that. His brown hair was gray-free and there wasn't the slightest hint of a receding hair line. He was pretty muscular. Not like one of those weight lifters with huge bulging muscles but there was no mistaking how well toned his body was. His legs rippled slightly as he moved from one foot to the other as he waited. His arms and forearms showed a slight ripple as well when he reached to check the water. His stomach had a slight washboard effect and his biceps moved with his arms. His ass was also perfect. It was high and tight and I'm sure most women found it attractive. It was when I was admiring his ass I realized he had no tan line. His ass and pubic region was the same color as the rest of him, A nice golden bronze. The only way I could see him getting that color was nude sunbathing. I wondered where he did that. I also noticed he didn't have a hair on him except for his head. There was no hair on his chest or his back. His legs were also as smooth as glass. And not a hair on his pubic area either. Don's shower didn't last all that long. In fact I think he waited for the water to warm up longer than it took him to shower. Once he had showered he dried off and took his robe and left the bathroom with out a word. After I cleaned the bathroom I had to clean the powder room downstairs. I then had to vacuum carpets in the living room the family room and the dinning room. I then had to bring the vacuum up the stairs and vacuum the Master bedroom and the hall way. By the time I was done with that it was already three in the after noon. After I put the vacuum and all my cleaning supplies away I asked Don as he sat and read a book in the living room. "Is there anything else you would like me to do?" With out looking up from the book he said, "No, you're done for today. I'll see you on Friday, nine sharp." "May I ask where my clothes are?" I asked knowing it was better to ask then searching his bedroom for them. Still with out looking up at me he said, "They're on your kitchen table. You know you really should lock your doors." I was flabbergasted. I couldn't control my voice when I said in a high pitched whine, "On my kitchen table? How am I going to get home dressed like this?" Don slammed his book shut. It sounded like a thunderclap. He jumped to his feet and grabbed my arm and propelled me through the dinning room and into the kitchen. He threw the back door open and said, "When you come here on Friday you will be dressed just like you are. I don't want to waste time waiting for you to get dressed. Next time maybe you'll be more accommodating when I ask you to do something." Don then pushed me outside and slammed the door. I could hear the lock close before I had time to react. I was stunned by his reaction. I couldn't believe he just threw me out of his house like that. And what did he mean when he said I should have been more accommodating? I steamed for a few minutes on his patio but then I realized I had more pressing needs to worry about. First I had to figure out how I was going to get home. And secondly I had to worry about whether Annie was home yet or not. As I wondered about getting home I remembered the row of bushes between our two properties. I knew there was enough of a gap between the bushes I could sneak through. I just had to make it to the bushes with out being seen. I knew the likelihood of being seen was pretty remote. There was an open space between the houses and the bushes that made it so you could see straight though to the back yards from the street. To be seen, all I needed was one person to be walking by at the wrong time or one person to be looking out their windows. But I had to take the chance. I couldn't stand here till dark and then Annie would be home. I carefully looked down the side of Don's house and I could see the coast was clear. At least I hoped it was. I then made a dash to the brushes. I found out two things about stiletto heels that day. One was they weren't built of running. The second thing I found out was the heels sunk into the dirt rather easily. So I had to make the run on my tiptoes. Once I was in the bushes I looked toward my house. There was no sign that Annie was already home. Then again there probably wouldn't be. I couldn't see my garage from where I was standing so I couldn't tell if her car was in it. So once I saw the coast was clear I ran for the safety of my own patio and a split second later I was inside my back door. I listen closely for any sounds in the house to let me know Annie was home. Once I realized I didn't hear any, I took a breath. I think it was the first real breath I took since Don threw me out of his house. Once I spotted my clothes on the kitchen table I snatched them up and ran for my bedroom. I had to get out of this uniform before Annie came home. Even