I've never been the prettiest girl at the club but I know I can pass and always try to dress stylishly. These days I live full time as a female and feel good about my life. The T Club is a comfortable place to be with friends, have a drink and listen to music. On weekends it fills up with all kinds of people, gay, straight, male, female and others. Sometimes I get asked to dance and I usually enjoy that. Although I am bisexual, until recently I'd never had a boyfriend. Sometimes I sleep with other girls from the club but it's not like being with a guy really.
I was having a cocktail on Friday night with some friends as the place filled up getting livelier and louder. I was having a great time, receiving compliments on my dress a mid-length, sleeveless, black, Liz Claiborn number which made me feel fancy and feminine. I don't know what made me choose to get dressed up; I just like to feel beautiful sometimes and This was one night I'm glad I did.
A group of three well dressed gentlemen came in who I'd never seen before. They seemed relaxed and were all three pretty handsome. All the girls noticed I'm sure, as they ordered at the bar and started blending in. I'm sure they must've known what kind of club it was. Some of the girls there definitely weren't passable but that didn't seem to deter the guys from enjoying themselves.
The tallest guy, a good looking hunk with a wonderful smile caught my eye and came over to where I was sitting and introduced himself. His name was John. He asked if he could join me and then ordered us drinks. He asked my name and chatted me up skillfully and I was charmed by his warmth and sense of humor. He easily engaged me into conversation and eventually asked me to dance. I jumped at his invitation as one dance turned into many. Most of the songs were up tempo but finally the DJ played a slow one and I found myself in John's arms being guided skillfully about the dance floor.
I really enjoyed being held close and feeling our bodies pressed tightly together. I leand my head against his chest, feeling his warm breath on my bare neck. Mmm, I just got lost in the moment and then all too soon the song ended. John smiled, took my hand and led me back to our seats.
As it was beginning to get late one of John's friends came over to tell him they were going so he needed to wrap it up so he could get a ride. I thought about offering to drive him but I had too much to drink to drive any distance at all. John apologized and asked me for my number which I readily gave him, hoping he might actually call. He then leaned toward me and gently kissed my lips, said goodbye and promised to call. Breathlessly, I collected myself, said goodbye to some friends and made my way home.
My head was spinning with the events on the evening. It was thrilling to be treated like a lady by such a charming and handsome man. I was definitely turned on but also a little scared. I was on a cloud but still anxious and unsure. "He kissed me" I thought, "how wonderful!" I had never even been held by a man before and John's kiss just made my knees weak every time I thought about it. As I crawled into bed that night I thought about John and fantasized, hoping he would really call.
Saturday morning I decided to go shopping. There were lots of things I just had to have. I took a long hot shower and shaved real close, put on some perfumed moisturizer and got myself ready. I put on my makeup and dressed casually in a white top, powder blue shorts and white tennies. I wore my hair tied back and carried a woven shoulder bag.
I drove my white Miata to the mall and spent all morning buying lots of cute things. As I was shopping I asked myself if I thought John would like this or maybe he'd like that better. I stopped myself several times thinking "don't expect too much, he'll probably never even call". I ended up getting some sexy things anyway, just in case. I finally made my way home having spent far too much money, wondering what to do with myself for the rest of the weekend.
When I got home I started unpacking my purchases and listened to my answering machine messages. There was a message from my mom and another from my friend, Dawn and then lo and behold there was a message from John! He said he wanted to see me again and said he would call back at seven to see if he could reach me. I spent the rest of the afternoon in bliss, catching up on some unfinished business and thinking about John.
When the phone rang I wanted to leap at it but I didn't answer 'til the third ring. I tried not to sound too eager but I was. We talked for a long time and he asked if I'd like to go on a drive the next day. I told him I would and gave him directions.
I was super excited as I hung up and I just had to talk to someone so I called Dawn and we talked for hours about how I should act, what I would wear and everything. She was excited for me too and made me promise to tell her everything. Of course I always do anyway. I really love Dawn. She's like a sister to me and we always share everything. She is a GG and has known me since before I ever started living as a woman but she says she knows that's what I really am. I'm so lucky to have a friend like her to confide in.
Sunday morning I got up at seven, went jogging then came back, showered, shaved and got ready for my date. Dawn and I decided I should wear my short, Donna K flowered shift with nude pantyhose and medium height sandals. I wore brand new bra and panty set and gold stud earrings, a thin gold chain and a matching bracelet. I carried a small, light beige, leather purse and took along a white cardigan in case it got chilly. It took a while to get my subtle makeup just subtle enough. Oh what a girl must go through.
