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Itty Bitty Titty City (bi)
I took a carpentry internship near the beginning of my career. I wasn't smart enough for college. And I definitely wasn't a hit with the ladies. But I could drive a nail. I figured the trades would support at least me, and if I never had a family I would learn to accept that.
I had to move, temporarily, to a small town in rural NY, only a couple hours from where my family laid down roots. It took me a mere five minutes to drive around the main square that's how small it was. I couldn't get over how stunning all the women looked. I mean, every one of them.
Sitting in the one diner, a local guy struck up a conversation. He didn't start with "You're not from around here." He assumed it. "I bet you're the new Handyman that Hank hired."
"Yea, that's right, it's Jackson. I'm a day early so I wanted to look around a bit and ended up here to grab a burger."
He moved over to my table, sliding into the bench and around the corner. "Welcome, I'm Reese." He extended a friendly hand. "We love newcomers in these parts." He shook my hand for a long time, squeezing it warmly. Then he looked up, "Betty, put Jackson's bill on my tab. It was apparent that everyone knew everyone's business.
I looked at Betty and noticed something about her that I'd seen in all the women around town -- some similarity I couldn't put my finger on. But it made them all a thousand times more attractive than women elsewhere somehow. Betty brought me a piece of pie and as she set it on the table I peeked into her blouse. She had the perfect sized itty bitty titties. Big enough to be a mouthful but not so big as to go to waste -- exactly how I like them. That was it! ALL the women in town had itty bitty titties.
I leaned closer to Reese, and he scootched closer to me with our knees just touching. I whispered conspiratorially, "Is it just me or do all the women around here look somehow the same?" We were watching her thin hips sashay away from us as I asked.
He looked intensely into my eyes, "There's only three last names in the whole valley. There's bound to be a lot of similarity." His deep gaze made me uncomfortable. But he had a wedding ring on. "Betty is family. I'm married to her aunt. We're all very close, but that's legal around here.
Reese put his arm on the back of the bench with it behind my shoulders. He was still whispering, "See that cute couple in the corner?" I looked. A young lass and an equally young dude were sharing a milkshake. "He's a McIntyre while she's a Smyth. But both of them have the same Grandma."
I was floored and I surely put my foot in my mouth, "Isn't that a lot of inbreeding?"
He pulled me closer, "We've got a secret. Whenever there's a stranger in town there's a ton of hanky panky. Keeps the gene pool diverse. You'll be getting offers from every woman you meet. That free pie was an overture, you know." He winked at me. "There's a couple problems though. First, they've all got tiny boobs. And second, once you marry one they're only interested in strangers."
I was dumbfounded, "Well, I don't mind itty bitty titties. Can't stand the floppy ones. But I wouldn't want my wife to be fucking around on the side."
"Unless you've got the wrong last name you'll be fine."
He stood up, and taking a step he stopped, waiting for me to follow. I didn't want to be rude... We went out to his truck then he showed me around town. His dog sat in the passenger seat with its head out the window so I had to sit next to Reese. It was a pleasant drive except that every time he shifted gears his hand went between my legs and his wrist settled on my package. The vibrations through the stick shift gave me an unwanted woody. I continued to notice that there wasn't a fat woman to be seen. And each one had perfect espresso cup tits.
As we drove he noticed me gawking and asked, "You really don't mind small titties?"
I explained, "Ever since my first sight when Mary Roberts showed me hers I've been hooked. I just love how I can get a whole boob in my hand." Then I asked, "And ALL the women have small ones? And they all fool around?"
"You betcha. Of course we menfolk don't get much action at home. So we also look for opportunities when we can find them."
We pulled up to an old red barn. Inside he gave me a tour, "The hay is up there. These are my pitchforks. And those are my pig stickers." All the sharp instruments looked dangerous. "Go on up ahead while I get us some whiskey." He pointed to a ladder while retrieving two shot glasses and a bottle.
Up in the loft I sat on a bale of hay while he poured us drinks. "Is it a secret from your wife that you drink?"
"Not at all. She knows about all my vices and approves." The bale was short and we were both crammed together on it downing shots. Then his hand was on my knee, creeping up my leg. I tried to move away but a thick wooden beam blocked my escape. Clearly he had the wrong idea. What could I say? And why did he show me all the dangerous tools if it wasn't an implied threat?