if I were naked it would be better than her finding me dressed as I was. I had a hell of a time undoing the zipper. I swear it was harder to pull it down then to push up. Thank god I wasn't in any hurry and I understood why Annie always asked me to zip her up when she was getting dressed. I hid the uniform in an unused bedroom before taking a shower. I figured I could wash it the following day while Annie was at work. Once it was hidden I took a quick shower then started dinner. When Annie came home from work she asked me how my day was. I was pretty non-committal about my answer. I sure didn't want to tell her the truth. After dinner we watched some TV then went to bed. For some reason Annie wasn't interested in sex and I was thankful seeing I wasn't interested either. It wasn't because I felt any less desire for Annie but my mind was occupied with the day's events. Chapter Twenty Seven The next day I fretted the entire day. All morning while I was doing my chores I worried about what Don was going to do with this situation. I worried he would tell every one he knew about how he forced me to wear a maid's uniform and had me clean his house. By the time I started dinner that afternoon I figure I couldn't do anything about it. I had lost the bet and I to face the consequences. That night Annie and I made love. It was sweet love, the kind I really needed at that point. Thankfully she never pushed to know about what happen the day before. She knew I didn't want to talk about it and she left it alone. On Thursday I got quite a surprise. I heard my door bell ring around ten in the morning and I went to answer it. Standing outside my door was Don. He looked at his watch and said, "Come on buddy we'll miss our tee time." His statement stunned me, I figured that part of my life was over. "You want to go golfing?" I asked. "Of course I do, it's Thursday isn't it. Come on get your clubs and let's get going." I had no idea what was going on but I went anyway. The entire time we were on the course Don treated me like nothing happened two days earlier. I wanted to ask him about it but I was too afraid to. As we got home and when I was taking my clubs from his car he said, "I'll see you tomorrow, nine sharp." That was the only reference he made the entire day about my status as his maid. Once Annie left for work the following day I ran back up stairs to get my maid's uniform on. It actually went easier than the first day except for that dam zipper. By five to nine I was running across the two yards to Don's back door. The second day as Don's maid was easier than the first. Mostly I did the same thing I had done on Tuesday. The only difference was Don didn't come into the bathroom while I was cleaning it. He did enjoy the show as I scrubbed his kitchen floor but he never once made the slightest hint he wanted me to suck his cock. He didn't throw me out like he had the Tuesday before. This time I left out the back of my own accord. I didn't make a mad dash for the bushes but I did walk very briskly. Once I reached the safety of my own patio I lingered outside for a minute or two, as I didn't want to go change just yet. I even thought about starting dinner before I went up to shower and change. Chapter Twenty Eight As I went into the kitchen I went straight to the refrigerator and pulled out the casserole I had pre-made for the evening. I set the oven then placed the casserole into it then turned and received the biggest shock of my life. Standing behind me was Annie. Annie folded her arms in front of her and said, "Aren't you just the sweetest French Maid I ever seen. You look absolutely precious in that uniform." I couldn't say anything I was frozen in place. I felt like a deer caught in someone's headlights. Annie started to giggle and that was all I needed to tell me how ridiculous I looked. That was enough to break my spell and I made a beeline for the stairs. By the time I was half way up the stairs tears were starting to crawl down my face. I knew my marriage was over I knew my life was over. Even though I was running up the stairs I felt like my feet were stuck in quick sand. I couldn't get to my room fast enough. The second I was in my room I tried to pull the dress off. Once more I had a problem with that dam zipper. I thought about ripping the dress off me but it was too late. Annie came into the bedroom. My mind started working quickly. I knew I had to say something to save my marriage and myself. In a split second I came up with a plan which was sort of the truth. "I'm sorry you had to see me like this Annie," I told her. "This was Don's idea. He said I had to wear it to pay off our bet. Pretty silly isn't it?" Annie came over to me and took my hands in hers as she said, "I don't think you look silly at all sweetheart. Though you are