This is the last chapter of "Becoming Charlotte", her story will continue in "Being Charlotte".
The girls watch in awe as the stripper slams his huge cock into my eager pussy as I kneel on the chair, gasping and panting as he stretches me wide with each hard, deep thrust, spanking my bare ass and making the residual cream fly in every direction, a pleasured squeal and squeeze of my muscles on his pounding shaft accompanying each one. I grip the back of the chair tightly as my fifth orgasm builds fast within my pulsing sex, the chair’s cushion already soaked with my dripping juices.
Well, I’ve never started a chapter like that before! I’m Charlotte or Charley if you’re new, welcome back if you’re not. I used to be a 45yo man until a scientist from a local pharmaceutical company used me as an unwilling test subject for his gender swap serum before he died from gunshot wounds, turning me into a 25yo redhead woman. This proved irreversible and I’ve spent the last five years living my new life with equal ups and downs (no pun intended), including being raped (by two different men on two different occasions), falling in love twice only to lose one to a terrorist attack, the other forcing me into pregnancy and then murdering our unborn daughter in an attempt to kill me when she and I were no longer needed. I’ve been used, abused, treasured and lusted after, had a ‘friend with benefits’ who, unfortunately for me, met a girl he liked better but who I'm happy for.
You now join me being right royally fucked senseless on my 30th birthday (my physical age, technically I’m only five). Excuse me whilst I cum on this guys monster 12 inch cock...
OH MY GOD! OH MY GOD! OH MY GOD! OH MY GOD! OH MY GOD! UUUUUUUUUUUHN! AAAAAAAAAAAAAAH! AAAAAIIIIIIIIIIEEEEEEE! FURGLE!... I MEAN FUCK! (My internal monologue can’t even speak straight right now) That feels soooooooooooooooooooooooo good!
*Ahem* Pardon me.
Whilst I recover, let me fill you in on what’s been happening. When I last left you this guy had just shot his load down my eager throat. Afterwards, he kneels down, parting my legs (now I know why Sally insisted that I don’t wear any panties) and burying his face in my pussy, completely unnecessarily I might add as I was already dripping onto the chair but I guess he has to put on a show for the girls and prove it’s not all about his pleasure. Licking me to my first exquisite release. Barely giving me time to recover, he taps his thick, rock hard head on my clit, making me squeal and squirm before starting to push it inside, it’s size stretching me wider than ever, leaning my head back I let out a long, high, pleasurable squeal as his huge thickness slowly inches it’s way into my soaking, velvety hole.
“God!” I gasp as he bottoms out, his entire manhood buried within my sensitive sex, my walls undulating around it’s hardness as he holds still, Sally recording the look of sheer heaven on my face.
(Excuse me again, he’s still pumping me as I tell you all this, God he’s insatiable! AAAAAAAAAAAAAAH! AAAAAAAAAAAAAAH! FUUUUUUUUUUUUCK!)
Waiting a little too long for him to start, I look at him, desire burning in my eyes. “Come on, stud! Give it to me! Fuck my tight little pussy!” I growl hungrily, the girls letting out long, excited ‘ooooohs!’ as I grip his hips and try to move them, Sally getting up close to the action. “Fuck me!”
He moves in measure strokes, sliding until he’s almost out before heading back in, slowly gathering pace as I gasp, closing my eyes as he slowly takes me to cloud 9, my nails digging into his flesh, my walls sucking on his throbbing shaft. “FUUUUUUUUUUUUCK!” I scream as his movements become increasingly faster, my breasts bouncing with the force of his body meeting mine, my legs already starting to tremble.
(Oh God! He’s really going for it now! Shit! I’m getting so close already!)
My hands match his movements, pulling hard into me as he pounds my quivering womanhood, the delicious sensation of his shaft pushing my slick walls apart driving me closer to my second climax, moaning louder and louder, my juices running thickly, smearing his cock and dripping down my ass.
(FUCK! He’s rubbing my clit now too! We’re entering the danger zone!)
Thrusting hard enough to rock the chair, he brutally fucks me until I stiffen, Sally capturing the moment perfectly, my blissful screams recorded for prosperity loud enough to drown out the chanting girls, as he continues throughout, the slapping of our bodies almost as loud as me. I have to push against him to get him to stop, the intensity just too much and I sit panting hard, his cock fully inside my wetness. He leans in and kisses me, the others going nuts as our tongues dance.
When my breathing returns to normal he pulls out, a thick smear of my juices dribbling from his twitching manhood, helping me to stand on shaky legs, my dress falling to the floor leaving me in just my pink heels and tiara. He takes the sash and drapes it over me, sitting on the chair and guiding me to sit on his dick reverse cowgirl style, the girls gathering in front of us, watching as I slide down him, gasping as they see his monstrous rod disappear within me, Sally again gets everything on video.
(Fuck I’m nearly there! I will make it, I promise! #@/*! Sorry. FUUUUUUUUUUUUCK!)
With his hands guiding my hips, I start to bounce, the sash flapping as I fuck myself senseless, gripping him hard, the others cheering me on, my legs spread giving them an unobstructed view.
“FUCK! FUCK! YES! FUCK YES! GOD I LOVE YOU’RE COCK! I WANT TO RIDE IT FOREVER!” I scream, my body slamming into his, my desire going crazy as it’s girth opens me wide, my next release already on the cusp of arrival, my tiara strewn at a funny angle and threatening to fall off my head. I shatter, cumming hard and jamming myself along his hardness as I shake and convulse, my body wanting more. I don’t stop, fucking myself to my fourth orgasm mere minutes after, finally plunging down and sitting firmly on his cock, leaning back against him as my mind blanks, his hands on my breasts, holding me up.
When my strength returns he gets me to kneel on the chair, everyone moving to the other side of the room, intently observing as I grip the back. He sprays some cream on my ass cheeks and pussy, licking most of it away before slamming his manhood all the way into my messy hole, a silent scream of bliss on my face. He grips my hips and starts to pound me, heading for the home run, taking me fast and deep, grunting with the effort as his balls smack my clit. The pace is brutal, his hand meeting the flesh of my ass repeatedly, hard, my climax barrelling towards me...
