Retrieving the mail from the mat I chuckle, there’s another photo postcard from Sally, the 7th that’s arrived so far since they’ve been on honeymoon, one from each place they’ve visited. This one is of them in a hot tub from slightly above, a glass of champagne in hand, high up on the roof of a hotel in New York, completely naked with the water covering their modesty or just about in her case. A simple message saying “taking a break from sex, LOL. J&S. XX” written on the back in Sally’s swirling hand, with a little p.s. “Orgasm tally: lost count!!!”
I add it to the collection on my fridge door, holding it in place with a small magnet, each one a risky photo of the happy couple wherever they’re staying on their world tour, though they’ve yet to best the one from France, where if she had taken it a second earlier, you would have had a clear view of Josh’s cock buried in her pussy reflected in the balcony doors as he fucked her doggystyle over the railing (they were clothed, her dress was lifted up over her back and you couldn’t see his shorts around his knees from the front), Thankfully the actual photo was taken as he’d just thrust back inside her, a look of ecstasy on her face. I have to admit that I feel a pang of jealousy, wishing I could have the same kind of loving relationship they have but knowing deep down that I’m still not ready, the twinge of sadness when I look at the picture of Andy and I in it’s heart shaped magnetic frame in the centre of the door a testament to the fact.
It’s time for another chapter in my story, for those of you who don’t know I’m Charlotte or Charley, whichever you prefer, a 27yo biological woman who once used to be a 45yo man called Leon until I was injected with a gender swap serum against my will 2 ½ years ago, that ended up irreversible. In that time I had trouble adjusting until I had hypnotherapy after being raped, a boyfriend who was killed on patrol in the middle east with the army, leading a period acting out until a trip to Amsterdam fully reactivated/reset my sex drive and led to me deciding to enjoy my new life but only sleep with a guy when I really needed to (when the itch became incurable with toys) until I’m truly ready to fall in love again and possibly settle down. At my best friend’s (both bride and groom) wedding I was Maid of Honour and hooked up with the Best Man only to be treated like a piece of meat and property, though I enjoyed the sex itself it left me feeling used, his attitude towards women was abysmal to say the least. He decided I would become his wife once I’d completed domestic and obedience training devised by him, amongst other important decisions he had taken it upon himself to make. This led to my BFs deleting him from the wedding and the photos the following day, promoting another guy, Simon, as the new Best Man, who I slept with after he treated me like a lady and made me feel like I mattered whilst we recreated some of the wedding photos (TBH I needed it after the first BMs behaviour), though I would have loved if things had progressed further, a relationship with him right now wouldn’t have lasted and I didn’t want to ruin any future chance.
Now we continue at the first time the other bridesmaids and I have all been free to meet since the big day.
“How’s Bexley’s arm?” I ask Emma, sipping on my vodka and orange. “is it healing ok?”
“Yeah, it’s coming along nicely,” she says over her gin and tonic. “his cast is covered in signatures already!”
“So, what happened?” Nicky asks, her rum and coke slipping down nicely. “Wasn’t their dad looking after them?”
“He was, ”Emma responds with a sigh. “Bexley thought it would be fun to try to launch his sister off the trampoline by jumping hard on it when dad turned his back. He slipped and fell off onto the patio.”
I’d like to give you a little background information on Emma right now. She was married to her childhood sweetheart, Oliver, for 12 years which ended when she discovered he had been cheating with a literal younger version of herself 2 years ago. Brought together originally by a shared love of the BBC TV sci-fi comedy “Red Dwarf” they named their 3 children after characters either in it or mentioned by the main stars of the show, Bexley (10M), Kristine (8F) and Pete (6M). The divorce was amicable despite his actions and they shared 50/50 custody. She has dated a few guys since but hasn’t found one she wants to settle with.
“Is Krissy ok?” Sam enquires, the only one on a soft drink. “She wasn’t hurt too, was she?”
“No, she’s fine. In fact she found it hilarious, much to his annoyance.” Emma chuckles. “Pete missed the whole thing having a nap.”
“Kids can be a pain can’t they?” Alice chuckles, nursing her own vodka and orange. “Shame really, you missed a damn good night.”
“So I hear,” she eyes me mischievously. “if it wasn’t for him being so desperate for his mother, I’d have had the first night of hot sex I’ve had in months!” She leans towards me conspiratorially. “C’mon Charley, was Simon really as good as I was hoping?”
“Well, let’s put it this way,” I tell her with a sly grin. “he was more of a man than James.” I lean back in my seat. “James may know how to make a girl scream but Simon knows how to make her want more.” (cue some loud, funny “Oohs!” from the others)
“Would you get this bitch?!” Emma quips with a flick of her thumb at me. “ she not only rides her own pony but bags my share too!” We all laugh at that. “Did James really treat you as bad as the girls say?”
“You don’t know the half of it.” I sigh, playing with my drink. “I mean, yeah, the sex was incredible but otherwise, that guy was a little boy really.”
“Did he really tell everyone you were getting married?”
“And then some. He organised using the hotel with the manager, demanded access to all my stuff, another romp between the sheets and that I undergo ”training” (complete with air quotes) so I’d be the perfect wife.”
“And called her fat.” Alice adds with a ‘you know what that means’ tone.
“What?!” Emma nearly spits out her drink, looking at me for confirmation. “You have got to be joking!”
“According to him I only needed to put on weight whilst I was pregnant” I reply seriously. “and I was to lose any extra weight within six months.”
“No wonder you nearly ripped his balls off!” Emma scoffs with an amused smirk.
“Well, you guys did warn me.” I shrug my shoulders. “Next time I’ll listen.”
“When are Josh and Sally back?” Alice asks, signalling to the barman for another round.
“Huh? Erm, this weekend.” The question breaking my memory of the look on James’s face when I threatened his balls, I finish my current drink as the barman brings over our fresh ones. “Not much time to catch up before our work holiday to Ibiza.”