I was ready just before the doorbell rung. John was right on time. He gave me a little peck on the cheek and a bouquet of fresh carnations. He complimented my outfit and perfume and I asked him to relax while I put the flowers in a vase. After checking myself one more time in the mirror I grabbed my purse, sweater and off we went.
John's car was beautiful; a big burgudy colored Mercedes sedan. He opened the door for me and smiled down at me as I slid into the luxurious leather seat. He climbed in behind the wheel and told me we were going to take a drive on the coast which sounded just perfect to me. It was a sunny day though a bit cool and I felt ready for anything. As we sped down highway 1 we became better acquainted.
John worked in San Francisco as a financial advisor, having moved from Chicago after a divorce which produced one daughter who lived with her mother. John was very engaging without getting too nosy and I found it very easy to talk honestly with him. He listened to me and asked interesting questions, some regarding my gender issues but without seeming to pry. He told me that one of the reasons for his divorce was his confession to his wife regarding his bisexuality. He had no problem at all with a transsexual girl and in fact had been in a short relationship with a t-girl that just didn't work out. I hoped John felt as relaxed with me as I did with him.
We came to a beach that was fairly deserted and stopped to take a walk. John had a blanket and a bottle of wine and we strolled down the beach a ways and found a secluded spot. We sat sipping chardonay, talking and laughing together as we gazed out at the Pacific ocean. John looked gorgeous with the wind tousling his sandy colored hair. I loved his quick wit and sarcastic sense of humor.
Sometimes we just sat listening to the ocean's song not saying a word. John put his arm around my shoulder and I snuggled close to him. I turned to look at him and he lowered his lips to mine. I closed my eyes as he kissed me tenderly. I parted my lips and I felt his tongue enter my mouth to find my own. It was such a romantic moment I know I will cherish forever. I had a warm glow inside me and time just drifted away like the surf. I smiled at John and nuzzled into his arms as we sipped more wine and listened to the waves crashing.
We finished the bottle and decided to drive some more. Together we folded the blanket and then walked hand in hand back to the car.
John drove us to a bluff overlooking the water where a lighthouse stood sentry. We kissed some more there in the car and I felt totally relaxed by John's side. His kisses were warm and passionate, soft and playful. He would flick his tongue inside my mouth and tangle with mine and I welcomed his kiss enthusiastically. I sucked his tongue gently into my mouth and then let it go and sometimes I would playfully nibble his lips. We sat in the car, necking like a couple of teenagers for awhile and his hands caressed me knowingly. Everything felt perfect but I knew we couldn't go much further sitting here. John knew also and said it must be time to start getting back.
On the way back up the coast we kept talking , laughing and touching. I ran my fingers through his soft hair or traced the line of his strong chin. John was a perfect gentleman. By and large he kept his hands on the wheel except to sometimes hold my hand.
We drove to my place and he parked. We walked to the door arm in arm and I fumbled for my keys in my purse and finally opened the door. As soon as we were inside I was in John's arms, his lips on mine and my arms up around his strong, broad shoulders. I felt wonderfully sexy with his tongue hungrily exploring my mouth once again. I felt his cock growing hard as we pressed closely together and welcomed it's promise of things yet to come. It made me feel so good knowing it was getting hard for me.
My body tingled as my mind flooded with desire for him. Our tongues danced together and his hands moved down my body and cupped my bottom, gently squeezing my ass through my thin skirt and silky panties. I was growing more excited by the second, knowing I would soon be with him sexually, as I never had been with a man before. I could feel my own cock straining though tucked securely between my legs and I was gasping, moaning softly as John's kisses and caresses worked magic on me. I was high as the moon and loving him for it. I felt so feminine, soft and sexy. I was small and delicate in his arms. I felt John's passion rising as my own and felt his cock pressed against my tummy. I was desired, needed and turning him on in a powerful way.
Our mouths parted long enough for me to take him by the hand and lead him to my bed. He laid me down and pressed his body on top of mine. Our lips and hands found each other again. I loved feeling his urgency rising as he kissed my yielding mouth and I relished his masculinity. As he kissed me he started to undress me. I wiggled out of my dress and helped pull off his shirt. He unhooked my bra and tugged of my stockings and panties and exposed my body to his gaze. As I reached down and fumbled with his belt, my hands were shaking. I unfastened his trousers and pulled them down, put my hand inside his boxer shorts and took his gorgeous cock in my hand for the first time. I loved just squeezing it and stroking it as John kissed me deeply once again.
