The Cart Driver’s Sister

“The cart driver’s eyes are glued to you,” I whispered, nodding towards the driver, who was indeed staring at Lauren’s barely concealed tits. She smiled and batted her eyelashes at him, and he looked away, embarrassed.>

“Having a good afternoon, folks?” he called out, trying to sound nonchalant. Lauren blurted out, “Best ever! Beautiful room, sun, sand, and live entertainment!” The driver looked puzzled, but we just laughed and played along, enjoying the flirtation.>

As we rode the cart to the main building, the driver told us about the couple who had been having sex on the beach. “It was before I came on, so I didn’t see anything, but all of the staff and guests who saw it have been talking about it,” he said, chuckling. We played along, pretending to be shocked and amused by the news.>

When we arrived at the main building, Lauren kicked off her stilettos and ran into the surf up to her ankles. I followed her, and we walked along the beach, enjoying the cool water and the sound of the waves crashing against the shore. Lauren giggled like a little girl, and I realized that she was laughing about the fact that people had videoed us having sex. “That is so hot,” she said, her eyes sparkling with excitement.>

I smiled and took her hand, feeling a sense of connection and intimacy with this beautiful woman. We headed towards the outdoor bar, which was a big high tent with no sides. The place was about half full, and every man stopped what he was doing and watched Lauren enter the bar. Some got smacks from their wives and girlfriends for their trouble, but Lauren just smiled and waved, her confidence and beauty captivating everyone around her.>

We made our way to our family’s table, where they were all chatting and laughing. Lauren’s frumpy sister commented on her skimpy bikini, saying, “That doesn’t leave much to the imagination, Lauren! I hope you weren’t teasing Jim in that suit.” Lauren smiled and replied, “Oh, don’t worry, Jimmy didn’t see me in my bathing suit at all. I literally just put it on before we came down.” I tried to stifle a laugh, but it was hard not to be amused by her mischievous grin.>

As we sat down at the table, Lauren excused herself early, saying she had to talk to her fiancé David tonight. I nodded understandingly, feeling a pang of disappointment that our time together was coming to an end. But Lauren grabbed my hand as we left the table, her eyes sparkling with mischief. “I’m sorry I didn’t tell you about David being engaged,” she whispered. “But to be honest, I was really looking forward to spending time with you today.”>

I smiled and squeezed her hand, feeling a sense of connection and intimacy with this beautiful woman. We made our way back to my room, where Lauren started gathering her things. She smiled at me and said, “I need a nightcap,” and I smiled back, knowing exactly what she meant. She dropped to her knees in front of me, her eyes locked on mine, and I knew that I was in for a wild and exciting ride.

Lauren’s moans of pleasure echoed through the room as she swallowed my cum, her mouth still full of my semen. I couldn’t help but laugh at her antics, shooting three or four milky streams of semen into her warm, welcoming mouth.

“Don’t swallow yet, baby,” I said, my voice husky with desire. “Show me your mouthful of my jizz.”

“Uh-huh,” Lauren managed, her tongue teasing the last bits of sperm from my pulsing cock. I almost couldn’t stand, she had made me cum so hard. Lauren finally released my dick from her mouth and spun around on her knees to look up at me, a trickle of cum escaping from the corner of her mouth.

“Ahhh…!” Lauren opened wide, revealing a sweet mouthful of thick cum. She scraped the escaping drip from her chin with her finger and put it in her mouth as she swallowed my load with a gulp and a smile.

As I caught my breath, Lauren rose to her feet and kissed me hard, her tongue tasting salty and sweet as she slid it into my mouth. I put my hands on her tight, beautiful ass and pulled her closer, feeling my cock stir once more.

But it wasn’t to be – at least, not yet. Lauren pulled back, a mischievous glint in her eye. “No more ass tonight, Jimmy. I have to go before David wonders where I am.”

“Of course,” I relented, feeling a pang of disappointment. I really wanted to tongue-fuck her stretched asshole before she left, but it wasn’t to be.

Lauren smiled and handed me a sweatshirt. “Give me your extra key card so I can get in if I come back before you wake up. My family has an early flight, so I’ll be up early. I can slide in bed next to you and make you wake up with a big smile.”

I handed her the key card and watched as she stuffed her gown into her satchel. “Nothing says ‘walk of shame’ like a baggy sweatshirt and stilettos,” she mused with a smile. “My sisters will be dying to know if I fucked you. They’re so judgmental. Let them wonder.”

