Living The High (heel) Life Part 3 free porn video

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Chapter 1 The breakup had been completely unexpected. Chris had made reservations for a late summer romantic weekend getaway to a quaint bed and breakfast. His plans seemed to be going great until at the last minute Erica called and told him that she couldn't go. Chris had been disappointed, they had been going out for almost eight years now. In fact it was just short of their anniversary, that day in college when Chris had finally gotten up the courage to tell Erica how he felt. The fact that Erica didn't want to see him all weekend was another sign that something had gone wrong, and when she said that she wanted the weekend to think and that they would talk on Monday, Chris feared the end was near. The inevitable talk confirmed Chris' fears. Erica and he were finished as a couple. Chris was despondent for the next few weeks. He tried to make sense of why the only girl that he had ever loved had broken up with him. After university, him and his sister Jessica, had moved into the big city together, and they had lived together since. Was this maybe because he hadn't committed and taken the net step to move in together? Possibly, but it had never come up before in their relationship. Since graduating law school he had been logging a lot of hours at his new firm. So maybe she didn't think he was there working and maybe having an affair? That also seemed unlikely. They kept in contact and he talked to her every day, even when he couldn't see her. She must have known he was still completely in love with her. No answer came to him and so Chris moped around for the next month completely immersing himself in his work, despondent and depressed. Jess was equally surprised by Erica's decision. She had gotten to know her quite well over the previous 8 years and regarded her as a sister, so the absence was noticeable to her too. Still she wasn't so concerned with Erica as she was with Chris. She wanted to spend some time with him and make sure he was ok, but she was always busy at the moment as well. Jess and Chris had finished their undergraduate degrees at the same time and while he had stuck around for another two years to do law school, she had moved into the big city to find something in her area of study, fine arts. At first she had been completely unsuccessful, there was not much work for unestablished artists like herself. Finally one night after many months of scraping by she met a couple of gay men at a coffee shop. Daniel and Franklin were both in their early 40s and had been together for a long time. They also owned a gallery and they were always looking for somebody who could help them with a keen eye for art to find talented artists for exhibitions. They decided to give Jessica a try. They had immediately loved her fashion sense and after introducing her to their friends they recognized her ability to work a crowd and her magnetic personality. So Jessica soon became a junior partner in their gallery and loved every moment of it. A year and a half later they told Jessica that they were semi-retiring and that they wanted Jessica to take over the day-to-day control of the gallery, and of course she had accepted. This had happened only a few days before Erica had broken the bad news to Chris. So now Jess was busier than ever and Chris was heartbroken. She felt bad but she knew he would get through it all right, and this was her big break anyway. Chapter 2 It was not until a couple of weekend later that the two of them got to spend any time together. Chris had been working late at nights and Jess had to balance her gallery work with the social aspect which came with the job, which often meant busy weekends. So the two of them had made plans to spend a Saturday together. They hadn't any real plans, only they had decided just to relax from their usually busy lives. Jess had woken up early and made breakfast for the two of them. Chris woke up to the smell of Jess' French Toast and immediately felt like he was in a better mood. He headed to the kitchen to meet her, and he thought to himself how lucky he was to have a sister that loved him so much. After breakfast the two of them made their way into the living room just to talk and catch up while they read the paper. As usual Jess went straight for the Style section. Saturday was the only day that the paper put out a special section dedicated to style and Jess always read it with interest. Usually the section also featured some other related fields of interest and she had actually gotten some good leads by reading some of the information there. While the two of them still didn't have any plans, Chris grabbed the Events section. Although they lived in a big city, the two of them often couldn't find anything which interested them. There was always something on at one of the many museums in town, but Jess had usually been already for some function or other. Chris looked up for later in the evening to see if there was anything worth doing, a concert, or a show, but he wasn't seeing much. It was still hard for him to get interested in anything. Although he liked spending time with Jess today he still missed Erica and still couldn't figure out what had gone wrong. Abruptly the phone range, breaking the silence. It was right beside Chris so he picked up. It was Daniel so he handed the phone over to Jessica. Jess talked with him for a few minutes. She seemed to be sort of interested in something and Chris worried that their day together was evaporating right before his eyes. When Jess was done Chris asked her what was up, "So what's up, sis?" Jessica stared at him a moment as though she was thinking of how to break some bad news to him. "Well you know how my bosses like to have a costume party every year for Halloween? Well they always have a theme, right? Like last year was party animals, and everyone was supposed to show up dressed like an animal. Well they decided on a theme for this year and they are inviting people today." Chris was happy to see that their day together was still intact, "...and so what is the theme this year then?" Jessica looked at him again, again like she didn't know what to say, "Well this one takes us back a bit Chris. They said the theme this year is Crossing Over. Basically men go as women and women as men." Chris figured out why Jessica had been a little hesitant. Since his high school and early college days, Chris hadn't dressed as a woman, and his female persona, Christine