I pulled down his shorts and looked at his hard cock. It was so beautiful, maybe seven inches long and so soft! I knew I was going to make good use of it too. I was determined to make my man feel better than he'd ever felt before. I lowered my head and kissed the head, swirling my tongue around it then licking and planting kisses on it's vein rich shaft. Intuitively I knew just what to do.
I looked up at John and smiled, took his hand and pulled him down onto the bed next to me. Again we kissed deeply. As his tongue probed my mouth my hand squeezed and stroked him. I told him to lay back and relax and then I moved down his body to suck his cock. Just the thought had me so hot! I licked the full length of his shaft, planting kisses along it teasing him slowly. I moved my lips up to it's head and swirled my wet tongue all around it, finally opening my lips and taking the crown into my warm, moist mouth, all the while gently squeezing and stroking his balls. I positioned myself so I could really go down on him.
My long hair softly cascading into his lap, I took him deeply into my mouth. I loved feeling the fullness of his sweet hard cock and the pulsing inside me and carefully I shielded his sensitive skin from my teeth. I wasn't sure how much of him I could take although I had practiced on my dildo so I could be ready if the moment ever came. I wanted to be the greatest cock sucker I could be and here was my moment of truth. I moved down on him and back off, in and out, taking a bit more of his cock on each stroke.
I could tell John was loving it. He was lying back with his eyes closed, moaning and thrusting his hips upward in response to my movements. I wanted to see if I could deep throat him and I drove myself all the way down 'til I could feel his curly hairs tickling my nose. His cock was buried all the way to the back of my throat and I had to hold my breath as I sucked. I backed off until he was almost all the way out of me and then dove all the way down again. He was practically screaming as I repeated the action again and again, timing my breathing so that I didn't pass out.
I wanted to give John the best feeling he'd ever felt and from his responses he was getting close to coming. His cock was pulsing and twitching and I kept bobbing up and down on him taking most of his wonderful cock in and out of my moist mouth over and over again. He let out a gasp and breathlessly told me he was going to come then suddenly he started to erupt into my mouth. I had to back off to be able to swallow his creamy sperm. I wanted to drink every bit of his load but it filled me so full I was losing some of it as it leaked down my chin and dripped warmly down my neck. I was swallowing his salty come and loving him for giving it to me. John came in torrents and I swallowed and swallowed. I have never felt so wonderfully fulfilled in my life as I did that moment as I felt the last twitches of his cock and then cleaned him up with my tongue, licking the escaped fluid from his thighs and along his stomach and down to his scrotum. I kissed his cock again and then moved up into John's arms as he gaped for air letting out little laughs and telling me breathlessly how he had never felt so good.
I was so proud and so happy for my man. It was even better than I ever dreamed it could be. And yes, I was indeed a cock sucker. A very good cock sucker! I laid in his arms and I knew that I had him hooked. No man could resist a blow job like that I told myself and he was mine. John held me close and gently stroked my tousled hair, my shoulders and with his arms cradling me like a baby he fell asleep. I didn't mind. Maybe later I would tease him about it but right now I was relaxed and confident and just maybe, falling in love.
I closed my eyes and ran my fingers through his curly chest hair. My leg draped over him and my tummy very excited with all these new sensations I'd experienced. I squeezed him to me and he opened his eyes and smiled at me. "Where did you ever learn to do that?" he said in a husky whisper. I told him that he was the first man I'd ever had and he looked at me in a different way. A softer more serious look came over him and he tenderly kissed my forehead, my cheeks and then my full wet lips. When he kissed me this time it was long and slow and spoke to me of love. I felt so complete in this moment. Now I was a woman, his woman and it was all I could ever want to be.
I laid back with my head resting on the pillow and John smiling down at me. He touched my tummy and moved his hand slowly down my body as our lips met once again. He kissed my mouth, my chin, down my neck, his scratchy whiskers rubbing against the softness of my skin. I lay there feeling adored as John nibbled my shoulders and his hand found my breast causing me to shiver with delight and he lovingly squeezed the soft flesh there. He brought his lips to my nipple, licked it's tip and slowly suckled me like my little baby boy. I loved feeling him nursing at my breast. It made me feel deliciously feminine and content. As he was kissing my breasts his hand found my bottom and he kneaded the softness of my cheeks. My fingers ran through his hair and my thoughts ran free.
