Erika's Adventures Part Six - At Wayne's Condo free porn video

All of my stories are complete fiction, all the characters and situations are also fiction. You should be at least 18 yrs of age to be reading this. Erika's adventure part five: I slept like a baby that night, I mean mind you I didn't get to sleep until three in the morning, but I slept in until 11am. Last night felt like a dream, I was reliving everything in my head, and I still can't believe I had a date with Wayne, and even more so, I can't believe I blew him. I mean, I figure that I would like to do it, after my first attempt years ago, I knew I wanted to give it a try again. In all of my fantasies that I have had about men when I am dressed as a woman, I always want to suck their cocks. I didn't feel ashamed of it, in fact i quite liked it, and according to Wayne i was good at it, but then again what guy is going to complain about getting a blow job. I'm really glad that Erika had the date experience last night, and it was as far as i wanted to go, I am not sure what I would have said if Wayne wanted to fuck me last night, I don't think I was ready so I am glad at how things worked out. Later that night I was online hoping that Wayne would chat me up, and he did, which made this girl happy. We talked about last night and how we both enjoyed it. He even made plans for us to meet again, but not for two weeks, as he had to go out of town this weekend. So it was a date. We chatted a couple more times during the week, especially after i found out that I did indeed by the condo he was building. I asked him if he had anything to do with it and he told me know, which I later found out was not the case, either way I had a new date and a new condo. The rest of the week went by pretty quickly, I was quite busy at work. On Friday I made plans for drinks with Jessica and some of my friends that I used to go to school with. Jessica was coming over to my place before hand, as I was going to take a look at her laptop, which she was having problems with. Jessica arrived a bit early to my place, which wasn't a big deal, but just as she arrived, my neighbour accross the hall, Miss. Richmond came out of her apartment and I could hear her smoke alarm going off, she asked me if I could fix it, which I have done several times in the past. Miss. Richmond loved to bake, but sometimes she loved to burn stuff, anyways I told Jessica to head in as I went into the other apartment to turn off the alarm. There wasn't really any smoke, and it took me less than a minute to turn off the alarm. Miss Richmond thanked me and I returned to my apartment, where Jessica was sitting with her laptop, I was just closing the door when Miss Richmond came knocking once again. She thanked me once again, and when she noticed Jessica sitting on my couch she remarked to Jessica that she was lucky to have a boyfriend like me, which made us laugh. Miss Richmond wanted to give me a bannana bread, so I followed her back to her apartment. As I was leaving Jessica asked me if she could check her email on my computer, and I told her sure. Once inside Miss Richmond's apartment, again, she handed me the banana bread, and was giving me very detailed instructions on how to warm it up, she also started to talk to me about how I was a lucky man to have a girlfriend so pretty. Finally after about five minutes, Miss Richmond's phone rang and I took the opportunity to get the heck out of there. I came back to my apartment, and I asked Jessica if she wanted a drink or something. Jessica then came out of my office and she looked like she just saw a ghost. I asked her what was wrong, and she said nothing. I knew Jessica pretty well and I knew something was wrong, so I asked her again. Finally she started to apologies for using my computer. I first thought that she crashed it or something, but then I started to panick, I thought, "oh shit, she was on my computer, did she find out about Erika." So I asked her what she was sorry about? She went on to ask me if that was me in the photos on the computer? Oh shit, i thought, I immediately told her i wasn't sure what she was talking about. "So that's not you dressed up as a woman in those photos?" she asked again. I took a deep breath and broke into tears, my secret was exposed, she saw my photos, how could I be so stupid. "Okay yes that is me, I'm so sorry you had to see that, I'm not sure what to say." as I sat down on the couch. Jessica obviously saw that I was upset, "You have nothing to be sorry about, I am really sorry that I saw the pics, I wasn't snooping around, they were on the screen, how long have you been doing this?" I went on to explain to her, almost everything, I told her about my dressing when I was younger and that I just got back to into. She wanted to know if this is why Emily and I broke up and I told her, that I didn't dress or even think about it while we dressed, and that the feelings just came back after our breakup. She wanted to know if I wanted to become a woman and I told her that at this point I didn't, and that I was happy just being a guy who likes to dress from time to time. We chatted for a bit, and it turned out that she was super cool with me dressing. I poured us both a glass of wine and we talked about my dressing and everything. Then