had remained unused since before he had gotten together with Erica. Jessica had always been a little squeamish in talking about Christine to Chris. After all in Christine's last time out she could have been raped and because Jessica had been involved she had always felt guilty about the incident. Chris too also never really spoke about it. In all his years together with Erica he never desired to be Christine again. His last experience of femininity had left him with a newfound respect for the ways in which women are treated. He was sure that the lessons that he had learned as Christine had helped him greatly when it came to his relationship with Erica. But as far as he was concerned Christine was a part of his past. "So you are going to pull a Marlene Dietrich and go dressed as a man?" Chris asked. "Hmm, yeah Marlene, she's a real icon, that would be cool to copy that. But I would need a date. And I don't know who I could ask on such notice that would actually want to go with me." Jessica had never really stopped her wild ways since she had become popular in university. She had by the age of only 26 already slept with close to 100 different guys and although finding a date was never hard, Chris didn't imagine she would find a guy from her usual group that would be interested in a party like this. "I could be your date," Chris blurted out without really thinking about what he was saying. "Really? You would want to bring Christine out of retirement?" But now that she put it like that Chris wasn't so sure. He didn't know why he offered to do that, dressing up like a woman wasn't really a big deal for him, he had done it lots before and even though the last time he had done it was 8 years ago it was probably still second nature to him. Still he knew he really didn't feel any attraction to men and so that wasn't what was motivating him. Still at the moment his social life sucked. The only girl that he knew well had just dumped him. He spent very little time away from work and his co- workers were just that. He rarely spent time with them other than working on cases together. Still Christine was someone he had planned to always leave in his past. His last night as her had been very unpleasant and so he wanted to leave her as she was. "I guess you're right Jess, maybe I don't want to be Christine again ... but how about Kirsten?" Jess' face lit up, "Are you serious? You want to go?" Chris looked back at her, "Of course it will be a fun time and maybe I will meet some nice girl dressed up like a man." Chapter 3 With Chris' acceptance of her offer their plans for the day were set. They needed to find Jess a tux and Chris needed to find himself a dress. Jess was still getting some financial stability, something which Chris didn't really have any problems with. He had been working so much overtime at an already well paying job that he had more money than he knew what to do with right now. With his money not being an issue he offered to buy all for the two of them, as a treat for Jessica. So the two of them headed off in the early afternoon to find themselves some clothes. They decided to get Jess set up first. Having both been shopping for women's clothes before they knew that that part of the shopping would take a bit more time. So they headed off to a haberdasher and went to work. Jess finally settled on a tuxedo with a top hat and cane. She figured the top hat would help to hide her hair and she liked the cane as an added touch of flair. She was sure a lot of girls would show up in hats, but still she was thinking of Marlene in her choices. The haberdasher had his tailor size up Jessica and the tailor tried as best to make the suit hide Jessica's femininity. Jessica decided on the name Joseph for the night and with his shopping done they moved on to Kirsten. Chris hadn't decided outright that this was going to be a one time thing, but he had no thoughts about prolonging it. Jessica had picked up a similar vibe from him, and so without actually saying anything they decided on the same course of action. Chris would need something simple, but sexy. When as Christine he had been able to pull off the illusion of a female quite easily, he still probably could. He hadn't ever really filled out, he was still more or less the same size as he was back then and so Jessica suggested a little black dress. Chris agreed that it was a good idea and so the two of them made a list of things that they would need. The dress of course, some pantyhose or tights, some black high heeled shoes, and a bra and panties. They decided buying the underwear first was a good idea. Chris would be able to wear the panties and bra underneath his clothes and he would be able to get a better feel for the dresses this way. The two of them stopped into a high end lingerie shop. They perused the selection for a few minutes. It immediately dawned upon Chris that price had always been a concern before but wasn't so much now, and he thought if he was going to do this he wanted to be the best looking woman in the room. So as Jess was browsing he made his way over to the corsets and had a look around. A corset was one thing which he had never had, and in addition to everything else, if this was going to be his last experience as a woman then he might as well go all out. So after Jess found him the two of them set to finding a corset in his size. After a bit of looking around they found a perfect one. It was black and strapless and otherwise looked like an average corset. Even though he wasn't very excited about this whole idea, he still like the idea of this. And so after talking to one of the clerks and finding a set of matching thong panties, Chris was led into a private change room, where he could change without shocking some poor woman. So as he got dressed again he noticed his pants were quite loose. The corset was having its desired effect. He felt like he had curves now that he had never had and so as the two of them set off again to continue shopping, he already felt more feminized. It was a weird experience for him. He had never really done half and half like now except in the early days when he had been Jess' little experiment. So as he walked down the street with the thong riding inside his ass cheeks he felt strange knowing that he was still a man on the outside but was becoming a woman from the inside out, or so it felt. They next stopped into a dress store. Chris had forgotten how hard it was to find something as undescriptive and unimaginative as a little black dress. Finally