Becoming a girl
The next part of my awakening during a one year traineeship in Germany. This was late 1980s. I can remember a lot about it as I enjoyed myself so much but I may have enhanced things slightly to make it more readable.
I was feeling special. I had spent the night with Hans and lost my virginity. He appreciated that I had a feminine side and suggested that I met a friend of his called Jorge. Hans promised me I could see him again but he travelled a lot and said he could not give me the attention I deserved. I was a bit sad about this as I felt very safe and secure with him and the sex was great. However, he said that Jorge would like me, a lot, and so I eagerly anticipated meeting him.
I gave the cinema a miss that day as I had a date for the evening. I had a long bath and dressed including some pretty red lace panties. Hans told me that Jorge would love me in panties. My landlord and landlady were out so I sprayed myself with some of her perfume to make me more feminine and then took the U-Bahn into the town centre. I headed for the gay bar. I was a bit nervous but Hans was going to meet me first. He was already there at a table. He smiled when he saw me, stood up and kissed me on the lips before ordering me a beer. "You smell nice darling," he said. He said it made me more feminine so that was a good choice. Shortly afterwards Jorge arrived. Up to now when I saw a man I was interested in what his cock was like but now I felt differently. I saw Jorge and I fanced him. He was a very good-looking man and the thought of going to bed with him certainly did appeal. Hans introduced us. Jorge kissed me on the lips. "Very nice Jack and you smell very nice too. Are you wearing pretty panties? Hans says you do." I smiled. I did fancy him. "Yes I am Jorge, red lace." His turn to smile. "That sounds so sexy. I hope I get to see them later." He sat next to me and rested a hand on my thigh as Hans ordered more drinks.
About 30 minutes later Hans said he needed to go. "I'll leave you two alone so you can get to know each other better." As Hans walked out the door, Jorge had been caressing my thigh. "Why don't we go back to my flat? It's a short taxi ride." I agreed. As we walked out of the bar he gave my bum a squeeze. I was sure that I was up for a good time with this man.
The taxi to his flat was about ten minutes. He was clearly very well-off. He had explained that he was MD of an engineering company. He worked hard but when he had spare time he loved to have the company of pretty young men who have a feminine side to them. Mmm I hoped he would approve of me. He showed me into the lounge and said he would fetch some wine from the kitchen. He came back with the glasses and sat next to me, squeezing my thigh. "You know what I would like Jack?" What was that? "Why don't you go to the bedroom, strip down to your panties and come back in? I'd love to have a better look at you." I had no objection to that, of course. I did as he said. The main bedroom was just inside the front door. It was luxurious with a big TV on the wall opposite the bed. I put my clothes in a pile on a chair, combed my hair and went back to the lounge. He smiled. "mmm Jack, even better than I expected. You are very pretty. Walk around for me." I walked around the room, wiggling my bum. I wanted him to be the second man to fuck me. He was running his hand over his crotch. In front of him I bent over and showed off what he wanted. "Spendid," he said. He ran his hand over my bum through my lace panties. "So sexy Jack. I like very much." I was enjoying this. I was learning that knowing a man wants to fuck you is a very pleasant feeling indeed. he patted the sofa next to him. I sat down, our thighs touching, and he put his arm around my shoulders. That felt so nice. "You have lovely soft skin," hae said as he ran his hands over my body, "Just like a girl." I did like him touching me. "Let me put a video on," he said, "I have a large collection of transvestite videos. I love seeing boys dressed as girls and pleasing men." I'd seen a few of these in the cinema and I loved them. I always wished I was the "girl" in the films, sucking cock and getting fucked while dressed all sexy. He pressed play and joined me back on the sofa. I didn't doubt that I would end up in his huge bad and I certainly hoped so. I felt very relaxed with him. As the film played he had one arm around me and the other hand was running up and down my legs, over my panties and across my chest. I liked his touch so I responded my running my hand over his crotch. "That's a good girl," he said as he leaned over and started to kiss me. Ooh that was nice. We forgot the video, good though it was, as we kissed. He caressed me and I managed to unzip his trousers and start rubbing his cock. It was a nice size but not so thick that it would make sex difficult. He then stood up and took my hand. "Let's go to bed darling. I'm sure you want me as much as I want you." He led me by the hand into his bedroom and dimmed the lights. As we kissed again I undid his shirt buttons while he pushed his hand down the back of my panties and started to caress my bum. "Gorgeous bum darling, so sexy." Hans had said the same thing so I had that going for me. When he was naked he pushed me to my knees, not that I needed much encouragement. I love cock. I took him between my lips and started to show what I could do. "Wow Hans wasn't joking. You know how to suck cock." I did. He must have been about 7" when erect and a nice shape. I licked up and down, around his balls and tasted his salty pre-cum. "Lie on the bed my darling", he said. I lay on my front as he asked. He knelt above me and kissed my shoulders before kissing and running his tongue down my spine. He bypassed my bum and worked his way down my legs. His touch was amazing and I was loving it. He paused