Lauren pecked me on the cheek and grabbed my flaccid dick, giving it one last tug. “Get a good night’s sleep, Jimmy. I’ll see you both tomorrow.”

I was tired and spent, but I felt more alive than I had in years. I raided the minibar for some scotch and looked out over the resort and the bay, trying to clear my mind. I had no idea what had gotten into Lauren, but I was glad she’d decided to fuck my brains out.

The next morning, I woke up feeling refreshed, but Lauren was nowhere to be found. I made some coffee and looked out over the resort, watching as yoga classes and runners began to take over the beach.

Just as I was starting to think she’d abandoned me, I heard the sound of doors banging and suitcases rolling across the floor. I lingered in the shower, hoping she might join me, but when I emerged, I heard two voices – and they weren’t having a conversation.

“Oh! Oh! Oh! Yeah! Yeah! Fuck!” Lauren’s voice was loud and clear, making no attempt to be quiet early in the morning.

“Fuck me! Come on, fuck me with that tight pussy! Take it all, bitch!” A male voice responded, also making no attempt to be quiet.

I pulled on a robe and opened the door a crack, and that’s when I saw them. Lauren was on the bed, wearing a sheer cotton crop top and heels, riding a cock in reverse cowgirl style. The man – Byron, according to his nametag – had his thumb in her asshole as she bounced on his dick.

I pulled my cock out of my robe and stroked it hard, focusing on Lauren’s firm young tits bouncing happily under her top. She had no bra, I was certain. I covered up my stiffening cock and entered the room, trying to play it cool.

“Good morning!” I said, trying to sound cheerful. Byron looked startled, but Lauren just smiled and continued riding his cock.

“There…you…are…Jimmy!” she said, her words timed with her pushing her pussy onto Byron’s wet cock. “Come…over…here…!” I stood between Byron’s legs, feeling a little awkward, but excited.

Lauren leaned forward to kiss me, her head stopped bouncing, but her hips gyrated rhythmically as she continued to fuck Byron. She reached forward and untied my robe, wrapping her hand around my shaft and cupping my balls in the other.

“Ooooh, a squeaky clean cock,” she said, rubbing my sack. “And freshly shaven balls! For me, Jimmy?” She smiled at me, her eyes sparkling with mischief.

Lauren pulled me closer and slid my cock into her mouth, her head bobbing up and down on my shaft in rhythm to her fucking Byron. I could feel my cock hardening, and I knew I was in for a wild ride.

Lauren was swirling her tongue on all the sensitive spots on my cock, making me feel like I was going to cum all over again. But then she stopped, removing me from her mouth, and looked up at me with a mischievous glint in her eye.

“Jimmy, you’re ready,” she said, her voice husky with desire. “I want you in my ass, Jimmy. I want both cocks inside me. I never did it both ways. Will you fuck my ass, Jimmy?”

My heart skipped a beat as I looked at her, feeling a surge of excitement. I nodded, feeling a little nervous, but mostly excited.

Lauren held her ass open, watching over her shoulder as I shoved two fingers up her ass, not bothering to be gentle. She inhaled sharply as my fingers slid all the way into her rectum.

“Ooof!” Lauren smiled back at me. “You want it rough this morning, don’t you, Jimmy?”

“No baby, I want something to eat,” I said, bending over and thrusting my tongue into her gaping bum hole. She relaxed, and I could get almost half of my tongue into her pulsing anus.

Lauren gasped, her eyes widening in surprise. “Jimmy, you’ve eaten ass before,” she said, her voice husky with desire.

“I had to go along for the ride,” I said, feeling a little awestruck. I had never tongue-fucked a girl’s asshole before, especially not while another guy’s cock was balls deep in her pussy.

Lauren smiled back at me, her eyes sparkling with mischief. “Jimmy, that’s good, but I want your dick. I want it both ways.”

I nodded, feeling a surge of excitement. I pushed my cock against Lauren’s asshole, wet from my tongue, and began to push. She relaxed, and my cock slid into her anal canal.

Lauren bent forward to ease my cock in her ass and put a nipple in Byron’s mouth. I pulled Lauren’s hair hard, snapping her head back as I slammed her ass repeatedly. My balls slapped against Byron’s cock, which was still inside her pussy.

Lauren was being violated violently, and she was loving it. “Oh my fucking God, fuck me fuck me fuck me!” she yelled loudly. “Do you know how fucking awesome your dicks feel inside me? Fuck me harder. I want to feel everything.”