by their seventh dress they both found one that they agreed on. Chris remembered what was necessary to create the illusion of breasts and exactly how the material had to sit for it to work. So he had chosen a V-neck dress with short sleeves, with a hemline at about his mid thigh. With the most difficult purchase out of the way they moved on to some shoes. Again the usual drama unfolded, more so because they couldn't really try shoes on in front of others. Still after a few pairs Chris decided on a pair of black stiletto pumps, at his previous preferred height of 5 inches. A quick stop into a hosiery boutique produced some expensive European thigh high stockings, and with that their day of shopping was complete. Chris was still missing a few things to make his outfit complete, all the jewelry and makeup, not to mention a wig and breast forms but for now his shopping was complete. Chapter 4 With their day together spent, Chris and Jess went back to their regular routines. It was three weeks until the party and after having immersed himself in his work again Chris had almost forgotten about his obligations as Jess' date. Still everything which he needed had been arranged. The necessary clothes had already been bought and a quick search online turned up a perfect wig and breast forms. Again unlike previously he went with the best he could find. The whole night was now costing him over two thousand dollars, but he didn't feel like going to this party without making a good effort. He also found a beautiful pair of hoop earrings. Previously all his earrings had been the cheap metal knockoffs, but now he had found a nice solid gold pair. They were big like he used to like them. Anyway certain things hadn't changed, he could pull the look off, but he still needed everything in place in order to make sure that the illusion worked, and the bigg hoop earrings were necessary for the illusion of his femininity. He and Jess had agreed to mark off the Friday night before the party and Saturday itself to get ready. Jess' preparations were of little consequence, she mostly just needed to put her clothes on. In fact without makeup or the usual stuff she would be done quite a bit earlier than usual. Chris on the other hand would need a lot of help, everything from hair to nails to makeup. So on the Friday night Chris drew himself a bath and set to ridding his body of hair. He was used to the scraggly feel of hair on his legs and chest. And so after getting out of the shower he felt smooth again like he had only as when he had been Christine. He went out to see Jess and she put some cotton balls between his toes and painted the bright red that he had chosen to match his lipstick. While those dried Jess started to work on Chris' fingernails. While he had thought about getting acrylic nails, he had decided against it because they are often such a pain to get off. In their place he had just chosen some regular press-on nails. He was only going for one night after all, although they were not that reliable and might bend of break, they were really the only option other than going with short nails, which in itself wasn't an option because it would ruin the illusion. Now with nails firmly in place, Jess started painting those two. Chris remembered one of the reasons why he had become Christine in the first place, It was to spend time with Jess and bond with her a little. In fact he couldn't remember spending time like this with her since they had been in high school together. If nothing else this little experience was bringing them closer together again. With his nails done and body shaved, Chris was done for the night. Most of the work would take place on Saturday. When Chris woke up he had to do a double take. It had been a while since he woke up in such a state. He was used to waking up as a man and yet here he was, still a man but definitely with some feminine touches. He and Jess just took it easy most of the day. They party was going to start at 730 at Jess' gallery and so they figured on a slow day up until then. Still Chris didn't want to stay inside all day, but then again his nails would look strange if he dressed as usual. He went to the living room where he found Jess awake before him, as usual for a weekend "You want to go out for a coffee?" he asked. "Uh sure, but what about your nails?" she asked. Chris had already thought of his answer, "Maybe you could lend me a pair of jeans, a t-shirt and a bra. Anyway it maybe wouldn't be a bad idea to get used to walking in heels before we leave later." Jess too thought it was a good idea. The two of them started to get ready. Chris was going to have push his hoop earrings through his old piercings anyway, so he figured he might as well do it now so that his ears didn't look inflamed later. Jess came back and produced not a pair of jeans and a t-shirt but instead a casual blouse with a skirt. It might be better she reasoned, make him feel more feminine. This idea of coffee was turning into a drawn out affair. Now instead of waiting until later Chris was going to have get some makeup on and his hair ready now. He already had in his breast forms, and the little contraption designed to simulate cleavage. So around noon after a couple of hours of getting ready the two girls headed out to the nearby coffeeshop to sit on the patio and enjoy a nice fall day. Jess was a little surprised. Chris, now Kirsten, still hadn't lost it. She was every bit as feminine as she had been as Christine. With this transformation complete in some casual clothes, Jess was sure that Kirsten would be the sweetheart of the party tonight. In fact Jess started to wonder how many people would mistake her for a natural woman and assume that she hadn't gotten the message about the theme of the party. As the two of them sat and talked, Chris worked to bring back his Christine voice. It drew some puzzled looks from others around them, but it was all in the interest of completing the illusion. After sitting for a couple of hours the two of them headed back to the apartment. They still had a couple of hours before they had to get ready, but Chris had chosen wisely by breaking in his shoes. Already his feet were a little sore and a little rest before the night would do them so good. When the time came Chris wiped clean his face of makeup, much of which had been taken from Jessica's plentiful collection and then started putting on his own stuff that he had spent so much money buying. Before as Christine he had never really needed to shave before