Jessica asked me about the photo of me and Wayne. Well I was coming clean with her, and she did see the photo so why should I lie. I told her all about it, but I made her swear to not tell anyone. I told her how we started out by chatting and didn't know each other and I told her about our date last week. Now Jessica is a very open person and I knew she would be cool about my dressing and even cool about the fact that I am into guys, but of course she wanted to know all the details. So I told her all about our date and she was so blown away by it. Here is how our chat went: Jessica: I can't believe this, this is so wild, I mean the fact that you like to dress up is one thing but to be dating men, and to be dating Wayne, wow. Me: Well we are not really dating, we went out one time, and we have plans to see each other next week. Jessica: Well if you keep sucking his cock, especially on the first date, he will soon be your bf. I'm actually a bit jealous, I've always found him kinda hot, a bit too old for me but still pretty hot for an older dude. Me: Well I do like older guys, and he seems very nice and I was comfortable with him. Jessica: So does he have a big cock (is this how women actually talk to each other?) Me: He does have a pretty big cock. Jessica: Nice...I bet you had a sore jaw afterwards? Me: Ha ha...very funny, but yes, it was sore. Jessica: Well you now know how the rest of us girls feel. So did he try to fuck you? Me: No he didn't, and I initiated the blow job. Jessica: Good girl, but on your next date are you going to let him fuck you, if either one of you are into that? Me: I'm not sure, but if he wants to I would be happy to give it a try. Jessica: Wow, this is blowing me away, listen, don't worry your secret is safe with me, I just wished you told me sooner, I mean we can go shopping together and stuff. Me: Well I'm not exactly there yet. Anyways, I wasn't sure if I still wanted to go out tonight, but Jessica talked me into it, so we took off and met up with our friends. Jessica was very good about everything, and the night went off without any problems. At the end of the night, Jessica told me that she wanted to see me all dolled up, and I told her that I was planning on dressing up the next night, Saturday and if she wanted to stop by that would be cool. The next day I met Jessica at the gym and we took part in the class like usual, and we even met for coffee afterwards. Wayne wasn't at the gym as he was out of town. I told Jessica to come over to my place by 7pm, I told her that I would be dressed by then. That night I decided to dress someone casual, just like I would dress if I was hanging out with the girls. I wore a brown sweater dress, with black tights and knee high heeled boots. I did my usual makeup, but i went with pink lips. I also wore french manicure false nails, and of course I finished off my look with the necklace that Wayne gave me. When Jessica arrived she was very pleased with my look, she loved my boots and thought my necklace was great. I am not sure why but I kept my female voice when I chatted with her, it just felt more natural. Jessica was great, she gave me some simple makeup tips, which really made a lot of difference after her advice my makeup looked so much better and she even helped me with my walk and some of my girlie mannerisms. It turns out that we have the same size shoes so she was going to lend me some shoes if I liked, she said she would lend me clothes too but, even though I had lost weight, Jessica was still way too tiny for me to fit into her clothes. She took some photos of me and we went over some of my previous photos. In the photos that Wayne took of me, there were the photos of us kissing, but what Wayne didn't tell me is that he uploaded a dozen photos of his cock onto the USB key he gave to me. Anyways Jessica did see those as well, and when I tried to click away she convinced me to show me his cock. She loved his cock, we both talked about how big it was and how it had a really nice mushroom head. It was funny to talk to Jessica about what we like about cocks. We were having a good time and i was nice to be so open to her about my desire to be feminine. I told her I was going to email a photo to Wayne's phone that night. Jessica convinced me to take a photo of me holding some cookies I just baked, a perfect little house wife kinda photo. So we did, and it turned out really cute, and we send Wayne my photo. The rest of the night we talked about everything from fashion, to makeup, and to sex. The topic of anal sex came up and Jessica said that she had tried it twice and she didn't mind it but didn't love it as well. I told her that I did want to try it and that I have had fantasied about it. She asked me if I have tried a dildo before and I told her no, and she suggested that I should probably try that before having Wayne try to fuck me, she told me that I would need to use a lot of lube and that Wayne would have to go really slow, especially considering how big is penis was. Jessica had a good point, some of the other tgirls that I have chatted with online have talked about using a dildo to stretch myself out to make sex easier. So i decided to buy a dildo this week and to give it a try, just in case Wayne wanted to fuck me next weekend. Just