“Your work is sending you guys to Ibiza?!” Sam squeaks with disbelief, almost making the barman jump as he places our drinks before us.
“Hahaha, no.” Alice replies, paying the barman. “Just a few of us from work are going there together, me, Charley, Becky (she broke it off with her boyfriend 2 months ago), Amanda (a new addition to our work group, Amy wasn’t joining us due to being on holiday with her own family) and Roy.”
“You’re going with a guy?” Emma asks with a raised eyebrow. “You guys sharing him?”
“He’s insanely gay,” I give her a playful slap on the arm. “and we’ve each got our own room in the villa.”
“Honey, if the other girls are as hot as you and Alice, with two weeks of you lot in bikinis he won’t be gay anymore!” Emma chuckles.
On Sunday, the day after Sally and Josh return from their honeymoon, our group steps out of the airport into the bright early afternoon Ibiza sun wheeling our suitcases behind us. I slip on my floppy sun hat and large sunglasses, looking for the mini van we had booked to take us to the villa. It arrives a minute later and Roy insists on putting all our bags in the back as we “ladies” make ourselves comfortable. It’s a short drive, I tip the driver well and we head in, dropping our cases into our rooms before exploring. Amanda sets out the cooking, cleaning and washing up rotas, afterwards we each head to our rooms to do our own thing. I step out a short while later in a tiny red string bikini, having quickly unpacked, carrying a large towel, sunglasses, hat and sunscreen, handing the latter to Roy and asking if he can apply a decent amount to my back, my pale skin likely to easily burn in the hot sun.
“That should keep you safe, Princess.“ he quips, giving my ass a playful swat once done as I apply a copious amounts of the cream to my face, breasts, stomach, arms and legs.
“Trying to turn him already, Charley?” Becks jokes as she and Amanda walk out of her room, heading out of the door. “We’re going exploring, see you later.”
“And what are you going to do, Prince?” I tease Roy, loving that I can be half naked in front of him with no worries.
“Not sure yet,” he waves his hand nonchalantly. “I might do some light reading, hit the villa’s mini bar or....” he grins at me mischievously. “put on my budgie smugglers and give you a view that’ll really get you wet.”
“Oh, you!” I playfully punch his arm before heading out to the pool area, putting on my hat and laying my towel out on one of the loungers before leaning on the outer wall and looking at the view.
“At least the neighbours are hot, lads.” I hear a voice say from the villa next door, turning to see a very handsome guy about my age casually leaning on the dividing wall between their pool area and ours, his toned frame and sweet smile making my heart flutter almost as hard as my lower lips, though there is an underlying sense that something is off but I put that down to my instincts warning me that anything that happens will only be a holiday romance, making me decide that if that’s the case, I’m going to make the most of it. I walk over to meet him. “I’m Mark.” He says, eyeing my scantily clad body openly.
“Charlotte,” I purr (for some reason, I wonder why lol) “but you can call me Charley.” I politely hold out my hand for him to shake, he takes it but kisses it instead (cue another flutter in both places).
“Are the rest of your group as gorgeous as you?” He asks, still holding my hand and making me blush.
“I’d say so,” I bite my lip a little, his gaze on my body making me a little wet. “the girls anyway. I get the feeling Roy wouldn’t be your type.”
“Roy, huh?” your boyfriend?”
“No, he’s not into girls. If you get my drift.”
“Oh right, yeah, we’ve got one in our group, Ben. The rest of us are straight though.”
“Us too,” my nipples hardening and my pussy almost dripping at the thought of being right next door to a group of hunky guys.
“How many of you are there?” he asks breaking my reverie and making me blush harder.
“5 total, 4 girls 1 guy. You?”
“Same but all guys.” He turns slightly as the other guys walk outside, all of them in speedos which do nothing to hide their nice looking packages, I have to squeeze my thighs together hard to keep from leaking. You can tell they work out but not too much.
“Trust you, Mark.” A tanned blonde six footer says, walking towards us. “Chatting up the talent whilst we get things organised.” He slaps him playfully on the back before taking my hand from Mark’s and shaking it a little too enthusiastically. “I’m Scott, gorgeous, and if I were to tell you you’d think I was talking in centimetres!” (I gather he means his size from the fact I glanced briefly at his bulge).
“Charlotte.” I respond simply, flexing my fingers with a slight wince when I finally get my hand back.
“I’m going to change,” Mark says, smiling sweetly at me before turning and heading inside their villa.
The other guys come over and we chat for a while, I quickly learn that all they’re interested in is sex, one sign being that all of them, except Ben (who, typically, has the largest bulge), are talking mostly to my breasts rather than my face, Scott and Craig being the worst offenders. Alice joins us in her own skimpy yellow bikini and takes some of the attention away from me, much to my relief.
“Why don’t you ladies jump over and we can have a ‘party’?” Scott suggests with an leering tone, his eyes roaming our bodies unchecked, Craig also looking at us with blatant hunger as Ben and Harry roll their eyes, muttering about Scott trying to fuck anything that moves as soon as possible. I glance at Alice who’s looking as uncomfortable as I feel, my earlier excitement long gone.
“They’re not pieces of meat, guys.” Mark calls out as he returns, I can’t help but notice his bulge is as big as Ben’s, my nipples hardening again and my lower lips twitching involuntarily (by now I’ve decided I want him, I want him really bad). Unfortunately, my poking nipples don’t go unnoticed by Scott and Craig, Alice takes the distraction as an opportunity to head to the other sun lounger.
“Damn! You could hang coats on those!” Scott guffaws, making me cross my arms over my breasts as he and Craig stare openly at them, my discomfort clearly visible.
“Knock it off!” Mark says sharply, pushing them away. “Go swim or something.” They face me as they walk backwards towards the recessed pool, turning just in time to avoid falling in. “Sorry about that.” He says kindly to me, I relax my arms and I can’t help notice his eyes glance at my still hard nubs tenting the fabric of my top.