going into feminine mode but now it was necessary but just barely. Even now he could go four of five days without shaving before it looked like he had any facial hair. He had already shaved once this morning and even though he could easily get away with it, he decided to be thorough and shave again. Anyway a part of him enjoyed seeing his hands with long fingernails holding razor to his face covered in shaving cream. With his face shaved Chris moved onto his eyebrows. He didn't want to make anything to obvious that someone at work might mention something but with a little bit of care he created a very feminine look for himself. Next came the actual makeup and he started with some foundation and concealer. Even though he hadn't touched these things in nearly a decade he still remembered all the tricks for applying them. Next he moved on to his lips. First he penciled in the edges with his lip liner and then he filled in the rest with his bright red lipstick. His false eyelashes were always a problem, so he went and enlisted Jess' help. After a bit of finagling they were properly in place and after some mascara all that was left was creating a sexy evening look for the eyes. Using some black eyeliner and dark blue eye shadow created the perfect smokey appearance. There was no denying it after finishing the face, Chris was gone and Kirsten was in for the night. By the time she was out of the bathroom Joseph was also almost dressed. Jessica had not gone to any great pains to disguise herself. She looked good but was still obviously a woman in a tuxedo. She helped Kirsten into her final preparations. She needed help with the corset to get it back on because it was hard to manipulate the clasps with her long fingernails. After that was done she needed to fix her breasts and to zip up the dress. Kirsten put on her tights and shoes. Joseph helped her with her wig and then the two were ready to go. Kirsten borrowed one of Jess' purses and an evening jacket. The two stopped to have a look in the mirror before leaving. They were usually about the same height, but Kirsten with the five inch stilettos now towered over Joseph. Joseph looked the part, but one thing was clear with Kirsten - Christine had been the girl, Kirsten was the woman. Chapter 5 As they exited the cab outside of the gallery, Kirsten felt a sense of excitement come over her. This was a real first for her. She had been out in public before of course, but never to such an event. At most before she had to fool two or three people at a time, now an entire group would hopefully fall prey to the illusion. At the same time it was reassuring that most people would not judge her here. Even if they knew she was really a man, which most would suspect anyway, this was the perfect crowd and the perfect place to be caught. It was still early in the evening, Joseph had to be one of the first ones there to help to greet people and so when they arrived, the only other two people there were Danielle and Francine, usually Daniel and Franklin. They had done a fair job of impersonating. They were gay and had the right fashion sense to know what belonged where but still they didn't have the basic physiological needs to look so convincing. They were delighted to see Joseph but were blown away by Kirsten, so much so that that couldn't believe it was really Chris underneath it all. Kirsten made her way to the bar to get the ball rolling. As a young urban woman she felt like a cosmopolitan would be the best drink, and so then ordered one and then a second before anyone else had shown up. On the whole most of the people who had come had put a bit of effort into their transformations but only a few as much as Kirsten. It was invariably these few other women that drew Kirsten's attention. Two of them Brianna and Allison were a gay couple who often went out in drag. They had been required to tone down their flamboyance a tad to fit in here, but they still knew what to put where and how to walk in heels. A lot of the other women there were not so lucky. Another woman that had pulled it off perfectly was Kelly. This was actually her real male name as well, and she was married to a hairdresser that the owners knew. She had insisted on a full makeover for her husband, who now was sporting a perfect blonde wig, with some dangle earrings and a red dress. Although he looked the part, the voice and the walking were all off. Still Brianna, Allison and Kirsten took her under their wings for the night. Most of the others weren't very convincing. A few couples hadn't decided to switch things up, and quite a few women got compliments for their transformation, before explaining that they hadn't transformed. The men too were a pretty conspicuous crowd. They had all come similarly dressed in tuxedos, though not many had followed Joseph's lead with the top hat and cane. Most just tied their hair back and hid it down their backs. The night was turning out to be quite a lot of fun. As the drinks kept flowing everyone's spirits got to be happier and the gender lines weren't so obvious. It was while drinking her fifth or sixth cosmo that Kirsten recognized a familiar voice. It took her a second to place it because she was already feeling the alcohol. It wasn't Joseph, Kirsten had just been talking to him and he had had to go downstairs for a minute. No it wasn't him, it was someone familiar. Erica! It was her voice. She was here? It didn't make any sense, as far as she knew Erica didn't know anybody from this crowd. Kirsten was conflicted right away, should she find Erica or just let her be. A piece of her heart still missed her greatly, but meeting like this again was not necessarily going to solve anything. Kirsten thought just to play it cool for now and if they talked then so be it. Just then Joseph came back. "What's wrong Kirsten? You OK?" he asked. "Uh yeah, but Erica is here." Kirsten replied. "Oh so that was her!" he replied back, "I was sure I saw her, well him I guess tonight on the way in, I was a little confused, but Danielle said she had gotten an invite. I meant to tell you but it slipped my mind. Are you going to be all right?" Kirsten thought for a moment, she liked when her older sister acted like the older of the two and tried to care of her younger sibling, and she loved her for it, but right now he was feeling a little conflicted. Eventually the alcohol talked "Ah well, we are all here for fun, right? Let's just see what happens." So Kirsten went on hanging out with Brianna, Allison and Kelly, pretending to