Getting Serious free porn video

GETTING SERIOUS It was my birthday (I won't say which one), and I felt like celebrating by doing something really fun. I took off from work, and after my wife left for her job, I checked to see that the doors were locked and the blinds closed, and went down to the computer and spent a couple of hours surfing through some of my favorite dress-up sites. I found a few girls who were absolutely breathtaking in their beauty and had whacked off while eyeing the stocking-clad legs of one. While I was doing it, I imagined that it was me in the sexy nylons and heels, and fantasized that I was on the bed posing. After that, I went upstairs to the bedroom and started to go through my own modest lingerie collection. I did have my own, but just a few things. I had been dressing off and on for a few years, whenever the need built up. While my wife was more or less aware of my interests, she didn't exactly encourage it. She let me wear a pair of panties once to bed but made it clear that it wouldn't be her first choice. Once I contrived to have all of my pajamas in the wash so I had to borrow a pair of hers. Of course, they were just flannel, as for her part, she had no particular interest in wearing anything sexy to bed. They did have a little bit of lace trim, which was enough to give me a nice hardon, which she either ignored or chose not to notice. After she fell asleep I jerked off into them, which was still kind of fun. Anyway, back to my birthday party. I put on a pair of light blue panties and a bra and sat down on my bed in front of the mirror, planning to strike a few poses of my own. However, what I saw in the mirror was frankly a bit disappointing, especially after my web gazing. A roll of flab was visible over the sides of the panties and protruded a little over the front. The bra was both too tight and too loose in various places; and of course, the hair on my legs was pretty much the antithesis of sexy. After staring at them for a few minutes, I decided not to bother with the stockings, remembering from past experience how hair sticking through them pretty much spoils the effect. After staring disconsolately at the mirror, I took off my girly underwear and put it away. I realized that I needed to start getting serious about this if I ever wanted to look halfway decent. I made a vow there and then to embark on a regimen of diet and exercise to whip myself into shape, so that I could give myself a real treat for my next "half" birthday. At 5'10", I weighed 190 pounds. After a quick calculation, I decided that to get the body I wanted I would have to lose close to 40 pounds. I decided I could lose about 2 pounds a week, so that I would be where I wanted to be in 6 months. I also decided to initiate an exercise regimen, although not one that would give me unsightly muscles! I went with a simple calorie counting diet, figuring that way I wouldn't have to explain anything to anybody. Things went swimmingly. Although I was hungry at times, I just thought of the sexy outfits I would be wearing when I met my goal. I got a few comments at work about me weight loss; a couple of people actually asked me if I was sick, but I just said I had been working out. My wife just said, "Wow, you've lost some weight," and nothing more. In about 20 weeks I was down to 150. It was so easy that I decided to lose another 5 pounds. I hadn't tried on anything in the meantime, just occasionally looking longingly at lingerie and other clothing sites on the internet. I decided to celebrate by ordering myself some new goodies. I picked out a pretty pink set of bra, panties, and garter belt, all of which were satin with lace trim, along with some white stockings and a nice pair of white sandals with three inch high heels and ankle straps. When they arrived a few days later I ran to try them on (I was working at home alone the day they came), and I was thrilled at the way they looked and felt on my newly trim body. My leg hair was still a little off-putting, but I remembered a trick I had learned about using two pairs of stockings so that the hair didn't stick through, which helped somewhat. Thereafter, I developed a routine for my days off. After a nice long bath, I would towel myself dry and get ready to dress up. I would step into the panties, and slide them up my legs, adjusting the thong carefully between my ass cheeks; then affix the bra, sticking in a couple of forms I had ordered, making sure that they were positioned and hanging right. After that, I would carefully roll my stockings up my legs, fasten them to the garter belt, again making sure that everything was adjusted perfectly, and then step into my white heels. I had ordered a short auburn wig with bangs, which framed my face quite nicely, and if I had time, I would do a little makeup. Thereafter, I would spend an hour or so posing in front of the mirror, admiring my ass and legs. I hate to brag, but my legs are really nice and my butt is really creamy! After some standing poses, I would get on the bed and practice posing leaning forward on my elbows with my ass sticking at an inviting angle into the air. I fantasized that I was modeling for an admiring group of guys, who knew exactly what I was and were egging me on. I pictured myself strutting back and forth in front of them, stopping once in a while to run my hands along my legs or to cup my "tits", and imagined their cat calls and lewd comments, saying things like, "Aren't you the cute little faggot, why don't you get over here and blow me," or, "I'll bet you'd like to have my big fat cock up your ass." As you can imagine, I would be so excited after these sessions that I would have to play with myself until I filled my panties with cream. I really wanted to share this excitement with someone. I knew that it wasn't going to be my wife, both due to her lack