Erika's Adventure Part Eight - Date Night 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. This is the adventure of a young twenty something tgirl, who is on a journey of self discovery, and her adventures and mishaps along the way. Some stories involve sexual content and the main story is about sex, while other stories involve Erika's day to day routines. I hope you enjoy it. Erika's Adventure Part Eight - Out on a Date So I was all set, I arrived at Wayne's place at 6pm, and I began to get dressed. The plan was to order in a pizza, then head out to the condo building then, to the pub, and lastly back to Wayne's place. After chatting briefly with Wayne I was off to get dolled up, this time Wayne insisted that I get dressed in his bedroom and use his ensuite. I was fine with this, it gave me more room, and it made me feel more like his girlfriend, which was cool with me. Since I already shaved my legs and such at home, it didn't take me that long to get going, I started with my black panties, after tucking my business away of course, then the breast forms, I was using the adhesive, and they went on pretty well, they really did make me feel like I had real breast. Next was my black bra, followed by my waist cincher. Since I already knew my outfit for the night, it was pretty easy, I started with my short black wool stretchy skirt, with black cotton tights with a tight v-neck beige sweater, with a thin black cardigan over top, and we finished off the outfit with a pair of Jessica's beige/brown knee high boots. I had to admit the outfit was very cute, but not over the top, I really love the boots, they were three inch heels, but they were so comfortable. The forms really do give me nice cleavage, which I love, and of course Wayne loves. I took my time with my makeup and my wig, this was the first time Wayne would be seeing the new wig, which he paid for :) I finished up with my jewelry and my nails and I added a dash of perfume. I was all set, but this time I had to make sure I packed my purse really well because I was actually going out in public so I made sure I had everything I needed. I took one final look in the full length mirror in Wayne's ensuite and I felt pretty confident in my look, I was quite please, I thought I looked quite passable. I headed out to the living room where Wayne was waiting for me. His eyes light up when he saw me, which made me feel great. He gave me a big hug and just a little kiss as he didn't want to mess up my lipstick, there would be plenty of time for that later. As he held me tight he complimented me on my wig, he told me it made a big difference and with him holding me so tight he was able to get a good feel of my new breast forms which he also really liked. We chatted for a bit and he offered me a glass of wine. He took some photos of me, which I love posing for. With this outfit, I thinking this was the most passable I have ever been. After my wine was done he suggested that we get going. I was a bit nervous about going out in public and Wayne and I talked about it, but I did feel good knowing that Wayne would be with me the entire time. So Wayne grabbed his keys, I double checked my makeup in the mirror and re- checked my purse. Wayne grabbed my hand and we were out in the hallway. As we walked down the hall to the elevator, Wayne told me he was impressed I was able to walk so well in these high heeled boots. I smiled and told him that this girl has been practicing. He smiled back and said my voice sounded more feminine as well, I smiled and just said thank you. Waiting at the elevator was a bit nerve racking, I was hoping we would get into the elevator right away and make it straight down to the parking garage without anyone seeing us. The elevator arrived and sure enough there was an older couple in the elevator already. We entered and it turned out that the couple knew Wayne. He said hi, and the couple said hi back, there was an awkward pause then Wayne introduced me as Erika to the couple. I smiled and told them it was nice to meet them in my girlyish voice. The couple got off at the lobby and we continued down to the parking level. We headed to Wayne's car and all I could hear was the clicking of my heels, which I always love. We finally made it to Wayne's car and sure enough he drove an Audi SUV, and it was really nice, "Ah man, you are a hot guy and you drive a hot car, no wonder the ladies love you," I joked. We'll at least you slept with me before you saw the car," Wayne joked back. Wayne, like the gentleman he is opened, then closed the door for me, but he of course patted my ass first. As we talked while we drove he told me that he normally drives his pickup truck for work, and he drives this car for special occasions. We made some small chit chat for a while, he asked me about getting my wig, and he asked me if I was happy with my breast forms. I told them I really did like them and that they felt real, then he smiled and told me that they look great and that they will be good until I get some breast implants, I just smiled back at him. Once we arrived