going to have to shave your legs if you're going to wear those stockings." "What do you mean shave my legs?" I asked. "I can't shave my legs that would be absurd," I told her. Annie giggled and said, "Oh honey running around with stockings and heels in a dress with hairy legs like yours is absurd. No you must shave your legs and of course you have to put on some makeup." I realized Annie thought I wanted this. She must have thought I liked wearing girl's clothes. I had to correct her before something drastic happen. "You don't understand Annie. This wasn't my idea, it was Don's. He wanted me to dress up in this uniform," I told her. "I would never dream of wearing these clothes." Annie slid her arms around me and said, "Okay maybe you never thought to wear a sexy French maid's uniform, but you can't say you never thought about wearing some pretty panties and a dress before. God knows you stretched out a few of my panties." I was going to deny that I had but the look on Annie's face told me she knew the truth so I said nothing. I mean what was there to say really. I couldn't lie to her and to tell the truth I didn't want to. Annie smiled up at me and said, "I'm so glad you didn't deny your feelings. I was afraid you would and I would have been so upset knowing you lied to me." Annie hugged me tight and said, "I love you so much honey." I told her I loved her too though inside I was very confused. Did this mean she knew about me wearing the panties and she was okay with it? Was all the worrying I had done about her finding out for nothing? Annie hugged me for a minute or so then said as she reached behind me and unzipped the dress. "Come on baby lets get you undressed so we can get you into the bathtub. I think the first thing you need is a nice warm bubble bath to make you feel all girly inside." I still wasn't sure how Annie felt about this so I said, "Maybe I should just take a shower and get dressed in my normal clothes. I don't want you thinking you married a sissy." By this point the maid's dress was lying on the floor and Annie was undoing the corset when she said, "Why would you want to do that honey? We both know you want to dress up in pretty girl's clothes." I had to stop this, she was getting too carried away with this. I couldn't lose her over this. "Annie," I said as I took her hands in mine. "I tried on you panties a few times, but that was all. I don't want to wear girl's clothes. I don't want to lose you over a frivolous act I did a couple of months ago." Annie reached up with her lips and kissed me before saying. "It wasn't all that frivolous was it? You were really turned on when you found that T-girl site on the web. You went back to it every day for a month or two and you downloaded a movie every day. Tell me love did you wear my panties and stockings while you watched the movie? Did you jerk off in my panties while you imagined you were the T-girl who was getting fucked by a sexy stud?" "How did... How did you... How did you know I did that?" I asked in a stutter. Annie smiled up at me and said, "I paid the credit card bills remember. Once I saw the new charges I checked to make sure they were legitimate. They charged you a dollar ninety five for every movie you downloaded. Once I saw where you were going and I knew you were excited by it I checked the site out myself." She had me dead to rights. She knew everything or at the very least her suspicions were very accurately. It scared me she had been so accurate and I felt myself tremble. Annie felt it too. She wrapped her arms around me and hugged me tight while saying, "I thought so baby. I came home early just so I could catch you in my clothes. I wanted to share that fantasy with you I wanted to dress you up in my clothes and make sweet love to you. But you were already changed. After that first day I don't think you did it anymore. At least I never could catch you wearing my clothes." I pulled her close and practically hid my face in her hair as I whispered, "I stopped wearing them when I realized you suspected there was something wrong. I stopped going to the site and started working on the flower garden." Annie nodded her head as she said, "I know baby. I figured I teased you too much about my panties and you thought I was upset. I was going to ask you if you were wearing them but I didn't want you lying about it. You never lied to me before and I didn't want to give you a reason to start. That's why I came up with the idea about you becoming Don's French Maid." I pushed Annie away slightly and looked at her face then I asked, "This was your idea? The bet and every thing?" Annie giggled and said, "No the bet was between you and Don. Once you lost I called Don and suggested he make you wear a French Maid's uniform as part of the bet. I was pretty sure you