of enthusiasm for my hobby, and also as my growing interest in immersing myself in femininity was expressing itself with a strong urge to experiment with someone who would appreciate my efforts, that is to say, a man. I had this recurrent image of me all dressed up in my pretty lingerie, teetering in my high heels while being backed up against a wall by a big strong man, thrusting his tongue into my mouth and telling me he loved me while his big hands ran up and down my legs and squeezed my ass, while meanwhile I had all could do just to stay on my feet. I returned to one of my favorite sites, which also had a chat room, and found myself communicating with a guy named Todd who had identified himself as 35 years old and in good shape. He didn't seem to be trying to get too heavy too fast, but eventually we exchanged pictures. I sent him a picture of me in my pink outfit (which I altered to take the hair out of), and got a picture of him. He wasn't, perhaps, the man of my dreams, but he at least didn't look like a serial killer or some other sort of pervert. We decided eventually to meet in a hotel about 25 miles away from where I live. The day of the meeting I took off from work (actually I told my wife that I was going on a business trip for the weekend!) and drove there early and checked in. I set my suitcase out on the bed and laid out my outfit for the night. In addition to my favorite pink lingerie set, I had a silk burgundy cocktail dress which came down to about two inches over my knees. I decided that black stockings and heels looked better with this dress, however. I had already decided to take the big step and shave, although I hadn't decided how I would explain it to my wife. I poured myself a glass of wine, drew myself a bath, and soaked in it for a while, sipping wine and getting up my courage. I eventually picked up my razor and made several long strokes down my leg. Just the way those two cleaned areas looked was unbelievably exciting. I had no doubts then about continuing, and in about 10 minutes I had an unbelievably sexy pair of legs. I'm not ashamed to say I had a fair bit of chest hair too, so after the legs it was an easy decision to move on to my chest. I finally decided to finish the job completely, so after my chest I shaved off most of the hair on my arms, and feeling like a complete sissy (which felt great), under my armpits. By this time, it was almost 6:00. I had told Todd I would meet him in the hotel bar at 7:30, so I got to work on my makeup. I had gotten really good at this over the last several months, and I knew just the look I wanted, with sexy black eye liner and lots of mascara. While that's time consuming to do right, it was a priority for me, so I got down to my hard work. I finally finished about 7:15 and got my wig on, brushing it out so it would look natural. It was about 7:25; I took a few minutes to admire myself in the mirror, turning back and forth and marveling at the way my butt looked sheathed in the tight silk. I couldn't help but think that Todd was one lucky man to have a girl like me on her way to meet him! I put my keys, wallet, etc., in a little black purse and headed down the hall to the elevator. I was teetering just a little bit on my heels even though they were only three inches, which I think was a little bit sexy. I passed a couple in the hall on my way to the elevator, a good looking guy of about 30 and a mousey little brunette. I saw him sneaking a sideways look at me, running his eyes up and down my legs to my butt and back down to my heels, and I gave him a little smile to let him know I had caught him. He blushed and turned away. I rode down the elevator to the lounge by myself, marveling at how brave I was to be doing this and wondering how the evening would end. By the time I got downstairs it was actually about a quarter to eight; I figured that wasn't too bad as a gentleman doesn't mind waiting for a lady, especially when he thinks he's going to score. I entered the lounge, which was about half filled. It took a few minutes for my eyes to adjust to the darkness, but once it did I saw that a fair number of guys were around; some of them were checking me out and exchanging remarks with each other. I decided to ignore them, and went straight to the bar where I sat on a stool and ordered a white wine. After a minute, a guy came over to me and said "Excuse me but are you Dianne?" (the name I had always loved and used to describe myself in my female form). I looked at him for a minute and then realized it was Todd. I saw the reason why he had sent me a somewhat grainy photo. He was not really that good looking; he was a little bit paunchy, going bald (and not in a good way). I thought for a minute of lying but I decided that since I had gone this far, and he had seemed like a nice guy when I had chatted with him, so who was I to judge a book by the cover, etc. I said "Yes, you must be Todd." He awkwardly gave me his hand. I found that it was a little bit sweaty, as I took it and said "Pleased to meet you." So am I," said Todd, then "You look even better than in your picture" (I realized I couldn't say the same for him, honestly, so I just smiled and said thank you). Todd insisted on paying for my drink, and then another. The ice was melting and I was thinking that things might work out all right after all. He asked if I wanted to get something to eat at the restaurant; I said I had a better idea. I have a room upstairs where we could go and have a bit of quiet and privacy, and order something from room service. Strangely, this seemed to make him a little bit more nervous (I would have thought he would have been halfway to the door a few seconds after my suggestions), but after seeming to mull it over for a little bit he agreed. I got off the stool and began walking towards the door, teetering perhaps a little