5 comments/ 43739 views/ 20 favorites An Expensive Addiction By: NeverGuessWhatsNext I don't consider myself gay. I am a bisexual who happens to love tranny cock, and only tranny cock. Other than that, I have a girlfriend and am more than happy fucking girls. The whole tranny thing started in college, and to be honest I don't really remember how or why...I just started watching tranny porn and thinking it was hot. I was a pothead and drank a lot in college, but made somewhat decent grades and had a very active social life (I also played sports). Since middle school I don't think that I have gone longer than a couple of months without having a girlfriend...I don't know why, but I must be "boyfriend material" or something, because the second I break up with a girl it seems like I already have another girlfriend. I've fucked a lot of girls, and I have no shame in saying that I have bagged quite a few 10's. Girls are great for sex, and the crazy ones are the best, but there is always just too much drama surrounding the moments when you're not fucking them. Maybe that's how I ended up in this situation. After college I traveled around working different jobs for about two years before I found something that I liked. The job paid well, had minimal responsibilities, and I got to do a lot of traveling too. Since I was still young driving long distances didn't bother me, I was educated and personable, handsome, and well mannered, I was perfect for this job. Since I was usually working just a couple hours away from my home town most days of the week, I moved back in with my parents. This was a great deal for me because my company paid for my hotel rooms while I was out of town, and I was only home on weekends. Most of the time I was out with friends anyways. After a couple of months my parents got tired of me going out with friends the second I got back to town and coming home late, and drunk. They didn't kick me out, but it was clear that I needed to get my own place. Not a problem! I had plenty of income to cover the expense of having an apartment, even though I only spent about 8 days there a month. During this time I had been dating a girl who I knew from high school, but she lived a couple of hours away in another city. I went to visit her one or two weekends a month and she came to visit me (usually staying at her parents house) every couple of weeks too. Once I had my own place in town, I started to get a lot crazier on weekends that I wasn't with my girlfriend. My buddies would come over and we often smoked weed and drank until the sun came up, playing video games, watching movies, listening to music, or going out to bars until last call. I usually jack off twice a day, but when I get drunk I get so horny that I can jack off two or three times more while I browse through the porn sites, tumblr blogs, and escort ads on the internet. Once when I was in New Orleans with a friend he introduced me to escort ads, and I have been hooked ever since then. I only met an escort once though, and while the sex was great, I never needed to pay for sex with a girl so I felt kind of cheated (not to mention guilty for cheating). Then I discovered tranny escort ads. For a couple of months when I would jack off, I would have tranny porn on half of my computer screen and tranny escort ads on the other half. The fantasies of being with a hot woman that had a big cock gave me the biggest self induced orgasms of my life! I was hooked. Of course, I knew that most of these tranny escort ads were probably fake. You could tell from most of the pictures that they were ripped off of some teen porn site, but it didn't bother me. Then I found this one tranny who posted ads a couple of times a week, and I was infatuated with her. She had tattoos all over her body, was medium height, very thin, nice legs, decent tits, long black hair, and this dimple on her chin that...mesmerized me. I could tell over a couple of months that she was real because of the new pictures she would post, and they all looked real like she had taken them herself instead of been photographed on a porn set. This tranny's name was English. Her ads always said how good she was with first timers and that she really liked to kiss. I consider myself a very good kisser, and was totally inexperienced with trannys, so I was drawn to both of those qualities. For a long time she had a series of pictures on her ads of her wearing very high platform heels and a sexy one piece black lace lingerie teddy that was revealing enough you could barely tell she had a bulge in the crotch area. Those pictures and one of her wearing a turquoise blue corset really got me hooked on this girl. I found myself scanning for her ads daily while I was jacking off, always hoping she would have a new picture for me to drool over. After 9 months of looking at her ads every night, and seeing all of the other tranny ads in my city come and go, I decided to call her. But I didn't. A buddy of mine called me first and said to meet him at the bar, so I went out and got drunk and put off my fantasy followthrough for another day. Turns out it was the next day. I woke up hungover and horny as hell, not remembering how I had gotten home or where I had even been for the last couple of hours the night before. I just hoped that my car was parked outside, because I have parked it while drunk a couple of times and lost it for a day or two before I finally remembered where it was. Luckily, my car was at my apartment and I wasn't in jail for drunk driving. It was about 9 AM, and that thought from the night before was catching up with me. Without any liquid courage, and thinking I could always back out if I wanted to, I pulled up English's ad and drafted a text to her. I sat there in my desk chair for a good 5 to 10 minutes debating whether I should send it or not. Finally I figured, "what the hell" and clicked send. The text said something along the lines of "Good morning English! My name is Joe and I would love to meet you sometime soon." Since I have much more experience with these kinds of things now, I am surprised that she actually responded to me at all, but her response didn't come immediately. Or within 5 minutes. Or 10. Or 20. Thinking I had struck out, I jacked off while looking at her sexy pictures on her escort ad. The orgasm brought back my hangover headache, so I went into the bathroom to get some more Advil, then to the kitchen to get another bottle of water from the fridge. When I got back to the office, I threw away the kleenex I had used to wipe up my cum with, and closed the "incognito" browser window with English's ad on it. I figured it would be a few hours at least until my friends woke up, since most of them didn't have steady jobs yet they were able to sleep in much later than I could, but I debated going back to bed until my hangover subsided. Then I picked up my phone and saw that I had a text message from English. My heart started racing, and I can vividly remember the sensation I got as I opened the text, my face got very hot, I felt slightly dizzy, and there was a tingling sensation in my cock. The text read, "Hey Joe, sounds good! When would you like to meet me?" This was the moment that I could have backed out and just not replied to her, but that might ruin things if I ever decided to go through with it and try to meet her again. My hangover was still there, and my cock was stirring up for another round, so I figured "what the hell" and replied. "Would love to meet you now if you're available." I was thinking sooner would be better, before I had the chance to jack off again and back out. The seconds ticked by like hours as I sat there looking at my phone, hoping she would reply. My phone started ringing. It wasn't English though, it was one of my buddies who I had been out with last night. Disappointed, I answered and tried to sound like I was still in bed, "Hey man, what's up?" He barely let me finish before yelling into the phone "WHAT THE FUCK HAPPENED LAST NIGHT?! I DON'T REMEMBER ANYTHING!" I honestly didn't remember much either, so I told him the truth, "I have no idea man, call Dan and ask him if he remembers anything...I'm hungover as shit, trying to get my hangover headache to go away so I can fall back asleep." That would buy me some time if I was actually going to meet up with English. My buddy seemed satisfied with my answer and told me to call him later when I was back in the land of the living. My