Marcy's Adventures - In The Beginning free porn video

My crossdressing began when I was a teenager and I was playing in my mother's panties and bras. Little did I know how far and to what adventures it would lead. I never really considered myself gay and I still don't. My lust for a big hard cock is only truly at its peak when I'm dressed, which is NOT often enough. Throughout high school I would add to my collection of lacy underthings any way I could, including shoplifting them from a department store. I would stuff several outfits including bras, panties, garter belts, bustiers (my fave!) in between some other clothing and go to the dressing room. There I would put on all the different outfits and put my clothes back on and walk out the door. Fortunately I was never caught otherwise I would have died on the spot from embarrassment. Regardless, I built up my collection and added to it at Halloween when it was "ok" to buy a french maid's outfit and wig with the pretense of dressing up for a costume party. All this time, I was masturbating regularly and starting to experiment with putting things in my ass. Eventually, I worked up the courage to try out an adult book store and was able to steal a dildo. Mind you, I was not stealing things because I didn't want to pay, I was just so embarrassed to walk up to a counter and look the person in the eye while buying a realistic looking dildo. Anyway, I got home with the dildo and was sorely (pun intended) disappointed that I could not get it in as hard as I try. I just wasn't ready for what I felt, at the time, was a HUGE dildo. That didn't stop me from sucking it like there was no tomorrow. I'd start slowly, just licking the tip and then the shaft for a while before sliding the head into my mouth. I'd close my eyes and pretend it was real as it slid in and out past out of my mouth with my lips wrapped tight around it. Every once in a while, I'd pause long enough to squeeze some pre-cum out of my own cock and rub it all over the head of the dildo which I would proceed to lick and suck off. I finally worked up the courage to shoot my cum onto it. I slowly raised it up to my mouth and with the strong smell of cum in my nose, I began to lick it off, tasting cum for the first time. It drove me crazy thinking about how dirty and kinky I was being. In far too short of a time, I'd cleaned the dildo off completely and was hard as a rock again. I quickly started masturbating again but when I was close this time, I laid down on my back and rolled my legs over my head with my cock right over my mouth. Jacking furiously and sucking on the dildo I felt my cum about to burst out and I opened my mouth with the dildo still partially in it just in time to catch the first spurt of cum. The rest landed on my face, on my lips and on the dildo which I proceeded to shove back in my mouth and suck my own cum off it again. I was surprised at how much hotter the cum was straight out of my cock then it had been the first time when I shot it on the dildo. Well, from that moment on, I was cleaning up after myself every time. I couldn't get enough of the taste of my cum, either off my hand, or the dildo, or straight out of my cock which was my favorite because it was still the warmest. I started going somewhat regularly to the bookstore while always wearing panties underneath. I assumed that I looked old enough which is why they guy running the place never stopped me from coming in. Anyway, one day I was there to browse the merchandise when I noticed a product called Anal-ese that was supposed to desensitize the area so I snatched it as well. Sure enough, the stuff worked like a charm and I was able to finally get the head of that dildo buried deep in my ass. Those first few time I did nothing but insert it and jack off until I shot all over my panties pulled to the side as my ass clenched itself around the invader. Of course, I immediately took my panties off and cleaned them with my tongue. Pretty soon I found I didn't need the anal-ese anymore and was really enjoying the dildo. Things steadily progressed and within a few weeks, I was riding that dildo like a champion. It had a suction cup base that I'd attach to a plastic box. It turned me on so much to watch in the mirror as I bounced up and down on that dildo while wearing a bustier, stockings and panties. I wanted more so back to the store I went. I'd been very turned on by the butt plugs so that was next to come home with the five finger discount. However, I had to use the Anal-ese because the plug was one step up from the dildo but absolutely loved the feeling as it popped in the first time, and every time since. It didn't take long before I was venturing out of the house with the plug inserted and wearing panties or thongs for longer and longer periods. I never made it through the school day with it inserted but got pretty close a few times. It's a wonder that I graduated seeing as how I was so distracted on some days. Some of my favorite times were with me on my back, legs over my shoulders cumming onto the dildo in mouth with the plug in my ass. After awhile, fucking the dildo was getting a little boring so I started fantasizing about a bigger one that I'd seen in the store the last time I went. It was supposedly modeled after some porn star and was 9 inches long and almost 2 whole inches in diameter. A monster! The packaging for it was even bigger of course. I thought I had a foolproof plan for stealing and decided that the next day would be when I would try.My outfit were a pair of baggy sweatpants and a baggy sweatshirt, the better