bit more after my drinks, so I put my arm through Todd's for support. I could see some of the other guys laughing and making more remarks to each other as we left. I had a pretty good idea what they were thinking! Todd was strangely silent as we rode up the elevator to my floor and walked down the hall. Once we were inside I suggested he have a seat and I would pour us some wine while he perused the room service menu. He made a selection and called it in, and I came over with the glasses of wine and sat down next to him. He began saying that he was really happy that we had finally met, and I turned to him and said "Not as happy as I am, lover." After saying that, I gave him a little kiss on the side of the cheek. He turned and kissed me full on the lips. I quickly parted my lips and his tongue slid inside to look for mine, which it found without too much difficulty. He began telling me now hot I was (like I didn't know it). I was so hot that I decided to take the initiative again and reached for his zipper. I pulled it down and reached into his briefs, looking for the object of my desire. I found it and had only just touched it when he yelled, "Oh shit," and came all over my hand and his pants. After he did that he was really embarrassed, and said "I'm sorry, I shouldn't have come. I've got to go." He got up and began cleaning his pants and zipping them up. I told him not to worry, he was just a little too excited, and that the night was still young. He wouldn't listen, and was practically running out the door. The last I saw of him he was hurrying down the hall towards the elevator. I sat back down, thinking of all the effort that had gone into preparation for this night and wondering what I was going to tell my wife when I got back about my newly shaved body. At that point, the door bell rang. It was room service. Not knowing what to do I let the waiter in. He looked at me in a funny way; at that point I realized that my wig had gone a little bit askew, and had probably given me a less than natural womanly appearance. I got completely flustered, and apologized, and told him to just set the things down and go. He started to do that, but then said "You ordered dinner for two but it seems like you're alone. Does that have anything to do with the guy I just saw running down the hall?" "Well, I said, "I had a guest but he had some sort of problem and left in a hurry, and now my night is ruined." "That's too bad," he said; after another second he said "I think I might be able to help you salvage something of your night." At that point I looked closely at him and saw that he was a pretty cute guy, and said "What do you mean, do you mean you..." "Oh no, he said. "I wasn't going to suggest anything like that, but I do know of a place you might have a good time tonight, being dressed up so nicely and all." I was intrigued, so I asked him and he gave me directions to a bar about a mile away. I got myself cleaned up and presentable and went downstairs and hailed a cab. When I got there, I walked into the bar and saw it was about half full. There were several groups of tall girls of various degrees of femininity, who checked out my outfit and made comments to each other about it. Someone who was sitting alone over at the bar called me over and introduced herself. Her name was Brandy and she said she came here about once or twice a month. I said I was glad to meet someone friendly, as the other girls didn't seem that happy to see me. "Don't pay any attention to those stupid bitches, they're just jealous of you. You really have a great look. Anyway, they won't be happy until they're in the men's room kneeling in piss while someone's dick is shooting come down their throats." That actually didn't sound too bad (except for the piss), but anyway, I sat on the stool chatting with my new friend. We talked about this and that, all kinds of stuff really, but mostly clothes and guys. After a while, Brandy said, "Don't look now but I think somebody's checking you out. Over by the door at a table there's a guy who came in about a half hour ago and has been spending most his time staring at your legs." I tried to be discreet and pretended that I was looking towards the door, and then I turned and looked at the table in question. There was good looking blonde guy sitting there apparently nursing a drink. Our eyes met for a minute and he quickly looked away, as did I. A few seconds later, I looked back though, as did he, and this time I gave him a little half smile; he responded with a silly grin. After a second I turned back to Brandy and my drink. A few minutes later, Brandy said, "He's coming over!" Sure enough, a minute later, I heard somebody say "Good evening, ladies, how are you doing tonight?" I turned around, and saw that it was indeed the good looking guy I had smiled at. Now that I could see him close up, I saw that he was about six two and nicely built, not too skinny and not muscle bound either, and also he was casually but nicely dressed. Brandy said, "Well, I guess we're doing okay. Is there something we can do for you?" (kind of a loaded question). He said, "Well, my name is Brad, and I just wanted to meet you. I was wondering if I could buy you all drinks and get to know you better." We agreed that he could buy us drinks, and after they arrived, started a conversation. After a few minutes, it kind of became obvious that he was primarily interested in me, however. When we had almost finished our drinks, he asked me if I would like to dance. I looked over at Brandy, to see if she looked upset, but she just smiled and said, "Go ahead." By this time there were a number of couples on the dance floor. Brad took my hand and led me to the floor. I noticed that all of the couples were dancing close, even to fast numbers. Brad, for his part, took me in his arms and pulled me close to him. While