“Thanks.” I say with a sly smile as his eyes swap between my face and my nipples. “like them?”
“Sorry,” he stammers, blushing as he tears his gaze back to my face. “you must think me as bad as Scott.”
“Nah, unlike him you’re a gentleman,” I bite my lip seductively. “I’ll be sunbathing on the lounger.” I say cryptically, leaning in to kiss his cheek lightly before turning and walking towards it, swaying my hips enticingly.
I lay on my front giving him a great view of my ass and back from his own lounger, the wall high enough to prevent the guys in the pool seeing anything as I undo the strings of my bikini and remove it, dropping it by the side and slightly parting my legs to give him a nice glimpse. An hour later, with Alice asleep on her own lounger I glance towards him over my shoulder, checking he’s alone and noticing the hard bulge in his speedos, his towel bunched into a protective wall hiding it from his friends. Maintaining eye contact I roll onto my back, his eyes widening as my naked body comes into view, his right hand straying to rub himself through the fabric as I spread my legs and rub my outer lips, squeezing my breasts and nipples with my free hand.
With a brief glance at his friends, he starts to slide his trunks down, freeing his hard cock and wraps his hand around (what looks like) a good nine inches, his strokes matching the movement of my hand as I masturbate in front of him, gazing at his manhood and licking my lips seductively, my fingers slipping inside my wetness and fucking my soaking hole fast and deep, my free hand moving to stifle my moans and not wake Alice. I watch as his hand speeds up, my fingers toying my g spot and my thumb swirling over my clit as I watch the strained look on his face as he nears orgasm, my own about to burst within me, my legs twitching crazily as my hand pumps my womanhood. I accidentally let out a moan, loud enough for everyone to hear but, thankfully, Alice remains asleep.
It does, however, alert Craig who climbs out of the pool, Mark just managing to hide himself with his towel as I quickly roll on my side, hiding my nudity from his view. Unfortunately, the resulting tent in Mark’s towel and a glance at my bikini-less sideboob and ass gives the game away, making him decide to have a long chat with Mark, his eyes constantly on me in hope of a glimpse. After a long 10 minutes waiting vainly for Craig to leave and with a lot of careful manoeuvring, I manage to retrieve and put back on my bikini, grabbing my things and heading back into the villa with a sly smile and wink at Mark, Craig almost drooling as he watches me disappear.
“Hey Princess,” Roy grins as I walk in, noticing my slightly annoyed look. “What’s up?”
“Nothing.” I huff, heading to my room, closing the door and stripping off before grabbing a vibrator from the bedside drawer, using it to make myself climax three times with the image of Mark jerking his erect manhood in my mind, not caring if anyone else hears my cries and moans.
After a lovely dinner cooked by Roy and Alice, once Becks and I have washed up, we get ready for a night on the town. I put on a tight fitting but slightly conservative red sequined dress, a tiny red thong, some sparkly heels, the usual light make up and join the others for the short walk to the nearest bar to start the evening. I won’t say much as it was a pretty standard night out, though if I had scrutinised the queue for ‘Pacha’ bit more carefully than a glance I would have seen Mark waving at me from where he was stood in it with the other guys as my group headed for one of the smaller clubs.
The following morning as I’m sipping my coffee and looking out over the town I meet Mark again, not even pretending to hide my nipples under my pink silk nightie as they stand hard in the cool morning air or keep my skirt down as the light breeze lifts it, giving little flashes of my bare, bald pussy. He tells me that he’s scored 10 VIP tickets to Pascha, inviting our group to join theirs tonight. We chat for a while, sharing soft touches and meaningful gazes until our groups start to wake, as it’s my turn to cook breakfast with Amanda I say a reluctant goodbye, giving him a light kiss on his cheek. My group spend the day at the beach, drinking cocktails from the bar and discussing our plans for the rest of the week, the others quizzing Alice and I as we are the only ones who have met our neighbours as of yet.
That night we walk into the club, my arm around Mark’s waist as he leads me to the VIP area with his hand on my ass, the others following close behind, a combination of the cool night air and excitement making my nipples tent the fabric of my LBD, the skirt barely covering my bare pussy and ass. Many years ago when Leon (my old life) had gone to watch “Kevin and Perry Go Large” at the cinema with friends, he hadn’t believed that it was really like that in the clubs but it was true, as we wind our way past the other patrons I see some really strange sights, from the perfectly synchronised guys in German biker style outfits to the two people inside suitcases, one pink, one blue, both have swimwear stretched over the cases, the pink one even having fake breasts under their white one-piece swimsuit.
We all end up pairing off, Mark and I, Becks with Craig, Amanda cosying up to Scott, Alice practically dry humping Harry already and Ben obviously with Roy. I don’t really pay attention to what the others are doing, dirty dancing with Mark when we’re not kissing and groping each other, letting his hands go wherever they want to unashamedly, I’ll admit I’m dripping wet and very tempted to drag him to some secluded dark corner or into the toilets to let him have his wicked way with my body, I manage to hold temptation at bay not wanting to get us banned from the club.
Back at the villas we’re the last to enter, kissing passionately on the street as Becks drags Craig to her bedroom, Alice heads with Harry to his, Amanda stomps into hers in a mood with Scott, who apparently tried to finger her in the middle of the dance floor, both of them sleeping alone tonight, which just left Roy and Ben who share a kiss before heading to their individual beds. We break our kiss and I stare hungrily at Mark, waiting for him to take me to bed. However, he gives me one last goodnight kiss, simply saying “see you tomorrow” before heading in, leaving me very confused and sexually frustrated. I once again use the vibrator to relieve myself, 5 times this round, imagining Mark above me thrusting deep and hard into my hungry womanhood before rolling on my side and trying to sleep, ‘trying’ being the operative word as Becks is making enough noise to wake the whole street, her screams and cries of pleasure making me jealous.