Next, he was kissing my neck while his hand massaged my dick to life. I couldn't believe I was responding. Then his hands were all over my stunned body. I don't know when it happened but my shirt became unbuttoned and in no time he was kissing my nipples. He was saying, "These are the only small ones I like. Men are supposed to have small nipples. Women should have huge knockers."
My one and only ex used to kiss and suck my nipples. It really rocked my world. But we never got beyond second base. Reese may have been a guy but it felt just as good. Nevertheless, I tried to object, "I, I'm not gay."
"None of the guys in town are. But we all strike when the iron is hot. It's been too long since a handsome stranger was in town. You know you shouldn't be mean and make me wait. And I'm sure you don't want me to get blue balls."
"No, no one should suffer blue balls. But, I don't want to do anything to a guy."
"But your cock is rock hard. And you keep melting whenever I kiss a new part of you. Just be a good boy and let me get my jollies."
He was pushing me over. Crawling on top of me. And my throbbing dick was somehow out of my pants and waving in the breeze. When his hard-on rubbed against mine the feeling was electric. I was afraid of this development, "What are you planning?"
"Didn't you ever wank off with a buddy? Just to release some pent up tension. I have tension, Jackson, and it NEEDS to be let out."
"But how do you mean? A circle jerk?"
"You let me worry about that. You're gonna have so much pussy you'll think you're a king. Shit, they're gonna treat you better than a king -- every woman in town. And you know, they all have titties just the way you like them." He was right about that. Every woman I'd seen had the most beautiful, firm, perky tiny titties.
"But..."
"But nothing. When it's your turn with my wife hers are so small you'll be ecstatic. You'll owe me." Reese tried to maneuver his cock under my balls where he would have access to my back door.
"Wait! Don't do it. Anything but that!"
"Great! I prefer blowjobs anyway. I just wasn't sure you would be a good boy."
"I will... I think. But won't your wife blow you?"
"No. But she'll blow you. And she's a fine damn cocksucker as long as you promise to finish in her pussy. Why, you could be the father of twenty or thirty little rug rats by the time your internship is over. And the best part is they'll all be raised by the husbands of our fine little town."
Reese rolled over so he was lying by my side. His hand caressed my balls gently and sensually, "Jackson, you've got a really magnificent cock. The women aren't gonna want you just for your seed. They're gonna go crazy just to have your dick inside them." It felt nice to hear compliments for once when so many women never gave me a chance in the past, even if the compliments were coming from a guy. When he kissed my shoulder I didn't flinch. In fact, it bolstered my low confidence.
Next, he laid his head on my shoulder before stroking my cock languidly. As he pulled on it he mused softly, "I bet it's a seven incher. That's impressive." Then a drop was milked out of my slit, "Oh, look at those baby makers!" He cooed.
He continued with his flattery, "A lean guy like you with a cock like that... all the guys back home wanna trade BJs with you, right? How many have you sucked? Is their cum as good as yours?" He dipped his finger in my precum and tasted it, "Mmmm."
"Um never. And I haven't. Did it really taste good?"
He bent low taking my whole cockhead into his wet mouth. It was the first time anyone ever did that to me and it was amazing. He moaned and bobbed a few times before returning his head to my shoulder.
When I opened my eyes he was standing in front of me, aiming his swollen red spear-tip at my mouth. I was forced to consider returning the favor. Should I give him the same pleasure he just gave me? Maybe I was drunk, but I decided his cum would be yummy. I just needed to lean forward a little bit and... And then suddenly he seized my head in his tight grip. Then he was thrusting wildly into my mouth like an animal. The world was a blur. I could only see his hairy stomach slamming into my face and sometimes I saw his chest, all flushed with his heated sexual efforts.
My body was rocked back and forth savagely with intense speed until he threw his head back, and staring at the ceiling, he grunted loud enough to be heard by his wife in the house as he jammed his slippery cock urgently into me, mashing his sweaty balls against my chin, while he came in a long series of thick slimy firehose pulses.
