I am a crossdresser named Doug. I go by the femme name of Debbie. After I graduated college, I was living on my own in a small apartment. Under these circumstances, I was able to explore my crossdressing interests to the fullest. I proceeded to buy all sorts of feminine attire including dresses, skirts, lingerie, high heels, make up, jewelry, wigs, etc. I would get all dolled up as a woman and venture out into the world. I would usually go out late on weekend nights and hit places that were open late or 24 hours. This included convenience stores, supermarkets, and hotels. It was thrilling for me just to go out and be seen. Back then (in my early 20s) I was passable as a woman, as I was thin (dress size 10), had a babyface, and could pull off a reasonably feminine persona and voice. The only problem I had when I went out “en femme” was getting out of my apartment complex. Once I was out my door and away from my apartment, I wasn’t too worried about being seen by other tenants as I was coming or going. The problem was my neighbor, Linda. She lived in the apartment right next to mine. As we were located at the end of a row of apartments, the only people who had any business at that part of the complex were the two of us. She was a nice, friendly lady, a few years older than I was. She and I would chat quite often, as she liked to sit outside her front door in a lawn chair and smoke her cigarettes. As much as she smoked, she did not like to smoke inside her own apartment. So, many times I was coming or going from my place, I would see her sitting outside. I tried quite diligently to keep my secret from her. Whenever I went out dressed as a woman, I would peek outside my door to see if she was out there. If not, I would exit as quickly as my high heels would carry me! The real problem was when I returned. I was able to venture out and return to my apartment for a time while dressed as a woman without being seen by Linda. But, one day, the unavoidable happened. As I came home and approached the door to my place (dressed), Linda stepped out her door, cigarettes in hand. We were practically face-to-face. There was no denying what was up. As nerve-wracking as the situation was, I handled it the only way I could, and hoped for the best. I calmly explained to Linda that I was a crossdresser, and that she may see me from time to time dressed that way. I told her I hoped she could accept that. In fact, she ended up being very accepting of my surprise. Linda was very open minded, realized that there were many different types of people in the world, and did not find my situation to be too strange at all. She said she guessed there were plenty of men out there who shared my “hobby” and that somebody had to live next door to them. So, after she got over her initial shock, she really had no problem with it. In fact, she was very encouraging of the situation. She said she thought I made a fairly convincing woman and that I was actually very pretty in her opinion. She said I should stop by her place anytime before I went out dressed so she could see for herself and maybe offer some fashion or makeup tips. I was thrilled with her acceptance and I took her up on her hospitality. Several months later, Linda started dating a guy named Mike. I would see him coming & going once in a while when I looked out my window. For a time, Linda had not yet had an opportunity to introduce me to Mike, but when we talked, she would tell me all about him. Mike was a recently discharged Marine, and he looked it (very big with lots of muscles). She did warn me that she did not think Mike would like me if he knew I was a crossdresser, so she wasn’t going to tell him that about me. She said I should be careful coming & going dressed up if I knew he was at her place. One Saturday afternoon, I happed to see Linda. I told her I planned to dress up as a woman that evening and asked if I should stop by. She told me that was a bad idea as Mike was coming over that evening. In fact, Mike was bringing an old Marine buddy of his named Brett. Brett was from out of town and was staying at Mike’s place for a few days. The three of them were going to party at Linda’s place that evening. To be polite, she invited me to join them, but only if I dressed as my normal male self. I politely declined, preferring to enjoy my opportunity to get all dolled up & go out. Kidding around, Linda said maybe I should come over en femme and we could double date! We both had a good laugh at the thought of it. But then, Linda got serious about the idea. She said since Mike & Brett had never met me as Doug, maybe they wouldn’t know I was really a guy if I showed up dressed. She thought it would be funny to see if they could figure it out or not. While it was a funny concept, I was very nervous at the thought of showing up in front of a couple of big ex-marines while dressed in a frilly dress, hose, and