then, Wayne sent back an email, he said he enjoyed the photos and that he couldn't wait to taste me cookies next weekend. He said he would like to cook me dinner next Saturday night at his place, at around 7pm. I didn't reply right away, and Jessica thought it was great. So just like two girls hanging out, we decided to pick out an outfit for me to wear next week on my date. Now I do not have a large collection of clothes but with Jessica's help we picked out a very cute outfit. We picked out a short black A-line skirt, just about my knee, with a glittery pink blouse covered by a small cardigan, and we would finish is off with a pair of silvery pink glittered four inch heels that Jessica was going to lend me. We both thought it was a very cute outfit, and Jessica commented to me that Wayne was so going to try to fuck me next week, which made us both laugh. Jessica and I hung out until about 2am and Jessica ended up crashing on my couch. The rest of the week went by quickly, I signed my final papers on the condo on the Wednesday and found out that I could move in to the condo in a month. I chatted online with Wayne a few times during the week, we always kept it clean, although a lot of our chat had a sexual tone to it. I wasn't sure if i was going to tell Wayne that Jessica new about us. Wayne and I actually saw each other at the gym on Thursday at lunch. This was the first time we saw each other face to face since our date. We chatted briefly and he smiled and told me he was looking forward to our date on Saturday night. I left the gym and decided to make a quick trip a local sex shop to look for a dildo. I did some research earlier in the week and pick out a store just on the other side of town. I didn't have much time as I had to get back to work. I was a bit nervous to go into the store, there were not many people in there, but there was pretty cute saleswoman at the cash, she smiled when I went in and I went to the back until I finally found the dildo section. They had a lot of dildos, some ridiculiously big ones and some very lifelike ones. I wasn't really sure what I should get, i was going to go with a smooth 8 inch dildo but I couldn't decide. Then the saleswoman came back to see if i needed any help. I told her i wasn't sure. She asked me if this was for me, and I shyly told her yes. She was completely cool with it, she asked me if I would be using this by myself or would my boyfriend be using it. I find it very funny that she asked if my "boyfriend" would be using it on me. I told her I was going to have sex with my boyfriend but it would be the first time. No one else was around so I wasn't that embarrassed. She asked me how big my boyfriend was and she suggested that I get a dildo smaller so that I could get use to that size and it would make it easier in the long run. She also suggested that I could get a butt plug, but I thought that was a bit weird. She also suggested that I go for a more realistic dildo because it would simulate the veins and the testicals of a real cock. I finally picked one out, paid for it and I was out of there. Later that night I tried out the dildo, and things did not go well, first of all I could barely get the dildo inside me, not even the tip, I kept trying but it hurt like hell. I was actually upset about it, and I ended up calling Jessica up and told her all about it. She said it just takes time to get used to it, and to use more lube. The next night was Friday, the night before my date. I tried the dildo again and this time i could get it in my ass but it still hurt like hell, and i used more lube, probably too much lube. I was still very disappointed, I mean I was going over to Wayne's tomorrow and if things got hot and heavy there was a good chance that Wayne would want sex. I wanted to have sex as well, and i wanted to make Wayne happy but what if I didn't like it or worse, if I couldn't go through with it. I tried not to think too much about it, and if they got to the place where we wanted to be intimate then we would take it from there, and if I didn't think I was ready I would tell Wayne that. It was now Saturday and I met Jessica at the gym in the morning. She was all smiles and we talked briefly about my date while we had coffee. I got home and I had a nap, then I made some homemade chocolate chip cookies that I would bring to Waynes. I packed up all my things, Jessica gave me her heels after the gym. I was heading out the door, I texted Wayne first to let him know I was on my way. So I arrived at Wayne's condo at around 6pm, he let me, and he gave me a hug, which seemed a bit awkward, but since I wasn't dressed as Erika I could understand, he was making an effort. Once again he took my coat, the place smelt amazing and I was quite hungry. He offered for me to change in the large washroom, the room I changed in last time or if I wanted to I could have changed in his ensuite. I wasn't really thinking about it but I just said the same room as last time would be great. Wayne carried my bags to the room and then brought me a water and a rum and diet coke just like last time. Now that i was thinking about it, perhaps he offered me his ensuite because he was planning on being intimate with me tonight and the ensuite may be more conveinent. Anyways I tried not to think