When he was done filling me he pushed me off roughly then fell back against the wall, breathing heavily as if he had just pushed his truck uphill. I spit the bitter surprise into the hay. My cock was bouncing and jerking, threatening to shoot its own load on the floor. "Ok, so my turn now?"
Reese just laughed, mocking me, "You gotta save yourself for the women. You have no idea how much they're gonna drain your manly cock."
I woke the next morning in my hotel ready to start my internship at Hanks. It seemed like a dream and I questioned my sanity until I saw my shirt on the floor with a cum stain on it.
Hank seemed like a fine guy. He showed me the ropes then told me he had a job for me. With the address in hand I went to tighten a banister. An easy job, but an appropriate test.
The woman of the house was named Janey. She watched me work the whole time. Lustfully?? She was attractive, especially with those tiny titties she had. I had just dropped my screwdriver into my toolbox when she drawled, "Give me your infusion of new blood, Jackson." So it was true.
She led me to her bedroom: a woman's bedroom without a hint that a man's decorating touch or even that his presence had ever graced the room. Her husband must have his own bedroom.
A moment later my cock was between her pretty drooling lips. Just for a minute before she stopped, "Do you prefer missionary or doggy?"
I didn't feel right gazing into the eyes of another man's wife, nor even kissing her. But I WAS going to grab her tits and fuck her, "Doggy!"
She flipped her skirt up and got into position before I realized she intended to complete our mating without removing her cloths and while my pants were still around my ankles, "Wait," I implored, as I removed my shoes and pants, "I need to see these beauties here." Sitting her upright I slowly unbuttoned her blouse. She was shy, afraid to show me her tits. She just needed encouragement, "My favorite are titties exactly like this." I unsnapped her bra, tossing it, "Ooohh!," I moaned appreciatively. "You have the loveliest tits I've ever seen." Then I was all over her boobies, rubbing and kissing and sucking them like a madman. I couldn't get enough. Neither could she. What she had planned to be a quickie turned into a full on itty bitty titty extravaganza.
When we were finally satisfied with tit play she pushed me on my back before straddling my cock, "I've never done it this way before. I've always been too self conscious about what I lack up top." She rode me like a wild animal as the bed squeaked its loud complaints. Of course, I mauled her tits the whole time before shooting my seed way up into her womb.
It had been over an hour. "I better get back before, Hank, my boss, gets worried."
"Oh, you nevermind him. He'll be fine with you providing a little extra customer service."
And so it was that I fucked the first of the town's small breasted women. She even gave me a sandwich for the road, "to show her appreciation." Her last words to me were, "There's more things to be fixed and more ham in the fridge."
When I got back Hank was putting the finishing touched on a custom bed frame. I appreciated the craftsmanship and hoped he would teach me his woodworking skills. "Isn't it kinda short? Is the customer short too?"
"There's no customer. It's for the community center. But if you doubt my work try it out."
I climbed onto the soft mattress. It felt good except my feet WERE really close to hanging off the end. "I think it's only good for short people."
"Nonsense," he declared, "let me show you." Saying that he pulled me even further down. Then quick as a wink my wrists were stuck in two holes in the headboard as he dashed to the other end to lock my ankles in similar fashion. "See? It'll fit any man who visits our little city. I call it a stock bed because it's a bed but it works like a stockade."
"Very funny, Hank. Now let me up."
"You didn't think you were going to show me up, treat my wife better in bed than she's ever been treated, and not pay a price. It's an unwritten rule that the wife gets first dibs but the husband gets his jollies too." There was that same word Reese had used. Hank removed all his clothing right there in the workshop. "This could have been a simple blowjob, Jackson, but when Janey called me she was on cloud nine, all lovestruck with excitement. You shoulda just fucked her and not been so outstandingly good."
"Janey, is, is YOUR wife!? You SENT me there to her?"
Nude, he sat on the edge of the bed. "We have to repopulate. What we DON'T have to do is make the women think they're better than they are." Then he was straddling my chest, stuffing his cock into my unwilling mouth. It was thicker soft than Reese's had been hard. His knees were in my armpits while he rocked back and forth, plowing my mouth with ever increasing depth.