at my condo, we parked in the parking garage in my soon to be parking spot, I think he could tell that I was a bit nervous and he told me to just relax, that I looked great as a woman and just to be a confident young woman that I am and everything will be fine. He helped me out of his SUV and we held hands as we headed to the elevator. My condo was on the seventh floor, we didn't run into anyone in the elevator. Once we made it to my unit, number 707, he gave me the keys and let me unlock the door. I started to enter when he grabbed me and picked me out in his arms, this startled me a bit, but we were both laughing soon enough. He told me that he always wanted to do this with a girl, so much like the tradition of a newly married couple, Wayne carried me into the condo, I actually thought it was very sweet. Once he put me down and gave him a quick kiss on the lips. We walked around the apartment and he showed me all the rooms, everything looked pretty much the same as when I saw it before. He told me that I need to pick any upgrades that I would like, so we made it to the kitchen counter where he had some files out. He showed me some different options for counter tops, flooring, closets, etc. To be honest I found it a bit overwhelming, and I wasn't sure what to go with. I then asked him what he would suggest and he made some very good suggestions, but I had a feeling his ideas were a bit on the expensive side. I guess he could tell I was a bit overwhelmed so he asked me if anything was wrong, I told him that I just wasn't sure what to go with. He then grabbed my hand and brought me close to him, we were face to face, with me looking up towards him. "Listen I know it can be tough to make some big decisions, and I know that you women can get a bit intimidated by the entire process," he said with a smile. "Oh really, do I need a big strong man to make my decisions for me?" I joked back. "I'll tell you what, I will make all the recommendations on the upgrades, but I'll get you input first, but since I am making the call on the upgrades, my company will include the upgrades for free, consider it a friends with benefits clause," he told me. "Okay, but I don't want to take advantage of you, I know those upgrades can cost a lot of money," I replied. "Okay it's settled then," and with that he held me tight and gave me a big kiss on the lips. He then turned me around and held me up against the kitchen counter top island, "our first decision is to decide on the height of this kitchen island, we want to have it a good height so that you can get some comfortable stools in here, but we should also consider the perfect height for me to bend you over and have my way with that hot little ass of yours," as he gently bent me over the counter. I had to admit I was a bit turned on, he had me getting pretty hot, and this was a great position with him grinding his crotch against my bent over ass. I playfully pushed my ass back as a way of telling him I was into it. He then lifted my skirt and grabbed my hips with his hands and started to dry hump me. I was so fucking turned on, I wasn't sure if he was going to fuck me right there, but he could if he wanted to. I could feel his now completely hard cock inside his jeans. He then grabbed me a stood me up and turned me around and gave me a kiss. "I guess we better take it easy or I might end up fucking you right here on your unfinished kitchen," he told me as he broke off our kiss. I smiled back, then kissed him this time. We kissed for a bit, as I opened my mouth just slightly as a sign for him to kiss me with his tongue. I love this part of being a girl and kissing a man, I find that I love the idea of French kissing, but as a guy I could never tell when the right time was to try it. This way as Erika, I don't have to initiate anything, I just let Wayne take over. Anyways it wasn't long until Wayne's hot tongue entered my month as we massaged each other's tongues. We kissed passionately for about a minute as he held me tight and our hands explored each other's bodies. My hand kept gently rubbing by his obviously extremely hard cock contained in his jeans. I was so turned on, that I couldn't take anymore, and I just grabbed his rather large bulge and gave it a squeeze. He moaned with delight and that was my cue. As we continued our kiss, I began to unzip his jeans with my nail polished fingers, with the long nails, you really need to be careful when it comes to unzipping a pair of man's jeans. Then I put my hand into his pants and grabbed on to his beautifully hard cock, I rubbed it a bit, loving how smooth it felt, and how warm his cock and balls were. I carefully removed his fat cock from the confinement of his tight jeans. I broke off our kiss and slowly got down on my knees, until I was face to face with Wayne's beautiful cock. I held it in one hand and began to gently stroke his cock, Wayne put his finger on my chin and made me look up towards him, "that feels great baby." I started with a sweet little kiss to his wonderfully large mushroom head of his, then I slowly began to