to hide my contraband. However, underneath was a completely different story. I was wearing a black lace bustier with black fishnet stockings attached, a black lace thong, and my trusty plug was sitting nice and comfy in my ass. As I walked around the store, checking out the other customers to make sure no one was watching, I was as nervous as could be but turned on at the same time thinking about getting home with that monster dildo. I saw my chance and stuffed that package under my sweatshirt when no one was looking. Trying to play it cool, I walked around a little more before making my way to the door. Just before I got there, the guy working the counter told the other person he was taking a break and headed for the door as well. My heart was pounding as he held the door for me to walk out. With a huge feeling of relief, I started walking to my car but just before I got to it, the worker pushed me into the side of it and turned me around. The dildo fell out from under my shirt and my jaw fell open. The worker, whose name tag said, "Bill" exclaimed, "Well well, just as I suspected! I knew you were stealing something but I thought it was a movie or Fleshlight, but a dildo?! And a big one at that? Never suspected that but now we have an interesting situation. What else do you have under there you little faggot?" All I could do was mumble, "Nothing." "I don't believe you" Bill said, "Prove it!" Afraid to show him what was underneath my sweatshirt, I tried to run. He grabbed me and shoved me against the car again. He started pulling my shirt up and I was doing my best to keep it down but he was a lot bigger and stronger than I was. Eventually he got my shirt up enough to see what I was wearing and his laugh got louder. "Ha! Not only are you a faggot, but you're a sissy faggot! Oh, I'm gonna have fun with you sissy! Let me see your wallet sissy." "What for? You got the dildo back. Just let me go, please!" I cried. "No way sissy! You were stealing and now you gotta pay. Give it to me or I'll beat the shit out of you right now." Bill was bigger than me and I was afraid of what he might do to me so I pulled my wallet out of my pocket and gave it to him with trembling hands. Taking a look at my drivers license, he knew my name, where I lived, how old I was, everything! "Well Marc.....or should I say Marcy? What should I do with you?" Strangely, I got a little thrill when he said 'Marcy' because that is what I pretended my name was when I wore the lingerie. "Please, just let me go. I promise I'll never come back and I won't ever steal again. I promise!" I stammered. "Oh, you'll be back all right", he said. "In fact, you'll be back tonight when I close the shop at 2:00." "What do you mean? Why do I need to come back? I can't be out that late. My parents won't let me," I cried. Looking me straight in the eye, he said, "If you aren't sitting in your car here, at 2:00, wearing that same outfit you're wearing under your sweats, and ONLY that outfit, I'll be knocking on you front door with the police asking your parents where you are. What do you think about that? Do you think they'll like that?" I could tell by the look in his eye that he was deadly serious. With that he told me to leave and I rushed out of there as quickly as I could. The rest of the evening I was filled with dread but also curious. My thoughts flip flopped back and forth from 'What the hell have I done? How could I be so stupid?' to 'Why does he want me dressed up? He's kinda cute.' My parents and I watched a movie together but I could hardly follow it because I was so distracted by thoughts about what was going to happen. Finally, I told my parents I was going to bed and they soon followed. Setting my alarm for 1:00, I laid down and somehow was able to actually fall asleep. When my alarm went off, I jumped and almost fell out of my bed. Trying to be as quiet as I possible, I got dressed, wearing that same outfit, a black lace bustier, fishnet stockings, and black lace thong. The only question in my mind was whether to insert my butt plug. I don't think he knew I had it in but I was terrified about what would happen if he did know somehow and freaked out if I showed up and didn't have it. So, I lubed it up and slipped it in. I did put my sweats back on because there was no way I was going to try and sneak out of my house and drive down there in that outfit. I carefully drove towards the shop, trying to avoid getting pulled over without my wallet. Just before pulling into the parking lot of the shop, I stopped in another parking lot and stipped off my sweats with my shaking hands. My mind and heart were both racing a hundred miles a minute. As I pulled into the parking lot at 1:55, I noticed one car leaving and the only vehicle left in the parking lot was a large van. I pulled into a spot facing the door and turned off the engine. Less than a minute later, Bill came out of the shop and walked straight to my car. "Well, well, well. Look who decided to be a smart little sissy faggot?" he said by way of greeting. "I'm happy you decided to do the right thing so I don't have to bother your parents tonight. Put this on and get out and let me take a look at you as he handed me what looked like a dog collar with a leash attached. Trembling, I did as he asked, barely able to get the collar on due to my shaking hands. I'm sure I looked pitiful and stupid. A teenage boy wearing slutty womens underwear, no makeup, no wig, tennis shoes, a buttplug, and now a dog collar. He looked me up and down and laughed as he said, "Well, it's too dark out here. I need some more