heels! Linda begged me to give it a try. She said I could come over for a short while, see if we could pull it off, and I could be off again. If I didn’t convince them, she thought we would all have a good laugh anyway, if I didn’t mind. I was still leery of the idea, but I was intrigued to see if I could do it. Linda said I should go out as I planned, but before returning home, I should stop by her place. That would give her time to tell them about her neighbor “Debbie”. She also said by then they would all be fairly drunked-up and that Mike & Brett’s senses would be less keen. I told her I would keep it in mind. So, I went out that evening as I planned. I got dressed up in a new little black dress I had just bought. It was a pretty, semi-formal gown. It had a short, above-the-knee skirt that was fluffed out with some crinoline underneath. It also had short puffy sleeves. I wore this with black patent leather four-inch high heels, and a black lacy bra, panties, and garter belt. My stockings were off black with lace tops and back seams (very sexy). And I carried a small black purse. I rounded out the ensemble with a pearl necklace, dangly tear-drop shaped pearl earrings, and a pearl bracelet. When doing my makeup, I wore fire-engine red lipstick and a blonde wig with big soft curls that cascaded down on to my shoulders. I went out as usual, hitting various night spots. I knew I was looking especially good that evening as I got several more stares, whistles, and catcalls than typical from men I encountered. As fun as it was, eventually, I had to head back home. I had kept Linda’s offer to stop over and meet her guests in the back of my mind all evening. I wasn’t really sure I had the guts to try it. It was one of those things I would decide at the last moment. I pulled my car into my apartment’s parking lot. As usual, I made sure it was all clear, got out, and pranced up the sidewalk towards my apartment. When I got outside my door, I could hear Linda and her two male guests whooping it up inside her place. They were so loud and boisterous, you would have thought there was ten people in there. It was very intimidating to say the least! I still wasn’t sure I wanted to stop in, but I knew Linda would be very disappointed if I didn’t. I figured, what was the worst that could happen? If I knew then what I found out later, I never would have considered it! Against my better judgement, I gave a soft, lady-like knock at her door. They were so loud, they didn’t hear me. I was somewhat relieved, thinking I was off the hook. As I stood there contemplating if I should knock again or not, Linda happened to open her door. She was planning to step out for a smoke, and found me there. She squealed, “Debbie, you made it”. She stepped outside with me and pulled the door shut behind her. She told me that the guys were primed for my arrival. She said she told them all about “Debbie, her beautiful blonde neighbor with the sexy legs”. She also said they were sufficiently drunk, barely able to stand. While my billing sounded great, I was nervous to see if I would be able to live up to the reputation that proceeded me. Linda said I looked ravishing and that I should have no problem being a convincing girl. While I was partly afraid of not being convincing, I was also afraid of possibly being too convincing! I asked Linda if she thought I should change into something a little more modest. She said “nonsense”, grabbed me by the hand, and pulled me into her apartment. Seated before me were the two biggest, bulging men I had ever seen together. Both of them stood up, politely greeted me, and tried not to fall down from all the booze they had consumed. As we introduced ourselves, I noticed how both of them looked me up and down with wide eyes. I began to worry they read me as a guy. Linda then asked me to join her in the kitchen. As she proceeded to mix some more drinks, I asked her what she thought. She told me to wait a moment. She took two fresh drinks out to the guys while I stood by. She returned after a few minutes and said, "You have them completely snowed! Not only do they think you are a girl, they think you’re hot!” Hearing this, I felt relieved, thrilled, and worried all at the same time. Before we returned to the men, Linda said to me, “just stay away from my Mike you vixen!” Linda joined Mike on her couch. The only place left for me to sit was with Brett on the love seat. As big as he was, it was kind of a snug seating arrangement for the two of us. I crossed my legs and tried to carry myself in the most feminine manner as possible. As nervous as I was, I was very happy to partake in the drink Linda had mixed for me. I didn’t know what it was, but it was strong and I was happy to have it! As the evening proceeded, the men seemed to do most of the talking, going on about their days in the service together. They also made sure to occasionally comment