(SHIT! HERE IT COOOOOOOOOOOOOOOOMES!)
I break once again, this time my body convulses hard enough to throw off his strokes a little and he has to grip my hips harder to keep me in place, continuing as I squeal and squeak through the waves of ecstasy.
(With his stamina, this guy must be part racehorse! Mind you, he does have the cock of one!)
Sally gets right up into my face, asking ‘do I like my birthday present’ and “if his cock feels good in my pussy”, recording my cross eyed, hanging tongued face as I let out a breathy giggle in response, my tits swaying crazily as his thrusts somehow get faster but also shorter, becoming his vinegar strokes. I feel his dick pulsing stronger against my walls. He somehow manages to bring me to a sixth orgasm, this time my milking pussy pushes him over the edge, Sally using his increasing roars as a cue to take position just to my left, capturing the moment he pulls out, his semen shooting from his slit and splattering over my back and ass, the girls erupting with joy at each spurt. He gives my ass one last smack, staggering back and collapsing on a chair as I turn to sit sideways on mine, my mind slowly returning.
I get up and slightly stagger over to him, leaning down to kiss him deeply before dropping to my knees and using my mouth to clean his manhood as a finale. Of course, Sally gets the whole thing, finally stopping the video on a shot of me sat next to him on another chair, both of us grinning, his hand on my breast, mine wrapped around his now soft cock, our other hand raised in a thumbs up as she asks if it was a ‘good fuck’, my response of “the best ever!” being the last words of the recording.
I offer for him to shower with me in my ensuite, knowing I can lock both doors to give us some privacy. He brings me to three more climaxes beneath the spray, telling him I’m fixed and letting him release inside me. I kiss him as he leaves my house, now fully dressed in jeans and t shirt, myself in a towel robe. I flash my naked body at him as he goes to climb into his car, earning a wolf whistle and a blown kiss. I return to the party, unable to hide my grin as Sally plays the footage through the TV and we drink cocktails. I’ve never seen myself having sex live before, watching my expressions and hearing the noises I make causing my cheeks to turn bright red, the girls laughing as I hide my face at some of the more embarrassing moments.
By 1am there’s only Mae and I left (she’s staying the night), we drink and talk until 2.30 before staggering a little tipsy to bed, I slip under the sheets, the soft silk feels lovely against my bare body and I grab Mr Snuggles, burying my face into his furry chest and letting out a loud “Whoo hoo!”, a dreamy smile on my face as exhaustion finally overtakes me.
Thankfully any rumours about what happened at my party have died down by the time I return to work, though there are a few shared whispers and looks from some colleagues. There is, however, some disturbing news, the company that runs our beloved booze busses is shutting down in a couple of months. We decide to have one last trip with the theme being our favourite costume from our previous ones and I immediately dig out my Poison Ivy outfit, checking for any necessary repairs.
The trip is as fun as usual, that is until one of the new recruits decides to shove his hand down the back of my bikini bottoms and try to finger me on the dance floor through the open crotch of my bodysuit beneath, lucky to only receive sprained fingers and a bloody nose, though it did put a dampener on my usual search for some fun with a local guy. My small group of friends give a heavy tip to the bar staff as a final thank you and goodbye.
March and April are pretty dull, we have a few nights out and though I regularly use the toy in my shower, it’s not much different each time from what I’ve told you before.
A few days into May, I get a worried call from Sally, asking me to come over as she needs my help. I head straight over, my concern rising when I see her tear streaked face. I lead her to the sofa, taking the seat next to her and holding her hand reassuringly.
“Sal, what’s wrong?” I ask gently. “are you guys ok?”
“I’m sorry, Charley,” she begins, her voice quivering. “I don’t want to open old wounds for you but I didn’t know who to turn to...” She looks at me with desperation, my heart sinking and mind racing with possibilities. Was James back on the scene, looking to force me to marry him? Had someone else been turned into the opposite gender unwillingly and needed my help? Was the institute going under and they’d be out of a job?
“Sal, it’s ok. Just tell me.”
She takes a deep breath. “I’m pregnant.”
I let out the breath I didn’t even know I was holding, a relieved smile on my face. “Is that it? That’s great though, isn’t it?”
“It should be, but it wasn’t planned. Do you remember when I was ill the other month and had to come off the pill?” She asks and I nod. “We had to switch to condoms until it became effective again and one broke, Josh wasn’t happy about it.”
“And you think he’s going to be upset that you’re pregnant like before, right? When you had your scare.” She nods in response to my question. “but everything’s different now, you had only been together a short while then, now you’re married, got a house together, you’ve both been promoted in your jobs. I can’t imagine him being angry about it.”
“Will you help me tell him?”
“Of course, but I think you’re worrying over nothing, Sal. I bet he’ll be stoked.”
“I hope so.”
As it turns out, I was right. After she told him and showed him the test he kissed her passionately before sweeping her into his arms, spinning on the spot before gently putting her down when he got a little dizzy. Cracking open a bottle of champagne that they had saved from their wedding and pouring us each a glass, Sally insisting on only a mouthful for her, we toast their impending new addition and they immediately ask me to be Godmother to the baby, whatever gender it is, of course I accept without hesitation.
Then there’s Alan. I meet him in June at one of Lynne’s barbecues, a random friend of one of the guys at her work. We hit it off immediately, him asking more questions about my life and work than most guys do, making me feel special enough to agree to a date.
He takes me to a restaurant, again asking about my day, work, anything and everything to, seemingly, avoid my questions about him. He doesn’t push for anything sexual to happen but I do kiss him at the end of the evening. Our second date is a cruise down the river followed by lunch in the park. Although we kiss many times his hands never stray from my back or hips and I feel glad to finally have a guy who wants to get to know me before trying it on, though I do question his intentions internally, our parting kiss rather passionate on his end.
The third date is when he trys it, though I have to admit that I want some bedroom fun myself by this point, his caresses and touches light but firm enough to peak my interest until we reach his house, then everything changes.