light to see just how pathetic you are. Follow me!" With that, he turned and walked back to the store. I hesitated, not sure if I should just get in my car and get the hell out of there or not. He made up my mind for me when he reached back , grabbed the leash and yanked me along. It was a relief when we got in the store and I saw that it was empty. At least my embarrassment was going to be only in front of Bill. He pulled me along until we got to the back where they had a crappy little stage with a pole. I'd never seen one but apparently they would have little strip shows once in awhile. Bill pushed me up on the stage, told me not to move, and went over to the wall. Once there, he flipped a couple of switches and some music and spotlights came on, lighting me up from multiple angles. I just cringed and put my face in my hands. "Ahh....is the little sissy gonna cry?" Bill said as he walked back to the stage and pulled up a chair. "Well, we are just getting started. Turn around so I can see everything." I slowly turned around and when my back was to him he exclaimed "Holy shit! Is that a buttplug?? Are you really wearing a buttplug you little sissy faggot? You are a piece of work Marcy." When I'd turned all the way around, he was looking thoughtful. "Well, obviously you need a lot of work but I think you could be hot Marcy. You're pretty slim and not too tall. Hmmm..." Did I hear him right? Did he say I could be 'hot'? What the hell did that mean? What was going on here? My confusion was compounded when he got up and started going around the store and bringing things to the stage. Finally, he came back with one last item and said, "Alright, this is what you're going to do. You're going to go put these clothes on and get your ass back out here for a modeling session." I gathered up the pile of things and walked over to a dressing room he'd pointed out. Once in there I looked at what he'd put together. There was a purple mini-dress that was super tight but stretchy, black 4" high heels (which I'd never worn before and were a perfect fit fortunately), and a blonde wig. Still shaking, I put them on and looked in the mirror. The dress hugged my every curve and barely covered my ass. The garters from the bustier were visible as they held up my stockings. To top it off, I could now see that the dog collar Bill made me put on had the word 'SLUT' on it. If I'd been at home I would have been overjoyed and extremely turned on to have the opportunity to wear these clothes but all I felt now was dread. Walking back to the stage was a scary experience. I kept stumbling in the high heels and catching myself barely. I finally got back to the stage and found myself in the middle of the spotlights again. After looking at me for a moment, he said, "You know the drill, do a turn." So, I proceeded to turn around unsteadily on the heels. "Much better Marcy. Just as I suspected, you do have a sexy sissy body. That dress really shows off your potential, especially your hot ass. Now walk around a little so you can get used to those heels." I walked around the stage a few times but once again, my head was exploding with confusion and questions, trying to make sense of what he was saying. "Let's try something. You stay right there and I'll be right back." He made another round of the store and came back with another pile. This one had a super short mini skirt and tight, sheer tank top, both in black and a brunette wig. I had to admit, the outfits were sexier than anything I had so I was getting a little turned on while still worried about what was going to happen. This time, as I walked out to the stage, I was not quite as shakey, finally getting used to walking in heels. When I got to the spotlight he said, "Very nice Marcy! You are definitely a brunette and that black outfit looks great. Take a few turns around the stage. This time though, put some sway into those hips like a real sissy." I started walking around, trying my best to "put some sway" into my hips. I probably looked ridiculous but he didn't laugh. Finally coming back to the front of the stage, he was waiting there. "There are a lot of improvements to be made still but for tonight, I only have one. You need some more curves." With that he told me to take the tank top off and pull the top of my bustier down. He opened a small bottle that had a brush on the lid and started to smear some type of glue on my chest. Fortunately, I am not a very hairy person to begin with and didn't have any on my chest at the time. I couldn't believe what he was doing and tried to back away when he started to stick a breast form on my chest. "Don't move sissy! You're gonna love these and if you don't stand still they'll be crooked." Petrified, I stood there as he stuck two breast forms on my chest. I found out later that they were only C cup size but looking down they looked huge. I felt their weight as they pulled on the skin of my chest. When he was done, he had me pull my bustier back up and for the first time the cups were filled with something other than some socks or balloons. They felt so real and I couldn't keep my hands off of them. Bill told me to put the tank top back on and this time it was stretched tight across my chest. Walking around and swaying to the music, I could feel them bounce slightly and they would tug slightly at my skin constantly reminding me that they were there. I looked in the mirrors around the stage and couldn't believe my eyes. I looked so feminine and sexy to my eyes. Of course, this was without any makeup or painted nails but for me, it was the sexiest I'd ever