about it because it was my favourite time, time to get all dolled up. So I popped on girlie music, this time it started with a little Katy Perry, wow would I like to switch with her. I had already shaved my legs and body that afternoon, so I just did a quick shave of my face, then I started with tucking, then put on my black panties, then bra and waist cincher, I didn't want to go to tight as the food smelt so good, I may pop this thing off later :) next was my nude stocking which I did up on the cincher's garter. Next i filled my bra with my water balloons, then put on my pink sparklie blouse, then my black skirt. I really love this shirt, it gave me a bit of cleavage plus it was shiny, and it matched my heels, what more could a girl ask for. Now I started on my makeup, i started with a good coverage of foundation, then i worked on my eyes, i was going for a smokey eye look, and Jessica's tips really seemed to help, now for some blush, I then took my wig out and brushed it. I wish I had a more realistic wig, but it was okay. Now I got the wig into a style I enjoyed, then I slipped on Jessica's heels, they fit really well, I remember her wearing these before and I thought they were so sexy, no I am wearing them, yeah me. Now I put on my earrings and my bracelet, and then my necklace that Wayne gave me. Next was my french manicured false nails, they were very sexy. Lastly i put on some pink lipstick with some shiny lip gloss and a dab of perfume and i was ready to go. I put my black silky cardigan over top and grabbed my purse and I took a good look in the mirror. I looked pretty good, and I felt great. My makeup was much better and I was definitely feeling like Erika when I looked into the mirror. I gave myself on last confidence speech, I knew this was our second date, I really enjoyed our first date, i knew that he may want to go further sexually tonight and I was prepared for it. With that I opened the door, and heading down the long hallway, clicking my heels as I went. Once again Wayne came out to meet me. Once he saw me he had a big smile on his face, I walked right up to him and I shyly said, "hi there." He grabbed my hand and pulled me close to him and gave me a kiss on the lips, just a quick kiss, then he gave me a big hug, which I just melted into his arms. He told me I looked amazing, that if possible i looked even better than last time. He then told me that dinner was almost ready and he brought us some drinks and we sat on the couch. Unlike the first time on our last date, we sat right beside each other, and once we sat, Wayne's arm was around my shoulder. We snuggled together like to teenagers. Wayne complimented me on my heels, I told him thanks and that I borrowed them from a friend, I probably shouldn't have said that but when he asked who I told him all about Jessica finding me out and helping me dress the next night, i also told him that Jessica knows about our previous date, I was trying to be honest with him. He didn't seem to be upset, which I thought he may have been. He was okay with it as long as she kept it a secret, which I think we both thought she could do. Dinner was now ready so we go up and headed to the dining room, Wayne held my hand along the way. Dinner was very nice, I had to admit I thought he was going to pop in a frozen lasagna and called it his own, but he made a very nice and delicious meal. We had a glazed chicken with roasted potatoes and side veggies. It was delicious, although I didn't eat too much because I was still a bit nervous about tonight. During dinner we had a nice chat about his work and we also talked about our lives as we grew up, I was really getting to know him and I was pretty comfortable talking with him. After dinner, Wayne brought out the homemade cookies that I made, he said they were delicious and that I would make the perfect little housewife, which I thought was very cute. After we were done, I offered to help him with the dishes, but he refused and told me to make myself comfortable in the living room. So I left the dining area and decided to use the washroom. I did need to go pee so like every good girl i sat down and had a pee, i mean why stand when you can sit. I then touched up my lips, making them look nice and shiny pink. As I exited the washroom and walked down the hall, I heard music playing. Once i reached the living room, Wayne was standing there and he had a Shania Twain slow song playing, I smiled at Wayne and he grabbed my hand and asked me to dance. I agreed and came happily into Wayne's open arms. Now I have never slow danced with a man before, I know I have fantasied about it, but I have never done it, have watch plenty of women do it so i was just going to follow Wayne's lead. It did feel good to be in his arms, he was so strong, i felt so small and so protected. He put his arms around the small of my back so that they were resting on the top of my ass, I wrapped my arms gently around his neck as we danced. The song was very romantic, and I liked Shania, I have always thought she was so beautiful. Wayne told me that I smelt fantastic as he held me tightly. I was very careful not to trip in my high heels. We chatted as we danced and as i was looking up at him. They he held me a bit tighter and moved his hands fully onto my ass, I