briefly. "You have a beautiful body baby, so sexy and feminine." I must have smiled. When we worked his way back up my legs he pulled my panties into my bum crack and kissed my buttocks. Then he pulled my panties down to my thighs. "Such pretty panties and they suit you so well. They protect the real treasure." He then pulled my cheeks aside and started to lick my pussy. That was so amazing. He circled his tongue around my sex hole and pushed it in and out. Oh Jorge, that's mmmmm. I felt him pushing a finger into me. Hans had fucked me that morning and that certainly helped but I was still tight. I then felt the coldness of the lube as he applied it to my cunt. This was it then. He worked the lube into me and soon a second finger followed the first. "Are you OK Jack?" he asked. "Yes Jorge. Are you going to fuck me?" He was. Good. He pulled my panties off. I felt his weight on me and then the pain as he pushed his cock into me. "OK baby?" he asked. "Yes Jorge." He eased further in. My second cock in 24 hours and I knew life was different. Like Hans, I felt special when Jorge was inside me. He fucked me gently, talking nice to me all the time. He kept saying how much he liked me and how sexy I was. I liked him too and sex with him felt so natural and essential. "That's so nice Jorge. Make me yours." He pushed slightly harder. Oooh. "You're great Jack. You're such a girl in bed." I took this as a compliment though I did not realise what he had planned for me. When he came he filled my cunt with his warm juice. Hans had cum in my mouth twice. He told me to put my panties back on and then we cuddled up together and started kissing. "Did you enjoy that darling?" I did. Very much. "You are pretty, sexy and great in bed my darling," he said. "I want you to be my girlfriend." Sounded good but girlfriend?
When I woke I was lying next to Jorge. Last night had been wonderful. I felt very secure with him. I cuddled up to him and he stirred. "Mmm sexy girl." he said. I reached down and felt his cock. This cock had given me so much pleasure but, more importantly, I had given him pleasure. "Naughty girl," he said, "needing cock in the morning. Go on then." I moved around and took his cock in my mouth. "You are such a natural darling," he said, "sucking cock is a skill and you have it." Such kind words. I loved being a cocksucker. I moved into a 69 position. He took my cock into his mouth, the first man to suck my cock. What followed next was better. I felt him pushing a finger into my cunt and he started to finger fuck me. "You have such a sexy, girlie bum, darling. You can give pleasure to so many men. I'd love you to be my girlfriend." I was starting to like the sound of this. I did like dressing and Jorge had only seen me in panties so far. I came quite quick and he swallowed my cum. His balls were full and he delivered a large load into my mouth. It tasted great. After that we showered together and I loved him running his hands all over my body and taking plenty of opportunities to finger me. "Let's go out into the countryside for lunch darling." Why not?
After we dressed we went to his car. It was a very nice BMW. He opened the passenger door for me. What a gentleman. As he sat in the left-hand driver's seat he turned to me. "You know what darling. I'd love to make you my girlfriend and treat you like a girl, not just in bed." I was getting to like the thought, at least of being a part-time girl when I was with him. How far would it go though?" We drove through the southern part of the city, occasionally squeezing my thigh. The pub for lunch was a traditional german Kneipe on the edge of a vineyard, very pretty. After we had ordered he said, "I'd live you to be a girl when we are together. Boys make the best girls and you have so much going for you. Very pretty, gorgeous bum, great in bed and incredible cocksucker." I smiled. "I like the idea Jorge. I must be honest. I wear panties now and I used to try on my older sister's clothes and loved it. I'd love to dress up as a girl for you when we are together." He smiled. "I really want to kiss you but maybe not here. If I help you I can make you into a girl when we are together." I smiled. "I'd love that Jorge. Only when we are together though. I'm not looking for a sex change." He laughed. "Nor am I. There's something about you I don't to lose." That was a relief. He ordered desserts. I let him choose. I knew I was a sissy and men would always make better choices than me. It was a good move. The dessert was wonderful. "OK this is the plan," he said. "From now on I will always treat you as a girl, even if you have to dress as a boy. I can see the girl within you. I'd like to call you Liesl as that is the name of a dear friend of mine in the past. Is that OK?" It was. I liked the name (and I'm still called Lisa because of that moment). He continued. "I'm away on business most of this week and back Friday. I'll miss you." I'd miss him too but maybe there was time for a bit more time in bed before I needed to get back to my lodgings. He continued. "Keep Friday evening free and we'll have a date, your first proper date as Liesl. On Saturday I will ask my PA to come over. She knows all about the type of girls I like and she will help you. I want you to look as good as you can but you are so pretty that it should not be difficult. Are you OK with that darling?" I was and I was so excited about it.
He paid the bill and we went back to his flat. He took me straight into the bedroom and I was allowed to give him pleasure again. Mind you, I received a great deal of pleasure too and sexual intercourse was not as painful. Early evening he drove me back to my lodgings. The road was quiet and so we were able to enjoy a long kiss in the car before I had to leave. I'd see him on Friday though and we could spend the weekend together.