we were dancing, he whispered in my ear that he thought that I was beautiful, and that he really wanted to get to know me better. I whispered back that I thought that he was handsome, and that that could probably be arranged. I felt his hand moving down my back, passing over my butt. He let his hand glide down to the slit in my dress, where he slid it inside, making contact with my garter. Poking his finger in between the garter and my leg, running up and down to my stocking tops and back again, he whispered into my ear, "This is incredibly hot. When I saw you on the barstool and you crossed your legs, the slit in your skirt opened so that I could see your stocking tops. I knew I had to come over and talk to you." With that, he began kissing me on the neck, while continuing to stroke my leg through the slit in my dress, with his hand occasionally moving all the way up to my butt. "I'm so glad you came over," I said, putting my hands on his face and turning it towards me. With that, I kissed him. Taking the initiative, he kissed me back deeply. I parted my lips slightly, allowing him to slide his tongue through and make contact with my own. I was getting more and more turned on, and wanted this guy bad! After a bit more of the sexy kissing, I let my hand slide down to the growing bulge in the front of his pants. I began lightly rubbing the back of my hand over it. He murmured how good that felt, and said again that he really wanted me. At that point, I suggested that we go somewhere a little bit more private and get to know each other better. I mentioned that I had a room nearby. He readily assented to a change in location. I went back to Brandy; to my surprise, she was really happy for me. She said, "I know this is going to be your first time, and I know how exciting that is. There's really nothing like it. I'm expecting someone, so don't worry about me. He doesn't get here until late because he has to wait for his wife to fall asleep." The others didn't seem much interested in us, as most of them had found their own dates. As Brandy had predicted, they seemed to have a need to use the restroom shortly after they met their dates, and apparently needed some help, as they went in accompanied by their dates. Brad and I left, and took a cab over to my room. On the way over, we made out in the back seat like a couple of teenagers. His hands were all over my legs and butt, and I let mine brush against the bulge in his pants more than once, still just rubbing him lightly, however, as I didn't want the fun to end prematurely again! When we got to the room, I asked him if he wanted some wine. I was envisioning a romantic interlude, with some more kissing and playing with each other before we got down to more serious action. Brad assented to a glass of wine, and sat down on the bed. I poured us both a glass and sat down next to him daintily. He swallowed his in one gulp and put down his glass. He threw his left arm around me and pulled me close. His right hand went up my dress, and he started playing with my stocking top and garter belt, while he began kissing my neck. Realizing I wasn't going to get to sip my wine, I put it down as well, and turned my face towards him. His right hand continued playing with my legs, moving up to my panties, while with his left hand he unhooked the snap of my dress and started unzipping the back. I tried to prolong the kissing, but he got more and more aggressive. He told me he wanted my dress off so that he could get a good look at the lingerie I had been teasing him with "all night." I decided that was okay, if a little blunt, so I stood up to take off the dress, standing there in all my glory in my bra, panties, stockings, garter belt, and heels. He murmured appreciatively. I asked him if he wanted me to take anything else off, and he said, "No way, that looks perfect. Just sit back down here with me." I sat down on the bed next to him. His hands were now freely roaming all over my body as he kissed me. I turned to him and grabbed his face, kissing him back deeply. I opened my mouth so he could slide his big tongue all the way in. I wanted to let him know that he could put anything he wanted into me. He took the hint and thrust his tongue deeply into my mouth, while I let mine come up to meet his, sliding it around as sexily as I knew how. So far, while things were going a little bit faster than I had anticipated, I was really having a lot of fun. It seemed, however, that our tongue wrangling had set him on edge. He started taking off his own clothes. He threw off his shoes, and unbelted his pants. He told me to unzip them and pull them down. I proceeded to do so, and yanked them all the way off, including his briefs. He pushed me down on the bed, and straddled me, yanking off his shirt. I was starting to get a little nervous. He said, "You're pretty good with that tongue. Now, let's give it a real job." Moving up, he rubbed his cock head over my lips once or twice. He told me to open my mouth, which I did. He grabbed the back of my head and lifted it up a little from the pillow, and began thrusting his dick roughly in and out of my mouth, while telling me to lick it, suck it, and tell him how good it was. I tried the best I could, wondering what would happen if I didn't do everything he said, and wondering if he was going to unload in my mouth. As it so happened, he pulled his dick out of my mouth after a few more rough thrusts, and moved back down to between my legs. Lifting them up, he said "Put your legs on my shoulders." "That's my favorite song," I joked, but he didn't seem to be in a laughing mood. He lifted my ankles, and put them on his shoulder. His cock was still wet with my spit, but he nevertheless spat into his hand and transferred that to the area around my ass. He circled my hole a few times, spit some more into his hand, and then