had a girlish tingle throughout my body, I smiled at him, and then he kissed me. "Your ass is so tight, so hot," he whispered. There we were dancing in his living room, making out. His lips felt so good as I kissed him back. He was holding me so tight that I could feel his erection pressing into my tummy. He had me so turned on, I wanted him bad, I wanted his cock so bad. I moved my hands down from his neck and started to massage his hard cock from the outside of his pants. The whole time we were kissing. I couldn't take it any more I started to unzip his pants, i was going to suck his cock right there in the middle of the living room. As my french manicure nail tips grabbed his zipper, Wayne put his finger under my chin and made me look up at him, "thanks babe, but maybe we should move this into my bedroom." I smiled back at him and I agreed and then he grabbed my hand and led me down the long hall to his bedroom. I remember i was a bit wobbly on my heels as i was getting very nervous that we were heading to his bedroom. This was it, we were heading to his room, this is what I fantasied about but I was still very nervous, I didn't want to screw things up, I didn't want to disappoint him, I knew what he wanted but I just didn't know if I knew how to give it to him. Once we were at his room he told asked me if I wanted to get changed into something a bit more comfortable. I knew this was coming, and I was prepared for it, I had a very sexy slip I could put on. Before i headed to the washroom, Wayne grabbed me and held me tight and gave me a very passionate kiss, his tongue felt so warm in my mouth, and he was holding me so tight, if felt as if I was just melting into his strong arms. He broke off the kiss and I headed to the washroom. Okay so I am really about to do this, I mean I am going to have sex with a man, I mean a man was going to fuck me in the ass. This is what I want but damn I am still nervous. As I got undressed I figured in my head that if I did chicken out and not want to have anal sex, then we would be okay because I could at least suck his cock for him. I got changed, I took off most of my clothes, I left on my panties, stockings, and heels. I took off my cincher and bra, along with my "breast" I put the black silky slip on. I got the advice from some of the other tgirls that have chatted with, they gave me some advice on what they do when they are with men. Looking at the mirror as i fixed my makeup, I had to admit I looked pretty good, hell I'd want to fuck me. I gave myself a wink and I opened the door. Once I entered the bedroom, most of the lights were off but there was still some light on. I could see Wayne lying in the bed and he was completely naked. I smiled at him and gave him a shy, "hi there." He told me I looked great, and he told me to come join him. I got on the bed and I got on top of Wayne and he held me and we began to make out. He was already very hard at this point and it felt so great to be lying in bed with his naked body. Ever since I saw him naked in the shower I have wanted a moment like this and now it was happening. We wrapped our arms around each other as we kissed. I ran my hands through his hairy and very muscular chest as his hands were exploring my ass. He rolled on top of me and I had most of his body weight on top of mine, and this time I could really feel his cock poking into me. This made me feel so feminine, so girlie. He was kissing my neck, "oh Erika, you smile so good, just like a woman should smell, you have me very turned on." I replied while grabbing for his throbbing member, "I can tell you are turned on, I love it that I can turn you on, and make your big dick so hard." With that he smiled at me and rolled me on top of him so that he was lying on his back and I was lying on top of him facing the ceiling, all the time he was kissing my neck. In this position i could feel his erection right under my ass, and I liked it as I grinded my ass on his crotch. With his right hand he lifted up my slip and started to feel me up on top of my panties. "Oh baby, your little clit feels so fucking good, I can't believe how good of a tuck you got going on down there, you are so smooth," as he explored my pantied crotch with his strong hand. I was trying to play it cool, but I let out the loudest moan, which of course only encouraged him, but I did like it as I was still grinding my ass on top of his cock. "Oh i love the way you are moving that tight little ass of yours, fuck you are one hot little sissy, you are just a natural the way you are grinding my cock Erika," Wayne whispered to me. He had never called me a sissy before, I didn't really mind it, after all I was a sissy, I mean, I was over at a man's house, dressed up as a woman, with the makeup, heels, lingerie, and I was lying naked with a man, so who was I to argue when he called me a sissy. He then moved his hand off of my panties and now he put both his hands on my hips and he started to pull my ass hard down on his crotch, he felt like he was practically fucking me with my panties on. I liked it, I liked how Wayne knew what wanted and went for it, and I was in the passive mode and always waited for him to make the first move, but I wasn't sure i was ready right then for him to fuck me, so I rolled over and