looked. I couldn't help myself and got hard as a rock, with my small cock making a tent of my skirt. "Well, I can tell who likes the new look" Bill laughed as he caught me looking in the mirror with an obvious erection. "I'm guessing you've never played with breast forms below or had a wig or heels before, have you Marcy?" Still embarrassed, I mumbled, "No." "What? I can't hear you sissy. Speak up when you are talking to me!" "No, I haven't," I said, more clearly this time. "No what? When you address me, call me Sir," he said. "No sir, I've never had fake boobs or a wig or heels before." "That's better Marcy. Do you like them? It sure looks like you do," he said laughing. I didn't know how to answer the question. Around other people I had always been so careful not to let it slip that I like girly things and now he was asking me if I like the fake breasts, heels, and wig he'd made me put on. I figured since it was obvious I should be honest otherwise he'd know I was lying and might hit me or something. I was still scared so I said, "Yes sir," and kept it at that. "Yes sir, what Marcy? Tell me what you like." he commanded. There was no way out, I as going to have to say it all. "Yes sir, I like the fake boobs, wig and heels." He wanted more. "Is that all Marcy? What about the rest of the outfit? Do you like how you look in the mirror?" YES! I thought, I love the way I look in the mirror but I couldn't tell him that, he'd think I was....a sissy faggot? Then it dawned on me....he already thinks that so what have I got to lose by telling him. So, with a little more confidence and in a clear voice I answered "Yes sir, I love the way I look. I love the outfit and the how it looks like I real boobs and I love the way the hells make my hips sway when I walk and the wig makes me look more feminine sir." There, I'd said it and I was scared of what he was going to do now that I'd let all that flow out. Bill got a big smile on his face and said, "Well Marcy, I'm glad to hear that. I've had a feeling about you ever since you started coming to the shop which is why I never kicked you out. I bet you just love getting all dressed up and masturbating that little dick of yours, don't you? I'm sure you love wearing that buttplug, otherwise why would you have worn it back here tonight? Do you fuck yourself with things Marcy? Is that why you were stealing the dildo, to fuck yourself?" Oh my God, if he only knew, but then again, he'd already guessed all of it. So feeling more and more confident, I told him the truth again and the words just came out in a rush "Yes sir, I love wearing sexy lingerie and playing with my ass as I jack off. I love wearing a buttplug, it makes me so full and I love fucking my ass with a different dildo I have. I was stealing that one because it was bigger and I wanted to be able to suck on one while fucking the other one." I couldn't believe I'd just said all that but it felt good to be able to get it out in the open to someone at last. To hear myself say the words out loud just made me feel that much more like a sissy. "I thought as much Marcy. I knew you were a little sissy when I saw you bending over one time and I could tell you were wearing a thong under your pants. Every time you came in, I watched to see what you were looking at and I could tell you were focused on things like buttplugs, dildos, anal beads...stuff like that." he replied. "Well then, we could have a lot of fun, you and me. Hmmmm....have you ever taken pictures of yourself when you play?" he asked. "No sir, I don't have a camera and I could never get the film developed (remember, this was some years ago)....I'd be too embarrassed!" "What if I took some pictures of you? I have a polaroid camera so we don't have to get the pictures developed. The only one to see them would be me and you. Would you like that Marcy? Some pictures of you dressed up like a hot little sissy slut?" he offered. Every time he called me Marcy I got a little thrill and now offering to take pictures?! I was so turned on but still a little nervous. "I'm scared sir. I don't want anyone to see me dressed up like this." "We can burn them afterwards Marcy. C'mon, give me a smile!" And with that, he took the first picture. I hadn't even seen him get the camera because the spotlights were blinding me. I must have jumped in surprise because he said, "Don't worry Marcy, I'll take care of you." With that, he was looking at the photo, shaking it a bit, waiting for it to develop. When it finally came out, he exclaimed "Damn Marcy! You are looking hot in the picture! You wanna see?" and held out the picture for me to see. I couldn't believe my eyes. It was a picture of a sexy girl wearing a slutty outfit and I could barely tell it was me. I must have had a huge smile on my face because Bill said, "Yeah slut, you like that picture, don't you? You like looking all sexy and stuff, don't you? I can tell by that big smile and that you little dick is still hard." "Oh my god, yes sir, I love the picture. I can't believe that is me! Can you take some more? Please?" I pleaded. "Of course, Marcy. Just start moving around and posing and I'll take some more pics." So, I started moving in my best impression of what I thought models did, which was probably completely wrong but Bill didn't stop me. He just kept taking pics. I would turn my back to him and look over my shoulder or bend over to straighten my stocking, things like that. After a while of doing that he said, "Hey, why don't you pull your top off? Let's see how those tits fill out that bustier." I quickly started pulling the tight