We both stopped when we hit bottom at the same time, stretching something too far. Lauren eased her holes down on our cocks and whispered, “Don’t stop. I want it all.”

Byron started talking smack, asking Lauren if that was hard enough for her. But she just laughed, her body still vibrating from cumming. “Go for it, big boy,” she taunted, rotating her hips to take Byron all the way inside her.

I was sliding the tip of my cock in and out near her asshole, plunging all the way in every few strokes. The sensation of her tight asshole gripping the head of my cock was fantastic.

Lauren was getting her “tits fucked off” turned out to be too much for Byron. “Fuucckk…I’m gonna cum, I’m gonna cum….” he said, almost whispering.

Lauren climbed off his cock, and I felt my dick pop out of her ass with the sudden movement. She guided me to the opening of her pussy and slid onto me. “There, Jimmy…cum there…”. With that, she swallowed Byron’s cock and squeezed his balls.

Lauren was cleaning the tip of his cock with her tongue when she started to cum again. “Jimmy! That’s it…make me cum…fuck me and make me cum, Jimmy!” she said, her voice husky with desire.

As I fucked her faster and harder, she moved her hips to fuck me back. She let go of Byron’s cock, arched her back, and her mouth agape as her body built towards a climax. “Ohhhhhh…ohhhhh…ummmm…yeah…” she whispered as her body convulsed in orgasm.

I felt my cock spew another load of milky semen inside Lauren’s lovely body. “Oh, fuck Lauren! Yeah…fucck yeah…” I said, my voice trailing off as the last of my load flowed from my cock, still deep inside Lauren.

Byron was still recovering from Lauren fucking him and sucking him dry. Lauren was still vibrating from cumming at the same time as I did, licking the last of Byron’s cum from her lips. We were all still a bit dazed when my spent, cum-coated cock slid from Lauren’s pussy, letting her creampie begin to flow.

Lauren quickly stirred and took control. She climbed back on the bed and straddled Byron, dangling her dripping pussy over his face. “Byron, be a sweetheart and clean me up, please.”

Lauren’s eyes sparkled as she stood before me, her long down overcoat shed like a winter cloak. The glow on her skin wasn’t just from the cold; it was a radiant happiness that seemed to emanate from within. She smiled, her lips curving upward, and I felt a warmth spread through my chest.

“Could you rub my feet, Jimmy?” she asked, lifting her legs into my lap. Her voice was a gentle caress, and I obliged, my fingers kneading the arches of her feet, the soft skin a contrast to the hardness of her heels.

“My feet get so sore these days,” she sighed, her eyes closing in bliss. “I haven’t walked that much today. I just met David for lunch, and then I came here.”

“Why are your feet so sore?” I asked, my brow furrowed in concern.

“I thought you’d never ask, Jimmy!” she exclaimed, her eyes snapping open, a mischievous glint dancing in their depths. She stood before me, her hands on her hips, and slowly unzipped the long zipper of her coat, shrugging it off her shoulders.

And then, in an instant, she was naked. The pronouncement of her baby bump was like a slap to my face, leaving me stunned and bewildered. “Surprise! I’m having a baby!” she announced, her eyes sparkling with excitement.

“Congratulations!” I stuttered, my mind reeling with the implications. This girl, who had been so carefree and wild just a few hours ago, was now pregnant, getting married in two days, and standing naked in my hotel room.

Before I could say anything, Lauren was on her knees, her hands grasping my belt. “Quiet, Jimmy,” she whispered, her eyes locked on mine. “I had no idea pregnancy made you so horny.”

I stood up, my pants dropping to the floor, my semi-hard dick dancing in front of Lauren’s face. She wrapped her fingers around my shaft, her tongue licking around the head of my cock, sending shivers down my spine.

“Mmmm, good Jimmy,” she murmured, her voice husky with desire. “I want to feel you get hard in my mouth.”

I felt her slender finger slide into my ass crack, sending a jolt of pleasure through my body. She slid my cock into her warm mouth an inch at a time, as I grew harder, my body responding to her touch.

“Fuck Lauren, that’s it baby…” I whispered, my hands grasping her hair, pushing my dick deeper down her throat.

“Swallow it baby…” I murmured, my cock repeatedly hitting the back of her throat, streams of saliva dripping from her mouth onto her tits.

And then, in an instant, she gagged, her eyes widening as she tried to get her head off my cock. I roughly pulled her head off, her gasps for air music to my ears.