acting job of sounding like I was in bed must have worked. I hung up the call, and opened my text messages. She replied! A slightly less light headed sensation occurred, similar to the first one, as I opened her text. "You can come to my place, I don't have my car right now." I was honestly hoping that she would come to my place, because I hate driving with a hangover, but I once again said "what the hell" and sent her a message saying I needed to take a quick shower and could head her way. When I got out of the shower I checked my phone and had another text from English that said, "great, I need a shower too." With my wet fingers I typed out my reply, "Ok, let me know when you're ready," and went to go get dressed, deliberately leaving my phone in the bathroom so that I wasn't checking it every 10 seconds to see if she had sent another text. As I was buckling my belt, I had the thought that it would really suck if I had just showered and gotten dressed for nothing if she backed out on me. Once I was finished getting dressed, I made myself calmly walk back into the bathroom to check my phone. She had replied! "Ready now, what do you want to do?" This stumped me, honestly. I had no idea what I actually wanted to do with her once I got there. Since I was straight, I thought it would be hot to fuck a tranny in the ass, but did I really want to do that the first time we met? I certainly was not going to get fucked. Not sure of myself, I replied, "get some oral and maybe fuck you baby." Then I waited. My phone buzzed when she texted me back, "Ok, the donation is 150. I live by the airport, call me when you're on the way." Cha-ching! At this point I knew that I was going to meet her, and my cock got hard immediately. I grabbed my wallet and keys, then headed out the door to the ATM. Once I had gotten $200 in cash, I started driving towards the airport area while I let my thumb hover over the call button on my phone. Once I pressed the call button, I got nervous. My confidence was zero as the phone rang the first time, and then my confidence took a further plunge during the second ring. I heard her pick up the call, and after a short pause I heard her feminine but deep almost husky voice say, "Hello Joe, are you on your way?" I hesitated before I said, "Yes baby, I'm headed towards the airport now." I felt like her voice was somewhat hushed, "Ok, I live near the intersection of Blair and Sullivan streets, do you know where that is?" I did, and I told her that I was about 15 minutes away from there. She told me to call her back when I got close to the intersection and then hung up. I turned on some rap music, moreso because it was what was playing when I turned on the radio than actually wanting to listen to rap, and cranked up the volume. Maybe it would help distract me from what I was about to do, because I could feel my legs getting weaker as I drove. Once I got close to the intersection I called English again, and as I pulled up to the intersection the phone was still ringing. Then her voicemail picked up. I wasn't going to leave her a message, and was pretty bummed that she hadn't answered, but decided to pull into a gas station parking lot for a few minutes to see if she would call me back. Right as I pulled into a parking space my phone started ringing. In a hushed voice again she said, "Ok, go north on Sullivan street until you get to Brayswood St and take a left." I pulled out onto Sullivan and headed north. Maybe having a sense of direction would be the best thing about this girl who wasn't such a girl! We stayed on the phone as she guided me turn by turn to her apartment complex and told me to park in the visitors section. Once I had parked and gotten out of the truck, she gave me the apartment number and told me to knock quietly. I was getting extremely nervous by this point, thinking that maybe I was about to get robbed or maybe even arrested. I looked around for building 6 but didn't see it anywhere. I saw building 5 and figured that 6 had to be close so I walked that direction. Once I passed building 5, I saw building 6 and tried to act casual as I walked across the parking lot towards it. Up the stairs and to the door of apartment 6D, where I stood for a minute while I hastily checked my phone one more time to make sure she hadn't texted to call it off or something. My heart was racing a million beats per second as I lightly knocked on the door. I heard footsteps coming towards the door, and then heard the locks being turned before the door opened slowly. The apartment was dark, and English was standing mostly behind the door when she said "come on in Joe." Again, her voice was hushed, and as I walked through the door she gently closed it and locked it again. I stood there looking at her in the dim light and she put her finger up to her lips and said "shhhh, my roommate is asleep on the couch," and then took my hand and lead me down the hall past the kitchen and into the living room. I could see her roommate on the couch, but couldn't tell if she was actually asleep or not before English lead me into her bedroom and closed the door. The bedroom was better lit than the rest of the apartment because of the light coming through the curtains on her window, so I could see that English was every bit the girl I had been fantasizing about for months while I jacked off. My cock started getting hard again, and I felt slightly less nervous. As she approached me she said "so Joe, what do you want to do with me?" Before I could reply she had closed the gap and was kissing me while she pressed her thin body up against mine. Our tongues played for a minute while I savored the kiss, and then she pulled her luscious lips off of mine and looked me in the eyes. "Why don't we get more comfortable?" She started taking off her sweat pants, and I removed my shirt, shoes, jeans, and socks. We both still had on our underwear, and she still had on her tight fitting shirt as she gently guided me over to her bed. I sat down and then laid back as she softly pushed me back, then told me to move up to the center of the bed. As I lifted my hips to scooch towards the center, she deftly grabbed my boxers and whipped them down to my ankles before I even knew what was going on. My cock was at full attention by this point, and she wasted no time looking me in the eyes as she descended her full lips down onto my cock head. I absolutely love getting head, and when a girl looks me in the eye while she's sucking my dick it makes things even better. English was a pro at maintaining eye contact. She put one hand at the base of my shaft and the other cupped my balls as she worked her lips and tongue all over the head of my cock. Then she started taking my cock deeper into her mouth, slowly bobbing up and down while she stroked my shaft and massaged my balls. I told her how much I loved what she was doing, and she subtly nodded her head while she made a "mmmmhhhh hhhhuuummmmpppphhhh" sound with her mouth full of my cock. I remember thinking, "this girl really knows how to suck cock! Probably because she has one..." The blowjob went on for another minute or two slow and gentle, then she started taking my cock deeper and I could feel her throat starting to hit the head. My dick isn't huge, but it is longer than what I think is average, and very thick, especially the head. Most girls have trouble taking me deep in their mouths, and I've only met one girl that could take me into her throat. English had no problem pushing my cock past her mouth and into her throat, which felt absofuckinglutely amazing. So tight! I loved that she was gagging some, because it felt great on my dick and she never let up the sucking or pulled me out of her mouth to catch her breath. After about 5 or 10 minutes of her taking me into her throat, gagging, pulling back a little, and then pushing me into her throat again, she started to move herself perpendicular to me on the bed. I knew that she wanted to go to the next step, so I gently pushed her head off my cock and let her get comfortable next to me. We kissed deeply again, and I think I could taste some of my precum on her tongue while she slowly jerked on my cock with one of her hands. Then came the moment of truth, I reached down between her legs and felt her cock through the panties she was still wearing. I trembled a bit, and she handled it like a pro, squeezing at the base of my cock for just a second to keep me focused. I gently rubbed her