on the beautiful female company they were fortunate to have that evening. Each time a compliment of this type was made, Linda would shoot me a giddy look. As time went by, I began to get more relaxed, finally convinced I had convinced them I was a girl. Drinking the booze was helpful in this regard too. Every so often, I would catch Brett staring at my legs. I would look down and see that my short dress had ridden up and was exposing a little stocking top and garter. I pretended not to notice, and decided to give the boys what they wanted! As it got later, most everyone began to peter out. I saw Mike fall asleep cuddled up next to Linda. Linda was beginning to look a little spent herself. I knew I was fading fast too. I wasn’t much of a drinker, and I knew the alcohol was taking a pretty strong effect on me, so I was beginning to plan my exit. The one person who kept going strong was Brett - he went on & on about himself, the Marines, and everything else. Linda & I politely continued to listen. The last thing I recalled aside from hearing Brett’s voice, was watching Linda’s eyes beginning to close. After that, I am afraid to say I lost consciousness. I fell into deep enough of a sleep that I forgot where I was & what I was doing. In my unconscious state, I dreamed I was in my apartment, on my couch, being kissed by a woman. It seemed so real, that I could almost feel it. Then, I began to come to. I don’t know how long I was out, but in a semi-conscious state, I began to realize a few things. First of all, someone was on my lap facing me with their knees straddling my legs. I was being passionately kissed. As I had thought I was dreaming this, I had been kissing back quite cooperatively. I slightly opened my eyes to see a face being pressed into mine. Due to the proximity, I was not sure who it was. I looked past the face to see a ceiling and upper walls that seemed to be the ones in my apartment, so that seemed to be familiar. As I continued to be kissed, I slowly moved my foot. I realized I was wearing high heels. I felt my calf with my hand I realized I was wearing stockings. On my head, I could feel my wig, as well as my earrings dangling on my earlobes. Blinking my eyes, I could feel my mascara. It was then that it all came rushing back to me. As I awoke from my stupor, I realized I was dressed as a woman, not in my apartment, but in Linda’s, and recalled being in the company of Mike and Brett. The kissing was not in a dream, but real. In sudden horror, I pulled my head back from my mystery kisser to see Brett’s face a few inches from my own. He said to me softly “look who is back from her trip to sleepy land”, and he proceeded to continue our make-out session. I was petrified! What was I going to do? I resisted the immediate urge to panic for fear of blowing my cover. I realized that we had all fallen asleep (except for Brett) and that he was taking advantage of me. I looked past Brett to see Linda & Mike completely asleep in each other’s arms. I realized with horror that I was alone in this plight! For the moment, all I could do is let Brett make out with me while I tried to find a way out of this mess! I was in a completely compromised position. I was tucked into the corner of this loveseat with Brett’s full weight on top of me. He had his hands behind me - one was firmly wrapped in the curls of my wig behind my head, the other was down on my bare back. It took me a few moments to realize that, in my sleep, Brett had leaned me forward, unzipped my dress, and pushed the sleeves off my shoulders! My dress was completely open in the back, and about ready to fall down in the front! I couldn’t let this happen, as my fake boobs would be revealed! All I could do was lean forward into Brett’s body. It kept my dress from sliding down, but it also made it seem that I was all the more willing to make out with him. I could feel his hand fidgeting with by bra strap in the back - I could tell he was trying to undo my bra! Thank god the black lacy bra I was wearing had a front clasp! With me pressed against him, he wouldn’t be able to get at it. Then, he leaned back and undid his fly. Out popped the biggest, hardest dick I had ever seen in my life. It was purple & throbbing - he was obviously very horny. With the hand he had behind my head, he had pushed my face down into his lap. In my astonishment at his sudden forceful move, my mouth was open. His dick slipped right in. All of a sudden, I found a man’s dick in my mouth! I first tried to pull myself off of him, but he kept my head firmly in place. With his fingers entwined in my wig, he started moving my head up & down with his hand - he obviously wanted me to get busy sucking his cock. As he forced my head to move, I could feel my wig getting more & more loose with every thrust. All I could do was play along and give him the blowjob willingly. While this kept my wig from coming off