He kisses me passionately the instant the door closes and we don’t even make it to the bedroom, opting for the kitchen where he lifts me onto the counter, my pussy at the perfect height for him to grind himself against it. I pull him closer with my calves, my juices starting to soak my panties as he unzips my dress, slipping it down to reveal my bare breasts, his hands immediately squeezing and kneading the firm flesh of my mounds as our tongues dance together. Reaching down I unbutton his jeans, hooking my thumbs through the waistband of both them and his boxers, pushing them down and freeing his throbbing seven inches, my hand wrapping around it’s hardness and stroking needily, rubbing his cockhead along the soaked fabric protecting my sensitive sex. He looks a little unhappy when I insist he wraps it, slipping my panties down as he rolls the condom down his length, only managing to unhook the wet fabric from one of my ankles before he pushes between my legs and shoves himself rather unceremoniously into my pussy, thrusting hard and fast as he fucks me on the counter.
I use my calves to encourage him, pushing against his ass as his thickness slams my velvet tunnel, rattling everything nearby with the ferocity of his thrusts, his eyes fixed on my bouncing breasts as I gasp with the steadily building bliss within me, my panties swinging on my ankle. Barely halfway towards my release he starts to thrust even harder, his grunts becoming almost animalistic as his cock forcefully opens my walls with each punishing thrust, a look of determination on his face as he pumps me harder and harder. He grabs my left breast, squeezing it hard enough to hurt, matching it with his thrusting hips, though the pain does add a little to my pleasure.
With a disappointed whine I feel him slam deep inside, his body stiffening as he ejaculates, filling the thin rubber with his seed, a hard, jerking pump of his cock in my pussy accompanying each spurt. Shoving my legs from his quivering ass he pulls out, tugging the used condom from himself and chucking it in the bin, he pulls up his jeans and boxers, fastening them and completely ignoring my bemused look before grabbing a bottle of beer from the fridge, tossing the top on the counter next to me and walking off.
Slipping down from the counter I hook my other ankle through my panties, pulling them up over my throbbing, needy pussy as it slowly returns to normal, my pleasure dissipating rapidly. Retrieving my purse I head to his lounge, stopping in the doorway as he sits watching the TV in his armchair, half the beer already gone.
“I’ll, er... I’ll be going, then.” I say softly, not expecting much of a response.
“I’ll call you.” He waves his hand nonchalantly, not even turn from the TV. With a sigh I leave, heading straight home and using the toy in my shower to bring myself to the trembling orgasm I had hoped he’d give me, filing him in my mental “asshole” file.
As you’ve guessed, I never hear from him again. I do, however, hear from Joe that Lynne tore her friend a new one when she learnt about the bet he had with Alan that he couldn’t fuck me in less than 5 dates, though Alan doesn’t completely win as it had to be unprotected to get the full £50, my insistence on a condom losing him a fifth of his winnings.
Apart from my mother’s birthday, July is mostly work, work, work with most of my friends off on their holidays. I get plenty of postcards, the funniest being a photo of Sally and Josh in one of those cartoon boards with the face holes in Skegness, enjoying one last ‘quiet’ pre-baby getaway. I’m still a month away from my own holiday having been asked to join Steve, Amy, Keith and Carrie on theirs, the destination a closely guarded secret. I go on a few more dates but none get past the first one, most, again, just wanting sex, one even storming out when I tell him I don’t do that on a first date. As you can imagine, my toys get a lot of use over that month alone, especially the one in my shower, reaching the point that I’m even pressing buttons at random to mix things up a bit.
As I said, in August I go on holiday with Steve, Amy, Keith, Carrie and little Nancy. They still won’t disclose where we’re going, only saying I won’t need a lot of luggage. After a 4 hour drive in Keith’s 7 person people carrier we turn into a side road, following a well maintained dirt road through the middle of a wood, my mind half expecting to see a masked lunatic or deformed rednecks skulking through the trees making me giggle to myself. The road widens a little as we approach a long white gate with a small shack to the right side and a big sign.
“You bastards!” I exclaim, reading it. My eyes growing wide with a little fear despite my laugh. “A fucking nudist camp!”
“Well we thought you might like the freedom it brings, running around without a stitch on.” Steve laughs back as we near the shack.
“Bull, you just wanted two weeks gawping at my naked ass.” I giggle. “Still, at least I get to see your healthy packages at the same time!”
A young, hunky man, a couple of years younger than me, exits the shack and I have to tear my eyes from his large manhood as it swings enticingly as he approaches, shaved completely bald with an impressive pair of balls (I’m really trying not to look, honest!), involuntarily biting my lip as I wonder what it would feel like sliding inside my... I shake my head, sweeping away the fantasies running through my mind.
“Keith! Carrie!” He beams as he walks up to the driver’s door, his lower body finally hidden from my view, allowing me to control my breathing and stop thinking of all the things I want it to do to me. “Hey guys,” He waves to Steve and Amy. “Nancy!” He grins at the little girl in her car seat. “No distracting the little boys this year selling kisses for 10p each.” He jokes before looking at me, I can tell he’s mentally undressing me from the slight flush to his cheeks. I wind down the window as he walks to me, his eyes running up and down my body. “You must be Charlotte, the newbie. You’ll need this,” he hands me a pass on a lanyard. “keep it with you at all times.” I give it a quick look, the photo of my face from one of their parties, I notice his eyes still roaming my form and lean in close enough to see his cock again, now slightly larger and semi erect.
“Come to our cabin when your shift’s over and I’ll let you look all you want,” I whisper in his ear, watching it twitch at the thought. “I might even let you take me somewhere private for a little ‘alone’ time...” biting my lip as I see it practically jump at my words.
“You’re in cabin six...” he stammers, walking rather awkwardly to open the gate, his dick still hardening as we drive past, I blow him a teasing kiss as we pass and see him visibly gulp as his cock becomes fully erect. As we drive down the short entrance road I turn and look back as he waddles back into the shack and sits down, his hand obviously travelling to his crotch now hidden by the wood wall under the window.
The road soon widens as we reach the resort proper, driving past at least two hundred people, the vast majority completely naked but a few of the girls wearing panties due to their time of the month, I can’t help glancing at all the different cocks on full display, wondering how I’m going to avoid staring at the more enticing ones. Cabin six is way at the back of the resort, we pass the manager’s office, shop, pool, volleyball and tennis courts as we slowly drive to it, the entire place surrounded by a forest except for a large gap that leads to the beach. Pulling up to the cabin we get out and I elect to leave my suitcase in the boot, only taking my wash bag, towels and the one containing my toys.