flirt back with the men that were flirting with her. It was all in good fun and everyone was playing their part, but after hearing Erica's voice it seemed to be following Kirsten everywhere. Inevitably the two met face to face. Erica was easily discernable, like most of the other men there she was not very convincing in her attire. It took her a moment to recognize Chris under Kirsten. "Oh my god, Chris?" she said. "Yeah Eric" as Kirsten guessed at his name, "but it is Kirsten tonight. Can I talk to you for a minute alone?" The properly identified Eric looked surprised, but replied "Yeah of course." The two ducked into a small passageway. They hadn't talked since the breakup. Eric said she looked amazing. It was weird for Kirsten in a way, she was used to being a couple of inches taller than Eric but now it was more like half a foot with the heels on. Nonetheless Kirsten thanked her for the compliment. She asked how he was doing. Eric said he had been doing pretty well, he still loved Kirsten but there was something missing in their relationship. Kirsten asked what it was but Eric wouldn't answer except to say if he wasn't sure before tonight, that he was now. This was too much for Kirsten. She stormed off and Eric let her go. She was straight to the bar for another drink. Talking with Eric had not been a good idea. Before she had been enjoying the night and now it was ruined. Kirsten sat down and ordered a double. She sat for a minute thinking and then figured she would go find her girlfriends and talk with them for a little bit longer before heading home early. But when she stood up her mind and body had different ideas. Her mind which was going to go find her new friends didn't get the message right to her body, and as she stood up her feet fell from underneath her. It was mostly the alcohol's fault but also was the fact that she hadn't worn heels in such a long time, and never in such a condition. Some man, eager to play along with the role, immediately got up and helped Kirsten from the floor. Kirsten looked up at his face. He was one of the better disguised one's here, but she still saw through the illusion in a couple of seconds. She flashed him a smile of thanks and then stood up. Anyway whoever this girl was underneath was lucky. Chris usually stood at five and a half feet and with his heels he was nearly up to six, but this girl was still a little bit taller than him. His male reflex kicked in and he mentally undressed this guy to see the woman underneath. Not bad he thought. She must have long sexy legs to be so tall. Anyway maybe the night wouldn't be a total loss after all. Maybe she would go tell her friends that she had met someone interesting. She said thanks and walked away, and took careful note to realize where he was standing. He had planted himself at the bar and was staying there at least momentarily. Kirsten went to her new friends and begged off for the evening, more important goals now lay ahead. If she had sex with this girl tonight, getting over Erica would be a lot easier. They bade him farewell for the evening as they told him to keep in touch with them. He gave them his cell number and email address and made his way back to the bar. On his way he ran into Joseph. "Can't talk long now, I met a tall drink of water over by the bar, and I might be going home with him, or her, you know" Joseph looked over to the bar. "Oh yeah I saw him come in earlier, I don't know who he came with, but yeah, good luck. He is pretty well disguised but I can see what you are thinking. Looks like a hot girl lies waiting underneath. Anyway I might be in with one of my own later anyway, I met this hot chick who I think is into me." "All right bro," Kirsten replied in a role reversal that would probably only ever happen this night, "I will see you in the morning then, or afternoon, whenever we get up." "OK have fun, good night." With that Kirsten was cleared to enter into full flirting mode. She sat down next to this new guy. A bit of small talk revealed his name to be Heinrich. He was visiting from the Netherlands and was invited last moment he said. As the alcohol wore more and more on Kirsten's system she crossed her legs towards him to show a lot of leg and just a touch of lace at the top. She was smitten, whoever this woman underneath this whole ensemble was, Kirsten was sure he would be having sex with her before the night was over. After a few more minutes of small talk Kirsten leaned over and whispered in Heinrich's ear that she wanted him to come home with her. Heinrich clearly had had the same idea too, and after a couple of minutes they were both in the cab, speeding away to Kirsten's bed. Chapter 6 The cab ride had been hot. All the while they were making out in the back of the cab. The driver appeared somewhat annoyed, but they left a nice tip on the way out and he wished them a god night. As they headed upstairs Heinrich reached all the way up Kirsten's dress and started massaging him through his panties. This gender switch was pretty amazing for Kirsten. He never thought he would be sleeping with a man again, and this tonight was probably as close as she would ever get again. It seemed as if the game was passing though. By rubbing his cock, Heinrich was finally playing the part of the woman even though Kirsten was still acting her part. They fumbled their way into the apartment. Their first stop was the couch in the living room. Kirsten would have to hurry, Joseph said he might be along shortly, so Kirsten wanted to move this into the bedroom rather quickly. Still she pushed Heinrich to the couch and straddled him. She could feel herself getting hard as her panties were rubbing up beside the edge of his pants. He had his hands on her legs and was kissing the part of her breasts that looked real. Still all this playing around was over. She told Heinrich that she wanted him to fuck her and so he picked her up and carried her into the bedroom. Still Kirsten thought she would continue to play her role as woman, if only for a few seconds longer. Heinrich put her down, and in a movement which was not uncomfortable to her from all those years ago, she got down on her knees and opened up his pants, by her pretending to give him a blowjob breaking she was finally going break through the illusion. What she found there though surprised her. She hadn't actually been playing along well enough to have reached down there before, but now that she reached into his pants, she felt a penis there. She thought that he had gone above and