“Mmm, big and bountiful,” he murmured before getting down on his knees to suck one in his mouth. I almost screamed with ecstasy right there. Here was this gorgeous older man, his mouth at my breasts, suckling like a babe as his hand trailed teasingly up my thigh.
The merchant marine didn’t waste any time. He ripped off my panties while he suckled, trailing his fingers through my wet folds, coaxing my clit out of its hood and giving it a good rub. I creamed on his hand, my juices flowing wetly as the man circled and teased my clit, alternately flicking it before bearing down with the tips of his fingers.
“Please sailor,” I gasped. “Put it in me.”
“At your service,” he chuckled, standing up again. Hoisting one of my knees over his hip, he unbuttoned those tight pants and let his dong spring free. I gasped. I’d done a couple of guys during high school, but they were nothing compared to this massive member. He had to be at least ten inches, with a base as wide as my fist. I trembled, not sure how I was going to accommodate him.
Sensing my discomfort, the sailor laughed and murmured into my ear, “Don’t worry baby, I’ll go slow. You might not be able to walk tomorrow, but it’s worth it, I promise.”
Teasingly, he dragged his cockhead through my wet folds, lubing up his glans and nudging my clit with that rubbery head. A trail of pre-cum was deposited all over my pussy and I convulsed internally, already trying to get that wet semen into my body, my hips bucking. He laughed at how eager I was.
“Okay baby girl, here we go,” he said, starting the push into my body. At first, he went in an inch, his thick pink crown disappearing into my pussy, the flare still visible.
“Mmm,” I cried. “More!”
He pushed again, and this time part of his shaft squeezed into me as well. The penetration was incredible, but it was also unbearably tight, stretching my pussy walls and making me cringe. I mewled softly, squirming around him as his dick pulsed hotly in my inner channel, filling up my hole with its hard, heavy heat. He pushed again, this time forcing my pussy lips to spread all the way, and shoved his massive boner into my wet, willing twat.
“Oh!” I screamed. I was filled to the brim with his penis, and if he went any deeper, I was sure his cock was going to pop out of my throat.
“That’s it,” he panted. “Good girl.”
He started fucking me in earnest, that huge member sliding in and out as my pussy creamed. He was so huge that I felt I was being lifted in the air with each thrust, forced onto my tippy toes. My juices were so copious that they ran down my thigh, coating his member in my personal nectar, the sweet scent cloying in the dirty alleyway.
“Fuck baby, you’re so tight,” he panted, as his hips pistoned at ninety miles an hour, forcing my body to take his man meat deep. “Fuck it, I’m going to come, I’m going to come fuck,” he gasped.
Suddenly his tool erupted and for the first time, a man came in me, squirting his semen deep into my snatch, the jets burning hot as they pulsed rhythmically into me. My pussy gave in as well and I began coming on his dick, gasping as my twat clenched again and again on his tool, spasming heavily as he fucked me deep, driving his penis all the way into my womb.
When the semen started to slow, he reached between us and gave his balls a few squeezes, emptying them into my pussy. I could feel the man milk filling me, those last hot jets delicious proof of his virility.
“God, little girl, that was a hot fuck,” he groaned into my ear, still squeezing his sacs to get out the last drops.
“But …” I stammered. “You didn’t pull out.”
“I never pull out,” he said, smiling cheekily at me. “I like my girls pregnant, their bodies swelling with my seed, and you are no exception,” he said, licking the hollow in my throat.
I was so young then, so naïve, that I didn’t push it and kept fucking him for the next few months while his ship was stationed in the harbor. We never used protection because he insisted that birth control was for sissies, and I was dumb enough to say okay. But one day when I went to the bar to find him, the bartender looked at me with pitying eyes.
“Hank’s gone, hon,” Rosie said. “The SS Judson pulled out last night. He didn’t leave you a number or any forwarding information?” she said.
I shook my head numbly, totally floored. We’d always met at the bar, and just last night he’d been promising to check with Merchant Marine Command about the possibility of bringing a girlfriend on board. I would study for my GED as he served on the ship, and we’d fuck the nights away in our tight private berth.