kiss his cock from head, down his shaft to his balls. On my way back up I licked the underbelly of his cock with a good deal of pressure, he seemed to really enjoy that, "your cock taste great," I whispered to him. "I'm glad to hear that baby, your tongue feels great on my cock, now why don't you be a good girl and quit your teasing and open that pretty little mouth of yours and swallow my cock," he said with a smile on his face. I smiled back and opened my pretty little mouth and swallowed as much of his cock as I could. I could only fit about six inches or so into my mouth, but I started sucking him pretty well. He was moaning with pleasure and I was getting a pretty good rhythm going. I was really enjoying sucking cock, I know every little sissy who likes to dress up like a girl and fantasies about being with a man, thinks they would love sucking cock, but to be honest, I really do like it. I sucked him good for about seven minutes or so, my jaw was started to get sore. I also like to play with his balls while I sucked his cock, something Jessica actually suggested to me. I sucked him for about another minute or so, and I could hear Wayne's breathing speed up so I knew he was close to cumming. I kept sucking, and then he started to cum in my mouth, it started with just a bit, but soon there was a massive load of cum that shot into my mouth. I kept sucking to see how much cum I could milk from him. I was able to take the entire load in my mouth which I gladly swallowed down my throat as I looked up at him. He had a big smile on his face, and after I licked my lips I smiled back at him. He held out my hand and helped me to my feet. "That was fantastic Erika, you are turning into one awesome little cock sucker, I can't believe you did that in your new condo, shame on you," he joked as he stuffed his junk away. "Well we had to chrisine it some way," I joked, then grabbed my purse and made my way to the washroom. The washroom wasn't finished, but it did have a toilet and sink, and a make shift mirror hanging on the wall. I washed up a bit and then adjusted my wig and fixed my makeup. As I was applying my lipstick I heard another voice coming from the condo. Wayne was speaking with someone. I was trying to listen but I couldn't make out what they were saying. I was in the washroom for some time, I wasn't sure I should come out, finally I heard a knock on the door and it was Wayne, he asked if everything was okay, and that there was someone he wanted me to meet. So I double checked myself in the mirror and I headed out to meet Wayne. Wayne was standing in the living room and there was a security guard beside him, I had no clue what was going on, I wasn't sure if we were in trouble or what was going on. I walked out and stood beside Wayne. Wayne introduced me, "Erika this is Chris, Chris this is Erika." Chris walked over and shook my hand, I was careful to give a very soft, almost limp handshake, "Nice to meet you Erika." I smiled and said, "you too." Wayne went on to tell me that Chris was just doing a routine check, when he heard some talking coming from the apartment, which he thought was suppose to be empty. Anyways Wayne explained everything to Chris and then thanked him for checking in on the apartment. Chris said goodbye and I was once again alone with Wayne. "Wow that was close," I said to Wayne. "That's for sure, he has keys to the apartment, five minutes earlier we would have been putting on a show for him, but I am sure he would have enjoyed it," Wayne said with a smile. "Ha Ha very funny, well at least I know this building has good security," I replied. Wayne asked me if I had any more questions about the condo, and I told him no, so Wayne suggested we take off for the pub. Heading down the elevator, I was once again feeling a bit nervous about going to a pub with me dressed as Erika, I was a bit scared someone would read me, or hell maybe they would smell the cum from my breath. We walked out the front lobby where we once again saw Chris, Wayne said bye, and I gave him a cute little smile and a wave. We walked down the street towards the pub, it was about three blocks away, so it was pretty close. I was pretty confident with my walk in my heels and my girlish mannerisms as I walked, and it did help that I was holding hands with a very big and strong man. We passed a few people along the way. I made sure to keep my head high and not to be looking down at the ground. Once we made it to the bar, it was not too busy, but busy enough. We found a table near the back and Wayne held the chair for me to sit down, always the gentleman. There was quite a mix of people, from young to old. The waitress passed by and told us she would be right back. Wayne asked me what I wanted to drink and I told him a rum and diet coke. When the waitress returned, Wayne gave her our drink orders, and the waitress actually complimented me on my earrings, which was very nice of her. Wayne asked me how I was doing and I told him I was fine. I felt a bit nervous just because there were so many people in here, but no one seemed to