I finally give in at 5am and leave my room, pouring a large whiskey from the bar, rolling my eyes as Becks and Craig seem to get even louder and head out to lean on the pool area wall to watch the sunrise. Whilst I gaze across the town I hear a familiar voice next to me, it’s Mark (as if you hadn’t guessed).
"You too, huh?” he asks, his face lit by the early sunlight, Ben and Scott are angrily playing cards inside their villa.
“Yeah, hard to sleep right now.” I take a sip and offer him the glass, watching him swallow and wishing it was my juices he was drinking from my hungry pussy. “you know, I was kinda hoping I’d be making noises like that tonight.”
“I want to get to know you better first,” he puts the glass on the wall and takes my hand gently. “to uncover the mysteries of the woman who goes commando under her dresses.”
I giggle a little too girlishly at that, my cheeks burning as I blush. With a last, extremely loud cry of pleasure Becks finally goes silent, aside from a lot of low giggling. Mark and I say “finally!” in unison and I take the last of the whiskey in my mouth, sharing it with him in a final goodnight kiss. We walk towards our respective villas, holding hands over the wall until we’re forced to separate. With a seductive smile I tell him I’ll see him later before heading back to bed and falling into a grateful sleep.
Neither group feels like doing much the next day, the only ones not exhausted from lack of sleep are Alice and Harry, as they wore each other out. I decide to sunbathe again, taking up position on the same sun lounger, more than happy to see Mark also back in his previous position but annoyed to see Craig lay on the other lounger, his eyes fixed firmly on my near naked body and destroying any chance of me teasing Mark again. Late in the morning Mark beckons me over by the wall and invites me to lunch with him at a local restaurant (the first of many lunch dates that we go on over the course of the week) giving me an opportunity to spend some time alone with him and stoke his desire by jerking him off under the table, his hand finding my pussy wet and willing. Our relationship progresses quickly in and after the club each night also, becoming ever more daring in our gropes and touches, even masturbating each other openly whether we’re on the dance floor, in a booth or even stood waiting to buy drinks at the bar, my hand in his trousers and his up my skirt, yet no matter how hard I try (or in some cases beg) he still refuses to share my bed just yet.
By Friday I'm literally gagging for him to fuck me, my nightly dreams of him taking me publicly either on the beach or the middle of the dance floor are so vivid I wake up every morning in a puddle of my juices, having to use either my fingers or vibrator until my horniness is satiated. After a long shower (I use the head to get myself off again as a sudden flash of fantasy has me dripping again) I get dressed, heading to breakfast with the gang in the dining room and learning that I may have the chance to make it happen, as Becks and Alice are double dating with Craig and Harry for the day, Amanda has decided to give Scott another chance on a solo trip to the beach with him and Roy is going to take in the sights with Ben.
Once they’re gone I slaver my naked body with sunscreen, walking out to the pool area in just my hat and sunglasses but carrying my bikini just in case and heading straight for the lounger, clocking Mark sat watching me from his, he quickly lays back as I turn to face him and sit on mine, dropping my bikini by the side before I get comfortable, spreading my legs and letting him see everything, the bulge in his speedos growing rapidly. I lie there for an hour, acting like I haven’t seen him, closing and spreading my legs or stretching every so often to ensure I have his full attention, the bulge now looking rather painful.
He finally gives in (not in the way I’d hoped) pushing his trunks down and dropping them on the floor, his hard cock standing tall and proud. I look straight at him as if to say ‘oh hello! I didn’t see you there!’ and slide my sunglasses down my nose, staring at his twitching cock, raising my eyebrows and licking my lips hungrily. I start to caress my breasts, teasing him as I run my fingers over their firm flesh, rubbing and pinching my nipples as he wraps his hand around his dick and starts to stroke it slowly, his eyes fixed on my hands.
Biting my lip I slide my right hand down to my pussy, parting my labia and slipping two fingers inside my wetness, lifting them to my mouth and licking them clean, maintaining eye contact with him as I rub my lips again, swirling my fingers over my hard clit and gasping loudly as I slip my fingers back inside, slowly finger fucking myself as I watch him rub his cock harder, a loud groan escaping his lips. I gradually increase the pace, my right hand eventually pounding my pussy with it’s digits whilst my left rubs my clit furiously, my moans loud and inviting, his own hand matching my pace, pumping his cock as he watches and I hear him growl for me to “cum for him”.
“fuck me, fuck me right now!” I respond, begging him, my eyes transfixed on his dick. “give it to me! I want it so bad! Fill me with your hard prick and make me scream!” I start to tremble, my climax nearing. “Please! Please fuck meeeeeeeeeEEEEEEEEE!” I scream as I cum, my pussy squirting around my fingers as I pump myself through my climax, loud, sloppy noises accompanying the hard movements of my fingers. I hear a loud groan, watching as Mark orgasms, his thick semen shooting into the air and splattering his stomach in huge spurts, his own body jerking until he’s spent. We both lay gasping, staring and smiling at each other as we come down, his cock slowly softening and the goosebumps on my flesh finally disappearing.
He rises from his lounger and walks straight towards me, his cock hardening again enticingly and making me think he’s going to vault the wall, push his way between my legs and finally plunge it into my quivering velvet tunnel...
Alas, no. He stops and turns, disappearing from view as he dives into their pool, water splashing high into the air, he reappears at the opposite end, giving me a cheeky look and heading inside. With a huff I get up, grab my bikini and head to my shower, washing my body thoroughly and wrapping a towel around myself whilst I dry my hair. As I turn off the dryer I hear him calling me and walk out to see him leaning on the wall.
“Hey, Gorgeous,” he grins as I stand before him with only a towel to protect my modesty. “Lunch?”
“Sure,” I reply, gesturing at the towel. “I’ll get dressed.”
“Why not just go like that?” he grins cheekily.