“Oh sweetie,” said Rosie, reading my mind. “Sailors can’t bring women on board. He promised you that? I’m so sorry. He was lying the entire time. You know these guys, they’ll say anything to get into your pants. Sorry honey,” she said, scrubbing the countertop. “Better luck next time.”
The thing is, there was no next time. The SS Judson never came back to port and I never saw Hank again. But he left me with an eternal reminder of our lust – Maddy, my daughter.
CHAPTER NINE
Maddy
I know life was hard for my mom, raising me alone. I was the result of a fling when she was eighteen, and she seemed to resent me for it. My biological father was evidently a sailor who had a girl at every port, depositing sperm into as many cunts as possible. I probably have half-siblings all over the world.
So my mom has had it rough. Because she was always working to support us, we didn’t spend much time together and never became close as a mother and daughter. I guess that’s why I didn’t feel so bad about stealing her husband – after she married Conrad two years ago, I’d felt an incredible attraction for my billionaire stepfather. And the attraction was reciprocated. When my prom date cheated on me, it was the handsome and domineering Conrad who was my rock.
Of course, things have gotten out of hand. Conrad and I started fucking regularly, right under my mom’s nose, but surprisingly when Conrad asked for a divorce, my mom didn’t flinch. Instead, she said that he should take us both.
This is where things got crazy. I mean, my mom, Conrad and me? Together in bed? I’d never even thought of my mom as particularly sexual, and here she was not only talking about sex with my stepdad, but offering the two of us as a mother-daughter fuck. And my handsome stepfather wasn’t exactly rejecting the idea either. Instead, he looked titillated at the possibility of a dirty menage.
“Sweetie,” he said, stroking my hand. “What do you think?”
“Eeew, it’s gross,” I said, cringing. “How can you even think this is ok?”
“Baby, relax,” said Conrad, “It’s not that bad. And your mom could probably teach you a thing or two in bed.”
“What do you mean, she could teach me?” I said scornfully. “That whore never satisfies you, that’s why you’re always with me.”
Conrad and my mom gave each other a long look.
“Sweetie,” said my mom, “it’s time you knew the truth about how I met Conrad. Do you know what a paid companion is?”
“Sure,” I said. “It’s a prostitute. Women who go out with guys and then fuck them for money.”
“Sort of,” said my mom slowly. “The dynamic’s a little more complicated than that. A lot of guys want the girlfriend experience, and so they’re looking for something that’s more than a one-off. They want the companionship of a beautiful, witty woman, but they don’t necessarily want to trade off every single time. So sometimes they use one woman over and over again, even for years.”
“Wait,” I said slowly. “Are you a paid companion? I thought you were a secretary,” I said, shaking my head confusedly.
“Honey,” said my mom. “Remember how I was gone nights most of the time? It wasn’t because I was working the night-shift typing pool. It’s because I’ve been a paid companion for years now, and Conrad was one of my clients.”
I looked at my stepfather, totally overwhelmed. My billionaire lover had been using escorts, and my mom was one of them? Seeing my shocked gaze, he nodded.
/> “That’s right Maddy,” he said smoothly. “Your mom was one of the best I ever had, and so I married her to make things a little easier. I’ll always be first in line, so to say,” he explained.
“You mean … you’re still whoring, Mom?” I gasped.
She flinched. “It’s not prostitution,” she said. “Anything that happens between myself and the client is consensual, and I receive a ‘gift’ from the customer for my time. But yes, I still see customers. Conrad and I decided that we’d be happiest with multiple partners, and so I still see my old clients, some of whom have been with me since you were a little girl,” she added. “Like your stepdad said, Conrad’s first in line. If he wants me, I cancel and make myself available.”
My face was a mask of shock. I could feel the air wheezing in my lungs, ice cubes in my stomach.
“But I haven’t been with your mom in a long time,” said Conrad. “And definitely not since I started sleeping with you.”
