Unforgetable day
- 4 years ago
- 22
- 0
I will never forget the day Carrie enter my secret world. It was the summer I was 17, I had been dressing my sisters clothes since I was about 8yo. In more recent years I had started buying a few of my own clothes and lingerie nylons and make-up. It was a Saturday and I was home alone and decided it would be a good day to dress and be girlie, excited about my day I waxed my legs and bikini line painted my nails a soft pink and took a relaxing bath with lavender bath beads, feeling very sexy I started my make-up knowing I would be alone all day I went all out. After I was done I went to my special cabinet in the attic and began to pick a wardrobe for the day. First was a very sexy purple panties and bra ensemble followed by suntan colored nylons, a short white cotton skirt, and a pink cotton t-shirt, and 3′ pumps and also a mid back length sandy blonde wig. After dressing I looked in the mirror feeling very proud of the transformation, looking very feminine and passable I went to the kitchen and raided my parents liquor cabinet and maid a screwdriver.
Sitting on the patio I heard the door bell ring almost in a panic knowing no none had ever seen me dressed I ran to the bedroom. . I had forgotten about my invitation to go boating with their family. It was Carrie was the girlfriend of my buddy Mikes older brother, seeing my car in the drive and hearing the music in the house she assumed I was home and possibly in the bathroom she came in the house. Walking through the house quietly the kitchen the living room down the hall by the open bathroom she made her way to my room opening the door I was in absolute shock as was Carrie, ‘ WHAT THE HELL ARE YOU DOING?’ embarrassed I almost began to cry, laying on my bed I horror she began to smile at me after the shock wore off ‘Do you do this often?’ I smile back at her, ‘ Only when I am alone, ‘ I like it’ she said. She walked over to my bed and sat down next to me ‘ You look really cute’ not knowing what to say I said ‘ Thank you’ and smiled at her. ‘ I hope you won’t tell anyone about it, PLEASE’. Smiling she responded ‘ Tell anyone I want to see just how good of a girl you really are or should I say bad’, with a puzzled look I asked what she meant , ‘ I want to help you with your make-up and have some fun’, feeling more comfortable now I smiled at her ‘ You would help me with my make-up’ she agreed and it was of to the bathroom. She worked her magic on me.
Back out on the patio I asked her what she had in mind as far a playing, knowing I had always thought she was a hot little number. ‘ I am going to teach you how to be a girl’ excited that I now had someone that knew my little secret ‘ What are you going to teach me ‘, ‘ It’s a surprise’ and off into the house she went, after being gone for what seemed like forever she returned with an evil smile and drinks for both of us. ‘ We were supposed to go boating today but I just talked to Gail and the boat is not running for some reason’, I know I forgot all about boating today as you can tell’, ‘ So I invited Gail over here to barbecue’ gasping for air I almost fell off of my chair ‘YOU WHAT’ I screamed, ‘ If you want to be a girl I am going to show you how to be with a guy’, ‘ Know way Carrie, I cant I never have’, ‘ It’s ok Gail is bi-sexual and I think he will like you allot like this’ feeling aroused and scared at the same time I protest her idea ‘ know way Carrie I have never been with a guy and don’t plan on it’ knowing deep inside I have looked at Gail before and find him to be quite a catch and often wondered if he would be interested in being with a cross-dresser. ‘ it doesn’t matter what you want if you don’t I will tell the world your dirty little secret’ , ‘ You wouldn’t dare’, ‘ I sure would’. ‘ If you want to dress like this have fun with it sweetie’, ‘The thought of being with a guy scares me to death’, ‘ Don’t worry I will be right there with you’. Now very excited and scared I am almost looking forward to this day. Carrie says’ What do you call yourself when you are dressed?’ ‘ I never thought about it’, ‘ How bout Amanda?’, ‘ Amanda I like that’, ‘ Well Amanda I guess we had better teach you a few things then’ Carrie moves close to me ‘ First you need to know how you touch a man like a woman’ she takes my hand and gently puts it on her leg and begins to move it softly up and down her leg. ‘WOW Carrie I don’t know if I am going to make it you are driving me wild’, Don’t worry Amanda we have a while until Gail gets here you can cum if you want you’, she then gets on her knees in front of me and reaches up my skirt and pulls my panties and nylons down exposing my already hard penis. ‘ Isn’t that cute’ and she take it in her hand and moves her mouth toward it, almost instantly I explode when it enters her mouth. She slowly strokes me and continues to suck me until I am almost exhausted from the excitement. ‘ There now we can get back to making you a girl’
Before I knew it the doorbell rang again, Carrie said ‘ Wait her I will get it’, nervous and excited I didn’t move, a million thought going through my head run, hide, die, I hear a voice ‘ Amanda this is Gail ‘, I almost fainted, as I stood up and turned around I could see a puzzled look on Gails face, he knew who lived and I had never mentioned anyone name Amanda. ‘ It’s very nice to meet you’. ‘ Would you care for a drink?’, ‘ Sure ‘, In the kitchen shaking from excitement I attempt to make drinks. When I return I notice a strange look on Gails faces ‘ Kyle?’, ‘Yes’ this is what I do when I am alone , ‘Damn you look good’, Thank you’, I return to my chair and to my amazement , We continue chatting and after a few minutes. Embarrassed and excited I remember what Carrie had taught me. Carrie said ‘ Gail this is Amanda’s first time being dressed around anyone and she has never been with a guy before’. Carrie say’ s ‘ I want to teach her how to be a girl are you guy’s ok with that?’ Gail agree’ s quickly.
We move our little party into the house, in the living room I sit in the chair and Gail sat on the couch. Carrie takes Gail buy the hand and leads him in my direction, standing in front of me Carrie kneels down and unzips Gail’s pants exposing his huge cock. I gasp at the size still soft, she takes my hand and puts it on his huge cock liking how it feels it begins to swell. Carrie talks my hand and begins to stroke him, knowing how I do myself it all becomes natural, as I slowly stroke him he becomes harder and more impressive in size. As I stroke Gail’s huge cock instinct takes over and move my mouth toward his cock and begin to lick the head of it. Carrie puts her hand on the back of my head ‘ Now Amanda slowly take his cock in like a giant lollipop’ pushing my mouth further down his enormous shaft. I begin stroking him with my mouth, in and out he must be 8.5’s long it seems to take forever from end to the other. Amazed at the way a cock so hard can feel so soft in my mouth I begin to moan almost in sequence with Gail. Knowing I am pleasing him the way his girlfriend has just pleased me I feel more feminine than I have ever felt in my life and knowing why I enjoy dressing as a women, it is because I am meant to please men. On my knees as I continue sucking this enormous cock I feel someone rubbing my ass. Not wanting to stop now I keep Gail’s cock deep in my mouth and beginning to taste something sweet yet salty, Gail begins to jerk and grabs me by the back of my head and hold me on his cock as he begins to blow his hot warm cum in my mouth, almost gagging I take all I can and force my mouth away from his enormous cock. Still cumming he cums on my hand and all I want to do is please him so I lick his warm love juice from my hand and moan as my cock is stroked in my panties. Knowing it is Carrie I look back and I smile at her. Smiling back at me ‘ How does it feel to be a girl Amanda?’ I love it, I never dreamed it would feel so good to suck a mans cock’, Gail smiles at me and says ‘ You did an incredible job Amanda’ , ‘Thank you Gail ‘ ‘ You make a very cute girl Kyle I hope you will have us over again for an afternoon get together’ smiling at Gail ‘ I would like that’. They both say their good buys and head for the front door. Feeling like I have never felt before I smile as they leave knowing this will never be the same for me, and hoping we will be together again soon.