Dropping my things on my bed, I strip off, heading back into the main lounge where Amy is checking the kitchen and making a list of everything we need, it’s not long before the others join us leaving her the only one still dressed.
“Anyone fancy doing some shopping?” Amy says holding up the list. “We pretty much need everything so maybe two of us go?”
“I’ll go,” I volunteer, grabbing my purse from the side table. “I could do with getting used to being nude in front of strangers.”
“I’ll come with,” Says Steve a little eagerly, I can see his reaction to Carrie and mine’s exposed bodies forming already. “You’ll need a man for the heavy stuff.” He quips, giving me a playful nudge in the arm.
“Just don’t trip over anything staring at my tits.” I quip back, playfully rolling my eyes as he gulps.
I step outside, the warm sun feeling lovely on my bare flesh despite my nipples being rock hard with nerves, I gaze at the sea on naked bodies, my pussy quivering at some of the more impressive dicks in view, I try not to stare but its not easy, especially when a lot of the guys noticing the new girl ogle my birthday suit with extreme interest. Steve makes me yelp by giving my ass a playful swat, my stern glance disappearing as he blows a raspberry at me, making me chuckle at his silliness.
“With all those cocks out there you’ll leave us a trail to follow back!” He teases and I give him a ‘very funny, haha’ look, nodding at his crotch.
“Just try to keep up with that thing slowing you down.” I scoff, walking ahead as he looks at his now fully erect dick, having to hold it so he can run to catch up.
“Maybe you could see if there’s a guy here you’d like to ask to join our little dice games, there’s plenty to choose from.” He says, glad to be able to walk normally now his manhood is back to half mast.
“I may have solved that already.” I tell him with a sly grin.
“What?! How?” He looks at me in confusion. “We’ve only been here five minutes.”
“You didn’t notice the guy on the gate? He was literally undressing me with his eyes.” I grin. “I invited him over after his shift.”
“Herbert? I hate to tell you this but I know for a fact he’s a virgin.”
“So? Everyone has to start somewhere.”
“But he’s got no experience! He’ll probably cum in ten seconds.”
“He’ll have plenty by the time I’m done with him and besides, I’ve never been a guys first. Anyway, he’s bigger than you.”
“That’s a bit below the belt!” He scoffs.
“It was meant to be. We can only ever be friends, Steve, get over it.” I say a little harsher than I meant.
“Not even if Amy and I split up?”
“That’s never gonna happen and you know it.” I look pointedly at him, surprised his eyes are on my face. “You can still fantasise, though. I don’t mind.”
“Good, because I already have.” He confesses with a smirk.
“Trust you!” I laugh, blushing slightly. “Often?”
“I’ve nearly shouted your name when I’ve cum in Amy several times thinking it’s you.”
“and who says I’d let you?” I tease as we walk into the shop, Steve grabbing a trolley.
Halfway through the trolley is already nearly full, Steve adding a few extra cases of beer and snacks. Ticking off the items I notice the cucumbers are, predictably, on the bottom shelf and I have to bend right over to pick up the three on Amy’s list.
“Christ, Charley!” Steve exclaims. “Keep doing that and I’ll get thrown out of this place!” I turn to look at him, realising he’s got a perfect view of my slit and asshole, forgetting that I’m naked before him, the effect on him is extremely apparent.
“Jeez, Steve,” I hiss as I place the cucumbers in the trolley. “Can’t you do something about it?”
“If I do I’ll get kicked out, they have strict rules over that sort of thing. Naturism is about freedom not fucking.”
“I know. Look, you can’t solve it right now, so I’ll push the trolley and you pick the stuff we need. Just do whatever you need to back at the cabin to get it out of your system.”
The rest of the shopping goes mostly OK, Steve managing to calm down enough to return to half mast. We hire a beach trolley to wheel the shopping back to the cabin, Keith, Carrie and I unloading as Steve grabs Amy’s hand and leads her quickly into their bedroom, her amused giggling soon turning to screams of pleasure that drown out the rapid squeaking of their bed. Unfortunately the noise has a certain effect on Keith, so I offer to take Nancy with me to return the trolley and on to the beach for a while so they can have some alone time.
It’s amazing how guys can lose interest in a woman when they think she’s a mother, many who initially gaze at my body quickly turning away when they see her walking next to me with her hand in mine. I lay on my towel tanning my back just next to the beach entrance as she plays in the sand a foot in front of me, happily lifting it and watching it run through her fingers.
“Have you ever seen one as nice as that?” I hear a young male’s voice from the bush behind me.
“No, it’s amazing isn’t it?” another voice, this one changing with the effect of mid puberty, switching between high and deep.
“What are you doing?”
“Shhhhhh! She’ll hear, I’m only wanking.”
“Good idea.”
I giggle to myself, guessing it’s two hormonal teens spying on any women they can find, taking the opportunity to relieve their urges. Yes, I should probably be disgusted but, having been through those same hormones in my previous life and knowing how hard *Ahem!* it can be to for boys to resist at that age, I just leave them to it, even spreading my legs a little wider to give them a better view.
“That’s where you put it to make a baby.” I hear breaking voice whisper. “it’s called a ‘vorgeena’ or ‘puzzy’.”
“Can you only put it in there when you want to then?”
“No, there are ways to stop it, it’s supposed to feel really good.”
“What are you two up to?” I hear a teen girl’s voice ask. “wait, are you spying on women again? Urgh! Leave those things alone!”
“I’m nearly done, sis.” BV says with a grunt.
“Just don’t get it on me.” She says, huffily.
“I can’t, you’re my sister.” I hear something wet hitting the leaves behind me.
“She’s not my sister tho.” The other male says and I hear a disgusted wail from the girl. “Stop it! No! That’s sick!”
I look up as a mid teenage blonde girl comes running past, headed for the sea wiping something from her stomach as she goes.
“You best not make a baby with her!” I hear BV say, both of them chuckling as I hear the rustle of them leaving.