beyond here. She knew that some lesbians wore prosthetic penises sometimes and so it wasn't so much of a shock, just surprise, that Heinrich, or whatever her real name was, was playing along so well. So Kirsten pulled his cock out of his pants and put it in her mouth. Immediately she knew that something was wrong. Her alcohol had been clouding her reasoning all night. She felt the warmth of his penis and knew that this was no woman underneath it all. Her mind did a quick double take of the events leading up to this point. When she was straddling him she was not feeling her own penis getting hard, rather his. When he said that he had gotten invited at the last moment it seemed unlikely in retrospect that anyone invited at the last minute would have had enough time to get a change of clothes. Despite her convictions she had a man's penis in her mouth, and she didn't know how to feel about it. This whole thought process happened faster than she could figure. She was having a moment of clarity in her drunkenness. Looking up she said "You're a man." Heinrich reacted with surprise "I thought you knew, I told you that back at the party." Kirsten was confused now, had he actually told her this? She couldn't remember everything which he had said, and with the combination of the alcohol and the noise she could see how she might have missed that. Anyway she had been ready to go, but now it looked like an all stop. She had lost her interest, the last time she swallowed a man's cum had been horrible for her. She was sure she didn't want to repeat it. "Look, I'm sorry, I thought you knew, I guess I will just go home, I didn't think I had a chance with a hot woman like you anyway." These last words brought over a change in Kirsten. She thought back to what she had thought before, Christine was the girl and now Kirsten was the woman. She looked over at herself in the mirror that was hanging in her room. She didn't see Chris looking back, she saw Kirsten. In that instant gone was the man that he had been with Erica and now as he stepped into full womanhood there was only one thing to do. He turned and shoved Heinrich to the bed. He was still undone and soon she had his hardness in her mouth. This would not be like her last time. She was going to enjoy this. She reached down with her long red fingernails and played with his balls. She wanted what was inside of them to be inside her. As she massaged his balls she started to work on his shaft with her lips. Her red nails paved the way for her mouth and as bobbed up and down on his penis she could see the lipstick which had been left behind. All the while her earrings were hitting against her neck and his upper thighs as a further reminder of what she was doing. And so now for the first time since before her first lover, Dave, had cheated on her, she was loving giving head to this man. She teased him slowly and deliberately. Just as she felt he was ready to get excited she would pull back, instead of fierce bobbing, he would go back to some light kissing and licking. She teased him a couple of times this way until she felt him harden and she knew it was time. He came in her mouth. She missed the taste and savoured it before swallowing. But she was not done, just like the old times, she wanted cum down her throat and in her ass before the night was over. As Heinrich came down from his climax she told him to lie on the bed while she went to freshen up. She reapplied her lipstick and found some of Jess' lube and applied it liberally around her asshole and inside. She wanted him inside. She was back into her room in a second. While Heinrich still lay there she reached down and started stroking him with her hand, getting him hard enough again to be inside her. When she knew he was ready she pushed her butt cheeks up against him. This was always the most painful part, and she let out a little whelp when he went inside her, but once inside she was in heaven. Like usual she remained fully clothed throughout. Heinrich gained access to her ass by pushing aside her panties. It was necessary for her to maintain the illusion. But now as Heinrich lay below her and was fucking her, she made a mental checklist of her femininity. Her eyelids felt the creases of her eyeshadow, her eyes themselves weighed down by her fake eyelashes, her lipstick smooth and silky as she licked her lips. Her hair and earrings followed the pulses come from Heinrich's cock, just as her fake breast bounced up and down. Her red fingernails rested on his bare chest for support and her legs were wrapped in sexy black tights. This thought was enough for her to cum inside her panties, just as Heinrich was climaxing. She felt him drop his second load of the night inside her, and the hot blast of liquid reinvigorated her temporarily, but by now the alcohol had finally caught up with her. Her last conscious moments this night were rolling off of Heinrich and passing out on her pillow, just as she heard Jess open the front door. Chapter 7 Just like she had predicted before she had parted from Jess the previous night she was not up until after noon. Neither of them were. Her first observation was that Heinrich was gone. She saw a note on the dresser, thanking her for an amazing night but that he had to catch a flight that day. When she made her way out to the living room she noticed that as usual Jess was up first, though from the looks of it not by much this time. Kirsten was still looking a little worse for wear. She had fallen asleep in her clothes and her pillowcase was now ruined from the makeup stains there. Also her ass bore the common pain associated with the day after a good fuck. Jess was a little surprised to still see her dressed as Kirsten. Except for the general disorderliness she looked the exact same as she had last night. She was even passable as woman after all that she had been through. The only thing missing from her outfit were here heels which lay waiting at the front door. Kirsten explained the situation to Jess. She told her exactly what had happened. Jess had never figured that this was going to be the outcome of the night, but in some far recess of her mind she was happy that Christine's last night all those years ago had been somewhat vindicated by the actions of Kirsten. Jess had herself scored with the woman she had brought home the previous night, who under it all was what was expected. 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3 years ago
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High Heel Fun at Dillards

