Crystal's StorySite storysite.org
by Gingerfred Man
Chapter One The Day Before
My birthday was last week and I have to tell you all about it.
No one ever had a better birthday in the history of the world, let me tell you.
Of course, you know that in Sissiton, a sissys 13th birthday is special because .no, wait a minute. You dont know because youre from out of town.
Id better fill you in a little.
My name is Linda Rollins and I was 13 on September 7th. I live in Sissiton, Massachusetts, which is the only place any sane person would ever want to live.
Sissiton is very sissy-friendly. Maybe thats why we have so many sissies. Its a great place to live for me because Im a sissy a 13-year-old, panty-wearing, cock-sucking, bottom-welcoming, older-man-loving, tiny-cocked sissy. And so is my older brother. And most of my friends.
Until I was 13, I had to follow all the very strict laws we have in town. No public sex. No sex with anyone over 13. Boys clothes to school. Boys name. Lenny, for goodness sakes. Ick!
But that all ends on your 13th birthday because 13 is the "age of consent" in Sissiton. In some other places, I know its 18. But lets be reasonable. What hormone-ravaged, man-craving sissy could wait to have a mans cock in her bottom for those five long, sexually frantic years? Its stupid and our Town Council changed that dumb rule about 30 years ago.
The population of our town tripled after that and its still growing. We didnt just attract families with sissies either, but all the other elements sissies need in their lives. Especially older men who love sissies. Young, pretty sissies with tiny cocks and cute, delicate, pink balls. Just like me. <Giggle> We even attracted lots of families with bullies because, now and then, every sissy needs a bully to threaten her and a bullys cock to suck as the bully pretends he's straight,
The night before my birthday (a Friday), the family got together to celebrate with cake and ice cream and a ritual burning of all my boys clothes.
I have a wonderful Mom and Daddy. Theyre both very supportive of my sissiness, especially Daddy, because hes always fucking my brothers friends and my friends as they turn 13 and after.
Moms OK with all that because shes a Sissiton native, with three sissy brothers. She knows about the fires that rage within a sissy and shes always willing to help us put them out.
My brother Suzy is two years older and the trampiest sissy in town. Im so proud of her and I want to be just like her. Soon.
We even had to have my party early that night because Suzy had a big date with Mr. Osgood Conklin, her high school principal. Suzy was bragging about it all week to me and she was horny as a trumpet. Mom and Daddy dont let Suzy date during the week because of homework and stuff so shes always blazingly randy come Friday night. Mr. Conklin had better be resting up, I thought.
I was so excited about my first date, which I was sure Mom and Daddy were arranging for me for that Saturday, and Suzy was so excited about Mr. Conklin that poor Daddy had been working overtime all week milking us both to calm us down.
Sissies need a lot of milking from men, you know. Well, of course everyone knows that. But even though I was underage for sex, I still had a biological, sissy-specific need to "evacuate my boyish toxins frequently" as Mom says. She helps some times when Daddys at work and Suzys off getting her ashes hauled by some 50-year-old, hairy, big-cocked guy. And Suzy and I milk each other. A lot.
Its very nice, but its wonderful when Daddy does it.
Hes so big and strong and Daddyish and masterful. I want him to fuck me so badly, even though I know its wrong and even illegal in Sissiton. But ever since I can remember, sissy friends have been telling me what a great lover my Daddy is. Oh, I can just imagine that big Daddy dick in my tight little hole as Im creaming and screaming. Ohhhhh.
But no sense crying over how I spill my milk.
I may have had to wear boys clothes to school, but they were off in a flash every day when I got home. I would always spend a lot of the afternoon making myself pretty for when Daddy came home.
Mom knew what I was thinking, but she helped me anyway. She taught me all about make-up and bought me the sluttiest clothes and lingerie. I would be in thong panties, stockings, bra, garter belt and huge heels when Daddy came home every night and after he kissed Mom, he would sit right down and draw me to his lap for a good milking.
Daddy gives me a lot of pleasure just by milking me. He never acts as if its a chore. He always praises my beauty and tickles my little peeny and balls as he kisses me before he even begins to stroke my tiny clitty head. Sometimes he gives me a lot of tongue. I like that and Im gasping and panting by the time he starts to rub his thumb in my goo and rub it all over my pink, sensitive peehole. I want it to last, but Im always too excited, so before you know it, Im grunting and whimpering and spurting my sissy cream all over Daddys powerful hand. Mmmm.
Carpet cleaners do a good business in Sissiton.
If theres time before supper, I milk Daddy too. His cock is HUGE and hard as diamonds. The poor guy really needs me to milk him after he eases my pain and Ive become pretty good at it. I giggle when Daddy moans and gives me his tongue in my mouth and Im so proud when Daddy suddenly produces a six-spurt gusher of his heavy cream for me. I always want to put my mouth over Daddys cock and drink it all down, but thats a big no-no. Even in Sissiton. And Daddy always keeps a towel nearby and makes me wipe his cum off my fingers so I wont be licking it down. Daddy knows me too well. <Giggle>
Suzy never does much of that sort of thing with Daddy, so I KNOW that Im his favorite.