The next four days seemed to pass slowly. I was excited about Friday and even more about Saturday. Jorge did call me at work on Thursday as I had a direct line. It was good to hear his voice and he wanted to make sure that I was still Liesl. I managed to finish work early on the Friday and I took myself into town. I had decided to become a bit more girlie for our first proper date. I went to a sex shop next to my favourite cinema. There was a good choice of lingerie. I bought matching black bra, panties and suspender belt as well as a pair of sheer black stockings. I found the public toilets and changed. It was my first time in a suspender belt and stockings and I loved rolling the sheer nylon up my smooth legs. This would be fun. As I walked back through the town I wondered if anyone could see the bumps of the suspenders under my trousers or the line of my bra under the jacket. I hoped Jorge would.
I walked into the gay pub and I saw Jorge. In a suit he looked so smart and I was proud to be his date. He smiled, stood up and kissed me on the lips. "I'm the lucky guy tonight," he said. I sat next to him and he rested a hand on my thigh. "Liesl. Are you wearing stockings and suspenders? That's a very good girl and you will be well rewarded later." We talked for a short time. Another man came over. "Hi Jorge. How have you been?" He was good looking and obviously a friend of Jorge's. "I'm great Dieter. This is my new girlfriend Liesl. At least she is becoming a girl." Dieter smiled. "You really do manage the find the pretty ones, Jorge. Any chance I will get to fuck her one day?" I blushed. "Of course Dieter. She's not ready yet but she has the most gorgeous pussy and her cocksucking skills are unbelieveable." I felt slightly embarassed but also proud.
After a short while Jorge said it was time to go to the restaurant he had booked. He groped my bum on the way out of the bar. "More to come later Liesl," he said. Over dinner he said that his PA Agathe would be coming over tomorrow afternoon to show me how to do make-up. He wanted me to go shopping with her too to choose a few outfits. He also said there was a specialist transvestite shop in the town and that would be best for shoes as I would be able to find the right size for me. However, he wanted me to shop for clothes in women's shops not in the transvestite shop. I thought that would be fun but I was nervous about going out to buy clothes, the lingerie in the sex shop was different as no-one would judge me there.
I was really looking forward to going back to Jorge's apartment as I was keen to show him my new lingerie and I hoped he would approve. When we arrived he told me to leave my male clothes in the bedroom but come back in wearing just lingerie. I did as he said and a few minutes later I came back in just my new black lace lingerie and sheer black stockings. "Wow!" he exclaimed as he stood up and pulled me close to him. "You look gorgeous Liesl." I blushed but I was so pleased that he approved. After all, his pleasure was the most important thing. He ran his hands over me and down the back of my panties. He then pulled me down onto the sofa and we started kissing. His hands were all over me, caressing my legs through my nylon stockings. That was a lovely feeling. I still love men running their hands over my stockings and under my skirt. So sexy. When we had sex that night I was dressed except panties. He said the sex was even better like this and I agreed. I did sleep naked though with his arms holding me close and protecting me.
Next day I sucked him off before breakfast and then dressed in my lingerie again. I wanted to make him breakfast so I disappeared to do this. I was determined to be a good girlfriend and not just in the bedroom. There was more pleasure in making him breakfast. "You'll make someone a good wife one day Liesl," he said. I laughed. "Maybe." He had to do some work during the afternoon. I relaxed in front of the television and fortified him with occasional coffees. I was rewarded with him feeling my bum and kissing me.
Agathe arrived in the early afternoon. She was probably late 50s and a very good looking woman. Jorge called me in from the kitchen where I had been washing up. Agathe smiled when she saw me. "You're right Jorge. She is really pretty and I know you like pretty girls with a bit extra." Time for me to blush again. "OK. I have a couple of presents for Liesl than I brought back from Stuttgart. Maybe she can open them here and then you can go into the bedroom. I can't wait to see Liesl with make-up. So excited." So was I by now. To be honest I fancied Agathe as I was attracted to older women but Jorge had said she was very happily married and, to be honest, I had a boyfriend and was not looking for a woman. Oh well. Jorge poured out some wine for the three of us and then gave me the first package. I opened it. It was a black dress, very nice. The second package was a pink mini skirt and a lace pink blouse. The third package had a white babydoll nightie and the final one was a lingerie set, pink and red lace with black fishnet stockings. I was such a lucky girl. I walked over to Jorge and gave him a long kiss. "Thank you darling. I am going to look so good for you." Agathe had a present for me too. It was a make-up set. "It's just a basic one," she said. "I'll teach you the basics now but you can practise after that and buy your own make-up or Jorge will." I thanked her. She then took my hand and led me to the bedroom. "Let's make you all beautiful for your boyfriend, Liesl." She was in on the game and knew to treat me as a girl.