Nancy and I return to the cabin two hours later, finding the others sat in the lounge talking and drinking beer with a post coital glow. Carrie puts Nancy in bed for a nap, returning just as I start to tell the others about the boys in the bushes. When I’m finished the boys are trying to hide their laughter, the girls looking shocked.
“So they watched from the bushes and... you know, jacked off?” Carrie asks, looking disgusted.
“Yeah, it was quite funny actually.” I say with a mischievous grin. “Boys will do things like that.”
“That’s sick!” Amy gasps. “They were wanking over you! Aren’t you concerned by that?”
“Why?” I ask looking completely neutral. “It’s only natural for them to be curious about a woman’s body.”
“But they we’re wanking over YOU!” Carrie exclaims. “Doesn’t that bother you?”
“No, I’m not surprised given how much you guys keep tell me I’m hot. Haven’t you both jerked your partner’s cocks and been fingered whilst I’ve been doing sexual things in front of you?” I look at them meaningfully. “Those boys were no different, just younger. If it wasn’t me it would have been some other girl.”
“I still think it’s wrong.” Carrie says flatly.
There’s a knock at the door, it’s Herbert asking for me. He joins us for dinner and I can feel his nervousness despite my best attempts to put him at ease, though he relaxes a little as the beers flow, even enough to put his arm over my shoulders, he’s rock hard the whole time and I whisper how impressive his manhood is in his ear, making him blush. I do everything but outright stroke him to show I’m interested, even gradually moving his fingers further up my thigh towards my hungry womanhood, though he just leaves his fingers resting there, his inexperience blatantly apparent. Eventually, Amy gets the dice, offering for him to join in with me as his partner.
“I’d rather not tonight, sorry.” He declines politely, though he does look like he’s worried that he’s offended us.
“That’s ok,” I tell him soothingly. “maybe you could give me a tour of the resort by night whilst they have their fun.” I gently stroke my fingertips over his thigh, his cock so hard it looks painful. “Would you?”
“Yeah, ok,” he says with a relieved expression, awkwardly standing and offering his hand to me. I take it and get up, grabbing my purse (condoms) and telling the others I’ll see them later as we walk out of the door, holding his hand as we walk around the camp, past a group singing songs around a fire and others sitting in groups, talking over various drinks. As we near the edge of the forest I tug him towards it, leading him a short distance in to a small clearing. I turn to face him, taking his face in my hands and pulling him in for a light kiss.
“I really like you, Herbert.” I breathe seductively, my fingers lightly grazing his throbbing member. “would you fuck me, right here?”
“I’d love to,” he starts to respond. “it’s just...” he looks down, sighing heavily.
“It’s ok,” I stroke his cheek, lifting his chin to look at me. “you can tell me anything.”
“I’ve, er... I’ve never done it before.”
“Nothing wrong with that, are you waiting for the right girl?”
“No... every time I go to ask a girl on a date I chicken out, no matter how much I like her.”
“Well look at you now, on a date... with a girl. A girl who wants you badly.” I purr, noticing the realisation wash over his face.
“You’re right. May I... May I kiss you?”
“You don’t have to ask, Herbie. My lips are waiting for the soft touch of yours.”
You could tell he’d never kissed a girl before, what he lacked in skill he made up for in enthusiasm, a lot of it. With a large amount of very unsubtle guidance I finally had him kissing me properly after about half an hour, that was until I took his hand and put it on my breast, if I hadn’t been holding it, it would have come off with the way he jumped back.
“Charlotte, my hand appears to be touching your breast.” He stammers, stating the obvious.
"because I put it there “ I say with a sly smile. “this is how you start to pleasure a girl, like this...” I guide his hand over my flesh, showing him how to caress and squeeze my firm mounds, taking his other hand, guiding them over both of my breasts, gasping as he follows my lead, soon caressing me with confidence. Taking his right hand I move it down my body and over my twitching outer lips, leading his fingers to my wetness. Unfortunately he gets a little overzealous, sharply shoving three of his fingers inside, making me grab his wrist to pull them out.
“Sorry, I... I... I...” he stammers, looking like he’s about to run.
“It’s ok,” I soothe. “I think you’re getting a little too tense.” I say sweetly. “maybe if we relieve some of it...”
“What do you mean?” He asks as I drop to my knees, his pulsing manhood jutting at my face.
“Like this...” I lean forwards, licking the tip gently, a groan escapes his lips. I lick along his shaft and over the head, his body jerking. I’ve barely taken the head inside my mouth when he grunts loudly, the first spurt of his orgasm hitting my throat unexpectedly and making me jump back, the rest of his load splattering my face in large ropes and dripping onto my breasts, his cock finally going soft in my hand.
“Oh God! Charlotte, I’m...” he turns and runs away, I just manage to wipe his spunk from my face enough to watch him go.
“Herbie, it’s okay!” I call after him but he keeps running. I suck his seed from my fingers as I clean my face and breasts, finally standing and heading back to the cabin, licking the last drops from my fingers. “Not bad.” I say to myself as I taste it. I walk through the door to find them mid session, the girls fully impaled on the boys cocks as I head to the shower.
“How’s it going?” Steve asks, thrusting harder into Amy’s hole as he watches me walk past.
“Work in progress.” I tell him before closing the door.
Of course over breakfast I get the Spanish Inquisition, Steve laughing when I tell them about him cumming with my lips barely around his cockhead.
“Told you he wouldn’t last 10 seconds.” He waves his sausage on his fork triumphantly.
“and you did any better on your first time?” I scoff, sipping my coffee.
“At least she got a few sucks in before I came.” He grins smugly.
“Only because you did it in your pants first when she put your hand on her tit! Leon told me.” I say truthfully, making him scowl silently.
“You could go off some people.” He quips, finishing his breakfast.
We head to the beach for the day, laying on our towels and either just soaking up the sun or chatting idly, taking it in turns to help Nancy build sandcastles and taking her for paddles in the sea. On my way back with her I spot a beach bar, offering to get us all a drink. When I reach it, I see a familiar face pulling the pints, Herbert.
“Hey Herbie!” I smile sweetly, leaning on the bar. “Can I get 5 beers, please?”
“Hi, Charlotte,” he gulps, looking a little sheepish as he pours the drinks. “Sorry about last night...”