That night before my wonderful birthday, I kept asking Mom and Daddy what they had planned for me, but they wouldnt spoil my surprise.
I just knew that there would be tons of real sex at last. Milkings were fun, but I was tired of pushing big dildos in and out of my bottom as Suzy milked me. Suzys cock is so small that I dont think I would have even felt it if she had put it in me. But sissies didnt "do" each other. Especially brothers.
Chapter Two Morning
The morning of my birthday, I awoke to see Mom and Daddy at the foot of my bed smiling at me. I stretched in my tiny pink nightie and smiled back.
"Happy Birthday, Linda," my wonderful parents said. Theyre so sweet. We hugged and kissed and then they told me my big surprise. My date for that evening, my cherry-popper, was to be Mr. James Anderson, my math teacher!
I was beyond ecstatic. Mr. Anderson had only been in town two weeks and hadnt even kissed a sissy yet. Believe me, I would know if he had because were all big braggers and our grapevine is instantaneous. Every sissy in town wanted Mr. Andersons cock in her bottom and I was getting him first!
What an incredible present!
Tears were in my pretty eyes as I hugged and kissed Mom and Daddy in gratitude. And blood had filled and engorged my two-and-a-half inches of love. I was so excited that I needed a good milking right then. Mom held me to her perfumed, nightgowned breast as Daddy lovingly coaxed a big load of sticky juice from me.
Theyre the best parents in the world.
I couldnt wait to tell Suzy all about it, but Mom said she wasnt home from her date with Mr. Conklin yet. Of course not. It was only 8:30 a.m.
Mom said we had a makeover appointment at the beauty parlor at noon, so we had better get moving.
At breakfast, I was squirming in my chair thinking about that big, manly, math-teacher cock in my bottom. All the sissies talk about Mr. Anderson all the time. Hes so hunky and he was to be all mine that night. I had never had a cock there, but getting fucked by men was practically all my brother and my friends talked about. So I knew it would be wonderful.
When I heard a car door slam in our driveway I knew Suzy was home.
She came in through the kitchen door with a broad, happy smile, though she looked as if she had been run over by a truck. Her panties were AWOL and she was naked below the waist, except for her black, seamed, thigh-high stockings and five-inch stiletto sandals. Her bottom was beet red and globs of cum were drooling from her pretty hole. Her teeny weeny was drooping and dripping cum and her privates were saturated with dried sticky cream. Her face was covered with a fresh load of goo. It looked as if she had had a spectacular date.
Mom and Daddy smiled and kissed her. "Tell us everything, Honey," Mom said. "This should be interesting."
Suzy smiled. She took a glass of orange juice and some toast, but her bottom was too sore to sit.
She began. "Mr. Conklin was fantastic. He fucked me practically all evening and off and on throughout the night. But things got really interesting this morning. He woke me at six for round eight and made me cum twice. But then he couldnt get it up again. I sucked him, licked his balls and fingered his bottom, but he was dead. I dont know what possessed me, but I got mad.
"You call yourself a man? I said to him. Youre a limp-dicked little weasel who cant even fuck a sissy properly. Eight rounds of pootie is a lot and he was terrific for every one, but for some reason, I just felt like giving him a difficult time.
"I kept it up, prancing around the bedroom, naked except for my stockings and six-inch, bedroom-slipper mules, my little, girlish meat swinging, and he just stared at me. Then it happened. He snapped.
"It was glorious. He grabbed me by the wrist and pulled me over to a hard chair. He sat and pulled me across his knees, bottom up. Exposing my poor backside. Then he began to beat my bottom with his hand. Hard. He was an ANIMAL! I never came so hard in my life. Then I came again a minute later. I begged him to fuck me and he had his biggest, strongest stiffie of the night. He threw me to the floor on my stomach and without preliminary, mounted me. My bottom was flaming and sore and he fucked me like a wildman. I came so hard that I fainted.
"When I awoke, he was grunting and filling me with about a gallon of cum. His eyes were wide and feral. It was unlike anything Ive ever experienced. Oh, my. Im rock hard just talking about it."
So was I. So was Daddy. And Mom was squirming and sloshing a little in her chair.
"Mr. Conklin fucked me again a little while later. Then he drove me home and I blew him in the driveway and took his big load in my face. Were going out again next weekend. Isnt it wonderful?"
I was in major, sissy-arousal distress, but Mom acted first. She stood and said to Daddy, "Its good to hear that there are real men out there who know how to discipline. I dont think youre man enough to do anything like that to me." Then she got up, wiggled her beautiful little butt at Daddy, gave him half a smile and went upstairs.
Daddy gulped. He looked at Suzy and me. "Girls," Daddy said, "I know you both need a milking now, but Daddy has something important to do. Why dont you take a nice shower together and milk each other? Ill make it worth your while."