I’m about to quip back when we hear the door of my villa slam and Amanda angrily yell “Men!”. I turn back to Mark. “See you in a few.” Giving a look that says ‘here we go again’ and heading inside, just managing to dodge his attempt to pull off my towel.
“That asshole!” Amanda spits, pacing the floor as I walk in, not even waiting for me to ask what’s wrong. “he tried to stick his fingers up my ass when I asked him to put cream on my back! Just slipped them under my bikini and tried it! Can you fucking believe that?!” before I can respond she storms into her room and slams the door. I dress quickly and apply some alluring make up and perfume, heading quickly out to meet Mark, filling him in as we walk to the restaurant. During lunch I decide to confront Mark as to the real reason he still won’t just fuck me but become distracted by his finger teasing my bare clit, my hand instinctively slipping inside his shorts...
With that night becoming our final night (for Mark and I) in the club we reach the point where we actually risk having his cock exposed, it’s hardness rubbing along my bare lips between my thighs from behind and using the movement of the crowd to push us both to orgasm, his semen splattering the leather skirt of a random girl stood in front of us who’s oblivious to the thick white fluid running down the curve of her ass. We 69 on one of the sun loungers whilst the others sleep, except for Becks and Craig (they agreed to keep it down after the first night) who are having sex for the umpteenth time in Craig’s room. My pleasured cries muffled as my pussy grinds on his mouth and I suck him, gulping down his offering as he groans into my gushing hole.
On our last night together (Mark’s group are flying home tomorrow, Sunday) he and I break off from the rest of them, heading to the beach for a romantic walk whilst the others go partying. I wear my tightest, shortest dress, barely hiding my curves as I’m determined we will have proper sex tonight, whether I have to knock him senseless and drag him to my bedroom or not. Thankfully, violence is not needed as Mark leads me to a secluded spot in the dunes, spreading out a huge towel and pulling me down onto it, his lips locking to mine as we kiss and caress each other hungrily. We break the kiss only to remove each other’s clothes, my dress joining his t shirt and shorts in a pile, neither of us wearing underwear. We lay on our sides, kissing urgently, my hand rolling a condom down his cock and wrapping around his thick shaft, stroking it’s hardness as he finger fucks my dripping pussy, our moans combining as our desire builds. I hook my leg around him, tugging him and making him roll me onto my back, his thickness slipping smoothly inside me as I wrap my legs around him, pulling him all the way in as I groan into his mouth, savouring the feeling of fullness as he stretches my quivering walls. After what feels like an eternity he starts to thrust, smoothly sliding his pulsing dick inside my tight womanhood, my hips rocking to meet his movements as one hand grips his hair tightly, pulling his face to mine, the other rakes his back, my whimpers of pleasure merging with his deep groans.
He fucks me with measured strokes, steadily building my pleasure, his retreating shaft making my muscles clench in an attempt to hold him within me and forcing them gladly wide as he invades my most sensitive place with his inward thrust, the head scraping over my g spot deliciously. My toes curl and my fingers spasm as my orgasm nears, the coil of bliss twisting tighter as my legs twitch and my muscles squeeze his throbbing manhood, nearing the precipice. I squeal into his mouth as the early twitches start, the fire inside me burning hotter with each smooth, deep thrust of his cock, my legs gripping his waist tighter and my hips rocking harder trying to get him to pump me faster, my nails clawing his flesh as I kiss him passionately.
I break the kiss, a short but high pitched squeal accompanying my climax as my body stiffens, my pussy spasming around his hard cock as he holds it all the way inside, ecstasy washes over my body in intense waves, starting to jerk and my breath hitching. He holds me until my body finally relaxes and I pant heavily, finally looking up at him, my cheeks flush with pleasure. We resume our kiss as I recover until he rolls us over and I sit up, gazing down at him as I rock my hips, riding him with the same measured movements as he had.
He reaches up and takes a tit in each hand, squeezing and kneading them in time with my hips, a hungry growl escapes his lips as I slide myself along his shaft, our eyes locking as I gasp and pant. He thrusts upwards to meet my movements, my slippery hole sucking hard enough to almost pull the latex sheaf from his cock and his fingers grip my nipples, teasing and tweaking them as I fuck myself towards a second release, the attention on my nipples helping it build faster and my body already starting to twitch. I slide myself almost fully off his manhood before slipping back down until our bodies meet, he grins at me as my gasps join his grunts and I start to move a little faster, his hands moving down to my hips and helping me ride him harder.
“Cum for me, you sexy angel.” His words, although corny only help to spur me on, my pussy swallowing his cock harder and faster, I slam myself along his hardness faster and faster until I stiffen again, my head thrown back as I let out a blissful scream, my walls trying to milk his prick as I sit quivering upon it, his hands holding me onto his crotch, his pubic hair tickling my sensitive clit and boosting my pleasure. Eventually slipping off and collapsing next to him, he pulls me close and I rest my head on his chest, my body twitching with aftershocks and I sigh contentedly as he strokes my back gently, his solid shaft glistening with my juices.
“I could stay like this forever.” I murmur, caressing his stomach.
“So could I, but...” he says, gently prising himself from under me and leaving me lay on my stomach, straddling my thighs from behind. “it’s my turn.” He plunges his cock inside me, leaning over my back and thrusting deeply, the surprise making me squeal happily. He sets a fast pace, fucking my quivering womanhood with abandon as I squeal and claw the towel, my third climax building incredibly quickly as he slams into me, grunting hungrily as he chases his own orgasm.
“God your pussy is so tight!” he growls, increasing the pace further and making my eyes roll back, my mind starting to blank until he grips my hair, pulling my head back. “You going to be a good girl, Charley?” his voice full of determination as he fucks me mercilessly. “You going to be a really good girl and take my cum?”
“Y-Yes!” I respond, barely able to think as he pounds me closer to another orgasm. “Yes! Yes! Yes! YES!” I scream as he slams me harder, his head smacking my cervix and rubbing my g spot with each movement until he thrusts especially deep inside, grunting hard as he fills the condom, his warm semen flooding the reservoir tip and pushing me to release as he thrusts with each spurt.