cock and felt it starting to grow, so I slowly hooked a finger under the edge of her panties and started pulling them down. Her cock sprang out of those panties half hard, and I have to say, it looked pretty awesome! This girl was only half hard and her cock was already almost as big as mine, and uncut too. Once I got her panties off I wrapped my hand around her shaft and began to slowly jerk her cock in my hand. It felt so hot, literally hot, in my hand, and I wondered if my stroking felt as good as the stroking she was giving me at the moment. She ever so gingerly worked her free hand up to my hair and began running her fingers through it, then began applying slight pressure to the top of my head indicating she wanted me to go down on her. I still wasn't sure about it, but figured I would have good access to her ass once I got down there, and I really enjoyed rimming a girls ass. I slowly moved myself down between her legs until I was face to face with her big cock, and once again figured "what the hell" as I began to lick the head. With my left hand I gently pulled down her foreskin, and I began massaging her balls with my right hand. I know that it feels good, because that's what I like too. She moaned and leaned back while she ran her fingers through my hair again. I played with her cock head for a minute or two, tonguing it, barely putting my lips around it, and slowly jerking her shaft with my left hand, until she put pressure on the back of my head and pulled me down onto her cock. She was in my mouth before I knew it, and I again thought of how hot her cock felt. This wasn't the gross experience I always thought sucking a cock would be, and I was actually kind of enjoying it. She began to pull on my hair to move my head up and down on her cock while I continued jerking her shaft and massaging her balls. I kept that up until she began to thrust her hips up into my mouth on my downstrokes, and her cock started pushing against the back of my throat. The pressure on the back of my head increased each time I bobbed down on her cock, and soon I started trying to suppress my gag reflex when her cock would hit theback of my throat. Then I pushed down hard, and I felt her cock head slip into my throat for a brief second before I gagged and had to pull back. I looked up and could see her smiling at me as she said, "You're doing good Joe, now just take me deep again..." and pulled my hair while she thrust her cock into my throat. After a few deep thrusts I began to control my gag reflex, and started pulling her deeper into my throat each time. Who would have thought that I was a natural cocksucker?! The pace of her thrusts increased steadily until she was basically fucking my face and throat with her giant uncut tranny cock, and I started to worry about what was coming next. She must have felt or anticipated my panic, because she softly said, "Joe, swallow my cum..." and before I knew it, her cock was spurting hot, salty, thick jizz into my mouth! I had no choice but to start swallowing because my mouth was full almost immediately, and she had grabbed the back of my head and my hair with both of her hands while she orgasmed. She pushed her hips up as I tried to pull away, and I just kept swallowing her hot tranny cum. I think it took a good 8 to 10 swallows before I had it all down and she released my head enough that I could get her cock out of my mouth. While she was panting she said, "damn, that was good, I hadn't cum in days! I bet that was a big load." Yes, it was. I told her that it was the first time I had sucked cock or swallowed cum and she giggled with a big grin on her face. An Expensive Addiction Ch. 02 A week went by following my first encounter with English, my tranny escort, before I found myself craving another. Every day when I jacked off I thought of her sexy slender body and that big thick, long, uncut cock. The feeling of her hands running through my hair and then pushing on the back of my head to force her cock into my mouth...then the incredible sensation of having her cock spurt a huge load of hot tranny cum as she forced me to swallow it all. Just thinking about it made my cock hard. I knew that I was going to be seeing her a lot more, and just hoped that I could control myself enough to keep my addiction a secret. There was no communication between us following that first time, and I figured that was normal considering she was an escort. I saw her ads posted on the escort pages and wondered how many other guys she had forced to swallow her cum since I had. In a way, it kind of made me a little jealous, but again I reminded myself that she was an escort. Work that week flew by, and I got enough done that I was able to get back to town on Thursday instead of Friday. My girlfriend was coming in this weekend for a party on Friday night, so I was excited about that. We hadn't seen each other in two weeks so it was a given that she would want to have sex Friday before the party. While that thought got me horny, I couldn't help but let me fantasies drift back to English. I knew that I needed to see her soon. Once I got back to my apartment that Thursday I touched base with all of my buddies to see what their plans were. As usual all they wanted to do was get stoned and go out to the bars, but I decided to play it cool...I had other things in mind for my evening. I got off the phone with Dan after I told him I was going to take it easy, and thought about calling English, but decided to have a beer first. Once I sat down at my desk in my office with that cold beer, I pulled up English's ad on the escort site and saw that she had taken a new picture! She was wearing that tight blue corset again with some fishnet stockings and her tall platform heels again. I started to feel anxious as I pulled out my phone and dialed her number, but before I pressed "Call" I finished my beer and grabbed another from the fridge. When I got back into the office I sat down in my desk chair, picked up my phone, and called her. After 5 rings her voicemail picked up, and it was the standard "you have reached the voicemail of nine five one....yada yada yada" message. I hung up, disappointed. Since she seemed to be pretty text friendly, I sent her a text saying, "Hey English this is Joe, I met you last week at your place. Would love to see you again tonight, let me know if you're available." Maybe it would be a good idea to watch a movie and get to sleep early tonight, tomorrow night was going to be a long one at that party. I drank my second beer hoping to hear back from English, but once I went to the kitchen to get my third and hadn't heard anything I figured it was a bust. With her escort ad still pulled up, I opened a new incognito browser window and went to my favorite porn site to find a good video. My cock was semi-hard already, leaking precum into my boxers. Once I went to the "Tranny & She-male Videos" section, my cock was hard as a rock. I pulled down my boxers and started jacking off to a video of a shemale pounding two different guys asses with her big cock. This girl was really getting into it, slamming her cock balls deep while the guys groaned for more. I started pulling on my balls with my other hand to keep myself from cumming too soon, I wanted to watch more of this video before I blew my load. When the shemale pulled her cock out of one guys ass and jammed it in the other guy's mouth, I felt my orgasm start building. That was incredibly hot and turned me on so much I couldn't control myself, a few seconds later I was spurting cum onto my hands and the floor in my office. Thankfully it was a tile floor, so cleanup was easy once I went to get a tissue from the bathroom. Deciding that I should try to distract myself from jacking off for awhile I went into the living room and started looking for a movie to watch. A few minutes later I started my fourth beer and found a film, turned it on and got comfortable on the couch. One of my buddies texted and said I should come join him at the bar, but I didn't bother responding. Engaging those guys just gave them the idea that with more peer pressure they could get me to come out, so it was best to just ignore them. After an hour or so of the movie I had finished that fourth beer and fallen asleep on the couch. I'm not sure how long I was asleep before my phone started ringing, waking me from my sleep. As I sat up on the couch and grabbed my phone, I saw that it was English calling me