After a minute he rested his hands on top of the headboard to better his angle. It worked. Grunting he bounced his nuts off my chin a thousand times if it was fifty. When he came he flooded my mouth, depositing his goo at the entrance to my throat, neither down my gullet nor towards the front. I choked, coughing and sputtering, pushing thick viscous cum out of my throat opening only for it to bubble up out of my mouth to stain another shirt.
I'd now given, or should I say had them taken, two blowjobs in two days. The men of this town needed to figure out how to get their wives to take care of them. "Can I get up now?"
"Depends, how many times can a young guy like you cum in a day?" When I told him it was two he was overjoyed, "Great! My niece, Cleo, is on her way over right now." He left me restrained there while he made himself scarce.
Soon enough a young woman about my age crept in quietly, unsure of herself, "This is my first time with an outsider." she announced. "I swear, me and my younger sister are the only two women in town who've never participated in the rejuvenation ritual before. But Cece's not married so she's got a reason."
My wrists and ankles were hurting a bit, "Do I have to be stuck like this?"
"Of course not, Uncle Hank just likes it like that. You work with him full time?" I nodded, "You should get used to it then. He's very creative."
She lifted the boards that were holding me in place. Then she asked, "Do the guys pick the position or do the girls?"
"I think you would know better than I would, but with the other one we just did what we wanted." And what Cleo wanted to do was talk and cuddle naked. She was a newlywed, she was bored being home all day with no kids, and we spooned as we talked. Her body was lithe and warm and my cock just grew and found its own way home. We didn't even put it in, it just found its way there of its own accord at some point. She mostly talked adoringly about her younger sister Cece who sounded charming.
When there was a lull in the conversation I caressed her tiny titties which turned out to be very sensitive, which is yet another reason I like the littles. Then, slowly almost imperceptibly, we began moving together. We had a very pleasant round of togetherness until eventually I creamed her snug pussy.
With our lovemaking complete she showed me Hanks back room, a dungeon of sorts which she found to be repulsive, but she excused her uncle's behavior with a shrug, saying, "Menfolk need their jollies."
I stared at some of the scary apparatus, "Just how do I avoid being put on those?"
She kinda waved me away with her hand, "Just don't lie down with his wife." Then she added, "But that would be VERY rude. No woman wants to be rejected."
"Oh," I replied, "I've already been with Janey. Apparently she thinks it was the best experience of her life."
Cleo giggled, "It was mine too. The way you touched my breasts."
She fingered the leather straps on an unusual chair, "You should probably just stay away from this one. It's got sharp spikes. But I think you'll become acquainted with the others."
We walked together to the door when it was time for her to go. I asked, "Have you ever been on the chair? Or any of Hank's other devices?"
She looked at me oddly, "Why would I? Women are for getting pregnant. Men are for jollies."
I showed up for work the next day worried that Hank was going to bring me into the back room. I needed the job so leaving town was out of the question. Besides, the women WERE treating me like a king. Fortunately, Hank didn't drag me back there. Was it like a one to one thing so he would have his jollies with me once for each time I was with Janey?
Anyway, in the afternoon he gave me an address. It was the widow Edith. She was easily twenty-five years my senior though I never slept with her. It was a big job fixing her deck. On the first day her daughter Cece flirted with me. Cece was the most incredible girl I'd ever met. But nothing happened. Probably because Cece was unmarried. On the second day I asked the stunning Cece out on a date which she agreed to. How could such a normal young lady belong to such a fucked up family and town?
We went to a movie, then out for milkshakes. Every single person in town knew about our date and it was the talk of the town as they all thought she would never marry since she was the smallest titted girl in the whole place. What was a negative in their eyes was a positive in mine. We hit it off great and I just couldn't stop smiling after dropping her off.
The next day at work Hank was out on a job but Janey showed up an hour into my day. She too was all smiles as she set some homemade cinnamon rolls on my bench. "How's the only man who ever made me feel good about my body?" She ripped off her shirt proudly as she said it, revealing her perfect itty bitty titties to my leering eyes. Looking at her tits was fantastic, but honestly, all I could think about was what it would be like to see Cece's someday.
With Janey half nude, we ate and chatted and the sexual tension built and then she made her move and by then I couldn't resist. Grasping my erection through my pants she led me in back to reveal what she thought I didn't already know, "Hanks got a secret sex room back here. Come on, I'll show you."