When I have the time, I love to shoe shop at my local mall...the avenues in Jacksonville. I usually start off at the rack room store, they usually have my size and style...lol...erectability...I prefer 4-5” pumps, slingbacks or lately, wedges. I do my best work in 4” but the 5” are for pure lustfull bedroom fun...yum. Found my size but there was nothing of interest...frumpy and no cock stirrings...o well. I decided to try Dillard’s on my way out...it’s usually hit or miss...they were having a...

2 years ago
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Becoming Anthea

My name is Anthony and I am twenty-two years old. I have extra-long dark hair and darker eyes. I tie my hair into a ponytail and have a close trimmed beard. I look handsome and enjoy keeping myself in shape. I am a lucky guy as I have a very sexy girlfriend who is two years older than me. Zoe and I met at a mutual friend’s party and hit it off right away. She has short blonde hair and blue eyes. Her small beautiful mouth sits beneath a cute button nose. All in all, Zoe is a goddess and I love...

Crossdressing
4 years ago
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Theateril Auntyai Kaai Adithen

Hi friends, indru sex kathaiyil auntyai usar seithu eppadi matter adithen enbathai ungalidam pagirugiren. En peyar Seenu. Vayathu 21 aagugirathu. Naan ithu naal varai entha penaiyum sex seithathu kidaiyaathu. Naan engineering padithu varugiren, enathu nanbargal oru naal theaterku ennai azhaithaargal. Naangal neraga bar seithu saraku adithom, appozhuthu bagubali padam oodi kondu irunthathu. Naangal oru gramathil irukum theaterku sendru irunthom. Angu pothuvaga pengal athigam vara matargal,...