take notice. Wayne and I made chit chat, and I was looking around the room, Wayne joked that I better not be checking out any other men in the bar. I joked back that some of the frat boys were making eyes at me, I then told him he has nothing to worry about, that he was the most handsome man in the bar, plus I already know he has a big cock so I was good. Wayne laughed and he grabbed my hand. We held hands until our drinks came, my rum and diet coke, and Wayne ordered a beer. We clicked out glasses as Wayne toasted to our first official date outside of the condo. Looking around the bar, I did get a few stares, I mean I do not think I am 100% passable but I do think I look pretty convincing as a woman. As we chatted Wayne asked me if it turned me on to know that no one in the bar knew I was a little sissy boy dressed up as girl on a date with a man. I told him that I wasn't turned on by it, but I did find it a rush. I turned the question around on him, and asked him if he like the idea of being on a date with a "sissy boy in a dress" and no one knew the wiser. He told me that he did like the idea but more importantly he enjoyed being on a date with someone who really enjoyed being a woman, someone who is happy to show off their femininity. He told me to look around, and he told me that I was one of the sexiest women in the bar, that I was one of the only women to be all dolled up. I was wearing a short skirt, with high heeled boots, full makeup, and I had my nails done. He was right, there were some very cute girls in the bar, but most of them were wearing jeans, and not many had much makeup on, nor did they have their nails done. Anyways I thanked Wayne for the nice words, and then I told him that I really had to use the ladies room, fact of the matter is, I may be a man, but I have the bladder of a small girl. I really was hoping not to have to use the washroom while out in public, but when nature calls. He told me I would be fine. When the waitress walked by, Wayne ordered us another round of drinks and he asked her where the washrooms where. I grabbed my purse and told Wayne to wish me luck. I remember, trying to focus on walking like a woman, and I was doing a pretty good job of that, I just really didn't want to trip in these heeled boots. I made it to the ladies room, and another woman was just leaving. There was no one else in there so I made my way to a stall. I made sure to sit like a good little girl, men have it much easier in a public bathroom. I finished quickly, and made sure to tuck myself in. I adjusted my skirt and I headed out of the stall. I washed my hands and decided to touch up my makeup. I took our some powder and did a little touch up. Then I grabbed my lip gloss and was just about to apply some when two women entered the ladies room. They were both attractive, one was slightly overweight but not too bad, they were both in their early 30s if I had to guess. One of them hit the stall and the other stood beside me and started to go through her purse. I noticed she was sitting with a group of people, I also noticed earlier that her and her friend were staring at me earlier, maybe she was just checking out the other women in the bar, maybe she was checking out Wayne, or maybe she read me and wanted to get a closer look. Either way I was a tad nervous, but I was trying to keep it together. She said hi, and I shyly said hi in return and gave her a small smile. I quickly applied my gloss and touched up my hair a bit. The woman was checking to see if she had anything in her teeth. I put everything back in my purse, and I was about to leave when the woman told me she loved my boots. I told her thanks, and that I really liked her purse, it was a coach purse, and "we" women notice these things. We exchanged smiles and I left the ladies room and returned to Wayne. Wayne asked me how it went and I told him everything, and Wayne laughed when I told him about us complimenting each other, he called me such a girl, which I said thanks. As we sipped our second drink, Wayne asked me where else I would like to go on dates. I told him pretty much anywhere he would take a date would be fine with me. I told him that going to the movies, or to a club might be fun. He agreed and asked me about things like mini golf or a picnic, I said I would like that but if we played mini golf that he would have to deal with losing to a girl. We both laughed. After we finished our drink, Wayne held my hand and I started to rub his leg with my foot. We were definitely enjoying each other's company. I felt so good being all dolled up knowing that I pretty much passed as a woman, and I was on a date with a handsome man. The second drink was started to hit me and I was feeling pretty good. It felt so good to have Wayne's strong and big hands caressing my hands, and my pretty nails helped of course. Wayne asked the waitress for the cheque, which of course I offered to pay, I know men love the offer, Wayne wouldn't let me, but he did joke that I would be paying him back in about 30 minutes or so. I smiled and I happily agreed. We