tank top off over my head. "Do it slowly though, so I can get some good shots." Slowing down, I found that my fake breasts were making it a bit difficult but eventually the bottom of the top finally slid over them and I was able to get it off. "Perfect!" Bill exclaimed. "That was so hot Marcy!" He showed me some of the pictures and I had to agree that the images of the black top stretched over my tits, with the nipples clearly protruding were very hot. I began to move around posing some more, this time with my chest pushed out to accentuate my breasts. With my hands cupping them, I'd bend over and create some cleavage. This whole time he was commenting on how hot and slutty I looked which got me even hotter. I'd never had anyone talk to me like that and it was making me so hot. Finally, he said, "Pull your skirt up some. Let me see some ass Marcy." So, completely turned on wanting to please him now, I turned my back to him and started pulling my skirt up. Just like the top I'd been wearing, it was very tight so it hugged my ass the whole way. It didn't have very far to go though since it was a short skirt and soon my ass and thong were completely exposed. Not stopping there though, I bent over slowly so he could clearly see the buttplug, still sitting pretty in my ass. With a slight rasp to his voice, he said, "Fuck me, Marcy! You are such a hot slut. Look at that ass! I'd forgotten you had that plug in. What a fucking slut!" He had that camera going to. Click, click, click. The pictures were piling up on the stage. Straightening up, I started pushing the skirt back down and I could hear him groan but then get excited again as I kept pushing the skirt all the way down my legs, bending at the waist to do it. From the position, I slowly kneeled down and got on my hands and knees, looking back over my shoulder at Bill. He was taking pics like crazy and saying things like "Damn, that's fucking hot!." Without even intending to, I noticed that he had a big bulge in his pants. That's when I had my second epiphany of the night....Bill is turned by me dressed and acting like a slut! That thought made me even hotter and hornier so I started crawling around the stage striking different poses while shaking my ass, spreading my cheeks some, pulling my thong to the side, etc. After a few minutes of this Bill asked, "Hey Marcy, since you were trying to steal that dildo, do you want to play with it now? I think that would be so hot." The thought of playing with the new dildo was very exciting but I was also very nervous about doing that if front of Bill and my answer reflected that. "I don't know. I've never done that in front of anyone. You might laugh or something." "I swear I won't laugh Marcy. Scouts honor!" he promised. With that he ripped open the package of the dildo, rinsed it off in a nearby sink, and handed it to me. "Act like I'm not even here.Do it just like you would at home by yourself. I promise I won't laugh." One look at the bulge in his pants and I was convinced he was telling the truth so I held the dildo in my left hand and started stroking with my right. Placing it on the floor and looking nervously over at him, I tentatively leaned over and kissed the head. "Don't worry about me Marcy, just pretend I'm not here," he said. Stealing one more glance at his crotch, I started kissing the dildo more and licking the head. I heard him take some more pictures but soon sorta forgot about him as I concentrated on the fake cock in my hand. Opening my mouth, I slowly slid the head in and started to slide my lips down the shaft. Being pretty inexperienced, I couldn't go very far and only go a few inches in but as far as I was concerned, I was sucking that fake cock. Beginning to bob up and down, I would stroke the shaft in time with my mouth. Every once in awhile I'd take it all the way out and lick the head and shaft before sliding it back into my mouth. Normally, I would suck on the cock for a few minutes and then start fucking it but I wasn't sure what I should do. Bill helped with the decision when he said, "What's next Marcy? When you're at home, what do you do next? Do you put it in your ass and start fucking it?" Pulling my lips off the dildo with a popping sound, I responded, "Yes sir, that's what I normally do. Is that what you want me to do?" "Of course, if that's what you normally do then by all means, that's what you should do now you little slut," he answered. "I don't know if I can sir, I've never used that one before. I usually use that Anal-ese stuff on my smaller one and this one's a lot bigger," I replied "Well then, I'm sure I can find some of that and we'll see what we can do about getting you stretched out some Marcy." With that, Bill went over to the aisle with the anal toys and lubes and brought back a tube of Anal-eze and some lube. "Here you go Marcy, see if this will help like your used to. Pull that thong over pop out that plug. I'm sure between you wearing that plug for so long tonight and this stuff, we'll get that cock in you!" he said while laughing. Doing as he asked, I pulled my thong to the side and started to pull the plug out. It didn't want to come out but I eventually felt the pop and sudden emptiness as it came out. Squeezing some of the Anal-eze on to my finger, I started rubbing it in and around my ass. Soon I felt the numbness that I'd grown accustomed to start to spread. Bill was smiling and the bulge in his pants was as big as ever. It was hard to tell with the spotlights blinding me but there might have been a small wet spot on the front of his pants. Taking the other