"Do you want to put on your new lingerie, Liesl?" I did. I did not feel embarassed getting undressed in front of Agathe. She was treating me as one of the girls and she knew I would be in bed with Jorge later. She was a very loyal PA and told me she had worked with Jorge for ten years and loved it. I put on the new lingerie. It was so feminine. I rolled up the stockings and attached them to the suspenders. I decided to go for the dress today. I stepped into it and pulled it up. Agathe pulled up the zip at the back. It fitted perfectly. It came to just below my stocking tops. The top part of the dress was see-through lace and it showed my bra straps. (I still like that. If you're wearing a pretty bra you want men to see it). She then sat me down and showed me the different items in the make-up set. She put my make-up on for me but explained it as I would have t do it for myself tomorrow. The lipstick was bright red. My hair was long enough to be styled (no longer) so she put a couple of bows in it. "You look so pretty Liesl. I think Jorge will be very pleased with you." I looked in the mirror and I looked more like a girl than a boy. I was ready to present myself to Jorge. Agathe said she would take me shopping for shoes next week. "High heels will make a big difference Liesl. Your legs will look so good and Jorge and other men will not be able to resist you."
I was a bit nervous with the changes and I hoped Jorge would still fancy me. I followed Agathe back into the living room. Jorge stood up. "Stunning darling. You are so pretty anyway but Agathe has added her magic. Wonderful." He pulled me close and kissed me. So nice. Agathe coughed. "I think I'd better leave you two alone." Jorge smiled. "You might be right Agathe. Thank you for everything." I turned to her. "You've been wonderful Agathe. I'm so looking forward to next week."
As Agathe left, Jorge turned to me. "I have the best PA, so lucky. She understands me and I think she likes you too." I felt so good and sexy. "Let me fill up the wine Jorge. I am going to be a really good girlfriend for you." He smiled and patted my bum. "Fantastic Liesl." I felt there was going to more to being a girl than just dressing nice and providing total sexual satisfaction for my man. I wanted to be good in other areas too. I brought the wine back and sat next to him on the sofa. He put his arm around me and held me close. That was so nice. "You are going to be such a good girlfriend Liesl," he said. we started kissing again. He put his hand on my thigh and slid it under my dress. That was such a good feeling and, even many years later, one of the things I like the most of being with a man. as a sissy you are there for his pleasure and when he starts to explore your body it's so good. I parted my legs so he had access wherever he wanted. Our tongues started to play together. He was taking the lead and I knew I would do whatever he wanted. He then pulled away. "Darling. I'd like you to walk around the room so I can have a good look at you. I stood up and did as he said, wiggling my bum and pouting my red lips. his hand was rubbing his crotch. Mmmm I was ready for that. "You look great Liesl, so sexy. Lift up your dress." I lifted the hem of my dress so he could see my stocking tops and panties. He nodded. "Very, very nice. So pretty and feminine." I then bent over in front of him so he could see my panties covering my bum. He ran his hand over my bum. I liked that a lot. He unzipped his trousers and pointed to the floor. I knelt between his legs and took his cock into my mouth. I was in my element. Jorge was such a nice man. I fancied him and he certainly appreciated me more as a girl. He held my head as I indulged in my favourite pastime, sucking cock. When he came in my mouth there was a drop of cum left on my lower lip. I looked up at him. "Oh darling I wish I had a camera here. That's such an amazing look." With that I licked the cum off my lip.
The rest of the day was very pleasant. Jorge went out for a pizza which we shared cuddled up in front of the television. Around 9pm he told me to get ready for bed. I went into the bedroom, undressed and put on my new nightie. Wow! Even I fancied myself wearing that. I went back into the lounge. Jorge had undressed and he was sititng there stroking his cock. I paraded for him which was very enjoyable. "Are you trying to give me a heart attack, Liesl?" I turned around and wiggled my ass. "Fuck. You are such a naughty girl Liesl. Over my knee now." I did as he said. He ran his hand across my bum which I loved. He then liften my nightie and pulled down my panties. He caressed my bum again before spanking me six times. "That's what happens to naughty girls Liesl." I made a mental note to be naughty more often. "Go to bed and wait for me darling." I lay on the bed in my nightie and panties. After what seemed ages, Jorge came in and his cock was rock hard. "Look what you have done to be you naughty girl." I smiled. I was proving to be a good girlfriend. He fed his cock into my mouth and I was in my happy place.
We woke in the morning with Jorge's arms around me again. It was Sunday morning. I could feel his cock hard against my bum. That gave me a feeling of security. We made love and then he said we were going out to lunch. I wore lingerie underneath my boring male clothes and had a squirt of perfume. For Jorge I was always a girl now. Over lunch Jorge said that he wanted me to move in with him. I had told him I wanted to leave my lodgings and this seemed a perfect solution. I said "yes" straightaway. It worked well. I would arrive at the apartment from work before Jorge which gave me time to get dressed and do make-up. My cooking improved and I could also do domestic chores. And of course I could please my man all the time. Jorge was often away working during the week and I would eagerly anticipate his return. Sometimes he arranged for friends to visit me to provide company, especially overnight. I also spent the night with Hans from time to time but he prefered me as a boy, albeit in panties.
I was sad when I had to return to London to continue my studies. I told Jorge I would be happy to stay with him but he insisted that I completed my degree. I did see him and Hans from time to time on visits to Germany. It was a really enjoyable period of my life and I learned a lot.