“Don’t worry about,” I say reassuringly. “I came very quickly my first time, and that was just my fingers.”
I pay for the drinks, putting one of the pints on the bar. “I’ll be back. Keep an eye on my drink for me.” I tell him, carrying the tray to the others and telling them I’ll be with Herbie at the bar, a chorus of “oooooh!s” following me as I head back to him. I sit on the stool, patiently sipping my beer until the bar dies down, giving us chance to talk.
“Are you on here all day?” I enquire as he leans on the bar, obviously hiding something down below.
“It’s my half day, thank God!” He blurts, trying to keep his eyes off my chest. “You’d think with all the naked women I see every day I’d be able to control it.”
“Having a ‘hard’ time?” I tease, giggling as he blushes. “any plans for the afternoon?” He shakes his head.
“Normally I go back to my cabin and just have a wa...” He stops himself, his cheeks turning bright red.
“Maybe I can help with that...” I smile seductively, leaning over the bar and gazing at his fully erect cock. “Mmmmmm, I’m sure it wasn’t that big last night.”
“Would you really be willing to...? After last night, I thought you’d never come near me again.”
“Yet here I am... talking to you... wanting to cum on you...” I wink mischievously.
“I’m not sure I’m quite ready to go all the way, though. I wouldn’t want to cum too early and disappoint you.”
“Ok, we’ll start slow and work up to it over a few lessons, if you like?”
“Really? Straight up? I’d be so grateful.”
“I promise. We’ll start by refining your kissing skills and then I’ll help build your stamina for today’s one. Yeah?”
“That would be great!” He beams at me before having to serve another customer.
An hour later we stroll hand in hand to his cabin, his erection merrily pointing the way ahead. Inside his cabin is more like a teenage boy’s bedroom than a 28yo man’s lounge, posters of scantily clad women like wallpaper on every wall, a fresh pile of porn and nudist magazines on his coffee table, I grimace internally a little.
“Should we stay in here or go to the bedroom?” He asks nervously, his fingers involuntarily clenching on mine.
“Bedroom.” I say with a sly smile, hoping it won’t be as ‘male’ orientated as this one.
I’m quite surprised at the difference, the bedroom being free of any naughty paraphernalia at all, his double bed properly made and a surprising lack of the smell of old socks. I slip off my sandals and climb onto the bed, beckoning him to join me. He gingerly approaches me, stopping a couple of feet away.
“We’ll have to be a lot closer than that for what I have planned.” I giggle, shuffling closer and putting his right arm beneath me, taking his hand I place it on my left ass cheek, slipping my left arm under him and placing my hand on his back. I put his left hand onto my side, just above my hip and pull his face closer to mine with my right.
“Those are just starting positions,” I tell him breathily. “Touch me wherever you want, if you put them anywhere I don’t want you to I’ll tell you.” I pull him closer and kiss him, he soon responds, even pushing his tongue between my lips and searching for mine.
An hour later he’s kissing me like an expert, his right hand stroking and squeezing my ass beautifully as his left caresses my breasts, making me moan into his mouth as he teases my nipples. I pull his ass towards me, wantingly, his throbbing cockhead nudging my mound as the passion increases, if I could I’d have pulled him on top of me and just let him fuck me, even if he only lasted a few seconds but I had promised to take it slowly. Momentarily forgetting his inexperience, I slide my hand down to his shaft, teasing it with my fingertips and tickling the underside of his glans, a grunt from his mouth accompanying the warm, sticky fluid that sprays repeatedly onto the inside of my forearm.
“Damn it!” He sighs, breaking the kiss. “Sorry Charlotte.”
“Stop apologising,” I giggle and give him a quick kiss. “give it time and you’ll be fucking me for ages before doing that.” I scoop half of his seed from my arm, raising my fingers to my mouth and licking them clean.
“Do all girls do that?” He asks as I clean up the rest, letting out a satisfied moan and smiling.
“No, every one is different. Some girls like it, some hate it. Its the same with oral and anal sex.” I scoop a small dribble that leaks from his slit, sucking it up too. “I like all of it.”
“So some girls don’t like oral? How come?”
“Lots of factors, but we’ll get into that later.” I notice his cock starting to harden again. “Let’s get to work on your stamina.” I get him to lay on his back, getting between his legs and stroking his cock. I take it in my mouth, sucking it to full erection. Unfortunately, it only takes a few more sucks for him to say “Oh shit!” before filling my mouth with his release. We kiss until he’s recovered and try again.
It takes 2 hours of me sucking and stroking him to climax repeatedly, taking a break in between each one, for him to last up to 7 minutes, I swallow yet another load before climbing up his body and kissing him deeply.
“Sorry, Charlotte, I don’t think I can carry on anymore today.” He pants, hugging me tight.
“That’s ok, we can continue tomorrow. Besides, you’ve gone from lasting seconds to several minutes, that’s good progress. What time do you finish tomorrow?”
“I’m on my day off, “ He grins. “We could have an all day lesson, if you’re up for it...”
“You bring your hard cock, I’ll bring my willing mouth...” I giggle mischievously.
I show up first thing, eager to get his delicious dick in my mouth again. He answers the door fully erect, a little pre-cum leaking from his slit.
“Charlotte! I was just thinking about you.” He smiles leading me inside, straight to the bedroom, his bed unmade this time.
“So I can see,” I grin, wrapping my hand around his hardness and stroking, happy to see he can last more than a few seconds now. “Shall we begin?”
“Actually, I’d like to try something...” He says, leading me onto the bed and crawling between my legs, lowering his face to my womanhood. He gives my lips a tentative lick, making me gasp and, taking it as a positive sign, starts to lick me properly, teasing my folds and clit with the tip of his tongue, growing with confidence as I pant and squirm, my hands tousling his hair encouragingly.
Seemingly reading my cues, he sucks on my clit, gently at first but gradually growing in intensity until I’m writhing in ecstasy, then he slips a finger inside, finding my g spot and driving me wild, my juices beginning to run freely and dripping onto the sheets. I gasp loudly as he fingers my g spot and sucks my clit harder, writhing as my orgasm builds steadily, the fire within growing intensely hotter and hotter. He adds a second finger into my sopping hole, increasing the pressure further, my moans loud enough to wake the entire camp. He soon has me screaming, pumping my pussy with his fingers and sucking harder on my throbbing clit, bringing me to three amazing orgasms before crawling up and kissing me passionately, the taste if my own juices sweet on his lips. As I come down I pull him closer, slipping my leg over his hip and letting his shaft rub against my slick lips, panting hard.