slid a finger up my ass. I tried to relax and I think I did, although I wasn't going to stop him anyway. After a few thrusts with his finger, he pulled it out. He spit on his hand again and lubed up his cock. It looked enormous to me, and I thought that there was no way he was going to get that big thing in me. He put the big head against my hole, and started applying pressure. With a grunt, he parted the sides and the head slid in. He took a breath (as did I), and slid it in about half way. He pulled out a little, saying, "Baby, you are really tight, but that's the way I like it." He put some more spit on his dick and pushed it back in. This time, it slid in to the hilt. After a minute or so of just enjoying his dick being surrounded by my ass, he started shoving it in and out. He actually started slowly, but after a few minutes, he was clearly concentrating solely on his own pleasure as he began shoving it roughly in and out of my tender hole. His eyes were closed; after a few thrusts, I closed mine too, marveling at the new sensation of having a man in me, using me for his own pleasure. It seemed like he was just getting started when I felt his rhythm change. It was actually slowing slightly, and he seemed to be pulling out almost all the way, then sliding back in as deep as he could. After a few more thrusts, I could feel his dick twitching, and I felt his hot juice spurting into me and heating up my tummy. After only a few blasts, he pulled out. He rubbed his dick on my ass cheeks a few times, and put my legs back down. He lay down beside me on the bed, and said, "You are one good fuck!" I said, "Thank you, you're pretty good yourself." I was wondering what was going to happen next, and I soon had my answer. He got up and said "Well, I've got to go." He put his clothes on, and headed to the door. He was almost there when he turned and said, "You know, I really do have to go, but I would like to see you again. Can I have your number?" I thought about it for a minute, thinking that this had been a bit rougher and quicker, and a bit less romantic than I had anticipated, although parts of it were fun. I wondered whether I should give him my number; I decided to give him my cell, and if I didn't feel like it, I just wouldn't answer. He said, "Thanks, I'll call you." However, after two weeks had gone by, he had not, in fact called, and I figured I had just been a one night stand. I had pretty much figured I wasn't going to hear from Brad again, and was pondering my next move. I couldn't hide my shaved legs from my wife, so when she commented on them I said that I had just wanted to see how they would feel shaved. She said, "Oh, so you've been getting dressed up again?" And I said, "Yes," avoiding telling her what I had done. "I just don't see the attraction in that, but I guess if it gives you kicks, it's okay. Are you sure you're not gay or something, though?" "Of course I'm not," I said, but actually I wasn't sure what I was after my adventure. Anyway, some 2 weeks later, my cell phone rang. I didn't recognize the number, but answered anyway. To my surprise, it was Brad, stating hesitantly, "Hello, I'm trying to reach Dianne?" Realizing the only person who would call me and use that name was Brad, after a brief second of panic I composed myself, softened my voice a little bit, and said, "Yes?" "It's me, Brad, I met you a couple of weeks ago at the club, and we had some fun together, and you gave me your number?" "Yes, I remember, Brad, how are you?" "I'm fine; listen, I'd really like to see you again." "Um, I don't know, I..." "I know our last meeting was a little bit rough, but I'd really like to see you again, and get to know you better." I thought for a minute, and decided I would give him a chance to "get to know me better" (as I said, he was really good looking). So I said, "Yes", and it was agreed that we would meet at the same hotel the weekend after next. I spent a lot of time over the ensuing week deciding what to wear. I finally decided I would get a new dress, something perhaps a bit more conservative this time, but still sexy and stylish. I settled on an emerald green number that came down to just above my knees. The top had an opening underneath which there was a black camisole with lace along the top. I also decided to wear some sexy black lingerie underneath everything, so that no matter what happened, I would feel really good about myself. Soon, the appointed weekend came. I told my wife that I had another business trip in the city. She seemed a little surprised that I had another trip so soon, but didn't question me. I drove to the city, checked into the hotel early, and unpacked my clothes. I set out my planned outfit for the evening on the bed, and also set out my makeup kit. After a nice long soak in the tub in water with some really pretty smelling bath salts, I carefully shaved my legs and arms (and of course, my face!). Then, I spent about an hour or so sitting around in a pink silk robe, reading Cosmopolitan for some tips. They had the usual article about doing things to drive a man crazy, and I made a few mental notes. Then, it was time to get ready. I carefully polished my toe nails a deep red before I went to work on my face. I slowly went through all the paces, putting on a foundation, blush, mascara, eye liner, etc. I finished up with a light red lipstick. I grabbed my black panties and slid them up my legs, tucking my slightly swollen dick between my legs. After fastening my lace trimmed bra and sticking a couple of breast forms therein, I got out a new pair of sheer black stockings. I rolled them lovingly up my freshly shaven legs (my absolute favorite part of dressing up), and then, after fastening my garter belt around my waist, attached them carefully to the garters. I stepped into a pair of open toe black patent leather pumps, with four