“Uhhhh! Uhhhhh!” she whispered, her composure quickly regained. “I couldn’t breathe…I thought I was going to pass out, Jimmy. But take what you want. As rough as you want. Use me, Jimmy.”

I didn’t need any further encouragement. I pulled her to her feet by her silky blonde hair and pushed her onto the bed. She crawled to the head of the bed, her hands grasping the headboard, her eyes locked on mine.

“Is this what you’re looking for, Jimmy?” she asked, her voice husky with desire.

I kicked off my pants and underwear, my cock springing free, and crawled onto the bed. Lauren put her head down on a pillow, her ass spread wide, her tiny pink asshole vibrating with anticipation.

“Take care of my asshole Jimmy. My bum has missed you so much!” she whispered, her voice husky with desire.

I pushed my tongue between her pussy lips, licking my way up across her taint to her tiny back hole. Her anus instinctively tightened when the tip of my tongue lightly touched her asshole.

“Eat my ass, Jimmy. Please. I need you to eat my ass,” she murmured, her voice a gentle caress.

I didn’t need any further encouragement. I gathered that Lauren had been practicing gaping her ass, as my tongue slid all the way inside her with one soft push. She inhaled sharply, her body tensing with the coming orgasm.

“Ahhhhh! Oh yeah! Fuck yeah” she murmured, her hips gyrating, her fingers finding her clit, stroking it seriously.

As her body tensed with the coming orgasm, I grabbed her ass hard with both hands, holding my tongue deep inside her. “Ummmmmph! Shit! Shit! Geez Jimmy! Yeah!” she exclaimed, her hips bucking as she came hard.

I started gently tongue fucking her ass as she came down from her orgasmic high. Her ass tasted so good.

“Jimmy, I want you to cum in my ass. But this baby has made me so fucking horny, I want you to fuck my pussy hard. Make me cum. Fuck me hard.”

“Will it hurt the baby?” I asked naively.

Lauren laughed, her eyes sparkling with amusement. “Your dick isn’t THAT big Jimmy! No, the doctor said sex was fine.”

She popped out of bed and went over to the dressing mirror that took up most of the wall. She put her hands on the mirror, her ass thrust out, inviting me to take her.

“Fuck me here, Jimmy. I want to see the look on your face when you fuck me,” she whispered, her voice husky with desire.

I stepped up behind Lauren, my cock grasped firmly in my hand. I parted her wet pussy lips with the knob of my dick, rubbing back and forth until I rubbed against her engorged clit.

She moved her hips, rubbing herself against my cock, and suddenly, her body convulsed in another orgasm.

“Holy fuck Jimmy! What the fuck was that? I came before you even got your dick inside me. Shit!” she exclaimed, her body trembling with pleasure.

As I buried myself in her warmth, I couldn’t help but feel a sense of satisfaction at being right about her desire.

“Damn Jimmy, yeah. I needed your cock so bad. Hard. Fuck me hard.”

I grabbed a handful of her hair and pulled hard, pushing repeatedly inside her with a sense of urgency.

“Uh! Uh! Yeah! God damn!”

Our grunts and moans filled the air as we gave in to our primal desires, Lauren’s body reacting to my thrusts with a series of intense orgasms.

“Ohhhhhffuuuccckkk!”

Lauren’s pussy squeezed my cock tightly, releasing a burst of warm juice that almost made me cum right then.

“It was all I could do not to spill my load as Lauren’s body relaxed, her waves of pleasure subsiding.

“She slid me out of her pussy, her eyes burning with a desire that left me breathless.”

“I want your cum Jimmy. In my ass. Now.”

Lauren didn’t waste any time, grabbing my cock and positioning it at the entrance of her anus.

“Oh fuck Lauren, yeah!”

As tight as her pussy was, Lauren’s ass was even tighter, the sensation sending shivers down my spine.

“I slowly slid in and out of her anus, savoring the tight, smooth feel of my cock inside her.

“It wasn’t going to take me long to grant Lauren’s wish, her body responding to my touch with a series of intense contractions.

“Do you like my asshole Jimmy? You own my asshole Jimmy. Cum in my ass, baby. Cum in my ass.”

Lauren fucked me with her asshole a bit quicker, and I couldn’t hold back any longer, my cock pulsing streams of cum into her eager ass.

“Yeah…yeah…god…yeah,” I gasped, my legs weak and my body spent.