“How did you....?” I gasp, pulling him against me harder.
“I did a little homework.” He grins. “Was it ok?”
“Ok? That was incredible!”
“Good, I love the taste of pussy and I want to continue tasting yours.”
“You can taste it all day if you want!” My breasts heaving as I breathe hard.
We spend the entire day kissing, caressing, giving and receiving oral, even 69ing three times with him now able to last a good 20 minutes and able to give me numerous orgasms with very little guidance. We end the day in the shower, kissing as I slide my pussy lips along his hardness between my thighs. I feel his body stiffen and the pulsing of his cock as he ejaculates onto the wall, some of it splashing back over my ass as I twitch with my own release, gazing at each other as we come down, both panting hard.
Over the following three days I teach him exactly how to pleasure a woman and increase his stamina to almost stallion levels, he can now last long enough to make me cum four times before reaching his own release, ready and raring to go again a very short time later. On the next evening, as we lay cuddling after he’s given me my first multiple orgasm and I’ve swallowed about a litre of his semen, he breaches the question I’ve been dying to hear.
“Charlotte (he refuses to call me Charley BTW), do you think maybe... can I... I’d like to fuck you. May I?”
“When you’re this close to someone, it’s called ‘making love’.” I tell him with a giggle, before I can say anything else (like “Yes! Give it to me you stud!”) he asks again.
“Charlotte, may I make love to you?”
“Of course you can, you’re feeling ready to take that step?”
“So long as I don’t disappoint you by Cumming too soon. That’s my only hold up.”
I roll over and reach into my purse before rolling back and giving him two condoms. “Put both on,” I tell him. “it’ll decrease your sensitivity and let you last longer.”
I lay back, spreading my legs as he slips on the rubber sheafs, turning to me and climbing between my legs a little awkwardly, putting his cockhead to my lips.
“Wait,” I tell him gently. “if you really want a girl to be super hot for you, tease her with it first.”
“How?”
“Rub it along her lips, tap it on her clit, nudge her entrance... get her to beg for it.”
He takes my advice, teasing me with his throbbing cock, making me beg three times before slipping the head inside me. He pauses.
“Do I go fast or slow?” He asks.
“For the first time I’d recommend slow, but not too slow. You should only slam into her if she wants you too.”
He nods, inching himself inside me until he’s all the way in, stretching my womanhood delightfully, my legs wrapping around his waist. He holds still, a dreamy look on his face.
“Oh my God! This feels amazing!” He gasps.
“and then some!” I breathe, clenching my walls on his intruder, gasping as he moves slightly, adjusting his angle. “When you’re ready, start slowly and gather your pace gradually. If you think you’re going to cum too soon, tell me and we’ll change position or you can lick me until it’s subsided.”
He nods, slowly withdrawing before pushing back in, both of us gasping as his thickness spreads my slick tunnel. Seeing my nod he speeds up, his cock thrusting inside me at a steady pace, his grunts deepening as I claw his back, my breath already ragged as he fucks me. With another increase in speed he truly drives me closer to orgasm and I start to wail as his thickness rubs my g spot, his breath heavy with exertion.
“Shit, Charlotte I’m getting close!” He grunts, fucking me faster. “Should we change position?”
“Can you hold it for just a few seconds more? I’m literally about to cum!” I pant, my climax knocking at my door hard.
“I think I can.” He says, going just a little quicker. “Cum for me, Charlotte, let me feel a woman orgasm on my cock for the first time!”
I stiffen, my nails digging into his flesh and my thighs tightening on his waist as I wail loudly, my orgasm smashing over my body in blissful waves. He holds still, savouring the feeling of my pussy spasming around his hard shaft, barely holding on to his own release, my cries of pleasure making him grin in achievement. I finally sag, panting heavily as the final spasms twitch my body, I reach up and pull him down to me, kissing him long and deep, my pussy finally calming on his manhood.
“Are you ok?” I ask breathily. “did you cum?”
“Only just held it,” He leans down and kisses me. “you look so angelic when you orgasm.” I blush profusely at his compliment.
We hold still for a while, letting his orgasm subside whilst we kiss.
“Is there any particular position you’d like to try?” I ask, gazing into his eyes.
“Would you be offended if I said I wanted to watch it disappear inside you from behind?” He says, slowly pulling out and kneeling on the bed, his dick twitching with anticipation. I roll over, getting on hands and knees, presenting my ass to him.
“Go for it, stud!” I coo, looking back at him with begging eyes. I watch as he kneels behind me, nudging the head at my entrance before pushing smoothly in, transfixed as my pussy swallows his length.
“That’s beautiful!” He says in awe, watching as my lips slide over his manhood, fascinated by their flexibility.
Gripping my hips he starts to fuck me, setting a steady, deep pace whilst he watches every inch vanish inside my pulsing tunnel, another ecstatic climax building deep in my loins, making me claw the sheets as I moan in heavenly bliss. I yelp as his hand suddenly strikes my ass, my walls clenching on his thrusting cock as he does it again, a third, harder strike almost pushing me over the edge.
“Yes! Fuck me! Spank me! I’ve been a naughty girl!” I squeal as he keeps smacking my ass, alternating cheeks and chuckling at the way my hole squeezes his shaft, his movements becoming faster and more urgent. I hear him grunt loudly a few times, his cock pulsing inside me like he’s cumming but he doesn’t slow, pumping me as I squeal with every slap to my ass, groaning as my second orgasm bears down on me. He fucks me like a madman, pounding me until I scream as my release smashes over me, my body convulsing as he slams his hard rod into my jerking pussy and spanks me harder, adding to my exquisite feeling of heaven.
He finally slows as I sag onto the bed, quivering as my mind and body return, his thickness finally stopping buried deep inside my womanhood. He leans down, kissing my back, making me giggle as his dick twitches inside me. He finally pulls out, laying next to me as I slowly turn onto my side, facing him, watching as he pulls the condoms off his softening manhood, the inner one filled with his semen.