inch heels, and fixed my wig. After that it was time to get my dress on. I stepped into it, pulled it up, and managed to zip up the back. I had even bought myself some fake nails, which were kind of tough to get the hang of, but eventually I got them on. After I was all dressed up, I got in front of the mirror and admired myself for a while, striking my usual array of sexy poses, and strutting back and forth. By this time, it was time to go down to the lobby to meet Brad. I splashed some perfume on and sashayed out the door and down the hall to the elevator. I was actually a few minutes late for our rendezvous, even after having gotten to the hotel early, because I had been so enjoying dressing up and admiring myself in the mirror that I had almost lost track of the time. "Oh well," I thought to myself, "he can wait a little bit for something worthwhile." When I got down to the lobby, I recognized him, looking anxiously towards the elevator bank. My knees actually went a little weak when I saw him and realized he was even better looking than I had remembered. He probably looked even better, because now, instead of the casually dressed guy he had been on our previous encounter, he was dressed smartly in a nicely fitting suit, which accentuated his trim, lightly muscular body quite nicely. His face lit up immediately when he saw me. He came towards me, saying "Wow, you look great. I'm so glad you said you would see me again." I was a little bit surprised by his gentlemanly behavior; I just said, "It's nice to see you again, Brad." I had been wondering what he had had in mind; I had suspected that he would basically want either to go back to the tranny club again, have a few dances, back me against the wall and start sticking his tongue down my throat, telling me how hot I was, etc.; or maybe just dispense with the preliminaries and suggest that we go back upstairs. To my surprise, he said, "Let's go; I have reservations for dinner, and we're running a bit late." We took a cab to what turned out to be an elegant restaurant. Brad made a little bit of small talk on the way, remaining a perfect gentleman. At the restaurant, I got out of the cab and put my arm through his as we walked in. I felt so wonderful, being with this handsome man, as he ordered drinks and the meal for us, referring to me as the lady. During the dinner, as we chatted, I found out that he was married! I couldn't really hold that against him, however, since I was too. After the dinner, we went into an adjacent lounge where a small combo was playing. We had a few dances. Again, Brad remained a perfect gentleman, not holding me too close. His hand only once seemed to stray slightly towards my ass, but only briefly before correcting itself. After about a half an hour, he suggested that we go back to the hotel for a night cap. At the hotel, I thought that he was going to suggest a drink in the bar. Instead, he asked if I would like to come up to his room. I must have looked startled, and I said, "I didn't know you were staying here too." "Yes, he said, laughing, "I'm on a 'business trip' too." Then he said, "It's up to you what you want to do; I've already had a great evening, and would like it to continue, but if you want it to end now, that's your call." "Of course, I'll come to your room for a nightcap," I said. As we rode up in the elevator, I thought about how much I had enjoyed the evening. It had wildly exceeded my expectations, although not my dreams; I had been wined and dined and treated like a lady by a good looking gentleman. I thought about how enjoyable the company had been, and I made up my mind that Brad deserved a special thank you for the wonderful evening he had planned. We got off at his floor, and walked down the hall to his room. When we got inside, I turned to him and said, "I want to thank you so much for this wonderful evening. Everything was perfect." "Oh," he said, "you're welcome; it was great being with such an attractive lady." I said, "I really want to thank you...it's not just lip service...well, maybe part of it is," I said, coquettishly. "What do you mean?" he asked. "I want to thank you the way a woman thanks a man for doing something special for her," I said. With that, I loosened his tie, and started unbuttoning his shirt. He didn't say anything. I kept going and removed his tie, and unbuttoned his shirt all the way down the front. He wasn't wearing a t-shirt; I feasted my eyes on his sexy chest and abs. "Come over here by the bed," I said, and he obeyed. When he got over by the bed, I undid his belt, opened his trousers, and slid them down. I told him to sit down on the edge of the bed, and I pulled off his loafers and trousers. He was sitting on the edge of the bed with his shirt open, wearing just his briefs, which had a nice big bulge in them. "Now, I'm going to show you how grateful I really am for this wonderful evening," I said. I knelt down before him, spread his legs slightly, and began kissing his thighs briefly before moving up to the still growing bulge in his briefs. I kissed the bulge softly a few times, and was just getting ready to pull them down, when he finally spoke. "Can I ask just one favor?" he said. "Name it," I replied. "Can you please take off your dress? I really want to see that sexy lingerie I could feel underneath it while we were dancing." "Of course, lover," I said, and I stood up for a minute. I unzipped my dress and stepped out of it, and then tossed it over onto a chair. I could see his eyes roaming over my stockings, panties, and high heels. I know how great my legs are; I could tell that he was really excited. I knelt back down in front of him, and got back to business. I slid down his briefs, and his cock snapped up to full attention. This time, I had an opportunity to admire it. It seemed just about perfect to me; jutting out of a nice