Suzy was enjoying Daddys arousal for Mom. "In what way, Daddy?" she said.
Daddy cleared his throat. "Linda will be at the beauty parlor from noon until two, Suzy. Ill milk you that whole time if you like."
No fair! Protest! "What about me, Daddy?" I demanded.
Daddy swallowed hard. "The next time you milk Daddy, you can lick your fingers."
<Gasp> That was fantastic!!!! "Deal," I managed to say, and Daddy was up the stairs in a flash.
Suzy and I giggled and sneaked up to listen through their door. Daddy was scolding Mom and spanking her hard. Mom was crying, but I could also hear her moaning the way she does when she cums.
Oh, how I wanted to be Mom at that moment.
Suzy grabbed my hand and led me to the bathroom we shared.
We stripped naked and held each other closely. We rubbed our little stiffies together and kissed sweetly. Suzy turned the warm water on and we got in the shower. I washed Suzy with a cloth and soap and was very gentle with her still-red bottom. I had to rub a little to remove the sticky cum that covered her from her neck to her knees, and she winced a little, but thanked me with a warm kiss when I was done.
We dried each other off with fluffy towels, then lay next to each other, naked except for our finger- and toenail polish.
We giggled as we heard Daddy stop swatting Moms bottom and begin to fuck her. They were so in love. We were so lucky to have them.
Suzy has long, blonde hair and an incredible body. Like me, shes been taking hormones since she was eleven.
We took moderate doses, so we had narrow waists, flared hips and girlish bottoms, but we only had little titties. It was worth it, we agreed, because we wanted to be able to have lots of stiffies and make lots of girlish cream. Suzy had maybe A-cup titties and mine were just beyond puffy nipples the size of plums. But I knew they would drive men wild. Suzy said that most men would be happy just to suck her titties and run her foreskin up and down her stiff three inches until she made spurt after spurt of goo. I couldnt wait to see if she was right.
Suzy got up on her right side and began to twiddle with my foreskin as she kissed my left nipple. Mmmmm. She kept it up until I shuddered and came all over her pretty fingers. The little tramp licked it off her fingers slowly, looking into my eyes the whole time. Then she lay on her back and invited me to milk her.
I began a nice tickle of her balls as she said, "Have a good time tonight, Squirt, but watch out for mean men. Sissies dont like mean ones. Its OK to suck a bullys weeny once in a while. Its so hypocritical of them that its funny. But stick to the nice ones."
She was so sweet to be so big-brotherly like that. I was giving her a great wank and despite her previous hard work, when I kissed her and slipped her the tongue, she whimpered and came all over my soft hand. I licked it hungrily, then kissed her again.
What a great life I have.
Suzy got herself all sluttied up for an afternoon date with Mr. Hershey, who owned the candy store we used to go to as kids. Then she had an overnight date with Mr. Beasley, our postman. Both sweet men are very big, hard and spunky. She was going to be hopping from one bed to the next, but she had to eat, so I told her I would probably see her at the Sissiton Café with Mr. Anderson. Its a great place and most of us start our dates there so we can see and be seen.
We kissed goodbye. I love Suzy so. Shes the best brother a sissy ever had.
I put my sweats on and met a very carefully walking Mom at the car for our ride to the beauty parlor.
Chapter Three Afternoon
Theres not much to tell you about the beauty parlor. I mean who would want to hear about that? Lets just say that I was drop-dead gorgeous when I left. I was so excited thinking about my night, though, that Sarah, who put some blonde highlights in my long hair, had to give me a nice milking.
We got home around two-thirty and Mom went upstairs to see if Daddy wanted to discipline her a little more. I went to my room, took off my sweats and put a pink housecoat over my naked body and flat slippers on my pretty feet.
I went downstairs and heard "disciplinary" sounds from my parents room. Mom was so lucky!
There were lots of mirrors downstairs and I admired myself in all of them. I was beautiful.
And I wasnt the only one who thought so. As I stood in front of the mirror in our dining room, I looked out the window and saw our neighbor, Mr. Walton, sitting on his porch and looking at me lustily.
I smiled at Mr. Walton and he smiled back. Mr. Walton is single, 45, big, handsome, and very popular with the "girls."
I always wondered what it would be like to . Hey, I didnt have to hold back any more. I was 13!
I went outside and sissied over to Mr. Waltons front step. "Hi, Mr. Walton," I said teasingly.
"Happy Birthday, Linda," the sweet man said. "Come on up on the porch and let me get a look at you."
I was more than willing.
"Youre very beautiful, Linda," he said. "Are you naked under that housecoat?"
I glowed at the hunky mans praise. Then I confirmed his rude question. "Yes, not a stitch."
Mr. Walton smiled. "Let me see, Sweetheart."
Right on his porch? Very naughty. "OK," I said. Then I took off my housecoat, kicked off my slippers and stood there in make-up and nail polish.