both got up and Wayne grabbed my hand and we left the pub together. I could feel some eyes on me, I just tried to make my walk convincing, but to be honest having Wayne hold my hand really helped. The walk to Wayne car was nice, it was a nice evening and it feels great to have a breeze on my tight covered legs. When we got to the car, Wayne opened the door and just before I got in, he leaned in and gave me a kiss on the lips. As we drove to Wayne's condo, I pulled down my passenger side mirror and checked out my makeup. My makeup still looked pretty good, but I decided to apply some more lip gloss, I swear this stuff is like crack to women, and tgirls. Wayne cracked a joke, about me always dolling myself up. I finished applying my gloss and put it back into my purse, and as I leaned over to Wayne, I put my hand right on his bulge and started to rub his cock, "I thought that was one of the things you liked about sissy boys like me, that we always like to be as pretty as possible." Wayne smiled back and put his hand over top of my and held my hand tighter on his cock, "I do actually like that about you, and I love the fact that you love my big cock." We just smiled at each other and I kept my hand rubbing his cock outside of his jeans for most of the trip. When we got to his condo and parked the car, he had to hold his coat in front of him as we walked to the elevator. I thought it was pretty funny, and pretty awesome that I was the one who got him turned on like that. In the elevator, no one else was in it, he turned me around so that we were face to face and he pushed me up against the wall and started to kiss me, we made out like a bunch of horny teenagers. When we got to his condo, he lifted me up and carried me to his bedroom, wow, what sissy does love that. He laid me on his bed and got on top of me, he was kissing me passionately once again and he was grinding into me. I was getting so turned on and from the feel of his pants he was ready to go. We both started to take off each other's clothes, soon we were both down to our underwear. We were now standing beside his bed, he in his boxers and me in my panties and my bra. I was rubbing his cock through his boxers, and he was holding my ass and squeezing it as we kissed. I couldn't take it anymore, and I started to pull down his boxers to feel that beautiful fat cock of his. He then took off my panties and my little penis slowly flung out, he grabbed my penis, then he grabbed his cock and he started to rub them together, I swear I thought I was going to cum right there. He told me to look down, and I did, the differences in sizes was incredible, it looked like it was the difference of a mature man and a small boy, that's how big his cock was and how small my penis was. He whispered to me, "See Erika, this is what a real man's cock looks like, see how much larger and thicker it is than your little thing, I am glad you finally realized that you make a better woman than a man, and that you would never please a woman with that little thing of yours." I smiled as I kissed him back, "Oh Wayne I couldn't agree with you more, make me your woman tonight." With that Wayne through me on the bed so that I was on my back, he grabbed a pillow and put it under my lower back and ass, he then kissed each thigh, then he began to each me out. He was great at it, he had a powerful tongue, but he knew when to be gentle. I am sure women loved to have their pussies eaten out by him. When I first started dressing and had thoughts of being intimate with a man, I can honestly say that I didn't think that getting my ass eaten would have been this good, but it was awesome. He ate me raw for about five minutes or so, he was getting me ready to be fucked. At the end he was shoving his entire tongue into my ass, stretching me open, it felt so good. He gave me one last lick then looked up at me and complimented me on taking good care of my pussy. I was actually glad he noticed, I made sure to keep it nice and clean down there, and I made sure to be completely shave, nice and smooth down there. With me still on my back, he took the pillow from my lower back and put it behind my head, I wasn't sure what he was up to. He then kissed me then grabbed my arms and positioned them so that they were by my side, then he got up on top of me and knelt on top of my chest, so that his legs were pinning me arms to my side. Basically he was sitting on my chest facing me and I could not move. right in front of my face was his big cock and balls. He leaned forward and kissed my forehead, I tried to move a bit but I couldn't. I didn't feel like I was in danger or anything, but I was curious as to what was going on, which I quickly figured out. He whispered to me, "Oh baby, you have such beautiful eyes, and those lips of yours are so sexy, I plan on giving you a proper fucking, but first baby, why don't you use that pretty little wet mouth of yours to get me ready." I smiled up at him and opened my mouth. I just laid there and he slowly entered my open mouth with his cock. Once he was inside of me I closed