tuft of curly hair, it was a little over six inches long, nice and thick, with a big purple vein running down the side. I started out by circling it with my hand, and just rubbing the head with my thumb, which he really seemed to appreciate. Then, I lifted it up a bit and snaked my tongue out and ran it along the underside, up and down several times, just teasing the head with a few little licks. I decided to explore his balls while I was down there, and let my tongue go down to the base of his cock and then savor his now tight scrotum. There was some nice fuzz on it, but that didn't stop me from licking all around his big balls. I got a hair or two in my mouth which I just swallowed. After polishing his ball sac for a few minutes I even took a quick swipe at his perineum. Then, I decided to get back to the main order of business. I moved my tongue back to the shaft, this time bathing it on all sides with my saliva. After a few minutes, I put my mouth over the head, just sliding it in for an inch or so while I swabbed the underside with my tongue. He was starting to writhe in pleasure, and I took one of my hands and began playing with his chest and abs while keeping up my tongue work. I stopped playing with his chest, and slid my hand down to his balls. Cradling them lightly, I simultaneously began moving my mouth up and down his shaft while applying suction. I would occasionally rub my hand over his balls, and went back for a second or two to tickle his perineum. After a few minutes, I felt his balls tighten even more, if that was possible; I knew he was getting ready to shoot his load, and that I was going to be getting my first mouthful of a man's come. I moved my head back a little bit, so it wouldn't choke me. He must have thought I was pulling off, because he put his hand behind my head. It wasn't necessary for him to do so, though, as I had no intention of missing this treat. He shot two big spurts into my mouth, which I quickly gulped down. Then, there were smaller third and fourth spurts, which I decided to hold in my mouth to savor. I rolled his come around on my tongue and palate, my heart pounding as I enjoyed its musky taste. I lifted my head off his dick, and opened my mouth wide to show him the blobs of his cream on my tongue. I closed my mouth, then, rolled the slimy goo around for a while on my tongue, and then took a big swallow. I could feel the big clot moving down my throat to join the portion I had swallowed earlier and give me a bellyful of baby juice. I leaned back, satisfied; then, unexpectedly, I let out a most unladylike, come-flavored burp. We both laughed at that. Then, Brad did something totally unexpected. He motioned to me to stand up. When I did, he put his hands around me, grabbed my butt, and pulled me towards him. He kissed my bulge through my panties, and slid the top of them down a little bit so that my own thing was poking out. Without further adieu, he leaned forward, opened his mouth, and put it in! He moved his head back and forth a few times. I was so excited, that before I knew it, I shot my load into his mouth! He swallowed it in turn. "You are really something special," he said, lifting my panties back over my now shrinking cock. "This was the greatest night of my life," I said, truthfully. Brad told me to get onto the bed with him. He lay down on his side, and I got onto the bed and lay down. He turned me to face him, and pulled me to within a few inches of him. He put his face to mine and gave me a soft kiss, and then another. Our mouths opened and our tongues met, sliding as we swapped spit. After about ten minutes of lazily sliding our tongues in and out of each other's mouth, Brad began running his hand up and down my legs, sliding his fingers between my garter straps and legs for a while, then moving up to play with my ass cheeks. He slid his index finger into the top of the cleft of my cheeks, and lightly traced his way down to my butthole. He softly tickled the tender flesh around my hole, and started telling me again how pretty I was and how I had been the perfect date. I told him again that he had been a perfect gentleman, and then I didn't say any more. He kept rubbing the sensitive area around my hole. I just lay there, softly kissing him while enjoying the sensation of a man playing with my asshole. After a few minutes, he pulled his hand away and spat into it. A minute later, his warm and now slippery finger returned to my hole. He continued to play with my hole, going back and forth over and around it, but once or twice, he paused and seemed to just flirt with sticking the tip of his finger in. Then, he ran his whole finger along my crack. He pulled his hand away, to get more spit; when he returned, he slid his finger up my crack to the hole. After pausing for a second, he slid it in slowly up about his knuckle; then after another short pause, he slowly slid it further up to the hilt. He began sliding it gently in and out of my ass. I let out a soft moan of appreciation. Brad asked me how it felt, and I told him it felt great. Again, taking some initiative, I told him that I could imagine something else that would feel even better in there, and I softly tugged at his dick, which was again rock hard. Brad said that that was what he wanted to hear. He pulled out his finger and told me to get up on my hands and knees. I quickly obliged, and he got up on his knees behind me. Now, instead, of his finger, he began sliding his cock along my crack, getting it lubed up. He took another big handful of his spit, and oiled up his cock with it. Then, he placed the tip on my asshole, and rubbed it back and forth. It felt so good, but I couldn't wait any longer to be filled up with that fat cock. I told him I wanted his dick up my ass, but to slide it in slowly, so that I could enjoy each inch. Brad gave a slight push, and the head