tube, I squirted some on the dildo and started spreading it around, pretending it was a real cock in my hand. I could get my hole hand around it but only just barely. Squirting some more on my finger, I spread that around my asshole. Slipping one, then two and finally three fingers in, spreading the apart, trying to stretch my ass. "C'mon Marcy, try it out. I'm sure you can get that cock inside you. Turn around so I can watch it go in." I was scared but so turned on and couldn't wait to try the dildo out. It had a suction cup on the base and was stuck to the floor pretty good. I turned away from Bill and stradled the dildo. Reaching under me, I positioned the head at my hole and started to press down on it. At first I didn't feel much because of the numbness, only some pressure. I started to feel some pain and stretching and I eased off. "What's the matter Marcy? Why'd you stop? You were almost there!" "Really sir? It was starting to hurt. It was almost in?" I asked. "Yeah, the head was in and part of the shaft. That's the hard part you know. Keep trying. I'm sure a good little sissy slut like you can do it. It might hurt a little at first but it'll go away and then it'll feel really good. You know it will, don't you. That what happens with your other dildo, right?" "Yes sir, I guess so." So I started pressing down again. This time I held it so I could tell how far it was going in and sure enough, I could feel that the head had gone in. Continuing to push, it was hurting but not unbearably so. I began to believe what he'd said about how the plug had stretched me out and that it'll stop hurting soon and kept pushing. Eventually I could tell that 4 or 5 inches had gone in. It was still hurting but not too bad. My ass felt so full and stretched. I have to be honest, it didn't feel great but I did remember that it felt like this the first few times I used the other dildo and butt plug so I was patient. Letting a couple of minutes pass by, Bill took more pictures. I picked one up and could see myself wearing the sexy lingerie and that big dildo in my ass. I was in a daze and without even realizing it, I started to rock slowly back and forth, letting the dildo slip in and out just a tiny bit, stroking my cock still trapped in the lace. Bill noticed and remarked, "Well....look who is getting used to that big cock? Didn't I tell you Marcy?" His comments brought me back to the moment and I started to go further up and down on the dildo with each stroke. The pain was ebbing quickly and I was starting to enjoy the feeling of total fullness. It was quite a shock when I felt something bump into my ass cheeks on a downward stroke until I realized it was the balls of the dildo. I couldn't believe it! I had the whole thing in my ass...all 9 inches! "Holy shit Marcy! That is so hot. Stay right there and let me get a picture of that dildo balls-deep in your ass. Look over your shoulder at me and smile you little slut." Doing as he asked, I felt like a total slut and couldn't have been happier. I licked my lips and gave him my best slut look. In retrospect, I probably looked really silly but at the time, I felt like I was looking all sexy and slutty. Unable to help myself, I stole another peek at his crotch. Sure enough, there was a huge bulge and wet spot there. He was reaching down and massaging it some. Moving slowly, I started to move up until just the head of the dildo was inside my ass. Then, just as slowly, I slid all the way back down till the balls were touching my ass. I couldn't believe I was able to get that whole thing inside me and was very proud of myself. Wanting to make Bill happy, I started moving a bit faster as I fucked the dildo, letting it slide all the way out every once in awhile. I closed my eyes so I could really concentrate on how good it felt and pretty soon I was bouncing up and down on that dildo like crazy. After what seemed like just an instant, Bill jolted my out of my only little world when I heard him say "You obviously love that dildo Marcy. I'm so proud of you. Am I remembering correctly that you wanted the new dildo so you could fuck it while sucking on your old dildo?" "Yes sir, I've always wanted to try that," I responded truthfully. "Well then, why don't you do just that? Go pick out another dildo, any dildo in the store and bring it back here to suck on while you fuck that one. Go on, you little slut, go get one!" "Yes sir!" I said as I jumped up off the dildo, leaving a feeling of emptiness that made me sad but I knew it was only for a short time. I walked as quickly as I could on the heels over to the aisle with the dildos on it. There were so many choices and it took me a minute but eventually I decided on a nice, medium sized one, about 8" long and not too thick. I didn't want one that was too big to suck on. Hustling back over to the stage, Bill told me to bring it to him to open the package. He took the dildo out and rinsed it off in a nearby sink which I thought was very kind since those things can be kinda gross at first. Handing it to me, he told me to get back on the stage and as I turned to walk back to the stage, he slapped me on the ass playfully. I let out a squeal and giggled as I looked back over my shoulder while walking to the stage. Kneeling, I applied a little fresh lube to the dildo and reached down to guided the now somewhat chilly dildo back to my ass. Pushing down, I settled all the way onto it again to rest my ass cheeks against the balls. The feeling was nothing short of sublime. Sitting there, I looked over at Bill and brought the other dildo up near my mouth. Looking