straddled him and gave his a kiss, we kissed passionately for a moment then I made my way down Wayne's muscular body. I started with the neck, then I kissed his strong chest, then I licked and kissed his stomach, now i was face to face with his cock. I started to kiss his cock as I played with his balls. At this point I figured if i wasn't ready for him to fuck me, then at least i could give him a blow job. I stopped kissing his cock head, and ran my tongue up and down his shaft, applying a bit of pressure. I was getting his cock good and moist, he was moaning as he laid there. Once my tongue made it back up to his beautiful mushroom head I started to lick the underbelly which I knew men loved. Now I gripped his shaft my hand and opened my mouth wide and swallowed his beautiful meaty cock. I was really enjoying myself, i was bobbing up and down on his cock while stroking his cock with my hand. It was obvious that I really did love sucking cock, I knew this for sure now. Maybe it was just Wayne's cock, but I loved the way it smelt, the way it tasted, I loved how smooth it was, I loved how muscular and veiny it was, I truly was a cock lover. I kept at his cock for what seemed like ten minutes, then his breathing increased and I could feel his cock tense up while inside my month. I knew he was about to cum, which just made me start to suck harder as my lips pumped harder and harder on his shaft. Then Wayne put his hand on the back of my head as pressed my head down onto his crotch. With his cock still inside my month, I felt a little squirt land on my tongue, then followed by a little more, then the next one was a big load of cum in my mouth, followed by a few more, I swallowed as quickly as I could, I didn't want to choke on his cum or have to spit it out. He had quite a big load but i was able to get all of it in my mouth and I swallowed every little bit of come in my mouth. Wayne let out a big moan, "oh baby that was fantastic, it felt so good, you are quite the girl, a great little cock sucker." I looked up at him as I gave his cock a few last licks to get him nice and clean. We both sat up and smiled at each other, then he got up still mostly erect and told me there was a water on his nightstand, and he left to the washroom. I licked my lips, savouring whatever cum remained in my mouth, then I grabbed the water and had a few sips. I decided to take the time to adjust my wig and to fix my makeup. I used the large mirror in his room, as I was re-applying my lipsticks, Wayne entered the room with a smile and made his way behind me, "Wow you do love to fix your makeup." I smiled, "well I just want to look good for my man." Wayne now came up behind me and put his hands on my hips, "Well you do look good, and you looked awesome when you were sucking my dick, you really do make a good looking woman, some sissies make the best women." Now I could feel Wayne's hardening cock poked my ass, and I welcomed it as I pushed back against him. I finished applying my lipstick, and put the cap back on, "well i do love dressing and acting like a woman, and when I am around you, you just bring out the woman in me." Now Wayne was kissing my neck, "I bring out the woman in you, hey, well that's good because I am about to make a real woman out of you soon enough." He then took my slip and pulled it off over my face, now i was just standing there in my panties, stockings, and heels. He put his arms around me and gently rubbed my nipples. Then he turned me around so that we were face to face, he kissed me, and I wrapped my arms around him. He broke off our kiss, "now let's get you a little more comfortable." He then slowly pulled my panties down my legs and then over my heels until they were on the ground. "Well well what do we have here," as he gently scooped his hand down my crotch and he grabbed my cock and pulled it to the front away from where it was tucked away all this time. I felt a tingle throughout my entire body, it's been so long since anyone has touched my penis, and that was Emily when we were dating, now I am being touched by a man and I was so turned on. I wasn't fully erect, but I was becoming hard right in his hand. "Very nice Erika, you have a very cute little clit there, certainly too small to be considered a cock, no wonder you like being a woman so much," Wayne said with a smile. He kissed me again, I wasn't embarrassed that he called my penis small, it was small after all, and very small compared to his. He now grabbed his cock and put our dicks together, he cock was so much larger than mind, in girth and in length. He began to rub our dicks together, I thought I was going to cum right there, but I was able to hold off. With that he lifted me up so that he was carrying me in his arms, he was strong, I weighted about 155 lbs and he carried me like I was a feather, I was shocked that he picked me up, but it did feel good, I mean what tgirl wouldn't want her man to pick her up like this. He laid me on the end of the bed, as he knelt beside the bed. He spread my legs and grabbed my hips and forced me down the bed until his face was right in front of my ass. He started to lick me, very slow at first, then with more pressure, "oh Erika you pussy tastes so good, you are nice an smooth, good girl." Now he was getting me really