went in. After a pause, he shoved again, and his dick went in another inch. He asked me how it felt, and I told him it was fantastic. After a minute, he slid it all the way in. He was now balls deep in my asshole, and I was panting again, now with the excitement and nervousness of being fucked by a big sexy man! Brad began slowly sliding his cock in and out, but after a few thrusts, picked up his rhythm. I told him how good his cock felt in my ass, and tried to move back to meet his thrusts. I even gave him a little side to side maneuver, to heighten his pleasure (and mine). His animal instincts took over again, but I didn't mind this time, because of all the sexy foreplay, and because he was giving me what I really wanted, a good tender fucking. Brad started fucking me almost mercilessly, while telling me what a hot piece of ass I was. I told him he was right, that my ass was his from now on, and I wanted his cock up there all the time. Brad had been panting, and then he stopped; I realized he was near coming again, and was holding his breath. He pulled back until just the tip of his cock was in my ass; then he shoved it in deeper than it had ever been, and I felt it explode up my ass like a hose, and I let out a scream of joy. He shot jet after jet of his come into my rectum, and then collapsed on my back with a grunt. After a couple of seconds, his cock began to shrink, and inevitably, slowly withdrew from my now gaping hole. A little bit of come dribbled out of my ass, but some of it was shot so far up it would probably take a week to come out. Brad lay down on his back, and I on mine, as we both got our breath back. "So, what are you doing next weekend?" he asked. "Sucking your cock," I replied, bending over to give him a big kiss. Brad asked me to stay the night, but I decided against it, afraid that I would wake up with some stubble and spoil the illusion. I got up a little while later, got dressed, and went down the elevator to my own room, with come sloshing around in my tummy and bottom. I got to my room, changed to a sexy nightie, and went to bed. While I fell into a deep sleep, I did wake up at about 3:00 in the morning, with the evening's events playing in my had. I found that I had a raging hardon thinking about the pleasure we had given each other, and I jerked off, shooting wildly into the sheets. After a few minutes, I fell back into a satisfied sleep. I woke up in the morning, and after a minute, realized where I was. My slightly sore asshole reminded me of what had happened last night. I dragged myself into the bathroom and began removing what remained of my makeup. I stripped off my nightie and showered. I realized that I wouldn't be able to get rid of the perfume smell, which I had really splashed on; it would just have to evaporate on its own. I went down to check out, and the desk clerk gave me a funny look, probably smelling the perfume; or perhaps my friend from my previous visit had mentioned me. I got into my car for the drive home; there was no sign of Brad anywhere. When I got home, trouble in the form of my wife was there waiting for me. She smelled the perfume right away. "My, don't you smell nice," she said. "What was her name?" "I don't know what you're talking about," I said, semitruthfully. She then looked a little closer at my face, and saw a couple of smudges of eyeliner I had missed. Being no dummy, she realized that I had been using makeup. "Well, maybe I'm on the wrong track," she said. "Why don't I help you unpack?" She grabbed my suitcase and opened it up; out fell my lingerie, shoes, and cocktail dress. She grabbed the items, one by one, and held them up, making comments like "Oh, isn't this darling" and "This color is so you." Although there was a semicomical aspect to this, it ended when she picked up the panties I had worn, which I had neglected to rinse out. There was a come stain in the back, where some of Brad's come had leaked out of my ass. When she saw that, she said, "Is this what it looks like?" I said, looking down at the floor, "I guess it's what you think it is." "So, let's see, you had this little costume on while you were with a man? Oh, and apparently, he didn't even wear a rubber?" She picked up the shoes and held them by the ankle straps up to my face, saying "Don't tell me you had these on too while he was fucking you." At that point, I tried to regain a little bit of dignity, and said, "Yeah, well, I tried to tell you that's what men like, but you would never dress up like that, so I put my knowledge of what men like to good use." Needless to say, this enraged her further. She threw the shoes on the floor and ran up the stairs. After a few minutes, I followed her and tried to explain that I was sorry and hadn't mean to insult her. I said that even though I had been with a man, I still had feelings for her. "I thought you could get this out of your system just trying things on once in a while at home. No, now you're going out and getting fucked up the ass by some man you probably picked up in a bar" (bingo). "Please, just let me explain," I said. "No, that's okay, I think I've got the whole story. Just leave me alone. You can sleep on the sofa if you want to stay here tonight." I slept on the sofa that night, fitfully. In the morning, Ann came down and sat on the edge of the sofa. She had obviously calmed down quite a bit, but what she had to say didn't cheer me up too much. Basically she said that she had thoughts things over, and that she didn't need a girlfriend. She needed a husband, and one that was a real man, and so she said that I should leave as soon as I could sort out an apartment. The next day, I found an apartment, put down a deposit, and left. I got a nice queen size bed, and my apartment has lots of room for my growing wardrobe. Brad has been over a few times. I think things are getting serious.