“What does this all mean?” I said, my face crumpling. “I can’t believe this is happening!” I wailed.
“Well honey, it just means that your father and I are a little more sexually open than you’d imagined. The idea of a menage isn’t crazy, it’s something Conrad and I have done before, although obviously not with you,” she soothed.
Holy fucking shit, I thought to myself. I can’t take this. Bursting into tears, I ran up to my room, sobbing.
CHAPTER TEN
Conrad
Maddy was so beautiful, so tempting even as she passed through the different phases of shock. I’d always been attracted to her because she’s exactly my type. Platinum blonde tresses, with big blue eyes and a gorgeous figure. Just like her mom, except twenty years younger.
It’s not that I’m not attracted to Kathy anymore, things have just changed. I started using Kathy as an escort years ago, and found her to be entrancing, a brilliant conversationalist and someone I loved to show off around town. It made sense to marry her. I could now present her as my wife while fucking other women, and she could continue seeing other clients too, so long as everyone was discreet.
Things changed a bit when Maddy and I started fucking. It was awkward because Maddy had no idea about the true nature of my relationship with her mom. She wanted me to get a divorce and to appease my little beauty, I asked. But I knew Kathy wasn’t going to agree – our set-up works well, we just needed Maddy to come around.
Kathy and I trailed her daughter up the stairs. We could hear her crying in her bedroom, sniffles and sobs coming through the door.
“Maddy?” I said, knocking. “Your mom and I would like to talk with you.”
“Go away!” she shrieked. “I can’t believe this is happening! My stepdad wants to fuck me and my mom!” she wailed desperately.
I opened the door and Maddy scrambled away. “Don’t touch me!” she warned, a note of hysteria in her voice.
Kathy and I sat on the other side of her bed. I reached a hand to stroke Maddy’s ankle, soothingly rubbing a finger in circles right below her ankle bone.
“Honey, don’t freak out,” I murmured. “Your mom and I were thinking … this has all been so overwhelming, maybe the first time your mom will just watch while you and I get together, what do you think?”
“It’s disgusting, that’s what I think!” she shrieked, her voice going up an octave. “You guys are sick!”
“Shh, honey, it’s just a new way of life,” I soothed, stroking her calf now. The skin was hot, almost scalding to touch, the muscle toned and smooth. “Baby, we’ll just do a little bit. Your mom won’t participate, she’ll only watch, isn’t that right Kathy?” I said.
Kathy nodded. “Honey, I’ll sit right here and I won’t interfere,” she said. “It takes a little getting used to, but I think you’ll find it exhilarating to have someone observe.”
Maddy’s sobs had died now, the tear tracks beginning to dry.
“I don’t know,” she said, fingering her bedspread uncertainly. “It just seems weird.”
“You’re thinking too much,” I soothed. “Just feel.” And with that, I pulled her to me, taking her into my arms and dropping kisses all over her face. She was flushed and hot, her blonde hair in disarray, but soft in my arms. She resisted at first, turning her head away, but I didn’t let up and soon the blonde was returning my kisses, letting me thrust my tongue into her mouth as I stroked her breasts through her sweater.
“That’s a good girl,” I rumbled, trailing my fingers over the hard peak of her tit. It responded immediately, almost popping through the material, and I rubbed it, tweaking the nub and then pulling the sensitive flesh.
“Let’s get these clothes off of you,” I rumbled, pulling her sweater over her head. I saw Maddy throw a nervous look at her mom, but evidently things were okay because she lifted her arms and let me take off the top. I also helped her slip off her skirt, leaving her bare except for a tiny pair of pink panties.
“Baby, you’re so gorgeous,” I murmured, trailing my fingers over the vee of her pussy. Her panties had a little wet spot at the center, and I traced the circle, pushing down gently with my thumb.
“Oh!” she breathed, parting her legs slightly. “That feels good.”
“That’s right baby, I love how you’re always so wet for me,” I murmured. I stripped so that my masculine form was on display, both women gasping at my physique. I’m not going to lie. I work hard to look good, and the effort really pays off.