back. A momentary panic set in for a variety of reasons, first I was nervous as hell to see her again, second I thought it might be too late already, and third I was feeling buzzed and tired. I answered though, and sheepishly said "Hello?" I heard her husky voice again, "Hey Joe, it's English, how's it going?" "Things are going good, I was just watching a movie and having a beer at my apartment," I replied. There was a pause before she said, "Well do you still want to see me tonight? I'd love to see you again sexy..." Now I was getting turned on, but I thought about saying no because I knew I should just go to bed at this point. I didn't though. "Yes baby, I would love to see you. I've had a few beers, could you come to my place this time?" "Sure, that sounds good, but I won't be able to come for an hour or so, and the donation will be 200 for an outcall." I didn't really want to wait an hour, so this time I was the one who paused. But I was really horny and knew I wanted to see her, so I said, "Yeah that's great, I can take a shower and get ready for you. Could you wear that blue corset with the outfit from your new pic on that ad?" She giggled and replied, "Sure sexy, I'll wear that outfit just for you. Text me your address and I will let you know when I'm on the way." We got off the phone and I sent her my address, then decided I should smoke a bowl to calm my nerves before I got into the shower. Taking a shower while stoned was always a great feeling and would be a good way to pass the time. After I packed the bowl and took two hits I got into the shower, letting the hot water and steam wash over me. Strangely my cock wasn't hard, but I didn't think much about it. Once English got here, that wouldn't be a problem. About 20 minutes later I got out of the shower, and as the steam rose off my wet skin I realized how drained I felt. There was a 5 hour energy in my fridge so I walked to the kitchen, chugged it, and went back to the bathroom to finish drying off. After I got dried off and dressed, I went back into the living room and sat down on the couch. I checked my phone, and it had been almost 45 minutes since English had called. The nervousness started creeping up again and I could feel that 5 hour energy mixing with the four beers in my stomach, which was starting to gurgle. Not a good sign...I just hoped that things would calm down before English got here. I went to the bathroom and ate two Tums before going back to the couch. Sportscenter was on so I got caught up on the world of sports and tried not to check my phone every two minutes to see if it had been an hour yet. By the time an hour had passed since our phonecall, my stomach was turning over and I knew I had to take care of that situation. 15 minutes later I emerged from the bathroom feeling much better, but I still hadn't heard from English. I sat back on the couch and waited to hear from her. After awhile, despite the 5 hour energy, I fell asleep again. Just like before, my phone woke me up an hour later, and of course it was English. After I answered, she said that she was close to my apartment, but had taken a cab and needed me to come outside to pay for it. I wasn't too thrilled about that, but there wasn't much I could do at this point besides put my shoes on and head outside. 5 minutes later her cab pulled up, and I walked over to the cab drivers window. English got out and came up behind me while I paid the driver with my credit card, because the only cash I had was her donation. Once the cab had left, we walked into my apartment and I closed the door. English reached by me to turn both deadbolt locks, and I noticed that she was wearing an overcoat style jacket that went just a little past her knees and was tied at the waist. She had on those platform heels I asked her to wear, and I could see the fishnet stockings too. After a brief kiss and hug, she stepped back and untied her jacket, dropping it to the ground to let me observe her beautiful body in that tight blue corset. She had on a very short black miniskirt that was covering the garter belt holding up her stockings, and looked like the hottest thing I had ever seen. As she saw the lust in my eyes she started grinning, then pulled me closer for another kiss while she wrapped one of her legs around my waist. Once our kiss ended she asked me, "is that weed that I smell?" "Yeah, I smoked some after we talked to calm myself down...I hope that's not a problem," I replied. She cocked her head a bit to the side and smiled, "of course not! It smells good, do you have some that I could take a hit of?" I led her into my office and packed a bowl in my bubbler. She took a big rip, held it in like a pro, and exhaled a huge cloud of smoke. She coughed a second, and then said, "that's some good shit! Weed always gets me super horny. Do you have something I can drink? Water is fine, but I'd prefer a coke..." I went to the kitchen and retrieved a coke for her and a beer for myself, then walked back into the office and sat down on the couch. She came and sat next to me, opened her coke, took a big swig, set it on the table, and leaned towards me for another deep kiss. As our tongues tangled with each other she gently reached down to massage my cock through my jeans and boxers, then she grabbed my balls and squeezed them. I reached over to her cock and massaged it to return the favor, and I could feel her getting hard through the thong under her miniskirt. She stood up, took another swig of her coke while I took a chug of my beer, and then she slowly pulled down her thong, letting her cock swing free. She sat back on the couch and I knew that she wanted me to suck on her big uncut shemale cock, so I got on my knees between her legs and gripped the base of her shaft with my right hand. I gently massaged her balls with my left hand, and slowly started taking her cock head into my mouth as I pulled down her foreskin with my hand, pumping her shaft as I took the head deeper. She moaned and started running her fingers through my hair, and in no time she was face fucking me again. From this angle I really couldn't take her cock into my throat, and was starting to gag everytime she pumped into my mouth. "Good boy, take my cock, I want to feel you gag on it. Get it sloppy with all that spit!" No problem there, my mouth was watering and heavy thick saliva was starting to stream down to the base of her cock. After a few minutes of that, she asked if I wanted to head to the bedroom. Before we left the office she took another swig of her coke and then another hit from the bubbler. We walked down the hall to the bedroom and she told me to take off my clothes and lay down on my back on the bed. I complied, then she asked, "Can you turn on some music? I like rap." I got my phone off the bedside table and turned on a rap Pandora station on my bedroom stereo. She set her bag down on the foot of the bed, then took off her miniskirt but kept on the heels, stockings, garter belt, and corset as she climbed onto the bed and got between my legs. My cock was at full mast when she started sucking on it, and after she deepthroated me a few times I felt her finger pressing on my asshole, just like last time. "I don't know if I'm ready for that yet baby..." I told her. She went back to pulling, squeezing, twisting, and massaging my balls and left my asshole alone. A few minutes later she told me, "Roll over onto your hands and knees, I want to eat that sexy ass!" I had never been rimmed before, but was so turned on I thought it could be a fun experience. Once I had turned over and gotten into the doggy position, she grabbed my cock from between my legs and started slowly squeezing and jacking my shaft, then I felt her breath on my hole...it kind of tickled. The first time her tongue touched me I flinched away a little, but she used her spare hand to pull my hips back and started flicking her tongue back and forth over my hole. It felt absolutely amazing! I never would have imagined that someone licking my ass could feel so great! She licked around for a minute, and then stuck her tongue just a bit inside my still virgin hole. That was a crazy sensation but it felt awesome and I didn't want her to stop. She kept it up for a few minutes, and then pulled her head back away from my ass. I felt her finger massaging around my wet hole, and then gently pushing inside. This time I didn't protest, she obviously knew what she was doing and I was loving it. My