His reaction was priceless. His eyes got very big. He praised me up and down. Then he pulled out his bruiser of a cock and began to stroke it gently.
I was very excited.
"Would you like me to milk you, Sweetie?" he asked.
"Only if I could milk you after," I said tartily.
He smiled. "Great. Come over here, turn around and face the street."
I did and the naughty, seated man began to kiss my bottom cheeks.
"Happy Birthday, Linda," a passing-by neighbor, Mrs. Silver said.
"Thanks, Mrs. Silver I said, as Mr. Waltons thick, gnarly finger entered my bottom. Unnnhhh.
I was on the porch, completely naked and facing the street and my little cocktail wiener was standing tall and proud as Mr. Walton entered me with his second finger. It felt wonderful and I told him so.
"Its my birthday treat for you, Sweetheart," the nice man said. "And you can come by any day for a special milking."
It was extra special already, because Mr. Walton had found my tender prostate and was massaging it sweetly.
Four or five neighbors walked by and wished me a happy birthday. I gasped out a polite thank you, but I was getting close to cumming, even though my sweet milker hadnt touched my little Slim Jim.
Then those bad boys showed up. Nelson Muggs and his two delinquent accomplices, Dobie and Maynard.
"Ha, ha," they said, as they rudely stared at my imminent ecstasy. "Look at the little sissy faggot getting milked. You like that, dont you, you sissy faggot?"
I gave them as cold a stare someone who had just felt the first cum-warning twinge could give. Then I said, "Yes I am a sissy faggot and I love making men happy. They make me happy too. Sometimes I suck boys cocks too, but only if they meet me at my tree house, alone, in about fifteen minutes, Nelson Muggs."
The three looked at each other and gulped. I looked at their crotches and saw bulges, although Nelsons wasnt as big as I had hoped.
The boys stood there frozen as I grunted and whimpered. My sissy wrists were limp and my little wee-wee was stiff and pointing at the three bad boys. I looked over my shoulder at sweet Mr. Walton. Then I turned back to face the bullies, locked eyes with Nelson and began to shoot my sticky cream. It spurted on a high arc and landed in thick ropes, one each on Dobie and Maynard, two on Nelson. Dobie and Maynard were enraged and disgusted. Nelson stood still and kept looking into my eyes. He didnt even try to wipe my cum off himself. Dobie and Maynard wanted to pound me, but Nelson told them to go home. Then he walked quietly toward my backyard.
I sat on Mr. Waltons lap and gave him a big, wet kiss, with lots of tongue. Then I pulled out his cock and wanked him just the way Daddy likes it slow and sexy, with lots of attention to the sensitive triangle on the underside of the head. The naughty man sucked my little nippled plums and came a bucket. I licked it all off my hand and let me tell you, girls, it was delicious. I had eaten gallons of my sissy friends cum, but this was my first real mans goo. Oh, to be thirteen and have a lifetime of sucking down sperm ahead of you.
I kissed my sweet milker goodbye and promised to come by often.
Then, still naked, I walked to the base of my treehouse in my backyard. My sissy friends and I had been going up there for lovey sessions for years, but I had never taken a male.
Nelson was standing waiting for me. He was trembling with what may have been indecision about what he was about to do, though he clearly wanted to do it.
I helped him a bit by kissing him and rubbing my limp, wet sissycock against him. It was a very nice kiss. There may be some hope for Nelson, I thought. I could feel his cock growing and thickening. I began to think halfway-decent thoughts of him. While he and his thugs were always bossing and threatening sissies, none of them had ever harmed one of us. I wondered if Nelson were more than he appeared to be.
Suddenly, I broke our kiss and began to climb up to the treehouse.
"You can join me if youre naked," I teased.
Nelson stood under me and followed my climb with intense interest. He smiled as he saw my pretty pink sack wiggle and my peeny swing. He caught his breath when my pink-brown hole was revealed as I climbed. I entered the treehouse convinced that a naked, eager Nelson would be joining me in nanoseconds.
I was right. He was slim and eager, but self-conscious about being naked. His cock was about five inches tall, surely the smallest male doodle I had touched, but I gave him points for enthusiasm. And for copious dripping of semenic fluids. Really copious.
I decided that I would give him a nice, slurpy blowjob when, suddenly, Nelson was on his boyish knees in front of me and slurping up my peeny and pellets.
The little rascal was being totally submissive to me. Sucking my cock. Worshipping my body. Oh my. That was interesting.
I looked down at him and he seemed possessed. He loved my little equipment. Rather than wait his turn from my sweet mouth, Nelson was pleasuring himself as he sucked me. He seemed to be in communication with heaven.
Before I even felt the first tingle, Nelson was cumming in his own hand. He shuddered and moaned, but kept sucking my little boner. Then he took his cummy fingers, raised them to my bottom, and insinuated two of them quite gooily into my warm, secret place.