"What looks interesting?" She asked innocently.
I looked over all the apparatus carefully trying to decide which one would be best to fuck her on. I chose the least intimidating looking one.
After I pointed it out she exclaimed, "Ohh, That one looks absolutely wicked." She climbed up on the padded bench, face up so her tits would be available to me. Buying into the sexual experiment I strapped her arms and legs down so they were fixed and immobile. "OK, Jackson, now climb on top of me. I looked her over, her naked bound body was visible and easy to touch. "Lay down so our bodies make contact from top to bottom. Put it in, but don't move it yet." Rubbing my cock near the entrance of her cunt I inserted my cock carefully. She grasped my hands in her intertwining fingers sensuously. "It's called the lover's embrace. It's ties us together as we hug."
Before I knew it she had shown me the way that the strange contraption bound me to her. It was an intense and intimate feeling. Scary too. But what did I care as long as I got to fuck the hot woman?
"Can I thrust yet?"
"Almost. You can start as soon as Hank does."
Out of the blue I heard him laughing behind me, "You did great, Janey!" Hank came closer, rubbing his hand over my nervous buns lovingly. He spoke to me next, "You look pretty good lying on top of my wife all trussed up, Jackson." He mused, if I fuck you it'll drive your cock deeper into her."
Janey cooed, "Oh, yea, do that!"
He continued, "Or I can use your mouth again. Janey could watch the action from up close then."
She was of two minds, "Oooh, right Hank, do it that way."
"Don't I get any say in this!?"
Hank was like, "I'll listen. But there's no promises."
Knowing I was going to end up giving him his jollies no matter what, I begged, "First, move my hands to her perfect tits."
Hank scoffed, "You've already spoiled her once. Forget it!"
But Janey fought back, "Do it Hank, or you'll never bed me again."
He laughed, this time at her, "I barely know you now. This is the first time I've seen you naked in a month."
So she changed her plan, "He's gonna touch my tits! And thats final." She paused, "I'll tell you what. Touch my tits the way he does and I'll blow you once a month."
Hank moved his hand from my ass to my balls, cupping them in a friendly manner, "Jackson, I think you've earned the choice."
Twice I'd had cocks in my mouth and once it was Hanks anyway. But the back end?? I shuddered. "She wants to watch it up close. I'm sure of it."
She kissed my face, "You know me so well. I think I'll keep you around for a while."
Hank wasn't so happy with that, "Now wait a minute. I know you better than this upstart. It was my idea first."
Janey soothed his fears, "I know you do honey." But she winked at me secretly.
Hank let go of my appreciative nuts and walked around to the front. Janey offered, "Time your thrusts with his. It'll be fun."
I still wasn't sure I wanted to do this again. Maybe I could still get out of it. I barely had time to worry because Hank was already hitting the back of my mouth with his thick cockhead. I shifted my eyes to catch hers. She wasn't judging. She was, however, enjoying my plight.
Meanwhile, Janey was trying her best to hump at me with her bound hips. I remembered what she had said about timing our thrusts but I didn't know if he was suppose to time his to mine or the reverse. And it was too late to ask.
With my hands groping her perfect petite chest I could lift myself up a little to receive Hanks fuck stick at a better angle. And we all did find a rhythm that worked.
Her sexy body was warm and welcoming beneath me. Her warmth only grew hotter the more we fucked. I pinched her nipples tentatively causing her to scream in pleasure. In turn, Hank grabbed my head roughly and forced his cock down my throat which was getting easier.
The locomotive fucking went on for a while until I pinched her nipples hard and Janey had an orgasm, panting and mewling in pleasure. I have dreamed of giving a woman an orgasm so the excitement brought me over the brink, making me spew my baby batter deep within her.
Hank grew unexpectedly violent, digging his fingers into my neck then ramming his cock with full force. He too came, rocketing cum where it would never be seen again.
He fell back onto the chair which didn't hurt him as the spikes were down, "You had to do it, Jackson! What the fuck were you thinking!?"
Still bound to his wife I quizzed him with a look. His irritated reply was, "Women are for getting pregnant. But in the course of two days, mine wants her useless titties pleasured and I bet she's gonna want orgasms too from now on." He scowled as he took my restraints off, "If the rest of the womenfolk find out about this the whole town is going to turn upside down."