cock was pouring precum all over the sheets while she gently jacked it off, slowly working her finger all the way inside me. I heard her husky voice say, "yeah baby, you like that don't you?" I couldn't lie, and panted, "yes, I've never had anything in my ass before your finger last time, but it feels good..." She giggled, and then started to push her finger in and out, slowly fucking my hole with it. I was really into it, and was getting more turned on with every stroke of my cock and each thrust of her finger. She knew exactly what I wanted... "English, will you fuck me? I want to feel your cock inside me, but you need to go slow since it's my first time..." I sheepishly asked. There was a short pause before she answered, "yes, I want to fuck that sexy ass, but you need to suck my cock some more to get me hard again. And I want to get a water, you stay here, I can get it myself." She got off the bed, walked into the kitchen and I heard the fridge open. I positioned myself on my back, with my head hanging off the side of the bed so that she could face and throat fuck me with that big cock when she got back. As I was getting situated and preparing myself to be throat fucked, then ass fucked, I thought I heard a cabinet open in the kitchen, but didn't think much of it. She walked back in the room, and was on the other side of the bed from which I was facing, but was very pleased with my new submissive position. I heard her set something down on the bedside table and then she walked around to my side of the bed. She lined up that big cock with my mouth and slowly stepped forward, pushing into my mouth. Instead of pushing deep into my throat like I assumed she would, she pumped her shaft while just the had of her cock was in my mouth, then pulled out and started slapping my cheeks with her thick uncut cock, leaving my spit and saliva running down both sides of my face while she said, "yeah, take my big cock you slut!" I got really turned on by this, and reached around her legs to pull her hips towards my mouth once I got her cock back in my mouth. She needed no more encouragement than that, and was shortly giving my throat full thrusts with her long shemale cock, pushing past my mouth and into my throat with the head of her cock, and holding tightly to the back of my head as I gagged and choked on it, before pulling out to let me take another breath. Saliva was running down into my eyes but I was absolutely loving this dominant side of her. She pushed into my throat and then I felt her lean forward over my body, holding my head on her cock with her right hand and reaching for her bag with her left. I heard her reach around in her bag for a second before she stood back up and released my head so I could gasp for air. Then her cock was pushing back into my mouth, and I heard the "ding" of an iPhone starting to record a video. I started panicking at this point, but she grabbed my hair with her right hand and thrust deep into my throat, gagging me and cutting off my air supply before I could say anything. "Shhhhh, take my cock you slut! You're doing so good I wanted to get a video, I can see the head of my cock in your throat and it looks like you're trying to swallow it!" I was really starting to panic since my air was cut off, and I could feel blood rushing to my head. She pulled out of my throat for just a second, and then as I took one ragged breath from around her thick uncut cock, she twisted my hair in her fist as she plunged back into my throat. Then she held her cock there for what seemed like an eternity, as I repeatedly gagged on the thick invader. Despite the fact that she was getting more aggressive than I had wanted, I was still really enjoying this. As she stepped back away from me and her cock slid from my mouth I heard her phone stop recording. I coughed a few times and took some deep breaths before sitting up on the bed. She walked around to the other side and started climbing up onto the bed with me. "Get on your hands and knees again, slut!" I complied, and I heard her digging around in her bag again. She ripped open a condom, I heard her roll it onto her thick she-stick, and then I heard her pop the top open on a bottle of lube. The lube was cold, and as she squirted it onto my waiting hole I flinched. I felt her finger push into me again, this time with much less resistance, and she fucked me quickly with her finger for a few thrusts. Then her finger was removed and I felt empty, knowing that I was ready to take my first cock! She put the head of her cock up against my hole, repositioned herself behind me, and started pushing. The pressure on my hole built up for a minute, and then all of a sudden the head of her cock popped into my virgin hole. It didn't HURT, but it burned, and I let out a long sigh. She spanked my ass cheek and said "you're doing good slut, I'm going to go slow, don't worry." She held her cock head just inside my hole for a minute or two, before she started pushing in further. Now it started to hurt, but I wasn't about to tell her to stop, I wanted to feel her whole cock inside me. I pushed back a bit once I had an inch or two of cock inside me, and she thrust forward to bury three quarters of her thick nine inches inside me. The pain was subsiding but my ass was still burning. To distract me English reached between my legs and started roughly tugging on my half erect cock, getting me back to full erection as she pushed deeper into my ass. Once I felt her balls touching mine, I knew her entire cock was inside me. I felt so full, like I needed to take a shit, but I was loving the sensation of having a cock in my hole. She started to pull back out slowly, and then pushed all the way back in. After a few very slow pumps, she started building up speed. I started began pushing my hips back to meet her thrusts, and the burning sensation subsided, she was actually fucking me now! Every minute or so she would reach between my legs to jack my cock again, keeping me almost fully erect the entire time. She really started to thrust into me once we got a rhythm, and I could feel her balls slap up against mine as she shoved her entire length into my hole. She kept up this steady pace for a few minutes, and then I felt her lean back and fish around in her bag again. Wondering what the hell was in store for me this time, I tried to look back at her. "Keep facing forward bitch!" Yes ma'am...jeez! She was really in charge of this situation. Then as she reached between my legs and started jacking my cock with hers fully buried inside me, I felt her lean forward and reach around my waist with her other hand. Something cold and hard touched the tip of my cock, and I tried to jump away, but she had me pinned on her huge cock so I was only able to impale myself more trying to escape this weird sensation. The pumping on my cock got more furious, and I realized that this cold hard thing was some kind of glass that she had stuck the head of my cock into...and I started to understand what she was doing. After about 30 seconds I started trembling, and said "English, you're about to make me cum..." An Expensive Addiction Ch. 02 She replied, "I know, cum for me, I want you to fill this shotglass..." She then humped me another two times, and my cock started erupting cum into the waiting glass. I could feel my ass spasm and clench two or three times on her cock while I was firing jets of cum into the shotglass, and she moaned, "yeahhhh baby, mmmmmm squeeze my cock with that ass..." When my orgasm had subsided, she released my cock and leaned back, removing the shotglass from under my cock. Then she POUNDED me for five or six HARD, FULL thrusts before pulling her cock out of my ass. I heard her panting, and I turned around just in time to see her ripping off the condom and positioning the head of her cock inside the shotglass with my cum in it. She started cumming, spraying thick streams of hot white cum into the shotglass. After five or six spurts the shotglass was almost overflowing with cum, she jerked her cock twice more to make sure her balls were empty, and then looked up at me with a devilish grin on her face. "Lay down on your back sexy..." I knew where this was going. She positioned herself on my chest, with her legs on either side of me, the shotglass full of cum in one hand and her iPhone in the other. "Ding" as she started recording a video. "Swallow it all slut!" She started pouring the shotglass into my mouth. The