There were many more adventures with Jorge during the rest of my stay. I may write about some of these, at least as best I remember.
I was feeling special. I had spent the night with Hans and lost my virginity. He appreciated that I had a feminine side and suggested that I met a friend of his called Jorge. Hans promised me I could see him again but he travelled a lot and said he could not give me the attention I deserved. I was a bit sad about this as I felt very safe and secure with him and the sex was great. However, he said that Jorge would like me, a lot, and so I eagerly anticipated meeting him.
I gave the cinema a miss that day as I had a date for the evening. I had a long bath and dressed including some pretty red lace panties. Hans told me that Jorge would love me in panties. My landlord and landlady were out so I sprayed myself with some of her perfume to make me more feminine and then took the U-Bahn into the town centre. I headed for the gay bar. I was a bit nervous but Hans was going to meet me first. He was already there at a table. He smiled when he saw me, stood up and kissed me on the lips before ordering me a beer. "You smell nice darling," he said. He said it made me more feminine so that was a good choice. Shortly afterwards Jorge arrived. Up to now when I saw a man I was interested in what his cock was like but now I felt differently. I saw Jorge and I fanced him. He was a very good-looking man and the thought of going to bed with him certainly did appeal. Hans introduced us. Jorge kissed me on the lips. "Very nice Jack and you smell very nice too. Are you wearing pretty panties? Hans says you do." I smiled. I did fancy him. "Yes I am Jorge, red lace." His turn to smile. "That sounds so sexy. I hope I get to see them later." He sat next to me and rested a hand on my thigh as Hans ordered more drinks.
About 30 minutes later Hans said he needed to go. "I'll leave you two alone so you can get to know each other better." As Hans walked out the door, Jorge had been caressing my thigh. "Why don't we go back to my flat? It's a short taxi ride." I agreed. As we walked out of the bar he gave my bum a squeeze. I was sure that I was up for a good time with this man.
The taxi to his flat was about ten minutes. He was clearly very well-off. He had explained that he was MD of an engineering company. He worked hard but when he had spare time he loved to have the company of pretty young men who have a feminine side to them. Mmm I hoped he would approve of me. He showed me into the lounge and said he would fetch some wine from the kitchen. He came back with the glasses and sat next to me, squeezing my thigh. "You know what I would like Jack?" What was that? "Why don't you go to the bedroom, strip down to your panties and come back in? I'd love to have a better look at you." I had no objection to that, of course. I did as he said. The main bedroom was just inside the front door. It was luxurious with a big TV on the wall opposite the bed. I put my clothes in a pile on a chair, combed my hair and went back to the lounge. He smiled. "mmm Jack, even better than I expected. You are very pretty. Walk around for me." I walked around the room, wiggling my bum. I wanted him to be the second man to fuck me. He was running his hand over his crotch. In front of him I bent over and showed off what he wanted. "Spendid," he said. He ran his hand over my bum through my lace panties. "So sexy Jack. I like very much." I was enjoying this. I was learning that knowing a man wants to fuck you is a very pleasant feeling indeed. he patted the sofa next to him. I sat down, our thighs touching, and he put his arm around my shoulders. That felt so nice. "You have lovely soft skin," hae said as he ran his hands over my body, "Just like a girl." I did like him touching me. "Let me put a video on," he said, "I have a large collection of transvestite videos. I love seeing boys dressed as girls and pleasing men." I'd seen a few of these in the cinema and I loved them. I always wished I was the "girl" in the films, sucking cock and getting fucked while dressed all sexy. He pressed play and joined me back on the sofa. I didn't doubt that I would end up in his huge bad and I certainly hoped so. I felt very relaxed with him. As the film played he had one arm around me and the other hand was running up and down my legs, over my panties and across my chest. I liked his touch so I responded my running my hand over his crotch. "That's a good girl," he said as he leaned over and started to kiss me. Ooh that was nice. We forgot the video, good though it was, as we kissed. He caressed me and I managed to unzip his trousers and start rubbing his cock. It was a nice size but not so thick that it would make sex difficult. He then stood up and took my hand. "Let's go to bed darling. I'm sure you want me as much as I want you." He led me by the hand into his bedroom and dimmed the lights. As we kissed again I undid his shirt buttons while he pushed his hand down the back of my panties and started to caress my bum. "Gorgeous bum darling, so sexy." Hans had said the same thing so I had that going for me. When he was naked he pushed me to my knees, not that I needed much encouragement. I love cock. I took him between my lips and started to show what I could do. "Wow Hans wasn't joking. You know how to suck cock." I did. He must have been about 7" when erect and a nice shape. I licked up and down, around his balls and tasted his salty pre-cum. "Lie on the bed my darling", he said. I lay on my front as he asked. He knelt above me and kissed my shoulders before kissing and running his tongue down my spine. He bypassed my bum and worked his way down my legs. His touch was amazing and I was loving it. He paused briefly. "You have a beautiful body baby, so sexy and feminine." I must have smiled. When we worked his way back up my legs he pulled my panties into my bum crack and kissed my buttocks. Then he pulled my panties down to my thighs. "Such pretty panties and they suit you so well. They protect the real treasure." He then pulled my cheeks aside and started to lick my pussy. That was so amazing. He circled his tongue around my sex hole and pushed it in and out. Oh Jorge, that's mmmmm. I felt him pushing a finger into me. Hans had fucked me that morning and that certainly helped but I was still tight. I then felt the coldness of the lube as he applied it to my cunt. This was it then. He worked the lube into me and soon a second finger followed the first. "Are you OK Jack?" he asked. "Yes Jorge. Are you going to fuck me?" He was. Good. He pulled my panties off. I felt his weight on me and then the pain as he pushed his cock into me. "OK baby?" he asked. "Yes Jorge." He eased further in. My second cock in 24 hours and I knew life was different. Like Hans, I felt special when Jorge was inside me. He fucked me gently, talking nice to me all the time. He kept saying how much he liked me and how sexy I was. I liked him too and sex with him felt so natural and essential. "That's so nice Jorge. Make me yours." He pushed slightly harder. Oooh. "You're great Jack. You're such a girl in bed." I took this as a compliment though I did not realise what he had planned for me. When he came he filled my cunt with his warm juice. Hans had cum in my mouth twice. He told me to put my panties back on and then we cuddled up together and started kissing. "Did you enjoy that darling?" I did. Very much. "You are pretty, sexy and great in bed my darling," he said. "I want you to be my girlfriend." Sounded good but girlfriend?