Janey was bolder than she should have been, being the only one all tied up as she was. But she complained, "Hey! I'm really good at keeping secrets -- as long as I get what I want."
Hank groaned, "Jackson!"
But as he let her arms free he then addressed his wife, "I'm pretty sure I know what you want. You keep the secret and you can have it."
"She was sassy, "You only know the half of it. With her free hands she pushed me down. Soon I was face to face with a women's hairy pussy. I'd heard of this and wanted to try. I studied the area first having never seen one before. "Go on Franklin, show Hank how an experienced outsider like you takes care of a woman."
Some cum was dribbling out, but no one had ever told me I was supposed to be grossed out by my own cream. And since I came to this valley I'd eaten three loads from other guys. I dove right in. Hank was appalled, "Shit! You've crossed a line, man." I heard him take a deep breath, "Janey, you can't be serious. A woman's cunt is so... gross."
Bent over in front of her, and licking feverishly, I really expected to taste cum. Instead every flavor, every scent, and every sensation was new. And feminine. And strong! Much stronger than the subtle muskiness of men. But also not bad.
She held me firmly. Not the viselike grip of a man but steady and in control nevertheless. "Go on, Jackson, reach inside with your tongue." I reached up to squeeze her tits while I scooped up a load of cum. Savoring it, I swallowed with a gulp.
Hank was still complaining, "Fuck, dude! How's she gonna get knocked up if you do that? Why, you're gonna have to service her ten times as much to succeed."
Janey yelled out her approval, "I can take ten times as much of this treatment! In fact, from now on, Franklin can focus on making me pregnant while you do the other stuff." I heard him gasp. "Don't worry, Hank. I'll start sucking you off anytime you want it. You won't even need your jollies anymore."
She moved my mouth to where I assume her clit was. She was grinding and humping my face. And then she collapsed, still holding me to her cunt, lying perfectly still. I hoped Cece would let me do this someday.
After a few minutes Hank finished unbinding everything. He looked to both of us seriously, "Not a word of our arrangement to anybody, got it?" I laughed to myself at the thought of Hank pretending to like small tits and being coerced into licking Janey's pussy.
I had another date with Cece that night. We had a great time watching an outdoor movie in the main square. Women kept hitting on me but Cece made it clear, that at least for the night, I was hers alone.
Strolling by the river we talked seriously about love and family and community. Cece and I agreed that if we got married neither one of us wanted me fucking other women. The problem was the whole town would be against us. As an outsider I had duties. But if we refused I'd lose my job and she'd lose her inheritance.
She grew despondent and wistful, "If only you weren't an outsider. Then you could be true to me. We could just pretend I did the ritual too and I could be true to you. But we wouldn't be able to have children." The theoretical loss of a family I never had hit me in the gut.
But all the talk of sex got me worried about things I'd seen with Reese and Hank. "Cece, I'd also want to avoid the jollies too. Do you think that's possible?"
"Oh that's the easiest." I was relieved.
"And Cece, some of the women don't have relations with their husbands. Do you enjoy... relations?"
"For you I would enjoy all types of relations. Of course we can do the main one because you're an outsider and we don't have to fear pregnancy."
I latched onto those words "all types." So I asked, "Do you like when the man puts his penis in the woman's mouth?"
"I've never done it. But I'm sure I'll love it."
"How about when the man licks the woman after?"
"After? I always thought it was suppose to be before. Otherwise you'd be tasting yourself. But sure, either way."
I could finally relax. Without even a ring I dropped to one knee, "Cece Smyth, will you marry me?"
She beamed, "Yes, yes, Jackson..." then she giggled. "I don't even know your last name."
So I filled in the blank, "It's Cuthbyrt. Jackson Cuthbyrt."
I thought she'd be happy to know. Instead she crumpled to the ground, almost fainting. I tried to comfort her. "What's the matter?"
Through tears she told me, "The town has three founding families: The Smyth's, the McIntyre's, and the Cuthbyrt's. Which means you're NOT an outsider and this changes all our plans."
I held her close, "We'll figure something out. There's got to be a million Cuthbyrts. Just how closely related do you think are we?
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