That raised my flag. He could keep sucking me and fingering my sissypussy as long as he liked. Even though it seemed weird for a boy to be doing that. Could Nelson be one of us?
That was the thought that pushed my goo up and out and into the handsome cocksuckers eager mouth. It was a lovely cum and Nelson ate it like a starving man eating the first meal of his life.
I was so shaken by the force of it all that I sat on the treehouse floor. Nelsons lips were drooling cum, but he was smiling, something I had never seen him do before. He had a nice smile. Almost a pretty smile. With a little make-up ..
But, ohhhh. The scamp was kissing my feet. And savaging his own cock as he did so. He was totally submissive and sissy and got off on it frantically.
It was very nice, but I liked my toes sucked, not kissed. Sucked like daddy used to do for me when I was little. Until about a year ago. I think he stopped when he saw that I was cumming hard from him doing that and he didnt want to cross any more lines than we already had.
I wasnt going to cum from what Nelson was doing, but that was OK. I had to store up some goo for my date that evening after all.
But Nelson was cumming again. In sticky globs. His eyes were filled with tears. He kissed my feet and begged my forgiveness for his bullying.
I drew him to me, hugged and kissed him and said, "Thats OK, Honey. A lot of people have difficulty accepting who they really are. The real issue is, what do you do about it once you do accept yourself?"
That appeared to be too big an issue for my cum-drenched, naked friend to ponder, but I promised I would help him, and Ill keep my promise.
Nelson got dressed and said goodbye as I went into the house to freshen up for my date.
Chapter Four Evening
I was ready and eager for my first date. Perhaps too ready and too eager. I began to worry that I had burned up all my cummies getting milked by a succession of willing accomplices.
What if Mr. Anderson wanted me to get naked and I couldnt get a stiffie? Men love to see naked sissies with teeny, hard, red and throbbing erections.
Then I realized that just thinking about that made me hard, red and throbbing, so I was OK.
I took a long, warm bath. I thought about peeing in the water a little to give my body a smell that Mr. Anderson wouldnt be able to quite place. But I decided against it. Mystery, girls. Men want mystery. And warm, wet lips coaxing the cum from their cocks.
I almost gooied myself just drying my puffy nipples. Those sweet little peaches get more sensitive every day. I was sure my man would be sucking them a lot that night. Mmmmm. There was that stiffness again.
I powdered and perfumed myself all over, then rubbed vaginal jelly into my secret hole with three of my manicured, painted fingers. Just in case my man was feeling impetuous, I was lubed like an Indy racecar. And almost as fast.
That was making things uncomfortable too. Ohhh.
I sat at my vanity and began to expertly paint my face. I looked like the perfect little classy teenage tramp! Then I slipped on my black stockings and lacy garter belt, with a black training bra to complete the tarty ensemble.
My five-inch, black, strappy sandals were next and I think I could have been patented as a Viagra substitute. One look at me and any man under 80 would have a stiff whopper.
I was even making myself hot. Maybe if I just lay down and give myself a tiny bit of relief. It was already the time Mr. Anderson was supposed to show, but I was sure Daddy was telling him about what I liked to happen to my anus, how I liked to be kissed and which milking techniques I liked best. Practical advice that any Sissiton father gives his sissys dates. Gee, I thought. Im Mr. Andersons first sissy. Would my father, who was younger than Mr. Anderson, embarrass Mr. Anderson by telling him all that? Then I dismissed the idea as being silly. Of course not.
I began to stroke my little girlie meat. There was no hurry. I only had to put on my tiny slip and little black dress that weighed about 14 ounces. I could just play a little to relieve .. Oh, that was nice. I tickled my balls with my left hand as I stroked my sissypole with my right. Mr. Anderson would be kissing me there later. And licking me. Ohhhhh.
I was very close, then I felt the last warning and . Mom flung my door open just as I began to spurt my goo! I saw an incredibly embarrassed Mr. Anderson look in horror and lust as I squealed and my sticky cream doused my tummy.
"See," Mom said. "I told you Linda was excited about dating you. Youre new to all this, but youll learn to love our culture. Youre a man. How could you not love sissies?"
Mom was right. Mr. Anderson was a man. About 45. Wide shoulders. Very handsome and rugged. All his hair. And I could see a nice bulge in his pants as he looked at me, my cummy tummy and my pretty, dangling balls.
"Mom," I said. "A little privacy to get dressed, please? You can stay and help me, of course, Mr. Anderson."
<Gulp> Mom smiled and left. Taking pity on Mr. Anderson just a smidge, I cleaned up my tummy, wiped my pricklet and balls clean, then pulled up and on my frilly, wispy, black panties.
The poor man was trembling. He was new here and I needed to respect that.
"Would you hand me my dress, please, sir?" I asked.
He did so, and even helped me slide it on. I looked at the mirror and liked what I saw.
So did Mr. Anderson. He found his voice and said, "Youre very pretty, Lenny, I mean Linda."