When I woke I was lying next to Jorge. Last night had been wonderful. I felt very secure with him. I cuddled up to him and he stirred. "Mmm sexy girl." he said. I reached down and felt his cock. This cock had given me so much pleasure but, more importantly, I had given him pleasure. "Naughty girl," he said, "needing cock in the morning. Go on then." I moved around and took his cock in my mouth. "You are such a natural darling," he said, "sucking cock is a skill and you have it." Such kind words. I loved being a cocksucker. I moved into a 69 position. He took my cock into his mouth, the first man to suck my cock. What followed next was better. I felt him pushing a finger into my cunt and he started to finger fuck me. "You have such a sexy, girlie bum, darling. You can give pleasure to so many men. I'd love you to be my girlfriend." I was starting to like the sound of this. I did like dressing and Jorge had only seen me in panties so far. I came quite quick and he swallowed my cum. His balls were full and he delivered a large load into my mouth. It tasted great. After that we showered together and I loved him running his hands all over my body and taking plenty of opportunities to finger me. "Let's go out into the countryside for lunch darling." Why not?
After we dressed we went to his car. It was a very nice BMW. He opened the passenger door for me. What a gentleman. As he sat in the left-hand driver's seat he turned to me. "You know what darling. I'd love to make you my girlfriend and treat you like a girl, not just in bed." I was getting to like the thought, at least of being a part-time girl when I was with him. How far would it go though?" We drove through the southern part of the city, occasionally squeezing my thigh. The pub for lunch was a traditional german Kneipe on the edge of a vineyard, very pretty. After we had ordered he said, "I'd live you to be a girl when we are together. Boys make the best girls and you have so much going for you. Very pretty, gorgeous bum, great in bed and incredible cocksucker." I smiled. "I like the idea Jorge. I must be honest. I wear panties now and I used to try on my older sister's clothes and loved it. I'd love to dress up as a girl for you when we are together." He smiled. "I really want to kiss you but maybe not here. If I help you I can make you into a girl when we are together." I smiled. "I'd love that Jorge. Only when we are together though. I'm not looking for a sex change." He laughed. "Nor am I. There's something about you I don't to lose." That was a relief. He ordered desserts. I let him choose. I knew I was a sissy and men would always make better choices than me. It was a good move. The dessert was wonderful. "OK this is the plan," he said. "From now on I will always treat you as a girl, even if you have to dress as a boy. I can see the girl within you. I'd like to call you Liesl as that is the name of a dear friend of mine in the past. Is that OK?" It was. I liked the name (and I'm still called Lisa because of that moment). He continued. "I'm away on business most of this week and back Friday. I'll miss you." I'd miss him too but maybe there was time for a bit more time in bed before I needed to get back to my lodgings. He continued. "Keep Friday evening free and we'll have a date, your first proper date as Liesl. On Saturday I will ask my PA to come over. She knows all about the type of girls I like and she will help you. I want you to look as good as you can but you are so pretty that it should not be difficult. Are you OK with that darling?" I was and I was so excited about it.
He paid the bill and we went back to his flat. He took me straight into the bedroom and I was allowed to give him pleasure again. Mind you, I received a great deal of pleasure too and sexual intercourse was not as painful. Early evening he drove me back to my lodgings. The road was quiet and so we were able to enjoy a long kiss in the car before I had to leave. I'd see him on Friday though and we could spend the weekend together.