Gripping the base of the condom as he slides out of me and tugging it from his cock, he wraps it in a tissue and shoves it in the pocket of his shorts before pulling me over to face him, a dreamy look on my face. We spend half an hour just cuddling, basking in the glow of our union before getting dressed and heading back to my villa with a spring in my step, stopping every so often to kiss him deeply.
We skinny dip in the pool, knowing the others won’t be back for hours, kissing, groping and fooling around to the point where he rubs my clit to orgasm and I stroke him to completion, several long strings of his thick seed floating off into the water. Heading to the shallow end I lean over the side as he enters me from behind, gripping my hips tightly as he pounds my velvet tunnel, bringing me quickly to orgasm, aided by the cool waves made by our movements splashing against my clit. I get him to sit on the side and suck him off whilst I’m in the pool, deepthroating his hard cock most of the time and swallowing his entire load.
After an hour of teasing and caressing on the floor we move to the lounger where I first teased him and I ride him until I scream with an incredible release, my pussy trying to milk the seed from his bare manhood (I don’t know how he managed to hold off filling me), then he fucks me missionary style, plunging hard and deep, using my legs for leverage until he pulls out, spraying my stomach and mound with his hot fluid, kissing me passionately before I slip back into the pool to wash off. Realising that the others will be back in an hour or so, we grab our things and head to my bedroom where he uses missionary, doggystyle and reverse cowgirl positions to bring me to 4 more orgasms and fills two more condoms before we fall into a satisfied sleep with me resting on his chest.
I awake the following morning to an empty bed, heading to the ensuite (dodging the discarded condoms on the floor) and taking a shower, dressing lightly and making a coffee. Walking to the pool area, I see Mark looking out over the town from his villa and stand next to him, the low wall separating us.
“Morning handsome.” I giggle, turning to face him.
"Hello Charlotte.” He says coldly making my smile falter, even though I thought this might happen, he’s had his fun and now he’s tossing me aside.
“Kinda missed you in bed this morning.” I say with a hopeful tone, thinking that he just might want one last romp...
“Had an early start, needed to pack and clean.” He drinks his own coffee, not even glancing in my direction.
“Can I help?” I make one final attempt, already knowing the answer.
“No, we’re good,” he half looks at me. “Thanks for last night, you were great.” He turns and walks into their villa, not looking back.
“You certainly seemed to be enjoying something more than ‘great’ last night.” I mutter, looking at the town.
“Don’t take it to heart.” A voice says making me turn, it’s Ben. “I thought you should know, besides Mark and myself, the others are married. This was Mark’s stag week.”
“What?!” my jaw drops. “if I’d have known I wouldn’t have slept with him!”
“Exactly,” he smirks, making me want to punch him. “Mark wanted to know if he still had it in him to seduce a woman... and he’s always wanted to fuck a redhead, how lucky you were here... and so easy.”
“You could have said something!”
“and deny my brother’s wish?” The resemblance finally clicks. “Thanks for making it happen, he can get married a happy man.” He turns and walks away with a chuckle and making me feel sick at being part of a young bride to be’s betrayal, even unwittingly.
I lean on the wall, looking solemnly at the view and nursing my rapidly cooling coffee as I run over the whole thing in my mind, cursing my foolishness. I decide there’s nothing I can do but put it behind me, what’s done is done. I enjoy the rest of the holiday, lapping up the male attention I get whilst sunbathing on the beach (Amanda and I easily winning a few games of volley ball against two guys who insist we play topless, leaving them distracted by our bare orbs and victims of their own perversion) or sexily shaking my ass in the clubs but never going any further than kissing any of them, always careful to check for a wedding ring or slip the question into the conversation. I wait until we get home before telling the others what I learnt, not wanting to taint the rest of the holiday. They take it pretty well.
I also tell Sally all about what happened and she fills me in on their honeymoon, along with any other new gossip over cocktails in my garden, a regular thing when our days off match.
The next few months are fairly quiet, mismatching schedules minimising nights out (we even miss Halloween) with not much happening until Christmas when I pull a guy on our work night out, finally scratching a long standing itch. Of course, soon after my birthday approaches and after three years of my new life I decide to really treat myself and buy a new toy I’ve had my eye on, a waterproof double dildo thruster for in the shower (I’ll leave the details ‘til later), along with some new jewellery and a dress based on Marty’s mom’s one for the “Enchantment Under the Sea” dance in Back to the Future.
Having had a night out the weekend before, Sally and I spend my birthday shopping, her treating me to a full spa session and a glutinous lunch at the restaurant where Andy and I helped her and Josh get together (which he joins us for) before I spend some time with my family and eventually get home late in the evening, immediately unpacking my new toy.
As the toy’s waterproof battery charges I read through the manual, taking in all the features. The two silicone dildos are stored side by side, upright when not in use, moving into position via cut out ‘tracks’ for each, the vaginal dildo moving horizontally and lowering into position, the anal dildo has an inverted and backwards ‘L’ track, allowing it to slot into position directly above it’s fellow.
Each can be employed individually as well as working together via the remote control, a central circular control that is turned a quarter to the left for pussy penetration, the same to the right for anal, a second turn in that direction will bring the second unit into play allowing the user to be double penetrated if they so wish, a reverse turn used to remove a unit (so a turn to the left will withdraw the anal leaving the pussy one working and vice versa). Each is filled with sensors and smart technology that registers arousal levels, depth of penetration, even the exact location of the orifices, adjusting height and angle automatically for maximum comfort and stimulation, the movement and vibration motors are also located inside the dildos extending along internal shafts to make the unit as compact as possible. The toy is self lubricating with a heated reservoir for each realistic appendage, tiny holes all over their exterior ensuring an even, warm spread with an option to turn it off for the vaginal unit. There are two horizontal rows of buttons for each, the upper row controls speed and depth, the lower is the vibration setting, a singular button between the upper ‘vaginal’ and lower ‘anal’ rows is used to unify the units. The battery life is insane, a single 90 minute charge will give 9 hours of play even with both units thrusting and vibrating at maximum power!