Lauren got on all fours on the floor, sideways to the mirror, her cum starting to seep from her asshole.

“Get down here Jimmy, you’re not done yet.”

I got to my knees, my eyes locked on the mirror as Lauren instructed me to lick her asshole clean.

“Yes, please,” I moved behind Lauren, spreading her ass and making a spurt of cum squirt from her bum.

“I’ve eaten a lot of creampie in my day, but never an anal creampie, Lauren’s ass so tight and hot that it left me breathless.

“Put your head down,” Lauren lowered herself onto her elbows and spread her knees apart a bit more, giving me access to the streams of cum running down each of her taut thighs.

“Mmmm…yeah, lick me Jimmy. Lick my clit. I am close to cumming. Eat it. Eat my pussy.”

Her clit tasted salty, covered with my sticky load, and I slid my tongue inside her, mixing the sweet taste of her pussy with the taste of my jizz.

“I touched her clit with my finger while my tongue probed her hole, Lauren exploding in my mouth with a series of intense contractions.

“Ahhhh! Ahhh! Jesus fucking Christ Jimmy!”

Lauren pushed her pussy hard onto my tongue, taking me deeper, and I could feel her body shudder with pleasure.

“Whoa! Damn…that one snuck up on me. Shit…”

As she regained her senses, Lauren reached behind her, grabbing my hair and pulling my head to her gushing butt hole.

“Back to work Jimmy. I am watching you,” she said playfully, her eyes locked on the mirror.

“Clean that nasty asshole,” I spread her ass and licked up the stream of semen running across her taint, my tongue flicking rapidly across her stretched asshole, lapping up my cum as she squeezed it from her rectum.

“Fuck Jimmy that is so hot, watching you lick up that cum. Finger my pussy while you lick.”

I slid two fingers inside her, feeling her body respond to my touch with a series of intense contractions.

“Right there Jimmy. Touch me right there,” she whispered, her body tense with pleasure.

“I plunged my tongue deeper into her asshole, cum drenched my tongue and face as I slowly tongue fucked her asshole in rhythm with stroking her spot.

“Mmmmoohhhh…yeah…damn Jimmy…you’re going to make me CUM AGAIN!!!!”

Lauren’s body shuddered, the waves of pleasure vibrating out from her spot, and I rubbed her a bit faster, sending another wave through her tight little body.

“Lauren pulled away from my tongue and fingers as she collapsed to the floor, her body spent.

“Hold me,” she whispered, her eyes locked on mine.

I stood and lifted Lauren to her feet, guiding her to the bed and pulling down the covers.

“We nestled together under the sheets, her body radiating warmth like a heat lamp, and it felt wonderful.

“Can you feel the baby kick yet?” I asked, my hand on her smooth womb.

“It had been decades since my own babies were born, and I couldn’t help but feel a sense of excitement at the prospect of being a father.

“Way too early for that. But I think I felt the baby cum. Must be a girl.”

Lauren laughed, her eyes sparkling with amusement, and I couldn’t help but feel a sense of wonder at the prospect of having a daughter.

“Really! That is so…creepy.”

Lauren elbowed me as we both laughed, her hand covering mine on her belly.

“Can I tell you a secret about my baby?” she whispered, her eyes locked on mine.

“It will have superpowers?”

“No, asshole, I’m serious.”

I raised an eyebrow, intrigued by her secrecy, and Lauren’s eyes locked on mine.

“The baby is yours, Jimmy.”

My body tensed involuntarily, the words leaving me breathless, and Lauren sensed my obvious apprehension.

“How do you know? How are you sure?”

Lauren’s eyes sparkled with amusement, and she leaned in close, her voice barely above a whisper.

“I’ve never been pregnant before, but I could feel I was pregnant when I got on the plane on St. Thomas.

“But it could have been Byron at the Ritz.”

Lauren’s eyes locked on mine, a hint of mischief in her voice.

“Nope, remember I pulled him out of my pussy and swallowed his load while you switched from ass to pussy? You are the only one who came in my pussy. Remember I stopped in Pittsburgh? I did a pregnancy test to be sure. I knew I was pregnant.”

Lauren’s eyes sparkled with excitement, and I couldn’t help but feel a sense of wonder at the prospect of being a father.

“It’s a surprise Lauren, but I am happy that you’re happy having my baby.”

But Lauren’s smile faltered, her eyes locking on mine with a sense of determination.

“But I’m not done!”