I smiled. "Thank you Mr. Anderson. Im sorry youre nervous. Im the one who should be nervous. Youre so big and manly and Im just a helpless little girl. You could do anything you want to me and I couldnt stop you. And my Mom and Daddy wouldnt want to stop you, unless you were hurting me. And you wouldnt do that."
He was trembling, a fish on land.
"Let me relax you," I said.
I asked him to sit down. Then I submissively sank to my knees between his legs and pulled out his very fine cock. It was big and fat and uncut. And I could lick those thick, blue veins all night.
It was also nice and hard, so in addition to being scared, he was frightfully excited.
I gave him my 1,000-watt smile, then began to lick that thick blue vein that ran along the right side of his Johnson.
The man was already in love with me.
I slurped at his balls a little, then tackled the big job his pretty cockhead.
It was dripping loads of goo as he watched a 13-year-old boy in womens clothing suck his cock. He was wildly excited and, for the first time, enjoying himself.
And so was I.
I had never sucked a mans cock before and at that moment, I knew I had found my lifes calling. It was a wildly exciting occasion for me. And for Mr. Anderson.
He squirmed a lot. And kept looking at the door as if he expected my Dad to come in with a shotgun and fill his belly with lead.
I guess that was why he yelped when Mom and Daddy came into my room. They only wanted a picture of my first blowjob for the family album. Once Mr. Andersons heart started beating again, he smiled for the camera. I gave Mom and Daddy a good show, but I wasnt really acting. I was really enjoying sucking the nice mans big, hot cock.
Mom and Daddy wanted to get a picture of Mr. Anderson blowing his load in my mouth, so, just to get rid of them, I put my middle finger into Mr. Andersons manly bottom as I sucked him. Holy cow! That did it, all right. He moaned so loudly that Mom and Daddy snickered. Parents can be so embarrassing! But they got the photo of his rapture as his cum filled my mouth and dribbled past my pretty red lips and onto the floor.
I licked the cum off my lips for one last picture, then shooed Mom and Daddy out of my room.
The ice being broken between us, I looked forward to the rest of our date.
Mr. Anderson looked so grateful. I liked pleasing him, but I really didnt want to lead him around. I wanted him to be my master of ceremonies.
I suggested that. "Mr. Anderson, youre the man and Im just a helpless little sissy, but I have one little request. Could we please have dinner at the Sissiton Café? All the other sissies will be there with their dates and I have the hunkiest one. I want to show you off."
That helped. Still a bit dazed, Mr. Anderson hadnt packed his cock away yet. My words made it stir. He began to show some confidence.
"Of course, Linda," he said. "Then well go to my place and Ill make love to you all night."
Thats the spirit. I kissed him. A lovely kiss. He drew me to him and I think I would have been on my back screaming and cumming if Daddy hadnt shown up again. What now?
"Sorry to interrupt," Daddy said, "but youre illegally parked and theyll tow it if you dont move it right now."
Oh. We reassembled ourselves and moved downstairs. Mr. Anderson ran out to his car and I kissed Mom and Daddy goodnight. Mom said, "He has a big one, Honey. Do you have your ointment?"
"Yes, Mom." Shes a nag, but she loves me.
Mr. Anderson was in the driveway, holding the car door open for me, just as if I were a princess. As I sissied down the driveway in my big heels, I looked over at Mr. Walton sitting on his porch. He was watching my every move and stroking his cock.
My goodness. I was Miss Popularity.
As we drove to the Sissiton Café, I stroked Mr. Andersons naked cock and told him all about the people we would see there. Its where the youngest, but legal, sissies hang out with their "daddies, who are all in their 40s and 50s. I told him not to be surprised by anything he saw there.
I clutched my handsome dates arm as we entered the Café. Everyone stared at us. No wonder, since we were the best-looking couple there.
Mrs. Huntley, the hostess, greeted us. "Hi, Linda. Happy Birthday! Oh, someone new. Are you that new teacher, Mr. Anderson?"
Mr. Anderson smiled and nodded.
"Have you sucked his cock yet, Linda? Hes smiling, so I bet you did."
"Mrs. Hunnnttttlllleeeyy! Youre terrible. But youre right. <Giggle> But only once. So far."
She led us to a corner booth and gave us menus. I didnt need one.
The waitress, Connie Stevens, appeared seconds later.
"Hi, Linda. Happy birthday!" The advantage of small town life. And the disadvantage.
"Hi, Mrs. Stevens. This is Mr. Anderson, my date."
"Lucky you, Linda. You sissies get all the guys."
Well duhhh. Why wouldnt we?
"Do you know what you want, Sweetheart?" my man asked me.
"Yes. Could I have a Sissyburger, please? Small fries and a Diet Pepsi?"
"Build your own?" our waitress asked.
Mr. Anderson looked at me. Then he said, "Ill have the chicken breast sandwich and a Coke, please."
We were alone.
Then we werent. That nosy Maureen Bender sissied over to our table.
Maureen was a year older than me and a real pain.