3 years ago
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Fully fashioned nylon stocking high heeled fun

I’ve been a ffnylon stocking lover/Pervert since I was of a much much much lower age of my 57 years now. Seeing my mother and Auntys & there friends in the most exquisite dark ffnylon stockings, wrinkles and high heels caused certain feelings in my Penis, it tingled and swelled as I looked at hints of stocking tops, dipping, sheer, shiny Nylon hypnosis calmed me. I loooooove ffnylon stocking high heeled kinky fun with the same, and it does happen sometimes............... My friend had asked...

2 years ago
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Thea Chapter Four

When the car with Jake in it became a dot on the horizon, Thea turned to go back in the house. Suddenly Floyd appeared. “Mrs. Thea, how you be?” Smiling, she knew immediately what he wanted. He had that look and a glance at his crotch confirmed it. The imprint of his cock was prominent as it pushed against the material. “Looks like everyone is gone.” Floyd said. His eyes looking out over the farm. “Yes, I am by myself for at least the next few days.” She replied in an...

3 years ago
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Thea and Sam

“Well, hell,” Thea said as she wiped the beads of perspiration from her face. “I guess ‘spring’ is here, huh?” “Yeah. It’s supposed to be cooler at higher elevation,” I replied. We took a few minutes in the shade by the rocks before rejoining our boyfriends. The four of us had driven up into the pass to hike. According to the weather report, the last coolness of a fading winter was supposed to continue through mid-week, but they were wrong. Actually, from our view from Eagle Point, where we’d...

1 year ago
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Motherless

Motherless.com! What an original name for a porn site, don't you think? The title doesn't fuck around: your mother would never allow you to watch the kind of filth they’ve got on tap. They pride themselves on being a moral-free zone for sick fucks, where you can find damn near anything. I’m talking about desperate chicks fucking anything that resembles a dick and crazy bitches literally eating shit. When you’re done fapping to the weird vids, you can even find "normal" porno to pass the time....

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1 year ago
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Motherless Interracial

Ah, motherless, here we are again. A site known for offering such a variety, that no matter how fucked up your needs are, there is a high chance that you will fulfill them here. However, I am not here to blab about the site in general; I am here to talk about one particular category, interracial. As for those who want to know more about the site, there is a whole different review on my website instead.As for those who came here to learn more about that interracial lovemaking, I got your back....

Interracial Porn Sites
3 years ago
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Pauline The Slut Part 32 Therese Humiliates Pau

Therese looked at the scene before her. Her father and brother naked, her grandfather’s cock sticking out of his trousers and her grandmother eating her mother’s cunt, both of us naked. Beth with the camera, filming. “God, the slut is only in the door and she’s gone sex mad.” she said referring to me. She went and sat on the arm of her father’s chair putting her arm around him and kissing him on the cheek. My father was now hard again. He pushed my mother out of the way and started to fuck me...

3 years ago
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The BarlowsThea

Three months later, the sound of laughter made Thea Barton look up. The now twenty year -old blond-headed beauty was in the living room reading when she heard it. Recognizing the voice of Uncle Dan, she smiled as she waited to see whom he was going to be with. When the laughter grew louder, she smiled. Ah, yes! It was Irene, her now very good friend! Uncle Dan seemed to prefer her to the others. Her being married seemed to make no difference to all concerned parties. Thea smiled to herself,...

3 years ago
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THE MATURE HIGH HEELED TEACHER

The last four stories are ones that I wrote in High SchoolI was working for the school district going from door to door with another person taking a survey on school age k**s when my next adventure happened. I rang the doorbell and a guy answered, yelling to his mom that there was a guy at the door who wanted to borrow her for 3 or 4 hours. She came to the door and what a knockout. She was in her early forties, large breasts, nice legs, and a wonderful Mouth. We asked the normal questions...

2 years ago
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The United Kingdom of Zoo A fake BBC documentary seriesS10E17 Ashley Mathews 29 from Newcastle Northern Ireland

This week’s show begins with that same old rusty bedstead, and that same old dirty mattress. Pausing to take in the magnificent filthiness of it, then pulling back to reveal the bare concrete floor around it, and to take in the harsh lighting. And then we hear our guest of the week approaching, quick little footsteps ... Light clicks on the studio floor. We pan round to see what we’ve got this week and see a slight, pale, small-boobed lady walking in quick, short strides ... She’s not is a...

2 years ago
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Love Lust For My Aunt Bethesda Part 8211 1

Hi, guys. It’s been a long time on ISS. I was away from the city. I hope you did like my other two stories(true incidents) which I had written. This is the next encounter I had with my aunt who was all alone and needed a little love for her. Her name is Bethesda and lived her whole life alone after her husband married another woman. I do have a lust for her and want her so badly. She is 45 years old and looks bomb. She got a good voluptuous body and looks like a brunette. As for me, I’m six...

Incest

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