cum was still hot, and VERY thick. I wanted to make her happy, so I let it fill my mouth, then gargled the cum before I swallowed it all. "Good slut!" The video stopped recording, and she moved forward to slap her semi flacid cock on my chin a few times. "Did you like that?" I asked, with a big grin on my face. She looked straight down at me and said, "yes, I really liked that. You're a good cockslut, and my friends are going to love seeing those videos of you." Panic set in again, but before I could say anything she stuffed her big shaved balls into my mouth and sat down hard on my face. Then she explained, "I will only show the videos to friends of mine, so you don't need to worry. But if you don't want me to post these videos online, you're going to need to see me once a week and do whatever I say from now on slut. Is that clear? Nod if you understand." I nodded. She owned me. An Expensive Addiction Ch. 03 The Friday after my second encounter with English was just as eventful as I had thought it would be. My girlfriend got to town, and since we hadn't seen each other in weeks, she was hornier than hell. I picked her up from her parents house around 5 and we went straight back to my place to have sex before going to the party. A couple of months after we started dating, she got on birth control, so we haven't used condoms since then. One of her favorite things is to ride my cock until I'm close to cumming, and then reach back and massage my balls as I empty my load deep inside her, milking every last drop. After we got cleaned up and dressed, we headed out to the party. It was great weather that night and we were ready to get drunk and have a good time! I woke up hungover the next morning, and I always seem to be a lot hornier when I'm hungover. My girlfriend and I went to brunch and then back to my place to take an afternoon nap. Saturday was rather relaxed, and we enjoyed just being lazy in bed all afternoon, alternating between fucking and napping for a few hours. Saturday night we went out to dinner with both of our parents and had a few glasses of wine each, but nothing compared to the party the night before. It was an early night since we were both still tired. Sunday was uneventful as well, we went to lunch together before she left town again. While we were sitting at lunch I had my iPhone sitting on the table in front of us. It lit up and vibrated, showing that I had a text message. Recognizing English's phone number (I hadn't saved it yet), I quickly grabbed my phone and put it in my pocket. My girlfriend must have thought it was a little strange but thankfully didn't stress the issue. We finished our lunch and I took her back to her parents so that she could get her car and get on the road. As I got in my truck to leave her parents, I quickly pulled out my phone to check my text messages. English's text said, "When are you coming to see me this week, slut? I have a surprise for you." It also had a video attached, one of the ones she had taken while she was throat fucking me. My cock started getting hard as I watched the video of her cock pushing down into my throat, gagging me while I tried to take it all the way down. I saved the video and typed out my response, "How about this afternoon?" Since I had to leave town for work on Monday and wasn't sure when I would be getting back in town, I figured it would be best to see her as soon as possible, regardless of the fact that it had only been two days since our last encounter. On the way home I stopped at a Walgreens, and I felt very insecure and self conscious as I walked down the "feminine care" aisle and picked up an enema kit. The cashier didn't even make eye contact with me as I checked out, which was probably for the best. On the way home from Walgreens, English responded, "Sounds good, what time? I have a big load saved up for you. Haven't cum since Friday." My cock started oozing precum and my mind started racing about what her surprise for me could be as I drove back to my apartment. Obviously I had no experience with enemas or douching before, so once I got home I opened up the kit and started putting things together. It was the standard red water bag with a white hose that had a clamp on it, with a nozzle at the end. I texted English back before I got to work, "I just got an enema kit to be clean for you, not sure how long it will take me since it's my first time though. How about 4?" Then I headed to the bathroom, filled up the water bag, screwed on the hose, inserted the nozzle tip into my ass, and released the clamp. It was a very strange sensation as the water started filling up my bowels, and I immediately regretted not using warmer water, because it was pretty damn cold. I started feeling very full and my breaths started getting shallower as I could feel and hear the water working deep inside me. Satisfied that I had taken almost a full bag, I pulled the nozzle out and started clenching to keep the water in. I sort of waddled my way into the living room to grab my phone, and when I got there I saw that English had responded "Sounds great, see you then. You remember how to get to my apartment right?" By the time I had read this text and gotten back to the bathroom, I needed to release all that water. Again, it was a very strange sensation to be that full of water, but not uncomfortable by any means. I replied to English and told her that I did remember where she lived and would see her at 4, then proceeded to use another two enema bags to flush myself clean. Once I had finished making sure that all the water was clear, I trimmed up my pubes and took a hot shower. It was almost 3:30 when I finished getting dressed so I drove by the ATM and started heading to English's apartment. I called her once I was about to turn into the complex, and she reminded me of her apartment number. Just like before, once I knocked on the door, she came and opened it, but stood behind the door until I was all the way through before she shut it and locked it. The apartment was dark again but she told me that her roommate was out of town so we didn't need to worry about anything this time. We walked back to her bedroom and she shut the door, and then locked it. "How's my slut doing?" she asked as she sauntered towards me for a deep kiss. I broke the kiss to reply "I missed you." She smiled and kissed me again, then reached down to start undoing my belt. Once she had the buckle undone, never taking her lips off mine, she unbuttoned my jeans, pulled down the zipper, and then hooked her finger into my boxers waistband as she pulled my jeans down to the floor. I had to sit down on her bed to take off my boots before I could get my jeans all the way off, and I noticed that she had some chains with cuffs attached to her bed... She saw my trimmed pubes and smiled, "Did you do that just for me? You're such a perfect little slut!" I was glad that she noticed and was pleased with my trimming, and smiled back at her. Once I had gotten my jeans off she told me to go ahead and take off my shirt too, and then to lay down on my back on her bed. I wondered if the chains and cuffs were the surprise for me, but I didn't want to ask and spoil the moment. My cock was dripping long strings of precum as I positioned myself on her bed, waiting for her next command. She walked into her closet and it sounded like she was undressing. I started to get nervous as I laid there on her bed, and what must have been only a few minutes seemed to drag on forever before I heard her coming out of the closet. I leaned my head back over the edge of her bed to see her walking up in 6 inch black heels, stockings, her blue corset that I so adored, and a garter belt holding up her stockings. Her big uncut cock was swinging back and forth as she approached me with a smile. When she got to the bed, she reached down and picked up one of the chains that was anchored to the foot of her bed, and attached the cuff to my right wrist. She repeated this for my left wrist. I was not uncomfortable, but it was hard for me to keep my weight centered on the bed since my arms were being pulled down over the edge. She looked down at me once my wrists were secure and said, "this is going to be a lot of fun, trust me." She then walked around to the other side of the bed and pulled up another chain that was attached to the leg of her bed and attached the cuff to my right ankle, then did the same of my left ankle. I was pretty well immobilized