I knelt between Maddy’s thighs, pulling down her waistband elastic, slowly revealing that gorgeous cunny. It was steaming with heat, I could feel a moist wave emanating from her most private part. From Kathy’s sniffs in back of me, I could tell that her mom appreciated the scent of beautiful twat as well. I pressed a finger against Maddy’s clit and rubbed the sensitive nub, making her toss her head and moan beneath me.
Pulling her up close to my dick, I rubbed my glans over her pussy, lubing the head in her sweet folds, drenching myself in her cunny juices.
“Is this what you want, sweet thing?” I asked.
“Yes, yes!” Maddy gasped as I teased her a bit more.
Slowly, I edged my penis into her beautiful folds. They parted slightly, allowing the crown of my dick to penetrate, and Kathy stealthily moved her arm around me. It snaked around my waist to trace up Maddy’s thigh before landing on her clit, and as I pushed further into her daughter, it began rubbing that nub of flesh, stimulating it while I fucked Maddy.
Maddy had her eyes closed, savoring the feel of sex with her Daddy, and I twirled her nipples as I ran my cock in and out, murmuring soothing words as Kathy worked her clit. We picked up the rhythm, me with my pole and Kathy with her fingers, stimulating Maddy, pushing her closer and closer to the edge until she fell over, a delicious orgasm shaking her body, making her breasts tremble and cunny gush.
Her eyes flew open at that moment and she saw that her mom was the one stimulating her clit, but it was too late. As the climax rolled over her, she shrieked as her mother stroked her even harder, working that nub, forcing her to come harder and faster.
I pumped furiously between the blonde’s thighs, and her clenching pussy drove me over the edge as I came hard in her twat, spurting my come everywhere, the hot sperm drenching the little blonde’s insides and covering her ovaries with man milk. It was like heaven. The sweet, hot pussy wrapped around my cock pulsed uncontrollably, sucking all the sperm it could into its depths.
“Mmm,” murmured Kathy, giving me a sly look. She kept up the pressure on her daughter’s clit, but reached her other hand beneath me to squeeze my balls, making sure that every drop of semen was emptied into Maddy. “Mmm, that worked out well,” she said with a satisfied smile.
I panted, my body partially sated after fucking the teen. But I knew I wanted more.
“I know we promised Kathy would only watch, but are you ladies ready for a real menage?” I asked.
Both women turned to look at me, Maddy shocked and Kathy hungry.
“Conrad,” purred Kathy. “I’d love to do a real mother-daughter threesome with you.” And she ran her finger along her daughter’s pussy lips, caressing the flesh, prepping her for the lusty action to come.
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CHAPTER ELEVEN
Kathy
I knew my daughter was shocked by the discovery that I’d been a high-end escort for years. I’d perfected the ruse that I was a secretary working night shifts in the typing pool – the conservative blouse and skirt, coupled with some sham legal documents stuffed into my bag made it seem like I had a steady, if boring job.
But the truth was that I’d been an escort since Maddy was a little girl. I’d gotten knocked up at eighteen by a merchant marine who disappeared, never to sail back into port. So it was just my baby and me.
And life had been rough when I actually was a secretary. I’d ship Maddy off to daycare and then trudge to work, thinking about how much I hated my existence. Plus, we were having trouble getting by. There were a few times when I’d been forced to “dance” for extra cash, stripping at a club a few towns away.
I was always afraid that someone would recognize me, but I had to because we were so financially strapped. Fortunately, the customers liked my look and I generally did pretty well. Well enough that the floor boss pulled me aside one night.
“Kathy,” he said, “I’ve got an offer from you from management. Come see me after your set, and we’ll discuss it.”
I’d groaned inside. I wasn’t a regular dancer because I still thought of stripping as below me, a second job I did occasionally to make ends meet. Hopefully they weren’t going to cut my shifts for some bullshit reason.
DOUBLE PRINCES: A Twin Step Royal Romance (With BONUS Book His Tight Little Brat) Page 18