Once it’s fully charged I strip naked and set up the toy in the shower, pushing back slightly to ensure the dildos are at the perfect height before pressing the button to activate the vacuum pumps, firmly attaching it to the tiles by sucking all the air from the suction cups, the dildos returning to their storage position as the unit resets itself. Checking it’s firmly attached (it’s literally solid) I place the remote on the wall in front of me, deciding to test the vaginal unit only for my first go and turn the control, the silicone cock moving into place and nudging my hole with it’s tip. Despite my early juices I leave the lube control on, pressing the buttons for ‘slow’ and ‘deep’ penetration, gasping as the realistic head pushes it’s way past my lips and into my velvety tunnel, the warm lubricant aiding it’s passage within my quivering womanhood. I moan deeply as it slides smoothly to the hilt, like a lover taking their time and relishing the sensation before withdrawing, the sensors making it stop with the head still inside and starting the next inward thrust, I gasp as it stretches me blissfully, soon bottoming out in my tight hole, the strokes long and smooth, steadily increasing my pleasure. After a minute I switch it up two buttons to ‘medium’, the unit speeding up over 30-40 seconds to the new pace making me pant with each deep thrust, my walls twitching around the invading thickness as my ecstasy builds.
“Fuck!” I gasp loudly as I press the ‘medium’ vibration button, the unit bursting into life inside me and taking my breath away, the suddenness making my legs spasm hard enough for me to have to grip the wall for support. “Shit, that’s intense!” I lean my head back, letting out a long “uuuuuuuuuuuhn” as the dildo pumps my pussy, my muscles trembling over the buzzing fake cock as it drives me to heaven, my nipples like bullets and my clit throbbing. Without looking I go to switch off the automatic lubrication, managing to accidentally hit both the penetration and vibration to maximum, my breath sticking in my throat as the machine goes crazy, ramming my hole at a brutal pace, my legs trembling with the insane vibrations and the white hot fire intensifying within me as my climax barrels towards me. I claw the wall, my mind numbing with ecstasy and my body convulsing as I near the precipice.
“Fuck! God! Fuck! Fuck! FUCK!” I shout, the dam breaking as my release hits, bliss washing over my body as it jerks violently, my legs barely keeping me up as my pleasured cries echo and merge within the tiled walls, the machine still pumping furiously and quickly pushing me to a second climax that has my eyes rolling back and a river of my juices puddling on the floor. I start to come down and reach my trembling hand towards the controller, intending to switch it off but pausing when I realise I’ve forgotten which way I’m supposed to turn it.
“W-Was it left or riiiiiight f-f-for p-pussy?” I stammer to myself, trying to think as the machine continues thrusting deep and fast, a third orgasm already building inside me. “R-r-r-right, I t-t-think... So I need t-t-to tuuuuuuuurn it... left.” I turn the control, becoming confused as the silicone phallus carries on pounding my pussy until I feel something pressing hard against my anus. “Shit! No!” I screech, desperately pressing at the buttons as I feel the second dildo push it’s way through the tight ring of muscles into my bowels, a little painful despite the lube. In my panic my finger accidentally stabs the “unify” button, making the two dildos synchronise, the solid silicone thrusting hard and deep into my velvety tunnel and bowels, my mind blanking as they slam my holes brutally making my climax accelerate.
“Aaaaaaaaaaaaaah!” I grip the wall harder, the intensity of the thrusts and vibrations making me cross-eyed, my tongue hanging loosely as I gasp and pant with the blissful feeling of being filled with two hard cocks at the same time, my walls trembling hard around the intruders, squeezing and gripping them. “OH Fuuuuuuuck!” I scream, my entire form jerking crazily as they push me closer and closer towards release, my words becoming a garbled mess of sound, my mind numbing as my body stiffens, intense white light blurring my vision as I finally snap and cum with an intensity unlike any other making me grip the shower head just to stay upright.
“Uuuuuuuuuuuhn! Aaaaaaaaaaaaaah! Fuuuuuuuck! AAAAAIIIIIIIIIIEEEEEEE!” I scream as the dildos pound me through my climax, my ecstasy becoming greater and greater until I explode into a series of rapid orgasms, my fingers white knuckling the shower head, my body jerking and convulsing uncontrollably.
More through luck and touch I manage to turn the central control, the vibrations and movement stopping. As the dildos smoothly slide from my holes and move to their storage positions I collapse to the floor gasping, my legs to weak to support me. I lay there panting hard, my mind slowly returning as my body jerks with aftershocks and my gaping orifices twitch crazily, the receding pleasure tainted by a feeling of emptiness in my nether regions.
“Holy fuck!” I let out a long groan, my body taking nearly half an hour to recover enough for me to stand, leaning back against the wall until I’m strong enough to clean the dildos before taking a long shower and finally climbing naked into bed with a glass of one of the many bottles of wine in the hamper my department gave me at work, drinking half the bottle whilst I flick through the latest edition of Playgirl, pausing to stare a little to long at the main model’s lengthy manhood, my thoughts straying to fantasies of it plunging past my lips and making my pussy moisten wantingly.
Deciding to get some sleep put my empty glass and the magazine on the bedside table, turning out the light and shifting to the middle of the bed, rolling on my side taking Mr Snuggles with me, his soft fur tickling my bare skin as he spoons me. With my fantasies still fresh in my mind and the reinserted dildo of Andy’s cock nudging my ass (I only use it on special occasions now, both our birthdays, Christmas, etc, replacing it with a regular one the rest of the time) I reach down and slip it inside myself, rocking slowly to a quivering orgasm and falling asleep with it still buried in my pussy, dreaming of the hunky model fucking me in various positions.