would like it once you had it on." "Don didn't mind me wearing it then?" I asked. "Not at all, he always thought you were a sexy guy and having you in the uniform turned him on. He wasn't happy you wouldn't suck him off but he understood you didn't want to cheat on me," Annie told me. "Wait," I said, "he thought I was sexy, I don't understand why would he think that?" Annie giggled and said, "He's as queer as a three dollar bill, as the saying goes. That's why he and Brenda never became more than just friends." "I wish he had said something when I set them up," I told Annie. "He didn't want to lose your friendship. He didn't want to scare you off if you had a phobia about gay men," Annie told me. "Why did he tell Brenda and not me?" I asked. Annie started undoing the garters and dropped to her knees to help me with my heels and stockings as she said, "Enough of Brenda and Don, let's get your hair removed and into the bathtub. I hope you don't mind if I join you." I thought that was an abrupt change of topic but I didn't say anything. I followed Annie into the bathroom where she started the water going into the bathtub. Once it was running she took her bottle of hair remover and started on my legs. Once my legs were done she didn't stop applying the lotion until my entire body was covered except my head. After waiting the prescribed amount of time Annie took me into the shower and scrubbed off the lotion and all my body hair. She then walked me over to the bathtub that had mounds of bubbles and helped me to step in. As I was about to step into the tub I said, "Wait, I should go check the casserole." "Not to worry love, I took it out of the oven right after you ran out of the kitchen. If we get hungry we can order a pizza," Annie told me. Once I was in the tub surrounded by thick perfume smelling bubbles Annie wrapped my hair into a towel and started applying a mud mask to my face. Once that was on Annie kissed my hand and said she would be back in a few minutes. Once she was gone I realized just how wonderful this all felt. The smell of the bubbles was heavenly. It reminded me of Annie. The water felt silky-smooth where it touched me. Even the mud mask felt good, as it dried on my face. As she promised Annie was gone only a few minutes. When she came back into the bathroom she was still naked and she climbed into the tub with me. She sat astride my waist and as she lowered herself her hand found my cock and she pushed back so it slid into her. We both groaned as my hot wet cock slid into her hot wet hole. Once she was settled she started peeling off the mud mask. Once that was done we started kissing as Annie slowly started to ride my cock. Our hands were everywhere as we covered each other in bubbles. Annie didn't ride me very fast. In fact I believe this was the slowest love make session we ever had. She would barely move up and down so water didn't splash out of the tub. Even though my cock had been hard most of the day it still seemed to take forever before I filled her sweet pussy. After we made love we got out of the tub. Annie went over to the vanity and opened a disposable douche and proceeded to use it on herself. This was not unusual, as she had done this quite often in the past. Once she was done she pulled out a second box from the vanity and turned to me and said, "If you're going to dress up in girls clothes you're going to have to start cleaning yourself like us girls do." She then handed me the box she had in her hand. I saw right off the box contained an enema kit. I knew what it was for, seeing I had read about them in the stories and letters I read on the Internet. It was meant to clean out my bottom. So whoever fucked me, had a clean cock afterward. I couldn't see how this was needed so I said, "Annie I really don't think I need this." Annie kissed me on he lips and said, "Please baby. I know it seems moot but just bear with me." With out another word Annie opened the box and started to mix up the solution. I had read stories about getting enemas and I would have thought it would be worse than it really was. There was some cramping and it was quite embarrassing when I released the enema but all in all it wasn't that bad. Though Annie didn't stop at just one. By the time we were finished I had two soapy enemas and two clear water enemas. I never felt so flushed out in my life. Once my bottom was clean we went into the bedroom. On the bed I saw Annie had laid out an array of silky lingerie. The first item she picked up was a white satin and lace corset. This one was a full corset that had a built in bra and garter straps. Annie helped getting it on me then she went behind and pulled the lacing so it was tight. Not tight enough to cut off my breathing, but tight enough so I couldn't eat my normal size meal. Once the