"When he put it in me I thought I would die!"
Poor Brianna! Shaky from her first fuck, I helped her into my dressing room and told her to remove her soiled panties. She slowly lowered the sticky pink panties down her legs and off, handing them to me. They were stained with Brianna's cum and from the inevitable leaking of Roland's fluids from her sore hole. The amount of cum Brianna had deposited in them certainly raised my well-arched eyebrow. Brianna had obviously enjoyed being fucked hard like that!
I took some wipes from my dressing table and gently dabbed at her shrunken little peeny and when I passed it over her hole she winced in pain.
"God, he has a big cock! I still can't believe he got it all inside me!"
I listened to Brianna muse about her first fuck as I found another pair of panties to slide up her pretty legs. They were lavender colored, a delicious nylon material with little white pearls above the crotch. Just before they touched her bottom and little male bits I stopped and inserted a maxi pad into the crotch.
"You're making me wear a sanitary pad?"
"Darling, you have no idea how much cream Roland has pumped into you! When it eventually comes out it will be hot and sticky and you'll thank me! No sense in ruining such a pretty pair of panties!"
I fit the panties in place and smiled as I saw Brianna's little cock twitch when the silky material rubbed against her. I pulled her skirt down and helped her to sit, although she did so gingerly.
"I so wanted your first fuck to be memorable!"
"Oh, I'll never forget this, that's for sure! What was your first experience like, Titty?"
My first fuck. Hmmm.
I think I told you about my young friend Tony. I had learned to suck his cock and I really do think I was in love with him. It was such a tricky time - being careful not to come across as a queer at school - secretly craving his cock, as well as wondering about every cock in high school.
But Tony was special. He was so handsome! He was a gymnast, and had the most incredible muscle definition and well built muscled arms. He was Italian and had the most incredible soft black body hair that got thicker as it went down his ripped stomach and into his shorts. His cock was so big and thick, and I loved sucking it - just having it in my mouth made me happy!
Tony had caught me in girl's panties and just shrugged it off. As long as I was cool and secretly sucked him off whenever he needed relief he didn't really care.
At home my grandpa had begun traveling quite a bit for work and wasn't around much. My mother, who had always wanted a girl and dressed me that way as a young child, encouraged me to dress up when we were home alone. This was happening a lot! I always felt happier in girl's clothes, and Mama would buy me pretty clothes and hid them with her things. She taught me how to apply makeup and I spent many nights and weekends as a girl. She taught me to act like a girl, to sit properly, to pee sitting down, and to walk in heels. She saw nothing wrong in this and actually seemed to delight in my continuing path to femininity. Grandpa had always said she had a mental problem but to me she was wonderful.
One night I was all dressed up and watching TV in the living room. I was fully made up, with eye makeup, lipstick and blush. My hair, which was long anyway, had been combed out and styled into gentle waves of blonde hair, which rested on my shoulders. I was wearing a very pretty yellow floral dress, with stockings and white heels. As I watched TV I was applying pink polish to my fingernails. Mama always said that practice made perfect!
Mama was in the kitchen tidying up when there was a knock at the back door. She answered it and found Tony there.
"Hello, maam. Is Danny here? I need some help with our homework."
"Yes, dear. Danni is in the living room. She's already done her homework. Why don't you go in and surprise her!"
Tony gave her a weird look, referring to me as "she" but he knew she was a bit odd.
As I sat there on the couch, blowing air at my fingernails to have them dry quicker, I looked up to see Tony stride into the room.
Mother heard my shriek and came running into the room!
"What on earth is all this noise, young lady?"
"Mama, I didn't want Tony to see me like this! He must think I'm a freak!"
"No, I don't. I think you look very pretty!"
"Really? You don't think this is queer?"
"Maybe for some boys, but not you. I've been thinking for a while that you're really more girl than boy, anyway Danny."
"See! You're imagining things! Stop being a little drama queen and help Tony here with his homework while I get you kids some lemonade!"
Tony sat next to me and asked me some questions about our social studies assignment and I helped him. I could see his cock was hardening in his jeans. Tony seemed to be focusing on my legs. Mama returned with lemonade and then went back to the kitchen.
"May I kiss you, Danny? You're so hot...prettier than most of the girls at school!"
I sighed and nodded. Tony leaned over and kissed me softly on the lips. His kiss became more insistent and he forced his tongue inside. He took my hand with the pretty pink polished nails and rested it on his jean-covered boner.
I swooned at seeing how excited he was over me! Tony kept his tongue in my mouth and ran his hand under the hem of my yellow dress and gently stroked my stockinged leg.
All I could think about was Tony's kisses, and my desire to make him happy. I longed to have his cock in my mouth again! It was harder than I ever felt it, and my own little cock was straining against my panties.
We were both startled to realize Mama was watching us, standing in the doorway in her apron.
"You kids! Tony I think you'd better call your mother and ask her if you can spend the night! I have a favor to ask of you!"
"Yes, maam! What is the favor?" Tony had pulled off me and we were both a little dizzy from the kissing and petting.
"You just make arrangements first!"
Tony went to the kitchen and while he was away Mama told me to go to the bathroom and fix my makeup. Put on some fresh lipstick, dear! I see Tony's kisses have just about wiped it all off!"