wet down there, and he started to shove his tongue inside my ass. At first it felt kinda weird, but I quickly started to like it, and if this is what girls feel like when a man is eating their pussy, then sign me up. It helped that my legs were spread apart just like a woman's and my pink glittery heels were up in the air. Now it felt like his entire tongue was in my ass, he was fucking my ass with his tongue, "Erika you taste so fucking good, your pussy is so tight and so wet." I was so turned on and i was moaning, my dick was so hard, I was squirming with excitement and he held my hips tighter so that I couldn't squirm. Now he started to explore my ass with his fingers, he gently put one, then two fingers into my awaiting ass, I couldn't take it anymore, and I started to cum, and I let out a loud moan and I ended up cumming on my tummy. Wayne noticed this and stopped and started to laugh, "wow Erika, you really are a chick, no guy would be so quick on the trigger like that, but that's okay it just means you are into it, which is great." He handed me a tissue and I cleaned myself off, and we just laughed it off. Now he went over to his night stand and grabbed a bottle of KY and he returned to my ass and started to lube my ass up. He kept my legs spread apart, and applied some lube to his index finger and slowly pressed it into my ass. He slowly moved his finger in and out of my ass, then he lubed up two fingers and slid them into my ass. He worked my ass for about a minute or so, "I hope that feels good, I want to make sure your pussy is nice and lubed, you got me horny as hell and I can't wait to be inside of you." I smiled back at him, "no it feels good." Now he cleaned off the excess lube off of his hands and grabbed a condom. We have chatted online a few times about how important it was for us to use protection, and we both agreed. I also got some advice from my tgirl friends online about douching beforehand to make sure my ass was nice and clean, which I did before coming over that night. I was lying on his bed as Wayne stood at the foot of the bed holding the condom. I sat up and asked him if I could help him with that. Ever since I started to fantasing about having sex with a man, I always got turned on by the idea of putting the condom on the man. Wayne smiled and gave me the condom wrapper. I put the wrapper in my mouth and I grabbed on to his cock and began to stroke it, i wanted to make sure he was as hard as possible when i put the condom on him. I opened the wrapper and took the condom out, i was still a bit nervous, I was shaking a bit, I slowly slid the condom over his cock head down his shaft, i rubbed his shaft up and down to make sure I had the condom on good. I love the idea of preparing his cock just before he fucks me. So the condom was on and we were good to go. Wayne leaned down and kissed me, he asked me if I was nervous about this, "I am a bit scared, but I'm okay," I relied. "Okay well we will go slow and if you want to stop just say so," he whispered to me. He then helped me to my feet and helped me on the bed, he told me to get on my hands and knees and he positioned himself between my legs right in behind my ass. He grabbed the bottle of KY and put some more on his cock, then he put the tip of his cock onto the opening of my ass, "just try to relax, like we talked about." I took a deep breath, but I was right at the moment of excitement and fear. I could feel his cock rubbing up against my asshole. He put one of his hands on my hip and the other on his shaft and slowly pressed his cock into my ass. I could feel him pushing but it wasn't going in. I know when i used my dildo it took a bit of time to penetrate my ass, and the dildo was smaller than Wayne's cock. Wayne kept at it and eventually I felt his cock head pop into my ass, it hurt like hell and I let out a small cry. He kept his cock head inside me and asked me if I was okay, when I told him yes, he kept going. This time he slid a little bit more of his cock inside of me, it still hurt, like a burning sensation. Wayne was very patient he left his cock there for a minute until my ass accommodated his cock, he did this for about five minutes, he would slide another inch or so and then wait. When he stopped the pain actually went away but it still hurt a bit. "You are doing a great job babe, your pussy is so fucking tight, it feels so good around my cock, I am almost all the way in, then i am going to start fucking you, because you have me so fucking horny right now." Wayne whispered to me. He had another three inches to go but I felt like he couldn't go any further, he was gently pushing but maybe that was all of his cock that I could fit in my ass. "Sorry it still hurts, maybe that's as far as you can go, maybe my ass is too small." I said to him. "Nah I think you can take it all baby, we are so close." with that he put both of his hands on my hips and thrusted his cock deep into my ass. I let out a loud scream, I tried to hold it in but I couldn't, it felt like i was being ripped open, he held me tight so that I couldn't squirm away, "sorry babe, I just couldn't take it anymore, I'm trying to be patient but i can't wait to fuck that ass. You are doing great, Erika, you took my entire cock in your ass, we are balls deep, it will