corset was on and the breast forms were in place Annie started putting on my stockings. I never knew how sensual stockings could feel until that moment. Even though I had just climaxed my cock became instantly erect when Annie started rolling the stocking up my legs. This wasn't lost on Annie either. Once she had hooked up both stockings she gave my cock a few licks before wrapping her lips around the shaft. She sucked me for a minute or two before she said, "I see you like silk stockings on your hairless legs. They really make you feel all sexy and feminine don't they?" I had to agree with her. She next took a pair of white satin panties and slid them up my legs. They were thong panties and it felt rather awkward when the sliver of cloth slipped between my ass cheeks. The front barely contained my cock though I really wasn't trying to hide it. Annie next slipped a pair of white heels on my feet. It surprised me they fit so well, as I knew Annie's shoes were way too small for my feet. They were open-toed shoes with a three inch heel. The heel wasn't as thin as a stiletto but it wasn't as thick as a mule either. Next Annie pulled me over to her makeup table and sat me down. She then started to bush my hair as she said, "I've been wanting to play with your hair since you got out of the hospital. That's why I said you shouldn't cut it." Once my hair was brushed out Annie opened her hot curlers that I only seen her use a few times. She normally only used them when we were going out and she wanted to look her best. Before I knew it my head was a mass of pink curlers. While they did their work Annie sat astride my lap and started putting makeup on my face. First she started by taking a razor and scraped away any hair she could find. Then she picked up a pair of tweezers and started to pluck my eye brows. She assured me no one would notice seeing my eye brows were so fair in color. Once my eye brows were plucked she glued on a set of false eyelashes to give mine some length. Then she started on my makeup. First were the eyes, as she put on eye shadow in two colors. She then put a concealing cream on my cheeks, nose and everywhere else. Blusher was added to give my cheeks color and lip gloss on my lips. When she was done with my make up she went after my hair once more. Now she took the rollers out and started brushing it. It took a good twenty minutes before she finally sprayed it down with hair spray. She checked me over for several minutes before she sat back on my lap and said, "You look prettier than I could have hoped for." "Really?" I asked. "Can I see?" Annie had covered the mirror on her makeup table so I didn't know how I looked. "One more item and I let you look Honey," she told me as she got off my lap and went into the dressing room. She came out moments later carrying a white dress as she said, "Here you go baby. Put this on and we'll unveil my new girlfriend." While I slipped on the dress Annie slipped on a blood red bustier stockings and a pair of matching thong panties. She also slipped into a red satin robe. She then took my hand and walked me into the dressing room where there was a large full length mirror. As we entered our dressing room she said, "We're going to have to buy you some fake nails till yours grow out and get your ears pierced." "Are you sure you want to go that far?" I asked. "Why not? Having pierced ears is quite manly. You see lots of sports jocks with both their ears pierced. As far as your nails are concerned don't let them get too long and no one will notice as long as they're not painted," Annie told me as we stopped in front of the mirror. I was surprised by what I saw. I didn't look like a fresh face teenager but I didn't look all that bad either. Anyone that really studied my face would know I was really a boy but to the causal observer I could pass as a girl. In a darkly lit room I would have no problem. "Like I said you're very pretty," Annie told me when I stopped talking "Do you really think so?" I asked, as I couldn't take my eyes off the mirror. "Of cause I do love. Now come back to the bedroom and let me make love to you," she told me as she pulled me back into the bedroom. Once back in the bedroom Annie started kissing me as we stood by the bed. At the same time she unzipped the dress I was wearing and once that was out of the way she eased me down until I was lying on my back and she was lying on top of me. We made love like two girls would make love. Annie was in charge the whole time. She directed where I would lick and where I would suck. She did a lot of licking and sucking herself. At no time during that love making session did I enter her with my cock. If I penetrated her it was with my fingers or my tongue. She entered me too with her fingers and her tongue. My bottom got a lot