"Hello, Linda," Maureen said. "Happy birthday. And hello, handsome."
I rubbed Mr. Andersons cock. He was hard and all mine.
"Wheres you date, Maureen, I asked. Or are you alone again?"
Maureen bristled. "I wasnt alone last Saturday, Linda. Your Daddy was fucking me until I nearly fainted."
It was true. Daddy had this thing for Maureen. She was pretty and she did have good boobies, though the rumor is she can only cum three or four times a day. I guess Daddy wasnt perfect. But I forgave him.
"Your Daddys cock in my sissy pussy is pure heaven, Linda. But you wouldnt know. Your Daddy doesnt even love you enough to fuck you. My Daddy REALLY loves me."
What a twit. I was ready to flick her off, but my man stepped in to assist.
"Your date is back from the John, Maureen," he said. "See you in school on Monday."
The little tramp said goodbye, then left.
Hah. I would never "do" my Daddy. Would I?
Our food arrived and Mr. Anderson asked why I got a small pillow and a little beaker with my sissyburger.
"Im building my own, Silly." Gee, what planet did Mr. Anderson come from?
I slipped under the table, and placed the pillow between Mr. Andersons feet. I kneeled on it and pulled out his beautiful cock. Mmmmmm. It was delicious and he was very, very horny. I was guessing that he was looking around the room at the other sissies and their "daddies" as they showed each other affection and in a few minutes, he was twitching and cumming hard. I slipped the beaker over his cock and caught a nice dollop of hot, thick cum. I kissed his cock and licked it clean, then put it away.
Then I got back into my seat, took the top off my bun and poured my mans goo onto my hamburger.
I smiled at him and said, "Now its a sissyburger!" Then I ate the whole, delicious thing.
Sissies like red meat, but protein consumption can take many forms.
Making conversation, Mr. Anderson told me how beautiful I was. Always a welcome topic.
"You should be in Panty Boy magazine, Sweetheart," the nice man said.
"Panty Boy" was a very popular publication in Sissiton, though I dont know why. The girls are all old ladies 18 at least. And none of them even take hormones, so theyre flat as Iowa. Still, he meant it as a compliment, so I smiled.
When we finished eating, my man couldnt pay the check fast enough.
We zipped to his apartment, skipped the tour and went straight to the bedroom.
I was going to see Mr. Anderson naked. And his whole manly body would be all over me.
I didnt have to wait long. My impetuous lover ripped his clothes off, and stood before me, my first naked man.
It was worth the wait. He was hard where he was supposed to be and soft and warm in the right places. His eyes burned with lust for little old me.
He moved toward me and picked me up as if I were weightless, carrying me to his bed, then covered my tiny, clothed body with his massive frame.
I hadnt even taken my shoes off and my impatient lover was going to fuck me. The bad boy reached under my skirts and pulled my panties to one side. He threw my calves on his shoulders, then ran his fingers in and out of my pussy to make sure I was lubed.
"Your father said you would be wet in there and that I shouldnt keep you waiting." He gasped.
Daddys so sweet. I moaned as I felt Mr. Andersons rough fingers in my most secret place. I whimpered when he removed them. But I knew my great moment was at hand. The first, I hoped, of thousands of such moments, but the first is always special.
My man rubbed his wet, enormous mushroom around my pretty tulip.
"Fuck me," I panted.
He did. He pushed and I was complete. A sweet mans cock was inside me, filling me with the symbol of my destiny. The pain was recognizable, but the vast, intense pleasure trampled it down.
Mr. Anderson took up a steady rhythm as he grunted in satisfaction at what he would tell me was, "By far, the best fuck of my life." Mine too. The only one. <Giggle>
He was working so hard and all I had to do was lie there and enjoy every stroke. Every intimate nip of my prostate. Its not easy being the man.
To increase my pleasure, the sweet man began to rub my wee-wee with his gentle hand. He was quite good at it and I squealed as he thrilled me. Then he kissed me and that put me over the top. I screamed as I came, shuddering with girlish pleasure and gripping my man harder. He told me later that no woman had ever cum for him with such enthusiasm and the mere thought that he was giving me so much pleasure pushed him to heaven.
For the first time, my guts were filled with hot, manly goo as my lover spurted out his sweet juices. And it was only 8 p.m. On the first "legal" day of my life.
When we both stopped sweating and grunting a bit, Mr. Anderson lay on his back. I did a little strip tease for him, getting down to my bra, panties, garter belt, stockings and heels. Then we cuddled.
Mr. Anderson praised my beauty and sexuality. Every girl loves that. Then he decided to investigate my body a bit.
He pushed my bra up and was astounded and delighted at the sight of my budding titties.
"You have ..," he said.
"I know. And theyre lonely."
He fixed that. The man knew how to make a girls titties feel good. He told me later that his ex-wife liked him to pleasure her breasts and he had worked hard on his technique.