As much as I don’t want to talk about him, I need to tell you about Phil, just so you have the full story. I was with him for 9 months, 6 of those pregnant, unexpectedly so, with our child. Looking back now I realise how naive I had been and how many red flags I missed, they were so obvious that I felt (and still do at times) like a total fool, especially as I have a great track record for knowing when something was really ‘off’ in both my lives, almost like I had my own version of a certain superhero’s ‘Spider-sense’ that had very rarely proven false.
I met him randomly on a night out in early February, he was such a sweet talker he literally swept me off my feet, treating me like a queen for most of the time we were together, even more so when I fell pregnant. I hate to admit that I fell for him rather quickly, too quickly in fact, though my love for him was nowhere near as strong for him as it had been for Andy. After a few initial dates we started seeing each other virtually every day, to the point that he moved himself into my house a month into the relationship by just turning up one night with a backpack and never leaving until he was made to. He quickly introduced me his mum (Margret), sister (Evelyn) and BIL (John), quickly informing me that Margret was dying from cancer and having barely 12 months to live she was hoping to meet her first grandchild before she passed. Now, I know what you’re thinking and you’re right but I need to tell this my way.
Despite her mother’s illness and desire, Evelyn wanted to secure her career before having children and yes, though that did put the onus was on me, I told them flatly that I was not going to agree to getting pregnant that early in a relationship, no matter the reason behind it. This led to Phil plotting with his mother to force the situation. Unbeknownst to me he replaced my contraceptive pills with a placebo, having a friend who worked in a pill manufacturers who could make up sugar pills and packaging that perfectly matched, insisting on picking up my pre***********ion despite the fact I could get it from the pharmacy at work. He started to initiate sex more, managing to sweet talk me into it when I wasn’t in the mood (which admittedly wasn’t often). To be honest the look on his face when I joked that it seemed like he was trying to get me pregnant should have given him away but I even missed that.
I started having odd dreams about sex, especially on the nights that I would feel strangely tired after a single glass of wine but just putting it down to a hard day at work, waking up feeling like I had been fucked in my sleep, sometimes even finding fresh semen leaking from me. Every time I confronted him about it he would insist I had woken up feeling horny and ridden him or begged him to fuck me whilst still half asleep, with my sex drive I have to admit, though reluctantly, that that excuse was feasible.
It was early in the fourth month when I found out I was withchild, being very late for my period and taking a test, the doctors at the institute later confirming that I was just over a month gone. Phil’s face beamed when I told him and he immediately insisted that we go tell his mom the ‘good’ news, but I stated I wanted to talk about our options, including abortion and he screamed at me, the sheer fierceness in his expression frightening me enough to never bring it up again. For a while I was the golden girl, his mother treating me like I was carrying the most precious thing in the world to her, at least until Evelyn announced that she too was pregnant a month later, a happy accident that led to a strange air from their mother when we saw her with them, like there was now a competition as to who was going to give her her first grandson (‘GrandSON’ being the operative word).
Everything to do with my pregnancy was transferred to the institute, including instructions that any emergency ambulance calls from my home phone or address were directed to their medical team, all neonatal and ultrasound appointments were to be conducted there, as per the agreement I signed. You’ll probably think ill of me for this but everything happened so fast that I hadn’t told Phil the truth about myself, plus every time I thought about doing so, a strong feeling of dread (my you-know-who like sense) would wash over me, so I kept quiet about i, when he asked why Knightsbridge were handling everything I just told him I wanted the best care for our child.
It was the second ultrasound scan when things started to sour, at first Phil was all over me, kissing my hand and grinning at me as we watched the real-time image of our child inside my stomach, seeing them move and shift. That was until the Sonographer announced the sex of the baby, I had wanted to wait until they were born but Phil had insisted, his face dropping slightly when we were told that we were having a girl, his excitement obviously dulled. His mother was no better, simply stating “at least it’s a grandchild” and looking at me like I’d failed her completely (funny when it’s the father’s gamete that decides the gender). I will say though that Phil continued to treat me extremely well, being super helpful around the house, completing chores I was too tired or sore to do after work, giving me massages, rubbing anti stretchmark cream on my growing belly, anything to make my pregnancy run as smoothly as possible, including running to the shops to buy the ingredients and food I was craving (the weirdest being sprouts, beans, cheese and mushrooms blended into a milkshake, it tasted like crap but I couldn’t get enough) any time of day or night.
I have to admit that, though I was reluctant to begin with, as my pregnancy progressed I was quite looking forward to motherhood, enjoying the strange sensations as she moved and kicked inside me, even if she decided that between 2am and 5am was the best time to be the most randomly active. Over the next few weeks my nesting instinct kicked in early and I started to prepare for our little girl’s arrival, buying a beautiful cot, a sturdy but easy to use pram and a large chest of drawers for the bedroom, getting Phil to add a raised lip around it’s wide top so I can use it as a changing table and storing the nappies, wipes and creams, etc in the large top drawer. I start to buy baby clothes, a lot of things in neutral colours but insisting on several pink frilly dresses with matching scratch mits, socks and booties, arranging and rearranging the drawers over and over until I’m satisfied (well for about 10 minutes anyway). I have early conversations with my midwife at the institute over my options for the birth, the institute taking various samples from blood to amniotic fluid just to ensure everything is going smoothly, telling me I’m having a perfect pregnancy. I guess all these distractions and Phil’s helpfulness are what led to me being so off guard just after I passed the six month mark, seeing no ill in his insistence at giving me a shoulder massage at the top of the stairs after a particularly gruelling day at work, nor the fact that he was gradually turning me to face towards them, my aching shoulders loving the attention.
“Evelyn found out what she’s having today,” he whispers close to my ear, my head leant back as I enjoy him working out the kinks. “It’s a boy.”
“Oh that’s g...” I begin, his hands hitting me hard on my shoulder blades as he shoves me.
To be continued...