of action, as it seemed like Annie was worshiping it. She licked my ass cheeks till they actually felt wet and her tongue delved into crack over and over again. When she paid attention to my cock it was with her tongue. She didn't suck me off but she licked me off. At the same time her fingers slid into my asshole. She finger fucked me with three fingers till my cock exploded leaving sperm tracks up my corset. When we were done Annie pulled me into her arms and said, "That's how two girls make love to each other." "I liked it, it was different then how we usually make love together," I told her. "I like it both ways. Later I'll show you another way that I think we both will enjoy," she told me before she started kissing me once more. We kissed and held each other for about an hour before Annie asked, "Can I talk you into going down and getting us something to drink? A glass of wine would go nice right about now." Of course I told her I would. I slipped out of bed and went downstairs. It felt odd walking around in lingerie, but it also felt wonderful. I poured us both a glass of Merlot, then went back up stairs. When I entered the bedroom Annie was still lying on the bed, only now she was under the sheet. She had obviously got up as her hair looked neat and her makeup had been repaired. I'm sure my makeup looked positively awful. After I handed her a glass of wine I went over to the makeup table. Annie had removed the towel from the mirror. I could see my hair was a mess again and my lip gloss was completely gone. Also my eye make up was a mess. I was able to re-coat my lips again but my eyes were hopeless. I tried but I couldn't hope to duplicate what Annie had done. I was able to brush out my hair and thanks to the rollers it seemed to fall back into place. When I got back to the bed I said to Annie, "Sorry, that's the best I can do." "Don't worry love, I'll teach you how to put on makeup. There are a lot of things I can teach you. Now come here," she told me as she pulled the sheet back on my side of the bed. Once I was lying down next to her Annie pulled me into her arms once more. We kissed for several minutes but Annie wouldn't let me get close to her. She kept me on my back as she leaned over to kiss me. After about twenty minutes of this Annie laid back with her back on the piled up pillows as she directed my mouth toward her breasts. Annie knows I love sucking her nipples and kissing her breasts. I know how much she loves it when I take my time to make sure her breast are properly adored. I can't tell you how long I made love her breasts, as it never seems long enough. Once Annie was satisfied she pushed my head down to let me know she wanted me to go further. I kissed my way down to her belly were I licked and kissed every firm inch of it. Even though Annie had gained weight since high school her sexy tummy was still as hard and as flat was it ever was. Only now there was muscle under her skin. When Annie figured she had enough she pushed on my head slightly. I then pulled the bed sheet back and was about to lick her pussy when I found a surprise waiting for me. Instead of finding Annie's satin panties or her velvety smooth pussy I found an eight inch dildo that was strapped in place. I was quite surprised by this and I'm sure Annie could see it in my eyes. She giggled and said, "Surprise honey. I got a nice thick cock for you to suck on." I couldn't help but laugh with her. I had read of this same scenario in a few stories I read on the Internet. I took the thick latex cock in my hand and asked as I looked up at Annie, "What would you like me to do with this?" Annie giggled and said, "I would like you to kiss it and lick it then I want you to wrap you pretty red lips around it and suck it like a good little slut would do. I want to see my sweet sissy husband with my cock in his mouth." When she said her sissy husband it really scared me. I didn't want to lose Annie over this. I didn't want her thinking I was some fagot when she wanted a real man. I was worried she would leave me. But I couldn't help seeing the lust in her eyes. It was a look she gets when she'd watching two girls getting it on, on the TV. It was a look that tells me she really aroused. I knew Annie really liked watching girl on girl porn. I also knew she fantasized about being in a girl on girl situation. At least I think she did. Maybe this was her way of acting out one of her fantasizes. Whatever the reason I knew I had to go along with her. I had gone down this road too far to turn back. Without taking my eyes off Annie I started licking her latex cock. As soon as my tongue touched her cock I heard Annie say. "Oh baby lick my cock. Lick it like a good sissy slut." I didn't like her calling me a sissy but what was I really. I was dressed in sexy lingerie