The next four days seemed to pass slowly. I was excited about Friday and even more about Saturday. Jorge did call me at work on Thursday as I had a direct line. It was good to hear his voice and he wanted to make sure that I was still Liesl. I managed to finish work early on the Friday and I took myself into town. I had decided to become a bit more girlie for our first proper date. I went to a sex shop next to my favourite cinema. There was a good choice of lingerie. I bought matching black bra, panties and suspender belt as well as a pair of sheer black stockings. I found the public toilets and changed. It was my first time in a suspender belt and stockings and I loved rolling the sheer nylon up my smooth legs. This would be fun. As I walked back through the town I wondered if anyone could see the bumps of the suspenders under my trousers or the line of my bra under the jacket. I hoped Jorge would.
I walked into the gay pub and I saw Jorge. In a suit he looked so smart and I was proud to be his date. He smiled, stood up and kissed me on the lips. "I'm the lucky guy tonight," he said. I sat next to him and he rested a hand on my thigh. "Liesl. Are you wearing stockings and suspenders? That's a very good girl and you will be well rewarded later." We talked for a short time. Another man came over. "Hi Jorge. How have you been?" He was good looking and obviously a friend of Jorge's. "I'm great Dieter. This is my new girlfriend Liesl. At least she is becoming a girl." Dieter smiled. "You really do manage the find the pretty ones, Jorge. Any chance I will get to fuck her one day?" I blushed. "Of course Dieter. She's not ready yet but she has the most gorgeous pussy and her cocksucking skills are unbelieveable." I felt slightly embarassed but also proud.
After a short while Jorge said it was time to go to the restaurant he had booked. He groped my bum on the way out of the bar. "More to come later Liesl," he said. Over dinner he said that his PA Agathe would be coming over tomorrow afternoon to show me how to do make-up. He wanted me to go shopping with her too to choose a few outfits. He also said there was a specialist transvestite shop in the town and that would be best for shoes as I would be able to find the right size for me. However, he wanted me to shop for clothes in women's shops not in the transvestite shop. I thought that would be fun but I was nervous about going out to buy clothes, the lingerie in the sex shop was different as no-one would judge me there.
I was really looking forward to going back to Jorge's apartment as I was keen to show him my new lingerie and I hoped he would approve. When we arrived he told me to leave my male clothes in the bedroom but come back in wearing just lingerie. I did as he said and a few minutes later I came back in just my new black lace lingerie and sheer black stockings. "Wow!" he exclaimed as he stood up and pulled me close to him. "You look gorgeous Liesl." I blushed but I was so pleased that he approved. After all, his pleasure was the most important thing. He ran his hands over me and down the back of my panties. He then pulled me down onto the sofa and we started kissing. His hands were all over me, caressing my legs through my nylon stockings. That was a lovely feeling. I still love men running their hands over my stockings and under my skirt. So sexy. When we had sex that night I was dressed except panties. He said the sex was even better like this and I agreed. I did sleep naked though with his arms holding me close and protecting me.
Next day I sucked him off before breakfast and then dressed in my lingerie again. I wanted to make him breakfast so I disappeared to do this. I was determined to be a good girlfriend and not just in the bedroom. There was more pleasure in making him breakfast. "You'll make someone a good wife one day Liesl," he said. I laughed. "Maybe." He had to do some work during the afternoon. I relaxed in front of the television and fortified him with occasional coffees. I was rewarded with him feeling my bum and kissing me.
Agathe arrived in the early afternoon. She was probably late 50s and a very good looking woman. Jorge called me in from the kitchen where I had been washing up. Agathe smiled when she saw me. "You're right Jorge. She is really pretty and I know you like pretty girls with a bit extra." Time for me to blush again. "OK. I have a couple of presents for Liesl than I brought back from Stuttgart. Maybe she can open them here and then you can go into the bedroom. I can't wait to see Liesl with make-up. So excited." So was I by now. To be honest I fancied Agathe as I was attracted to older women but Jorge had said she was very happily married and, to be honest, I had a boyfriend and was not looking for a woman. Oh well. Jorge poured out some wine for the three of us and then gave me the first package. I opened it. It was a black dress, very nice. The second package was a pink mini skirt and a lace pink blouse. The third package had a white babydoll nightie and the final one was a lingerie set, pink and red lace with black fishnet stockings. I was such a lucky girl. I walked over to Jorge and gave him a long kiss. "Thank you darling. I am going to look so good for you." Agathe had a present for me too. It was a make-up set. "It's just a basic one," she said. "I'll teach you the basics now but you can practise after that and buy your own make-up or Jorge will." I thanked her. She then took my hand and led me to the bedroom. "Let's make you all beautiful for your boyfriend, Liesl." She was in on the game and knew to treat me as a girl.