straight at him, I kissed and then licked the tip. Beginning at the tip, I worked my way down the shaft doing the same, all the while looking at Bill. He had a huge grin on his face and seemed to have forgotten about the camera. He was rubbing his bulge again which made me even hornier thinking about how it was me that had gotten him turned on like that. Moving back to the tip, I slowly took the head of the dildo into my mouth and started to slide it in. Like before, I could only get a few inches in because I didn't know how to take a cock deep into my throat then. Holding the dildo, I slowly began to bob up and down on it, letting it come out of my lips with a popping sound every now and then. Within a couple of minutes, I felt the urge to start fucking the dildo again because it just felt so good to do so. However, I found it challenging to hold the dildo up in the air so I could suck on it while also trying to move up and down on the dildo. I really wanted to do both to put on a good show for Bill happy but was not able to do both easily. Noticing my difficulties, he came to my rescue, "Hey Marcy, why don't you let me hold that dildo. It looks like your having some trouble." With that, he walked up on the stage and stood in front of me, taking the dildo out of my hand. "Thank you sir! My arm was getting tired." With both hands free, I could really start to bounce up and down on the dildo again while sucking on the dildo. Bill held the dildo braced against his right thigh so every time I went down on the dildo, my face was right next to the bulge and wet spot in his pants. I pulled back so the head of the dildo was on my lips and I looked up at Bill as I began to lick just the head. I started kissing and licking down the left side of the dildo until I got to the base then started back until I was on the head again. Looking back up at Bill, I started down the right side of the dildo, moving ever so slowly, kissing and licking the shaft. The hunger in his eyes probably matched mine as I reached the base of the dildo and my right cheek came to rest against the bulge in his pants. Keeping my eyes locked on his, I continued to lick and kiss the dildo while rubbing my cheek against his hard cock, barely restrained by his pants. "Ok slut, that's enough teasing! You and I both know that you want to suck my cock, don't we?" he asked with a husky voice. Yes! I had always fantasized about sucking a cock but it had always been just that, a fantasy. Now he was telling me to do it but I was still scared of taking that next step. "I don't know sir. I've just never done that and I'm scared." "Go ahead Marcy, you know you want to do it. You'll love it, I promise. It's way better than this dildo. Just pull it out and kiss it once. If you don't like it, I won't make you do anything else," he assured me. I was so turned on but still nervous. One part of me was saying that if I did it, I was a real faggot but another part said 'So what, you want that cock!' Finally, the second part won out and Bill broke out a big smile as I reached up to unbutton his pants with shaking hands. Slowly pulling the zipper down, I could feel how hard and big he was. His underwear had a huge wet spot on the front and it excited me to know that I'd been the cause of that. Being a novice at this, I had trouble getting his underwear down because it kept getting caught on his cock. Finally, it sprang into view, just a few inches from my face, hypnotizing me with its bobbing motion. "Go Marcy, it won't bite. Just hold it for a minute, see how it feels," Bill urged. "You know you did this, right? I am rock hard because you are such a sexy little sissy slut." A rush of excitement went through me as he said these things. Something about being called a sissy slut was just driving me crazy. I reached up with hands that were still somewhat shaky and gently grabbed his cock. It was about 8 inches long and I could just barely get my hand around it. Much bigger than my little cock, for sure. As I held it, I marveled at how warm it was. I'd held my own cock many times before but it never felt like this. I guessed it was because it was so much bigger and had more blood in it but that could be just my imagination. I slowly started stroking it but he stopped me. "Hey Marcy, I'd love for you to stroke it some but it's needs to be a little slicker. When it's dry, it doesn't feel great." In my naivete, I hadn't thought about how it wasn't lubricated and probably didn't feel all that good. "You know what to do, right?" he asked with a grin. Yes, I knew what needed to be done but I'd never done that before. I'd fantasized countless times about it but I had never actually licked another guys cock. Then again, I'd never touched another cock before either and here I was with my hand wrapped around a beautiful, big, warm cock with some pre-cum starting to drip out. I think that was trigger I needed, that drop of pre-cum. I knew if I didn't do something quick, it would drip and something in my brain said that would be a waste. So, without another thought, I leaned over and my tongue touched another guy's cock for the very first time. Licking that drop of pre-cum off the head of Bill's cock and hearing his moan almost sent me over the edge right then. Savoring the taste, I gently squeezed his shaft to force more out which I greedily licked up. Holding his cock with one hand, I began licking all over his cock, around the head and down the shaft getting it wet so I could start stroking it again.Bill's enjoyment was obvious as he kept saying "Yeah Marcy, that's great." Licking