made up like a girl and licking a fat rubber cock. If I wasn't a sissy no one was. Regardless what I though, my fate was sealed when I joined that she-male web-site and Annie found out about it. I figured I had nothing else to lose so I got into the scene. I started licking her cock like I had so many years ago when Billy and I had done each other in his basement. As my tongue licked her cock it reminded me of the nights I spent with Billy. His cock wasn't as big as the latex one Annie had but it felt similar to what a real cock felt like. It didn't taste the same either but with the smell of Annie's aroused pussy only inches away smelt dam good to me. Before I knew it I got into give her rubber cock the devotion I would have given to Billy had he been here. I licked her fake cock for a good five minutes before taking the head in to my mouth. That brought back wonderful memories almost instantly. I started to suck as my lips started to slide down the shaft. As soon as my lips started to go up and down the shaft Annie groaned and said, "Oh honey that's it suck my cock bitch. Suck it good baby, like a good cocksucker." It wasn't long before Annie started to fuck my mouth. Her hips started to rise and fall as the head of her cock went deeper into my mouth. Before I knew it I felt the head hit the back of my throat. This caused me to gag slightly only because Annie didn't push too hard. Her hands were on my head as she guided my mouth on her cock and she kept telling me over and over to suck her cock. A couple of times the head of the latex cock pushed into my throat and that caused me to gag and choke. At first I thought Annie was misjudging her thrusts but I soon realized she was doing it on purpose. After a while I felt the head of her cock push into my throat followed by an inch or two of the shaft. This caused me to gag violently and I would have lost my lunch had I eaten that day. Annie pulled quickly out but a second later the head was back in my throat. Over and over again she would push her cock into my throat and each time I would gag on it. I soon learned if I swallowed just as she entered my throat the gag reflex went away and soon she was fucking my throat easily. Surprisingly I started to enjoy this but I wasn't sure why. When Annie was done fucking my mouth she pulled me off and a second later we were kissing. We kissed for quite some time before she pulled back and said, "That was wonderful honey I loved fucking your pretty face like that." Before I could say anything back her lips were on mine once more. We kissed for several minutes then Annie started kissing her way down toward my cock. First she moved down to my fake breasts and kissed them and even sucked on the hard nipple that was part of the breast form. She moaned sweetly as she continued to tease the nipple, telling me she would have really enjoyed it if they were real. After she had made love to my breast for several minutes Annie then started kissing her way down to my tummy. She had never licked or kissed my stomach before, but I soon learned that it was quite nice. She next moved to the satin panties I was wearing. In less than a second she had my panties off as she started once more to lick my cock as if it was a very large clit. She then worked her way to my ball sack. Once my scrotum was dripping with her saliva Annie rolled me over on to my stomach. I knew by this point what was going to happen next. I knew it the moment I saw the dildo strapped around Annie's waist. Annie went after my bottom with her lips and tongue like she was possessed. She started by kissing each cheek over and over till every inch was covered. She then started to lick each cheek with long licks that started from my legs till she hit my waist. When her tongue finally found my crack I couldn't stop the moan from leaping out of my mouth. I sighed deeply as her tongue made contact with the tender flesh near my asshole. Annie had licked my bottom often in the past but she never seemed as obsessed with it as she was on this day. Her tongue whipped around and around my hole for several minutes before she tried to enter me with her tongue. I knew from the stories I had read and the one time I had done this with Billy that relaxing my anal muscles was the only way to enjoy what we were doing. I willed my anus to relax and when Annie's tongue pushed at my opening I felt her tongue slid inside me. I couldn't stop the moan as it leaped from my throat and I even heard Annie moan as her tongue started wiggling in and out of my hole. Annie tongue fucked my asshole for several minutes and at the same time she reached between my legs and stroked my cock and squeezed my balls lovingly. Just when I was almost sure I was going to cum all over the bed Annie pulled off and knelt between my spread