completely, it still continued to get more loose. Since I had never given a blowjob before, I did to him the things I liked when I got my dick sucked (used lots of tongue & lips). I could tell I was doing good based on all the moaning & groaning Brett was doing! As I sucked, I developed a hard-on of my own. Then, I could feel him convulse and then a hot wad of goo hit the back of my throat. I choked a little, but regained my composure and continued to suck him off. The only thing I could do is swallow the load of cum he had shot into my mouth. When we were done, Brett took his one hand from behind my back and started running it up and down my stocking-clad thigh. His fingertips began to wander under the hem of my dress. Before I knew it, his hand was past my stocking top and he was running his fingers up & down one of my garter straps! He was inches away from feeling my erect penis! I knew I had to do something fast because I was about to be found out as a guy. So, I stretched my left leg out as far as I could, trying to reach Linda’s knee. I was barely able to get the very tip of my pointy high-heeled pump to reach her protruding kneecap. All the while, Brett is still passionately making out with me. I was only able to make light contact with Linda’s knee. I kept desperately waving my foot around wildly trying to touch her. I was able to graze her knee enough times that she started to slowly wake up. I watched as she opened her eyes, looked around, and finally got a look at what was going on with Brett and me. Immediately, Linda jumped up and shouted “Brett, you get off of her right now!” This completely shocked Brett as he thought Linda was going to remain sleeping. Instantly, he jumped off of me and flopped back over to his side of the love seat. When he did so, my wig stayed wrapped in his fingers and came off in his hand! I jumped up in a flash and Linda & I watched to look on Brett’s face change from shock to confusion. While he looked at the wig in his hand, my dress slipped right down my body and ended up in a pile on the floor around my ankles! There was nothing to hold it up anymore since it was unzipped and off my shoulders. So, there I stood in the middle of Linda’s living room, no dress and no wig! During the commotion, Mike had woken up too. Now, I was on full display to all three of them wearing nothing but my black lacy bra, panties, garter belt, stockings, and high heels! All of us let out a gasp - even me! Brett threw the wig down and shouted “What’s going on here!” as he struggled to stand up. Linda screamed, “Run, Doug!” At the same time, she & I both ran to the front door of her apartment. She got there right before me, threw the door open and screamed, “Run for your life!” I scurried out the door and Linda slammed it behind me. I stood outside in the darkness not knowing what to do. I could hear Brett and Mike flipping out on Linda, wondering what had just happened. I could tell that the discussion was getting very heated very quickly. I could hear them trying to get by her to come after me. Linda was doing everything she could to slow them down. I knew I had to get moving. I stood in front of my own apartment door for a moment, wishing I could get in. But, in my hasty retreat, I was without my keys! They were in my purse on the floor of Linda’s apartment. There was no going back to get them either! I did the only thing I could - I turned and ran down the sidewalk as fast as I could run in high heels! I found myself out in the parking lot. Since it was about 4:30AM, there was no one else out, thank god! As far as I had gotten, I could still hear Linda, Mike, & Brett arguing at the top of their lungs. I think they had moved outside by now, so I had to scramble. I wished I could have jumped in my car & driven away, but again I had no keys. So, I did the only thing I could think of - I ran to the one building that had the laundry facilities in the basement. It was open all the time. It was the only place I could go to get inside and out of view of my pursuers. I turned off the lights, sat down on one of the seats in the dark, and prayed to god to get out of this situation alive! I was so scared! But after I sat there and hour or so, waiting for the excitement to die down, I began to get drowsy. Except for the brief interlude in Linda’s apartment, I had not slept for hours. And I was still groggy from the strong booze Linda had served. In short, I fell asleep in the laundry room. I must have been out for a couple of hours, because the next thing I knew, I heard the laundry door open and the light was turned on. I was startled as I thought it might be Brett & Mike coming to tear me apart. It turned out to be a young lady resident of the apartment complex showing up with a laundry basket in hand to wash her clothes. There I am sitting there in the dark by myself, suddenly illuminated and seen to be wearing women’s