“You came?” I ask in a dreamy voice, stroking his cheek gently.
“Couldn’t hold it, you just felt so good around me but I could see you were close so I didn’t want to stop. Was I okay?”
“You were spectacular.” I cuddle up close, kissing him as he wraps his arms around me.
“I kinda lost it a little, I didn’t hurt you, did I?”
“God, no! I like it a little rough. Those slaps on my ass were perfect.”
“So what happens now?”
“Well, we can either part ways and you can try your skills on other women, or...”
“Or what?”
“Or you can fuck me anytime you want for the rest of my holiday.”
“Charley, can I go with option two please?” He says and I look down, his cock rapidly coming back to life.
“Mmmmmmm! Definitely!” I reach down, wrapping my hand around it and start to stroke it back to full strength.
We fuck until the early hours, finally sleeping when we’re both completely spent. In the morning we do it three more times, twice in bed, the other in the shower. Of course I get the Spanish Inquisition over why I didn’t return to our cabin last night and I tell them straight, Steve looking a little jealous. Barely a day later I run out of condoms, deciding to just let him nut inside me instead though there are a number of times he cums on my tits, face or stomach. Whenever he’s working I spend the time with my friends, virtually every hour he’s not spent in either my bed or his, though he does fuck me in the forest against a tree and lay on the floor, even a few times on the beach when we go for our regular nightly walk. He has a habit of continuing to pound my pussy even after he’s cum, often depositing multiple loads inside me without stopping, even when we change position.
We spend our last night together in my bed, making love as many times as possible before we’re forced to sleep through sheer exhaustion. I wake him with a blowjob, swallowing the first of two of his loads, either side of him filling my pussy with his second and splattering my back with his third, I swallow his fourth in the shower, whining as he has to go to work an hour before we have to check out.
Retrieving a dress and some panties from the suitcase as I load my other belongings, I head quickly to the entrance gate ahead of the others, having one last romp with him in the shack, just managing to get dressed before they arrive and giving him a picture I had taken by the resort’s professional photographer of me naked, my pose showing everything with a sweet smile on my face, “love, Charlotte XXXX” written in the upper right corner. I kiss him deeply one last time, Keith having to beep his horn to get us to part, with a solemn wave I climb in the car, putting a towel on my seat to stop the fresh mixture of pussy juice and semen that has already well and truly soaked my panties (and soon my dress) from staining it. I wave to him through the back window until he disappears from sight around the corner, silently vowing to return next year (though circumstances change drastically in that time).
As Sally’s pregnancy progresses I use my skills as a seamstress to make numerous maternity dresses and clothes for her, helping her and Josh save money to spend on the baby. They give me a copy of each scan pictures that I place in a special frame that has a large center space for a picture when they’re born. Sally is convinced she’s having a girl but instinct tells me it’s a boy, we make a bet that whoever loses buys the first round of drinks on our first girl’s night out after the birth.
Nothing much of interest happens until our work night out for Halloween, when I scratch the itch dressed as Harley Quinn (Batman: Arkham City game outfit) with a guy dressed as Freddy Krueger in a club toilet cubicle, the skirt being held up by the many petticoats beneath giving him easy access (we only just avoid being caught mid fuck).
November is spent mostly on making the clothes for Sally when I’m not working as the extra hours I’ll need to do during the run up to Christmas won’t give me much free time to do it. We plan the works night out, all the younger girls agreeing to continue our traditional “Miss Santa” costumes, sharing tips with the newer ones so they don’t make the same mistakes we have.
The night out arrives and I have everything set out on the bed ready. With two hours until I need to leave I head to the shower, the sexual itch driving me mad. In order to stop myself jumping on just any guy, I decide to quell it with my favourite toy, bending over in front of it and turning the control to the left, only activating the pussy dildo.
My gasp echoes as it slides inside me, the low-high setting thrusting quickly but not pounding me (just yet), steadily pushing me towards orgasm (I tend to lose track of time with this thing). I start to caress my breasts, teasing my nipples as the toy slides deep inside my velvet hole, stretching me beautifully as my legs start to tremble. I turn it up, the fake cock now pumping rapidly, my groans growing stronger and louder, my walls clenching around the hard silicone, the realistic head stimulating my g spot, making me gasp and start to run my nails down the tiles. Starting to get close, I turn on the shower to warm up, hitting maximum on the toys controller, my breath hitching as it starts to slam my soaking, spasming pussy, moaning higher and louder with each pounding thrust, my body starting to jerk the closer my release gets, my nipples like bullets and goosebumps dotting my smooth skin.
With my orgasm about to hit, I reach up to the remote control and press the button to switch the toy to the vinegar strokes setting. It responds, switching to shorter, faster thrusts, my gasps and moans echoing around the walls of the large cubicle as my body starts to quiver in pleasure. As I finally break, I press another button, the toy switching again to single deep thrusts that mimic a man’s movements as he fills a girl with his seed. I scream loudly as I cum in time with the toy, the waves of pleasure spreading from my pussy and out all over my body. I claw the wall as I gasp and pant, my knees weakening as I cry out in pure bliss.
Leading back to...
I snap back to reality, setting down my hairdryer and spraying some conditioner over my wavy locks, brushing it through.
I’m sorry to say that this is the end of this series, now you know how I became Charlotte. It’s amazing the amount of things that can happen to one person in 6 (or near enough) years, isn’t it? I will, however, be continuing the story of my new life in a new series called “Being Charlotte” if you’re interested. If not then farewell, if you are I’ll see you soon.
I clip my Santa hat to my hair, adjust the fit of my Miss Santa dress, making sure the girls are safely nestled in the bust of the furry material, I check my make up and add some alluring perfume, examining my outfit in the full length mirror, from the knee length black leather boots, the white tights keeping my legs nice and warm to the tight fitting strapless fluffy red dress with furry white trim and thick black belt, the Santa hat held firmly to my fiery orange locks, everything is perfect. I place a kiss each on the pictures of Mae and Emily on my dressing table.
I pick up my purse and walk out the door, leaving you all with a wink and a kiss.