my mouth on his cock and he slowly slid in and out of my mouth. Soon his cock was rock hard and he was moaning with pleasure. I still couldn't move so I just laid there and enjoyed it. He fucked my mouth for about three or four minutes then with his cock still in his mouth he reached over and grabbed a condom and tore it open. He then slowly pulled his erect cock out of my mouth and put the condom on the tip of his cock. "Open up again Erika," he whispered to me as he shoved his cock into my mouth once again, but this time I used my lips to unroll the condom down the shaft of his cock to his balls. Once it was all the way down, he smiled at me and took his cock out of my mouth. "Good girl," he then got off of me and told me to get on all fours as he reached for the lube. "Wow I feel so used," I joked as I rolled over onto all fours. "Well you always said you enjoyed putting the condom on me, so I figured we would just get a bit creative, besides you seemed to be enjoying yourself," Wayne whispered with a smile as he began to apply lube to his cock and to his fingers. Once he was all lubed up and I was offering my ass in the air, he grabbed his cock and started to rub it on the opening of my asshole. He wasn't trying to fuck me he was just lubing up my ass a bit. He could tell I wanted his cock in me as I kept pushing my ass towards him. He then started to rub my hole with his lubed up finger, then he slowly entered me with his finger. He was lubing me up for his big cock. First it was one finger, then two, and he was getting me pretty wet. Then he withdrew his fingers and he once again positioned the tip of his cock on my waiting asshole. "Okay, Erika, are you ready for this baby," he whispered. I replied, "I've been waiting for your big cock all night long." He slowly thrusted his cock inside my ass, I tried to open my ass as he pressed his cock into me. It took him a few seconds but soon there was a pop and his cock head entered my ass, I let out a little scream, I try to control it, but it still hurts the first time he enters me, besides I think Wayne enjoys my little scream. Now that he is inside me, he grabs my hips and slowly continues to enter my ass inch by inch. It still hurts but the pain is bearable especially knowing how good it will soon feel. He's about have way in and he asks me if everything is okay, while biting my lip I tell his yes. Wayne is a very patient man, and I really appreciate that. Now he is about three quarters inside of me, and this is the place where it always get a bit tougher, I think my ass can accommodate about six inches of cock, but with Wayne's eight inches it is just tougher to get it all the way in. He grabs my hips harder and I could feel his thrust getting more intense. "We're almost all the way baby, you are doing great," he whispers to me. He's still pressing but he is not really going any further, then all of the sudden he thrusted as hard as he could as his entire cock is now buried inside me, I let out a loud scream. "There we go baby, that's my girl, I knew you could take all of my cock, good girls. I let out a sigh as the pain begins to disappear. He is now fully inside me, balls deep and he is rocking my ass back and forth. He is letting my get used to his cock inside of me, within a minute he starts to pump his cock into my ass. I now go from my hands and knees to my elbows and knees to get more comfortable. It now feels good to have Wayne's big fat cock inside me, the pain is gone and the pleasure of getting fucked has taken over. "That's it Erika, take that cock, you are doing great, your ass is so fucking tight, it feels so good," Wayne whispers into my ear. "Thanks baby, your cock feels amazing, oh that's it," I panted back. He fucked me like this for about five minutes we had a really good rhythm going, I was so turned on, my little dick was fully erected as took his cock deep into my ass. Soon Wayne stopped and told me he wanted to change positions, so I got onto my back and held my legs up in the air, which was the other positions we have fucked in before, with him on top of me with my legs over his shoulders, but this time he told me to get up and he laid down, he told me to get on top. I think this is call the "cowgirl" anyways he laid there with his big stiff cock pointing straight up, so I straddled him and positioned my ass right on top of his cock, and I slowly sat down on his as his cock impaled my ass. My ass was already stretched from our earlier fucking so my ass slide nicely down his shaft. In this position it felt as if I was getting more of his cock inside of me if that was possible. He told me I looked great up there riding on his cock, I told him it felt pretty good up here, then we slowly started fucking. He would move his hips up and down and I would start rocking my ass on his cock, it felt amazing. This position was a real turn on for me, it made me feel very girlie, maybe it was being able to look down at Wayne and the pleasure I was giving him or the fact that I know that this is a very popular position for girls to have sex