legs. She lay down on my back with her dildo nestled between my ass cheeks and started kissing my back as I heard her say. "You know what's coming next don't you love? As Annie started to rock back and forth which made her dildo slide between my cheeks I said, "You going to fuck me with your strap on." Annie hugged me tight and said almost breathlessly, "No baby I going to make love to your sweet boy pussy. I'm going to slide my cock into your sweet pussy and I going to make love to you. You want this don't you, You want to take a ride on my love pole don't you love?" There was no denying what I felt at this point. I was so aroused by what we were doing I couldn't have stopped her if I wanted to but I didn't want to, so I said, "Yes Annie I want you to make love to me, I want to take a ride on your love pole." I felt Annie shiver as she reached under the pillows and pulled out a translucent blue bottle. She then pulled off my back and backed off just a little. I next felt her fingers near my bottom. They felt slick like she had covered them in oil. That's when I realized the blue bottle was some sort of lubricant. When I felt her fingers near my anus I willed myself to relax once more. I knew I would enjoy her finger in me and I didn't want to feel any pain from her entry. Surprisingly there was no pain at all when her fingers pierced my hole. There was only a sweet sensation as her first and middle finger eased past my sphincter muscle. I think we both gasped as she penetrated me. Annie finger fucked me for several minutes and if I'm not mistaken she had worked four of her five fingers into my hole. It felt just like it did when Billy fucked me so long ago. I couldn't help moaning as she pushed her fingers in and out of me. After she had finger fucked me for about ten minutes I felt Annie pull her fingers free and the next instant I felt the head of her dildo at my opening. I relaxed once more knowing this would be the only way to get it in me with out hurting too much. I felt Annie spread my ass cheeks apart as she asked, "Are you ready to be deflowered love?" She didn't know I had done this before but it had been such a long time ago. Without the slightest hesitation I said, "Yes honey take me." The next instant I felt my asshole spread open and the head of her dildo popped into my rectum. The suddenness of it took my breath away and instinctively I tried to force my asshole to close. It was too late she was already inside me and Annie wasn't about to back out nor did I want her too. I groaned deeply as my asshole clamped on to her dildo. To Annie's credit she didn't move one way or the other. She held herself still as I became use to the invasion. As my hole started to loosen it's grip on her dildo Annie started to caress my hips and back. Even though I had been caught off guard I didn't feel any pain what so ever. I did feel full like I had to go to the bathroom but there wasn't any pain like when Billy had fucked me. Then again Billy didn't prepare me the way Annie had. Once Annie could see I was more relaxed she asked, "Can I go in a little deeper love. If you're not ready say so I don't want to hurt you." I pushed back a little with my hips and felt the dildo slip in about an inch. There was no pain and having that little bit slide into me felt really good, so I said, "I'm okay just go slow at first." Before the last of my words exited my mouth Annie slid in a few more inches. God that felt really good and I couldn't help moaning as I was impaled on her rod even further. Annie could hear from my moans, I was enjoying this so she started fucking me with the few inches she already had in me. She didn't stop there either. Every once in a while she would slid in a little deeper till I had every thing she could give me. The position we were in was not very comfortable for either of us. And besides that Annie wasn't getting the depth she though she should be. I was lying flat on my tummy with Annie between my legs. Once Annie realized we were both enjoying this she slapped my bottom playfully and said, "Come on sissy, up on you knees like a good slut. I want to plow you pussy like there is no tomorrow." Once she pulled out of me I got up on my hands and knees like she wanted. Actually I couldn't do it fast enough as I felt so empty with out her dildo in me. I wanted it back so I moved quickly. Before she entered me again she pulled my face around so me could kiss. We kissed for a few seconds then she pressed my head down and her cock slipped back into my ass. Once more I moaned sweetly as I felt her shaft slid into my depths. When Annie said she wanted to fuck me like there was no tomorrow she wasn't kidding. As soon as her thighs were pressing against my ass cheeks she started fucking me. At first it was rather slow and sensual