at this point, but was so turned on I felt like my cock could explode any second. Then she started pulling the chains tighter, stretching out my extremities as she did it. One by one, as she tightened the chains holding me to the bed, she attached locks to the chains to hold them in place. I was a little concerned that if for some reason I needed to be let loose quickly she wouldn't be able to get the chains off, but I figured she could take the cuffs off easily enough. I didn't want to say anything to anger her while I was totally at her mercy. Honestly, I was getting nervous, and my erection was starting to subside. English then attached locks to each of the cuffs holding my wrists and ankles. Now I was worried. She noticed that my erection was gone and said, "Oh my little slut, nothing to worry about, I'm not going to hurt you..." Right then she slapped my balls with the tips of her fingers, causing me to jolt up against the chains while uttering a surprised "ummmphhhh!!!" She started laughing and slapped my balls again. The stinging sensation faded rather quickly, but left me with that knot in your stomach feeling right after you get racked in the nuts. I was going to get used to that feeling, eventually. Next she pulled out some rope, or maybe you would call it string, I'm not sure about the proper term. English slapped my balls again, then cupped them in her hand for a moment, almost massaging them, but more rough than a massage. She started squeezing my balls and rolling them between her fingers, causing me to squirm against the chains. After a minute or two she started pulling my balls away from my body and I felt the rope wrapping around them, tighter and tighter as my balls got stretched more and more. "That's starting to hurt...please don't stretch them anymore!" I protested. English didn't respond, but she didn't stop either. She kept wrapping my balls with rope as she stretched them further. Then she tied a knot to keep the rope tight, and I felt her pulling the ends of the rope down towards the edge of the bed. She secured the rope to the bed frame, tightly. I was absolutely immobilized now, I couldn't move my arms or legs more than a quarter inch, and my balls were tied to the bed further restricting my movement. English walked around to the side of the bed that my head was hanging off, opened a drawer in her night stand, and pulled out a big red rubber ball gag with a leather strap on it. I was freaking out by now, and screamed, "please don't gag me! My balls are starting to get sore! Could you just let me free now?!?" She walked up to the edge of the bed, with her cock and balls hanging right in front of my face as she looked down at me. I wanted to lift my head up and start sucking her cock, but I was also very scared about what was happening, and I couldn't lift my head that far even if I tried. She leaned down and put the gag in my mouth, which I fought for only a second, and then she pulled the leather strap tight around the back of my head. Fuck. I had no idea what she was planning to do with me. I let out a short whimper which elicited a laugh from English in return. Saliva started to flow from the sides of my mouth around the ball gag and down my cheeks, and I tried to keep my head lifted enough to keep it from running into my eyes. English walked back over to her night stand and pulled out a blindfold, which she then put over my eyes. Next I heard her walk to the night stand and pull out something that sounded like it was metal. I felt her putting a collar around my neck, and then heard as chains were run through rings on the collar, and attached to the bed frame. Then she tightened the chains, pulling my head down over the edge of the bed towards where my wrists were secured, until my head was basically aimed straight up from my torso, at a 90 degree angle to the floor and ceiling. This was straining my neck muscles but the burning sensation in my balls was more worrisome at the moment. "Ok, now that you are fully restrained, gagged, and blindfolded, I'm going to tell you what the surprise is. You are going to be my sex slave now. Since I took those videos of you on Friday, you already had no choice but to obey me, now we're going to take it a step further. You are a perfect submissive slut but I want to make sure that you know your place." I heard her walk over to the corner of my room that I had left my clothes, and then I heard my belt buckle clang as she picked up my jeans. "I am going to sync your iPhone to my computer now, and copy all of your contacts. Then I am going to take more pictures of you tied up like a little bitch. If you ever try to leave me, make me angry enough, or disobey me, I will send those pictures and the videos I already have to all of your contacts, letting them know what a slut you really are. You will do what I say, when I say it, no questions asked. Don't fuck with me, I'm dead serious. From now on you will be available to me at any moment that you are in town. I am setting up the Find My Friends app on your phone so that I can keep tabs on when you are out of town for work." I heard my iPhone's charging tone as she plugged it into her computer. I knew she was serious. I was terrified, but horny again. "Okay, now that your contacts are syncing to my computer, we can get started with the fun part. In order to ensure 100% submissiveness to my every demand, you are going to be locked in a chastity device from now on. You will not be able to cum or get a hard on unless I let you because you are not a man anymore, you are my sissy slave. No more jacking off." I started struggling against the chains at this point, turning my head back and forth in protest and making what noises I could around the ball gag, which was mainly gurgles because of all the saliva flowing from my mouth. She started stroking my cock, making me get an erection, then I heard the hissing of something coming out of a can, and felt her start lathering it on my cock and pubes. "I am going to shave your cock and your pubes to make it easier to put on the chastity device, DO NOT SQUIRM WHILE I USE THE RAZOR!" I had no choice but to comply, although the second the razor touched the shaft of my cock I had the immediate reaction of trying to squirm, which earned me a flick of her finger on my sore, stretched, and tightly bound balls. She then proceeded to shave my pubic region with the exception of my balls, which were tied up. "You will be required to shave from the neck down before seeing me from now on. Once the chastity device is fitted, you will be able to shave your balls too. I don't want to see any hair on your body, sissy slaves don't have hair like real men. If you have any hair or stubble, you will be punished. Nod if you understand me." I nodded, reluctantly. She finished cleaning up the shaving cream, and then I felt her hand with some lube on it start stroking my cock again, but this time she was squeezing it very tightly to the point that it hurt. I couldn't get hard from this type of stimulation, which was obviously her plan. Then she squeezed a hard cold ring around the base of my cock and balls. "This ring is what keeps the chastity device on, and there are different sizes to choose from, but for now we are going to use the largest one until you get used to it. You will not be able to get out of the chastity device without breaking it, and if you do that I will expose you for the sissy that you are. Now, try not to get hard or I will be pinching your cock as I put it in the cage." I tried my best not to get hard as I felt something cold sliding over the head of my cock. The lube helped, but once it got past the head it started to pinch the sides of my cock. It hurt, but not as much as my balls did at the moment. English gently used her fingers to push more and more of my cock into the cage, until I felt it touch the ring around the base of my cock and balls. Then she squeezed something between my body and the ring, pressed the cage towards the ring, and I felt a click. "Now I am going to lock the cage on your cock. You will be able to piss, but only sitting down like a girl. So I understand that you have a girlfriend. I've been thinking about what to do with her, and since you obviously will not be able to have sex with her anymore, you have to break up with her. Sorry if that is not agreeable to you, but to be honest I don't really care. If you don't break up with her this week I will send her some