his cock was great but I wanted more, much more. I leaned back just a bit and looked up at him. His smile just got bigger as I locked eyes with him and slowly put his cock in my mouth. It was INCREDIBLE! Sliding my lips up and down his cock, I found that I could get about half of it before I started to choke but that seemed like enough for Bill. I just couldn't believe how good and natural it felt to have his cock in my mouth. However, I found that just because it felt natural in my mouth, that didn't mean I was a naturally gifted cock sucker. Bill had to remind me to watch my teeth more than once. Feeling slightly ashamed that I wasn't perfect, I vowed to do my best and follow his advice about covering my teeth with my lips. Grabbing my head, he started fucking my mouth and saying things like, "Yeah Marcy, suck that cock" and "Suck it you little sissy slut, suck that cock!" My mouth was getting a little sore but I didn't care as long as his cock was in my mouth I was going to be happy. Picking up the pace, he really started to fuck my mouth. Suddenly he pulled his cock out of my mouth and started stroking it. I knew what was about to happen and I didn't need him to tell me (even though he did) to keep my mouth open and stick out my tongue just as the first spurt of cum shot onto my cheek. He quickly placed the head of his cock right on my tongue and the rest of his cum shot into my mouth. In no time at all, I had a mouth full of cum and that's when my mind just exploded. It was just overloaded with all the sensations of the outfit I was wearing, the situation I was in, the dildo still buried in my ass and now a mouth full of cum. My own orgasm came out of nowhere and without any help from me. My ass clenched tight around the dildo as I just started cumming as his cum was filling my mouth. He smiled down at me and said, "Look at me Marcy and keep your mouth open." Doing as he asked, he took another couple of pictures of me with his cum on my face and filling my mouth. After getting the shots he wanted he commanded, "Swallow it you filthy little slut. Show me how much of a sissy slut you really are Marcy. Swallow that cum!" Looking up at him, I smiled as I closed my mouth and swallowed like a good slut should. "Well done Marcy, I knew you were a good little sissy." As he backed away I almost collapsed from the release of tension. He threw me a roll of paper towels and told me to clean up the mess I'd made. As I got up and the dildo slipped out I felt wiped out and empty but happy and content as well. Once I'd cleaned up the mess on the floor, he showed me where the bathroom was so I could clean myself and the dildo up. He told me to just get dressed and not worry about wearing my original lingerie home unless I just wanted to which of course I did. When I came out, he was going through the polaroid pictures. Looking up as I approached, he had a big smile and said, "These are so hot Marcy! You are awesome. I'm so glad I caught you stealing that dildo. Are you glad? Did you enjoy tonight? If you did, we could do it again sometime. Maybe play at my house. I've got some fun things to play with there." Not needing a second to think about it because I had no regrets at all, I quickly agreed, "Yes sir! I really liked tonight. I'm glad you caught me too sir! I would have never been brave enough to try to meet someone on my own." "That's great to hear Marcy. I'm sure we can have a lot of fun. Before you go, why don't you pick out a couple more outfits that you like and you can have them along with the things you wore tonight. I want my little sissy to have all the sexy things she wants to have." "Thank you sir! That would be awesome! I can't wait to wear them for you as soon as possible. Will you help me pick some out. I want to make I get ones you will like." Once he'd helped me pick out some outfits and put them all in a bag, he escorted me to my car. It was almost 4:00 and I was exhausted but I got a thrill when he grabbed my ass before I got in the car. Saying goodnight, I left and drove home. Fortunately, I was able to sneak back in and didn't wake my parents because I'm sure they would have asked what was in the bag I was carrying. As soon as I got into my bedroom, I slid the bag under my bed, changed out of my lingerie and hid it as well, I promptly feel sound asleep. My dreams were filled with dildos and Bill's cock which meant they were some of the best dreams I'd ever had. When I finally woke around noon I had the house to myself because my parents were gone to work and I was on summer break. I grabbed a bite to eat and a shower. I couldn't help but smile and get a hardon when I washed my ass because it was still a bit tender from the hard fucking I'd given it last night. I was also a little stiff from the night but the hot water eased it nicely. That's when I remembered the bag under my bed and I hurriedly finished the shower and dried off. Back in my bedroom, I pulled the bag out and just dumped it on my bed. All the outfits, shoes, and sex toys were there, but what I didn't expect to find were many of the pictures Bill had taken, including one of the last ones he took with me looking right at the camera with a full mouth of cum. Also, unexpectedly, I found a video tape with a sticky note attached signed by Bill. He'd written, "Marcy, you are such a hot little slut. I hope you like the video. I have a hidden camera that filmed the whole thing. I have a copy also so I can watch it until we can get together again. I can't wait to fuck your sissy slut mouth again and it won't be the only thing I fuck next time."