with their boyfriends. We went at it like this for about five minutes, my little cock was fully erect and just out of nowhere, I started to feel an orgasm come on. I was trying to hold it back but I was so turned on by getting fucked in this position that I just couldn't take it anymore, then bam, I started to cum. I let out a very high pitch scream as the cum came drizzling out of my cock. Now I have never been a big cummer, I would never be able to shoot it across the room or anything but I can't believe I just came from getting fucked in the ass. Wayne laughed when he heard my scream. He then sat up and kissed me, "It's okay baby girl, you sissies have a hard time controlling your girlie orgasms." I kissed him back, then he flipped me onto my back and grabbed my ankles and put them over his shoulder, he entered me again, but this time he was fucking with a purpose, he started off slow enough but then he picked up the pace and he was really fucking me hard, not just like a jackhammer but he was fucking me fast but he was really pounding my ass. It didn't hurt but it wasn't them most pleasurable either but it did turn me on to know Wayne was having his way with me, he decided that enough was enough and he was ready to do some serious fucking. After about five minutes of this intense fucking, Wayne let out a loud scream as he started to cum inside of my ass, he was so loud, I was shocked, but it felt good to know that I was pleasing my man like that. When we were done, Wayne stayed inside of me and gave me some gentle kisses, "that was great babe, sorry it got a little rough but your ass is so fucking tight that I just had to really give you a good fucking." I kissed him back, "It's okay baby, that was great, you felt so good inside of me, I am glad I could take care of my man." Wayne then slowly got off of me, and I excused myself to the washroom to clean up. I fixed my wig and my makeup, my ass was looking pretty damn red and I was a bit wobbly when I walked. When I returned, Wayne was laying naked in bed, well pretty much, by this time he had put on a new condom, he was also holding out a glass of wine for me. I got back into bed with him and I assumed the small spoon position, then he slowly slid his cock back inside of me. It took me a while to get used to this post sex routine that Wayne had me assume, but it did feel pretty good, it did make me feel safe, feel girlie. We laid there spooning with his cock deep inside of me for a while as we talked. He started to rub my nipples and he asked me if I ever thought about getting breast implants. I told him I would love to have a nice pair of tits, but that I did not think I would go that far. He then asked me if I would ever consider living full time as a woman. Wayne and I have discussed this before and he knows that I only dress up like a woman for fun and to express my girlie side. He told me that I would make a great full time woman, he said that with my looks, my small figure and with my grasp of passing and acting like a woman, I would have an easy time with transitioning to living as a woman. I thanked him for the comments and told him that before I met him living as a woman was something that I never thought about, that I always enjoyed dressing and acting like a woman, but that was as far as it went, but to be completely honest now that I have met Wayne and we have had something of a relationship, I would be much more comfortable now than ever before. Wayne asked me if it would be pressure from my family, friends and work that would prevent me from living as a woman. I told him that I didn't really feel those pressures, that sure my family may have a difficult time at first dealing with it, knowing that their only son is a sissy who wants to live as a woman, but that they would love me regardless and they would deal with it. As far as work goes, my work can be done equally by a man or a woman, so that would not be a problem, besides I think my boss is secretly gay. Wayne laughed and kissed me neck, his hard cock still inside of me. He asked me if I ever did transition and lived full time as a woman, would I want to be someone's wife one day. I laughed and asked him if he was asking me to marry me. He joked, that was not what he meant, but that he thought I would make a great wife to a man, that I am very womanly, that I have a good heart, and that I already know how to cook, which a lot of woman don't do. We both laughed and he continued, "besides you would make an amazing bride, I could see you all dolled out in a cute wedding dress, and of course not to forget that as a wife you would give the best wifely blowjobs." I laughed and turned my head and kissed him on the lips, "well thank you baby, of course every little sissy crossdresser has at one time or another imagined what it would be like to be a bride, especially to a handsome husband like yourself." Wayne grabbed me and gave me another long kiss. I told Wayne that I should get going, so Wayne slowly slide his cock out of my ass and I went and got changed. Once again it was a very good date.