pictures to make her break up with you, so I suggest you handle it yourself. I hope you enjoyed fucking her because you're not going to fuck a girl again." I felt her put the lock in place and I heard it click as I lost my freedom to get an erection. My cock started straining against the cage as it tried desperately to get erect, but it was just squeezing the head up against the end of the tube. "So now that you are all locked up and understand the rules, I am going to take the gag out of your mouth. Do not scream or I will put it back in. You will address me as Mistress from now on." She undid the gag and removed the ball from my mouth. I gasped for air and tried to swallow all of the saliva that had built up in my mouth before it ran down my face. "Do you understand how you are to act now, sissy?" She asked. "Yes...Mistress" I sheepishly replied. "Good, now you can start serving me by licking my asshole." I felt her thighs on either side of my head as she lowered her ass onto my face. She spread her cheeks as I stuck out my tongue, and she guided her hole onto it. I had never rimmed anyone before, but I had absolutely no choice but to comply. "Mmmmm yes, lick my ass slut! Stick your tongue out, get it deep in there. My cock is getting hard for you..." She bounced her ass up and down on my tongue, forcing it deeper and deeper into her hot hole. My tongue started to get tired by the time she turned around and shoved her cock into my mouth. With my head at a 90 degree angle hanging over the bed, my throat was right in line with my mouth, and she pushed all the way to the point where her balls were resting on my nose. Then she held her cock there as I gagged on it, before she started pulling out almost an inch and then ramming back into my throat. My gagging persisted and spit was running down into my eyes as her balls kept slapping my nose. I could smell the musky scent on her balls as they rested up on my nose. I then heard the clicking of an iPhone taking pictures, followed by the ding as it started recording a video. "Yeahhhh slut, take my cock all the way down, don't fight it. Get used to it, I own you now. You're my sissy slut bitch, look at how your cock is locked up so you can't even get hard. A real man would never let someone tie them up and put a chastity device on them..." She kept filming as she fucked my throat for a few minutes until the gagging got so bad I felt puke building up in my throat. I kept trying to choke it back down, and English must have felt that because she pulled out of my mouth and slapped my cheeks with her wet, hard, spit covered cock before she stopped recording the video. "Ok, I'm going to change your position now and that means I have to undo the chains holding your ankles right now. DON'T KICK WHEN I RELEASE THE CHAINS OR I WILL PUNISH YOU!" As she unlocked the cuffs holding my ankles, I had a moment to stretch my legs a bit, but my balls were still tied to the bed frame so I couldn't move much. I could hear and feel her attaching the chains from my legs to the chains holding my arms, and for a moment I was confused as to what was going on. Then she started pushing my legs up towards my shoulders and I understood why she had done that. It was to keep me from falling off the bed as she lifted my legs up over my head. My balls were still tied to the other side of the bed and getting stretched more and more. "Mistress, my balls are still tied!" I protested. "I know, hold your legs there while I get the restraints ready." She pulled more chains out from under the bed on the side my head was hanging off, and attached the cuffs on them to my ankles, securing my legs up over my head. Aside from the rope tying my balls to the bed, my hole was now exposed completely. She then walked to the other side of the bed and started untying the rope from the bed frame. Once that was done she started tightening the chains holding my legs up, really stretching my hamstrings and pulling my ass up about three inches off the bed. Then she tied the rope around my balls to the collar I was wearing, and tightened it. An Expensive Addiction Now it was my turn again, and she started sucking my cock. My knees were weak from the whole sucking cock and swallowing cum experience, and I was having trouble concentrating on the blowjob. I suggested that she lay on her back and hang her head off the side of the bed so that I could stand up and push my cock into her mouth at my own pace. Of course I used this opportunity to return the face and throat fucking she had just given me, but she didn't have near as much trouble taking my cock all the way down till my balls hit her nose. Fine by me, I railed her pretty face and throat for a few minutes, enjoying the power of being in control. Then she pushed me back a little so she could lift her head up and she rolled back into the center of the bed. She laid on her back and pulled her legs up, showing me that she was ready to get fucked. As I got back onto the bed I grabbed a condom off her night stand, ripped open the wrapper, and rolled it down onto my cock. She reached over and grabbed a bottle of lube, squirted some in her hand, rubbed it on the shaft of my cock, and then spread some around her nice shaved hole before she told me to "go slow." Since this was only the third time I had fucked anyone in the ass, I went slow. Applying pressure to her rosebud with my thick cock head slowly, trying to get it in. After a minute or two I increased the pressure but felt my erection starting to subside, so I jacked myself off a little and reaproached my target. My second attempt didn't yield any results either, so English looked at me and said, "take the condom off until you get your cock inside, then you can put the condom back on..." I had never even heard of "bareback" sex at this point, but I was so horny I ripped that condom off and pushed my cock head right into her tight hole. Once I got a good thrust or two, she told me to put a new condom on. After I had rolled the new condom on, turns out, I couldn't get back into her hole! We both kind of laughed, and she offered to blow me until I came. Since I was frustrated about not being able to fuck her, and hornier than hell, I figured I'd take what I could get. I laid back and let her work my cock with her throat until I felt an orgasm building in my balls. She felt my legs trembling, and quickly pressed a finger up to my asshole. I clenched, and jerked my hips upward out of sheer surprise, and as my hips lowered back to the bed, she pushed her finger straight into my virgin hole. While I started cumming she hooked her finger into a "come here" gesture inside my ass and I think I must have emptied a years worth of cum into her mouth. She completely drained me before pulling her finger out of my ass, and looking up at me with a smile on her face. I was out of breath as she crawled back next to me on the bed and leaned in for a kiss. As I gasped for air, she closed her mouth over mine, and poured my entire load of cum straight into my mouth. My immediate instinct was to pull away and try to spit it out, it was one thing to swallow her cum when she made me, but totally different to swallow my own cum! She put one hand on my shoulder to hold me down on the bed and the other hand covered my mouth while she softly said, "now, swallow your cum Joe..." I did. Thankfully it wasn't anywhere near as much cum as she had pumped into me, but it was still a big load. The look in her eyes while I swallowed it was mesmerizing. She knew that she owned me right then. The things that this tranny would make me do for her were just getting started. To be honest, I was so turned on the whole time, I didn't mind that she had just made me swallow two loads of cum and I hadn't even gotten to fuck her. As I got dressed I realized how incredibly weak my legs were, to the point I almost fell over while pulling my jeans up. Once I was dressed, I handed her the donation, and she quietly opened her bedroom door, once again motioning "shhhh" as we walked into the living room. Her roommate was still asleep on the couch as we walked past and down the hallway to the front door. English unlocked and opened the door, gave me another kiss and told me to call her, and then I walked outside. Going down the stairs to my car was difficult, I had to hold tightly to the railing because my legs were so wobbly. When I got into my car I couldn't help but grin, I was addicted to tranny cock.