"Do you want to put on your new lingerie, Liesl?" I did. I did not feel embarassed getting undressed in front of Agathe. She was treating me as one of the girls and she knew I would be in bed with Jorge later. She was a very loyal PA and told me she had worked with Jorge for ten years and loved it. I put on the new lingerie. It was so feminine. I rolled up the stockings and attached them to the suspenders. I decided to go for the dress today. I stepped into it and pulled it up. Agathe pulled up the zip at the back. It fitted perfectly. It came to just below my stocking tops. The top part of the dress was see-through lace and it showed my bra straps. (I still like that. If you're wearing a pretty bra you want men to see it). She then sat me down and showed me the different items in the make-up set. She put my make-up on for me but explained it as I would have t do it for myself tomorrow. The lipstick was bright red. My hair was long enough to be styled (no longer) so she put a couple of bows in it. "You look so pretty Liesl. I think Jorge will be very pleased with you." I looked in the mirror and I looked more like a girl than a boy. I was ready to present myself to Jorge. Agathe said she would take me shopping for shoes next week. "High heels will make a big difference Liesl. Your legs will look so good and Jorge and other men will not be able to resist you."
I was a bit nervous with the changes and I hoped Jorge would still fancy me. I followed Agathe back into the living room. Jorge stood up. "Stunning darling. You are so pretty anyway but Agathe has added her magic. Wonderful." He pulled me close and kissed me. So nice. Agathe coughed. "I think I'd better leave you two alone." Jorge smiled. "You might be right Agathe. Thank you for everything." I turned to her. "You've been wonderful Agathe. I'm so looking forward to next week."
As Agathe left, Jorge turned to me. "I have the best PA, so lucky. She understands me and I think she likes you too." I felt so good and sexy. "Let me fill up the wine Jorge. I am going to be a really good girlfriend for you." He smiled and patted my bum. "Fantastic Liesl." I felt there was going to more to being a girl than just dressing nice and providing total sexual satisfaction for my man. I wanted to be good in other areas too. I brought the wine back and sat next to him on the sofa. He put his arm around me and held me close. That was so nice. "You are going to be such a good girlfriend Liesl," he said. we started kissing again. He put his hand on my thigh and slid it under my dress. That was such a good feeling and, even many years later, one of the things I like the most of being with a man. as a sissy you are there for his pleasure and when he starts to explore your body it's so good. I parted my legs so he had access wherever he wanted. Our tongues started to play together. He was taking the lead and I knew I would do whatever he wanted. He then pulled away. "Darling. I'd like you to walk around the room so I can have a good look at you. I stood up and did as he said, wiggling my bum and pouting my red lips. his hand was rubbing his crotch. Mmmm I was ready for that. "You look great Liesl, so sexy. Lift up your dress." I lifted the hem of my dress so he could see my stocking tops and panties. He nodded. "Very, very nice. So pretty and feminine." I then bent over in front of him so he could see my panties covering my bum. He ran his hand over my bum. I liked that a lot. He unzipped his trousers and pointed to the floor. I knelt between his legs and took his cock into my mouth. I was in my element. Jorge was such a nice man. I fancied him and he certainly appreciated me more as a girl. He held my head as I indulged in my favourite pastime, sucking cock. When he came in my mouth there was a drop of cum left on my lower lip. I looked up at him. "Oh darling I wish I had a camera here. That's such an amazing look." With that I licked the cum off my lip.
The rest of the day was very pleasant. Jorge went out for a pizza which we shared cuddled up in front of the television. Around 9pm he told me to get ready for bed. I went into the bedroom, undressed and put on my new nightie. Wow! Even I fancied myself wearing that. I went back into the lounge. Jorge had undressed and he was sititng there stroking his cock. I paraded for him which was very enjoyable. "Are you trying to give me a heart attack, Liesl?" I turned around and wiggled my ass. "Fuck. You are such a naughty girl Liesl. Over my knee now." I did as he said. He ran his hand across my bum which I loved. He then liften my nightie and pulled down my panties. He caressed my bum again before spanking me six times. "That's what happens to naughty girls Liesl." I made a mental note to be naughty more often. "Go to bed and wait for me darling." I lay on the bed in my nightie and panties. After what seemed ages, Jorge came in and his cock was rock hard. "Look what you have done to be you naughty girl." I smiled. I was proving to be a good girlfriend. He fed his cock into my mouth and I was in my happy place.
We woke in the morning with Jorge's arms around me again. It was Sunday morning. I could feel his cock hard against my bum. That gave me a feeling of security. We made love and then he said we were going out to lunch. I wore lingerie underneath my boring male clothes and had a squirt of perfume. For Jorge I was always a girl now. Over lunch Jorge said that he wanted me to move in with him. I had told him I wanted to leave my lodgings and this seemed a perfect solution. I said "yes" straightaway. It worked well. I would arrive at the apartment from work before Jorge which gave me time to get dressed and do make-up. My cooking improved and I could also do domestic chores. And of course I could please my man all the time. Jorge was often away working during the week and I would eagerly anticipate his return. Sometimes he arranged for friends to visit me to provide company, especially overnight. I also spent the night with Hans from time to time but he prefered me as a boy, albeit in panties.
I was sad when I had to return to London to continue my studies. I told Jorge I would be happy to stay with him but he insisted that I completed my degree. I did see him and Hans from time to time on visits to Germany. It was a really enjoyable period of my life and I learned a lot.
There were many more adventures with Jorge during the rest of my stay. I may write about some of these, at least as best I remember.
10 months ago