He licked my big, brown, puffy nipples until I was in a frenzy. Then he asked me, though he was clearly embarrassed, if he could suck my little doodle.
"Of course. All the daddies suck the sissies doodles, Mr. Anderson," I said. Things must be really strange beyond Sissiton. "You just lie there and Ill reverse on you. We can suck each other."
Mr. Anderson was wildly excited. He had never sucked a doodle! Can you imagine? But he had clearly thought about it, because he was very good.
He sucked my little peanuts in their wrinkled bag and that alone made me cum a big gusher. Then he took my little peener in his mouth and gave it the licking of its life. Soon I was whimpering and cumming again, this time into his mouth. He licked up my cum like a starving man and, even though I hadnt made him cum yet, he pulled me off his cock, turned me around, and kissed me for ages. I think I saw a tear of joy or two in his eye just as he sat me down on his stiff rod and began to move my hips up and down for our second, delicious fuck of the evening.
We did it twice more, then fell asleep, exhausted, around midnight. My birthday was over and the rest of my life was beginning.
Chapter Five Night
We really shouldnt have fucked anymore that night health considerations and all that but I awoke at three because Mr. Andersons big stiffie was entering me from behind. He had his gentle hand on my little willie and was making it feel really good.
I leaned back and kissed him, then reveled in the delicious, carnal sensations.
A few moments later, we had each expended our sticky cream and we lay cuddling in a sweet embrace.
"I love you, Linda," Mr. Anderson said. "I never thought I could love anyone like this. But I love you."
How sweet and delicious. I kissed him.
"I love you too, Mr. Anderson, but I know that youll fall in love at least once a day. Thats the way it is in Sissiton. We can get together whenever you want. Not on school nights, and only once each weekend. Daddy has lots of other nice dates for me, but Ill always love you."
He didnt look completely crushed. Perhaps he was just realizing what was available to a man like him in Sissiton.
I said, "So life is different in other places?"
He stared at me.
I cuddled up to him and began to tickle his balls with my sissy hand. "Tell me about your ex-wife," I said.
Mr. Anderson seemed ready for some pillow talk as long as I kept doing that.
"She always wanted something I didnt have or wasnt. I was a good teacher, faithful, loving husband and a good father, but she always talked about what I wasnt. Like rich."
Could women be that crass? "Do you have kids?"
"I have a boy your age. A very nice boy. I miss him."
"Do you see him often?"
We talk every day by phone. I get him all summer and every other Christmas."
"So hell be in Sissiton next summer?" I asked.
"I guess he will. Hmmm. I wonder what hell think of the place?"
"Depends on whether hes a real, mannish boy or a sissy," I postulated.
That made Mr. Anderson start thinking and stop ball-cuddling.
I asked him to roll on his stomach and spread his legs a bit. Warily, he did so.
"Which do you think he is, Mr. Anderson? Would he do this to a man?"
I parted his bum cheeks with my thumbs and licked his hairy, delicious butthole. Pure, tasty, unfiltered man.
He lurched, then settled in to enjoy the sweet agony as I continued, digging in a bit more with each lick.
He tried to grunt out an answer to the question, but couldnt. I think the idea of his son as a sissy, doing some of the things I had done with him that evening and night, played a major part in the spermstorm that occurred a few moments later. His cum soaked through the mattress, box spring and rug and flooded the apartment below. I fell asleep, licking my lips from my tasty treat, and dreamed of men yet to come.
Chapter Six The Morning After
Mr. Anderson and I awoke at seven with matching stiffies. Except his was twice as big.
Feeling energetic, he kissed me and fingered my bottom till I spurted my sissy cream. Then he got on top of me, slid his big sword into me, and picked me up and carried me around the apartment as he fucked me. It was better than any ride the amusement park ever produced and I came again from the deep and intense penetration and delicious kisses of adoration he gave me.
He was a little naïve about things, but he was a keeper.
I thought about asking him to spank me or give me an enema. Suzy loves that stuff. But I figured we could save it for our next date.
We showered and the impetuous fellow couldnt resist another hot fuck. Then he let me get dressed and we drove home.
What kind of sissy would I be if I didnt give my man a farewell blowjob in the driveway? Mr. Anderson gave me the girls big reward all over my face, so I could proudly show it to my family.
His heart was breaking to see me go. He perked up when I promised he could fuck me in school a couple of times during the week and we would date the next weekend, although it may not be an overnight. I was pretty sure I would be popular enough to have two dates a day on weekends.
I was a little sad too when he left. But I was pretty sure that Mom and Daddy had arranged another date for me after church that day. (I was right.)
It sure would be fun telling Mom and Daddy about my date. Suzy had been the center of attention long enough.
I went into the house, nodding at Mr. Walton, who was sitting on his porch and smiling.
Yes, I think Ill be quite popular.
A special thanks to Tess Alden for the basic plot and several ideas for this story. All the good stuff came from her.
© 2002 by Gingerfred Man. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, compilation design) may printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without express written consent of the copyright holder.