black lacy lingerie! I jumped up and squeezed past the astonished girl and ran out of the laundry room. I ran to the front of the building to the parking lot again. It was now Sunday morning, and the sun was up. There were all sorts of tenants coming and going. There I was in my undies not knowing what to do! So, I did the only thing I could - I ran back up the sidewalk to Linda’s apartment. As I pranced along, my high heels made the loudest clatter on the pavement, drawing even more attention to me. I heard several screams, jeers, gasps, insults, and marriage proposals as I streaked along like something out of Victoria’s Secret! I got to Linda’s door, not sure what to do. I knew I needed my keys back to get back into my place. The only way to get them was to get them from Linda. I prayed that Mike & Brett were no longer there. To make sure, I went along side Linda’s apartment and tried to look in her window. I could see through a gap in the blinds that she was there and appeared to be alone. Before I could head toward her door again, I found myself loosing my balance backwards! My high heels were sinking into the ground! I fell flat on my backside, getting the butt of my panties all dirty! I proceeded to pull my heels out of the ground, put them back on my feet, and carefully made my way to her door. I knocked, and Linda opened the door just a bit, very slowly. When she saw it was me, she gasped “Where had you been! I looked all over the complex for you!” I told her I had been hiding out in the laundry room. I quickly said, “Let’s grab my stuff!” She said “O.K.” turned around, slammed the door in my face, leaving me still outside in my lingerie. She came back, apologized, and handed me my dress and wig. I said “That’s a little bit helpful, but how about you get my purse - my keys are inside it!” She said “Of course!”, ran and got my purse, handed it to me, and we both went into my place where we both melted into my sofa. After we calmed down, we began to compare notes as to what happened after I ran away. Linda said she confirmed Brett & Mike’s suspicions - that I was not a woman named Debbie, but a male tenant in the complex. Thank god she did not give them my name or that I lived in the apartment next door. She simply told them I was a friend, a crossdresser, and that it was her idea to try to play a little joke on them. She told them we never imagined it would go that far, and that it had obviously gotten out of hand when everyone else fell asleep and Brett put the moves on me. After hearing this, both of them looked all over the complex trying to find me. Linda believed they would have seriously beaten me up if they got a hold of me. She ran after them trying to discourage them, and to try to give me a warning if she saw me first. When they didn’t find me, they all went back to her place and they tried to sort it all out in their minds. The guys were totally freaked out. They didn’t know what to think. Brett was highly embarrassed and Mike was very angry with Linda. They left Linda’s place shortly after that. Linda tried looking for me again, but didn’t realize where I was. So, she just waited in her apartment and hoped the best for me. It was no surprise when Mike ended the relationship with Linda the next day via a telephone call. The whole situation was just too weird to get past. Linda was a little bummed that she lost Mike due to a silly prank she tried to pull, but she knew she had no one to blame but herself. It was her idea, and as a host, she shouldn’t have fallen asleep. She said she wasn’t all that wild about Mike anyway, so it was O.K. with her. Linda did tell me that before he left, Brett said he totally thought I was a girl, thought I was pretty, and got the best blowjob he had ever had! A few months after their breakup, Linda got a postcard from Mike. He had moved to the west coast. Other than his move, he had little to say other than Brett was no longer speaking to him and that he learned he had been undergoing months of intensive mental therapy to help him with the trauma of his experience with me! Linda & I got a good laugh from that. While we did not wish anything bad on Brett, we wondered how he could take it so hard. I was the one who ended up making out with a guy against my wishes, forced to give him a blow job, and wound up running all over the apartment complex in my lingerie for all the tenants to see! I was the one who had reason for anguish! But, despite everything I endured that night, I actually had the best time of my life! What a thrill! It was because of that night in Linda’s apartment that I first got to experience femininity to the fullest! I developed a strong desire to suck cock and proceeded to turn into the sluttiest little whore around! While dolled up in my girlie clothes, I would seduce any man I could find and suck him off better than any biological woman probably ever had!

Debbie