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HI, everyone. Ajay here with the 4th edition of my life experiences. Thanks for all the emails that have come in related to my previous sex story and it has been really overwhelming. Even got a couple of good friends with benefits contacts, which has been real fun over the last couple of weeks. Well, this is gonna be a gay experience I had when I was in Australia. For people looking for stats, I am 31, 6’4 in height, with a pretty thick 6-inch black tool with a pink tip. I went to Australia...
Gay MaleJosie's First Experience By Tania Burgess I often fantasised as a teenager what it would be like to be a woman. I decided on my 21st birthday to go on a strict diet, grow my hair and fingernails, and care for my skin by regularly moisturising and bathing in expensive oils. I wanted to reduce my figure to 120lbs from my existing 140lbs and as I stood at 5' 5" in bare feet the lighter weight would be more feminine. For 6 months I endured a very strict routine of regular exercise...
My First Nylon and Girdle Experience Synopsis: A young boy living in the conservative Midwest starts on his life long journey of the joy of cross dressing and his deep desire and lust for silky sexy nylons. Soon he starts to learn with much encouragement what it's like to be a girl from his Mom's best friend! My First Nylon & Girdle Experience By: Jamie R. Written & Published Exclusively for Sheer Delight (trannycafe.com) Copy write 1998-2008 by Jamie R. of T. H. Ent. ALL...
Hi everyone i am back with a story after a long time. My last story was me n my colony guard. Some of you have read it and some of you havent. Anyway i appreciate all the feedback i got and now wish to share another experience of mine. I am 21 yrs old from gurgaon. I am a bi sexual bottom who loves private experiences with like minded people. This story is an experience i had at a massage parlour in del. This was a year back when i had finished my graduation. I woke up one morning with an urge...
Gay MaleThe story here is absolutely true. And all the events happened are described without any exaggeration. Even the names here are correct. My name is NIKKY. I am 24 and live in the rich area of Bhopal. My father is a government Officer. We have a middle class status, so we have rented the upper portion of our house. We use to have a PIA pilot renting that upper portion with his family. It was a small family though. Just husband and wife and some times their cousin use to visit them. The wife’s...
This is a fictional story about a wife threesome experience. All the characters are fictional and strictly above 19. I prefer stories with a plot that gets us involved in the story, leading to sex, rather than stories with just wild sex. are a bit lengthy and usually have everything like gay sex, lesbianism, threesomes, group sex, and mainly incest. Enjoy the story. You can give me feedback at Anand learned about sex. Then the death of Anand’s father had made him a lonely introvert. Now...
Mark I stood in my study with Lucas, Elsa, Cindy, Sheila, and Don. Elsa spoke. “I think it videoed Don and me making love. James and Sheila were on the patio too. We could also see inside into the living room; there were two couples in there too. Everyone else was either in a bedroom or the TV room.” Cindy asked, “Newspapers? Paparazzi?” Lucas shook his head. “I doubt it. The penalties for collecting news and gossip this way on individuals, even celebrities, is fraught with legal problems...
Whenever some one asks me about a sexual encounter that I remember the most, I have only one story to tell and that's my first experience. Though I have had more sex after that, this one remains as a classical encounter for me and I am pretty sure that I won't forget it till my death. I'm not overrating the story but I still, I repeat, I still remember each and every second of that three hour session, though it's eight years that have past since that encounter. Being born and raised in...
First TimeIt was our annual weekend in Vegas. Highly anticipated all year as it was our time to leave who we were at home behind, and be all of the things that we couldn't be at home. At least for a weekend. On this trip, our mission is a nice dinner, a topless show to get things started and then a return visit to a fine establishment that we found last trip but didn't allow time to explore. Our goal is to experience a glory hole where I could anonymously fulfill my craving for my first cocksucking...
First TimeMy first gay experience All throughout my youth I masterbated to straight porn and made out with girls and every experience was enjoyable. When I was 18 I started to watch some webcam porn and I came across a guy masterbating, I was curious to see how he did it, if he had a big dick and did he have a big load and to me none of that was gay. I watched for about 10 minutes as that’s about as long as I could take of it.This guy was clean shaven skinny guy, similar to myself but he had this...