His touches moved down my smooth leg and up the baby soft inside of my thigh as I laid back taking in the sensations, cooing expectantly. His knowing fingers found my small but hard clitty and I moaned and arched my back as he gently squeezed me. He looked into my lust filled eyes and raised his finger to my lips and I licked it and pulled it inside my mouth. He then moved his wetted finger to my bottom and slowly pushed it inside of me. My body tensed as his finger massaged inside my hole. He was very gentle and went very slow. He knew I was a virgin and he obviously took my deflowering as a responsibility as well as a pleasure. Again he kissed my mouth and this time I absolutely devoured his tongue, so turned on was I. He knew that I was his girl now, and his to make a woman.
As we kissed he began moving his finger in and out of me and I moaned into his mouth thrilled at each new sensation I was feeling. I spread my legs and pushed back against his hand as he stroked his finger skillfully inside me. I told him I had some lubricant in the bedside table and looking into his warm eyes heard myself utter the words I've been waiting forever for the right moment to say, "John, will you fuck me?" Of course the answer was obvious.
He pulled his finger slowly out of me then reached over to the nightstand for the tube of massage oil I had there. I pulled back the covers and lay back against the cool sheets as he positioned a pillow under my hips. My heart beat quickened as he squeezed some of the oil into his hand and massaged it into my puckered opening using first one, then two and then three fingers to lubricate my waiting hole. I took the tube from him and rubbed a generous amount lovingly onto his stiff organ as I spread my legs wide for him.
John put my legs over his shoulders as he positioned himself over me. "This will probably hurt but I'll go very slowly" he cautioned "let me know if it's too much and we can try something else, O.K.?" I smiled nervously and nodded. I felt my legs pushed back against my shoulders with his weight on top of me and his cock began to push into me, spreading me open. It was painful at first but John was extremely gentle and worked his cock very slowly inside me a little at a time, waiting as I became used to it. Though the discomfort was a bit intense at first, soon the hurt subsided and the pleasure enveloped me. It took some time but finally John's full length was deep inside me and I smiled up at him and reached out to touch his face and reassure him. He withdrew slowly half his length and then pushed back into me again, repeating over and over until there was no pain at all, only pleasure.
He slowly fucked my ass and I was absolutely in heaven gazing up at his handsome face. I let him know how I was loving it and told him he could fuck me harder. He started to thrust more quickly into me and I was pushing back to meet the rhythm he was creating and squeezing him with my sphincter muscles as we fucked. It was the most wonderful thing I have ever felt. My man was on top of me fucking my brains out!
As John fucked me I was gasping and calling out to him. "Oh yes baby yes! That feels so good!" and he was now fucking me hard and fast. His sweat dripped down onto me and I treasured every drop. Harder and faster he pumped his cock in and out of me. Finally I knew he was getting close to coming and I was getting close too. "Baby, oh baby, please come inside me" I pleaded. I knew I needed so badly now to feel him climax inside my body and I could tell that he was just about to explode. "Oh God, yes honey" I gasped "come on baby" and then I started to feel him empty his load inside of me. As soon as I felt him start to come I started coming too, spraying all over my own tummy, chest and even my face. His cock erupted inside me, splashing my insides with his sweet seed and dripping from me onto the sheets below me. Together we collapsed and I cradled him in my arms as his cock grew soft and I let him slip from within me after one last squeeze of my well used muscles.
I kissed the beads of sweat from his forehead and cheeks as our hearts beat frantically together. We both started to laugh, I stroked his head and held him tightly to my breast. He moved up and put his arms around me and we kissed once again. Now I knew I was in love. I never wanted this moment to end. We drifted off to sleep in that position, my head on John's chest and my leg draped over his. We woke up later that night and made love again, this time with me on top. I couldn't believe how resilient John was.
We slept later than we should have and ended up playing hooky from work that day. We each took turns calling in our excuses then we spent the rest of the morning in bed together. We showered together, I shaved, got made up and we went for a very late breakfast. We spent the rest of the day walking, talking and sometimes kissing.
It was very hard to say goodbye to John that evening but we both had to pull things together. I made him promise to call me the next day and he did; four times! I also had a beautiful bouquet of roes delivered to me at work. I think he was in almost as deep as me.
We spent almost all our free time together that week and made love practically all weekend long in his fabulous Russian Hill condo, with bay windows overlooking the city. We fell in love and quickly became inseparable. Eventually I gave up my apartment and moved in with him. We live happily together as husband and wife and someday soon we will have a ceremony to celebrate our union. My life could not be better.