I hurried to the bathroom and reapplied my pink lipstick. I admired the way I looked. Tony was right! I WAS pretty...and if I were a boy I would want to kiss that reflection too!
I returned to the living room and sat next to Tony on the couch. Mama sat in the chair and watched us intently.
"Tony dear I know you're a good friend and really care about my little one here. I need your help with something! For some time your friend here has been dressing up as a girl, which I believe is her true nature. There comes a time in every young lady's life when she must give herself to the male of the species. In Danni's case I feel it is critical to her future and to help her accept who she truly is I would like you to spend the night and make love to my daughter!"
"Mother!"
"Shush now! Danni you go to your room and change into your nightie - the lavender one. And leave on your garter belt and nylons. Wear the matching lavender panties as well!"
I rushed off to my room and left Tony and Mama alone.
"Tony I'm sure you'll find great pleasure in taking Danni's cherry! You'll have to use a great deal of lubricant. Be patient when you push your cock into her tight little bottom. Be loving and I'm sure this is a night you will never forget! Has she been sucking your cock?"
"Yes, maam!"
"I thought so! I've caught her talking in her sleep about such things. I'm glad you are helping in her training!"
Tony whistled when I returned to the living room in my nightie. I just blushed. He took me by the hand and led me to my room, along with a tube of lubricant Mama had given him from her bureau.
When we got in my room and closed the door I sat on my bed, laying back on the pillows. My nipples were pert and my little cock hard as I watched Tony strip naked before me. His tight muscular body always made me feel funny inside.
Tony jumped onto the bed and started kissing me again, rubbing the sheer material of the nightie over my sensitive nipples. I moaned as he rubbed my little erection and slowly removed my panties. He pushed me back on the bed and got in a position so that his cock was within reach of my hungry mouth and his face was down by my own. He didn't suck me, that would make him a queer in his eyes I guessed, but he took his wet finger and pushed it into my little hole.
I moaned and writhed as Tony put another wet finger inside me. He roughly pulled his hard cock out of my mouth.
"I don't want to cum in your mouth - I have a better place for it!"
Tony allowed me to lick his manly young balls and I marveled at the thin coating of black hair that covered them. I was imagining all the wonderful hot yummy cum that was inside them waiting for me!
Tony then put some of the lubricant on his fingers and started opening my tight little hole. It felt ever so nice! I was moaning and panting, wanting more!
Tony then moved into a position kneeling before me. He pulled me to him, put several pillows under the small of my back and my hole was elevated and in position for breeding.
Tony then leaned back and I watched as he applied lube to his wonderful cock. It was at least seven inches long and it was SO hard! He smiled at me as he stroked his sticky cock back and forth.
Leaning over me I could feel the head of his cock push at my hole. He kept the pressure up and my hole surrendered, allowing the head inside!
I cried out at the intrusion. It hurt! Tony sensed the tensing in my body and masterfully held it still there for a minute until I calmed myself. He then pushed. It was still painful but he slowly pushed his cock all the way inside me.
I held on to his bulging arm muscles. I couldn't help but think how inferior I was a male. My body was smooth, thin and hairless, without much muscle tone.
Tony buried his cock in me all the way and let me get used to it before he started to withdraw it. The pain soon became pleasure, as his thrusting in and out got more frenzied.
Tony was really good at this! He kept moving it all around, poking at different areas inside me and I began to moan. Being fucked like this was just incredible for me! I felt like such a girl, no...a woman! A woman who was providing pleasure to her man by accepting her man and his cock!
Tony leaned all the way over and started to kiss me as he fucked my hole. I sucked on his tongue and wrapped my legs around his strong back. I was his completely, and all I could think about was his cock inside me, and wanting his cum!
I was rewarded a few minutes later. With his tongue still in my mouth I felt him jerk and his cock began to spurt inside me, filling me with his hot cum.
I knew at that moment that I was a girl inside. I could never be truly male again. Oh, I could try and act that way to get by and survive in a cruel world, but I knew I would only feel complete submissively pleasuring cock!
After Tony slipped out of me he lied next to me, kissing me.
"I need to get off too!"
"Go ahead and stroke yourself off, Danni!"
As I stroked my little clitty I thought about my sore little hole. Tony was chewing on my titties, right through the material of my nightie and his nibbling became bites I gasped and shot my sissy cream all over my tummy. Tony continued to lick my nipples as he scooped up my cum and made me lick it off his fingers.
Tony did indeed spend the night, and we made love once again that night, and once in the morning before he left. As I went into the kitchen, a white satin robe covering my nightie I found Mama sitting at the table.
"Did you have fun darling? Are you a woman now?"
I giggled.
"I think so, Mama! I sure am sore!"
"Well a bubble bath is just what you need! Go ahead and soak for a bit and then we will style your hair for the weekend. I think we will go shopping together, mother and daughter. Would you like that?"
I giggled and went to the tub, filling it with bubbles.
"That was really sweet, Titty! It's made me really horny! Look at the bulge in my panties!"
Brianna did indeed have a little stiffy. All this talk about Tony had made me excited as well, and my need for cock had surfaced yet again. I got down on my knees before her and licked her sweet little clitty right through the panties.
Brianna moaned, and when I had her panties good and wet from my mouth I freed her cockette and took it into my mouth. I sucked on her sweet meat until she fed me a load of much needed cum