stop hurting in a bit, we'll just stay like this for a while. We stayed like this for about two minutes, then Wayne started to rock us back and fourth while his entire cock was still inside me. I told him it didn't hurt anymore, and he took the cue and slowly started to pull his cock out a bit, then slowly shove it back in. He kept this rhythm up for a bit, I was officially being fucked by a man. It felt a little weird at first, but once we got into the rhythm it started to feel good. Now he picked up the pace as his cock slid in and out of my ass, he tightened the grip on my hips as he fucked me. Wayne started to moan, "Oh that's it babe, it feels so good, your pussy is so tight, that's it take all of my cock inside of you, you are now my woman." I began to moan as well, "Ah Wayne it feels so good, your cock is so big, keep going." He fucked me doggy style for about five minutes and then he stopped, i thought that maybe he came, but I couldn't tell, then he slid his cock out of my ass, and turned me over, "let's switch positions, you are going to look great, with your legs wrapped around my shoulders, I want to watch that pretty little face of yours when I fuck you." He laid me on my back and got on top of me. I lifted my legs and offered him my ass, I now rested my legs on his shoulders as he slowly slid his cock inside of me. He didn't waste any time he started to fuck me, it felt so good to have him inside of me, and feel the weight of a man on top of me, and if that didn't make me feel girlie enough, it was a nice touch to see my cute little heels in the air. Wayne was fucking me really good, we were both moaning with pleasure. He fucked me like this for another five minutes until he picked up his pace and then he let out a loud grunt as he exploded his load inside of me. I was so turned on, not only was i getting fucked by a muscular and handsome man, but he just came inside of me, i truly was a woman now. Wayne smiled at me and gave me a kiss, "that was fantastic Erika, I hope you like it too." "Ya that was great, it felt really good for me, sex with you was the best so far," I whispered to him as we were kissing. We laid like this with Wayne on top of me with his cock still buried inside of me. Our breathing was getting back to normal. I wasn't sure what should do next, I know most men like to get up right after sex, so i was just going to lay here with Wayne. Wayne kissed me one more time then slowly pulled his cock out of me. I let out a little moan. Wayne then moved up on the bed beside me, and he grabbed me and pulled me close to him so that we were spooning. He grabbed my leg and raised it and pressed his cock inside my ass again. I wasn't sure what was going on, did he want to fuck again, I mean I guess I could if he could but i was a bit confused. He spooned me tighter as he shoved the rest of his cock inside my ass. "There we go, I hope that feels good, spooning is fun, but I prefer to spoon with my cock inside of you, and I am sure this is how you like it, I know sissies like as much cock as she can handle. I know how you looked at me in the shower at the gym, I know how you lusted at my cock, well Erika you got what you wanted, you got my cock, and you have it right where you want it, deep inside your ass," Wayne whispered to me. I wiggled my ass up against him to get closer to him, he held my hand and our fingers were intermingled, it was nice to see my small feminine hand with french manicured nails being held by his strong masculine hand, "So you did notice me checking you out in the shower, I thought maybe you didn't notice, sorry about that." "You have nothing to be sorry about, I didn't mind, hey you liked what you saw and I'm find with that." he replied. "What did you think of me checking your out?" I asked. He smiled and kissed the back of my head, "well at first I didn't think much of it, I mean in a shower gym that big, you'd be surprised by the number of guys who are checking each other out. I mean when I first caught you looking, I just figured that you were just another gay guy checking me out, I had no idea you would turn out to be one hot piece of tgirl ass." So there we were just two lovers cuddling and chatting after fantastic sex. We were still spooning, and Wayne's hard cock was still in my ass. It felt really good to be to be this close to Wayne, I haven't snuggled with anyone since Emily, and while this was obviously a lot different it felt nice to be held by Wayne, he did make me feel, safe, he made me feel girlie and very feminine. We talked for another 20 minutes or so, and he was still hard in my ass, so I had to ask him about it, and he did confess that he took a little blue pill for the night, so that's what was keeping him hard for so long. He told me he normally does not take them but he wanted to make sure I got his A game, which considering for the next few days I couldn't walk normally, I would say he surely did bring his A game. Wayne told me that I could stay the night if I liked, but I decided to head home, it was late. So I showered, we said goodbye, and I drove home. On my way, as I reflected on the night, I wasn't sure how things would play out but things went pretty well, i had sex with a man for the very first time, but I knew that it wouldn't be the last.