Chapter 05


She held out a hand, and I reached up, taking it in mine. She drew me to my feet, and I found I was taller than her, her presence and personality seem so large. Turning, she led me slowly to the bed; I watched her perfect wide ass bob side to side before me. My cock was diamond-hard in my pants.

“Anna,” I said, feeling like a fool but needing to know, “this isn’t part of your job, you don’t have to do this.” She stopped and turned around; her face concerned as she looked into my eyes. She seemed to see something that pleased her, and I felt myself pulled into a passionate kiss, her body pressed to mine, making it even harder to think rationally. Then she pulled back her head and looked in my eyes.

“I have wanted you for years, Aiden Essex. Each of us hopes to be the type of woman who might please your eyes best, as you’re the man who we have all come to care so much about already.”

“You’re the sexiest woman I have ever seen,” I said in all honesty, “and I still feel like I’m dreaming.”

“The dream has yet to begin,” she said, and then she was kissing me again, her arms pulling at me hungrily, tongue questing in my mouth. Her kisses strangely inexperienced for a woman in her mid-thirties, and I found myself leading our little dance of lips and tongues. I pressed her down on the large bed and felt the two of us sink deep down into the soft comforters and mattress.

“This is my first time,” I breathed into her thick hair, ashamed but needing to be honest. She pulled back, and I saw a big grin on her face.

“It is mine too,” she said, and I froze stunned and grinned tight and fierce before rolling atop me. Her fingers flickered and the buttons on my shirt and pants came undone, dragging the shirt off with a graceful motion as she let her fingertips slide down my skin softly. I sat there and reached out two hands and felt her sides, her body shivering beneath my first touch. It was only then, as I looked into her face and she into mine, that I saw that she felt just as excited and nervous about what was to come as I did.

My hands slid up her back, and after a first fumbled attempt, unhooked her lacy black bra. She held the fabric to her breasts, before slowly drawing them down and away, revealing the heavy curving flesh to my feasting gaze. Her nipples were large and hard, with puffy soft areola and licking my lips I reached out and cupped the heavy flesh. It felt like my cock was going to rip out of my boxer briefs and I shifted uncomfortably, unwilling to take my hands off her incredible body.

“Let me take care of that,” she sighed as her soft hand slid over the fabric covering my cock. Then her hand slid into my underwear and I felt her cool fingers encircle the hot, turgid flesh. Her eyes went wide, and she looked down, pulling my cock out of my underwear.

“Oh, my Lord,” she said, her grin widening, “It seems we are triply blessed." She watched her hand slide up and down my cock and I slid a hand down her flat stomach and into her lacy panties.

“Oh!” she cried and turned her face to me. We kissed, each exploring the other, her hand searching out for my most pleasurable places just as mine did with her.

“I’m getting close,” I said as her hand worked the head of my cock, then I felt her slacken the pressure and back off.

“I wouldn’t have my Lord spent so early in our fun,” she panted into my neck.

“Hah! It’s going to take more than once or twice until I’m spent tonight,” I said, chuckling.

"Then let me watch you cum Young Master," she said, grinning and pressing herself up against my side, licking her bottom lips as we watched her hand grip me and pull my cock. The sight of her big heavy breast swaying with the motion of her hand was so sexy, and the feeling of her hand on my cock, so amazing that I couldn't hold back for another second. Thick jets of cum shot out of my cock, landing on her tits and my stomach. She jerked back in shock for one second, then watched the pearly white cum slide along her hands and breasts.

I was laying there panting, feeling my toes tingling when I saw her lift a hand tentatively to her mouth and her delicate tongue slid out, tasting my cum. My cock grew hard right there and then, doubly so when she turned to look at me with delighted surprise.

“You taste wonderful, Young Master, not nearly as terrible as I’ve heard,” then she leaned forward and began to kiss, lick and suck the cum away from my flesh, finishing with my cock.

"Oh, Anna… that is heaven… fuck that's hot…" Anna had taken my cock into her mouth and knelt up at my side, her breasts swaying as she rose and fell. My cock taken in and out of her sucking mouth. I felt her throat grip the tip of my cock and my mind went black with pleasure. I could smell the woman’s sweet musk and reached out and gripped her firm-wide hips. She yelped in surprise, then smiled around my dick when she realized what I was after.

Her thigh slide across my face and I slid my tongue across her outer lips, getting the barest taste of her sex, and loving the way her body shivered in pleasure. My tongue slid into her and I found the hard nubbin of her clit. Licking it with a steady rhythm down into her depth and up around the firm flesh, then back in tasting her. I felt her orgasm and grow unable to focus on pleasuring me at all; she pulled my cock out of her mouth and panting and shuddering; I drive her up and over the brink of ecstasy. She came with a scream, her thighs closing on my head, and then she slumped to the side, panting, muscles liquid.

The most beautiful and buxom woman I’d ever seen had just had a big, body shaking orgasm from me. Pride and joy swelled within, and I got up between her legs. Her smile was languid as she bit her bottom lip and reached down, taking ahold of my cock. She pressed the fat tip to her small hole and our eyes both went wide, staring into one another’s, as I slid into her incredible tightness. I drew back slightly, and her wetness coated my cock, easing its way in deeper as I pushed back in. I felt something tear and her body tensed for one second. I stopped, barely able to control myself, the feeling was so powerful. I looked to Anna and saw her face tense a second before relaxing into a big grin.

“It’s ok,” she breathed, “Oh… you feel so good… Please, Lord Aiden… Oh god… ahh… ahh!” I was sliding my hips back and forth; the walls of her pussy were a hot sucking vortex of pleasure that fought against my will to make me cum again. I held the older beautiful woman close, clutching her ass and back, and I drove into her again and again. I felt her body begin to tense, her nails raking down my back, and then the walls of her pussy were twitching on my cock, milking it as she came.

“OHHH!!! GGOOODDDD!!!!!!” She screamed, and I bellowed as I came inside her, my cock throbbing again and again. I didn’t even think about condoms or pulling out in the madness of everything, and as I collapsed beside her, panting and sweaty on the bed, the thought flickered in my mind. Then out in a second as she rolled over, stretching and purring like a kitten on its back. Her massive breasts hanging down as she climbed to hands and knees.

“I seem to recall my Lord mentioning something about more than once or twice,” her grin was wicked as she crawled up my body, dragging her breasts over my half-hard cock.

She sat back and took it up in two hands, her eyes on my face as she slowly jacked it off, using the juices of our mingled sexes as lube. Her titties bouncing each time her hand rose and fell. In moments I was hard again and she was grinning, then she sank on my cock. Taking control of the motions as she rode me slowly. Long glorious minutes passed where I kissed, sucked and touched those big tits as they hung in my face, and pulled the MILF’s sexy thick lips to mine as I gripped her ass, our slow fucking building the tension and inevitable release to a fever pitch. When we came our lips were glued together, our arms clutching each other’s bodies tight.

We lay for a time in quiet darkness; the sun having set outside. There were a thousand questions I wanted to ask her, but I didn't want to shatter this perfect night. Eventually, our touches grew more heated and soon we were at it again. This time I took her bent over. Her ass up in the air and face down in the sheets as I pounded her hard. Two more times throughout the evening we made love until finally, we both passed out naked and in each other's arms.

I woke with the strange feeling that I was still in a dream. My narrow dorm room bed was gone, and my body sunk deep into a luxurious mattress, and a soft down comforter in a 1000 thread count duvet cover kept me toasty warm. I didn't want to move, but the insistent beeping of an alarm forced my eyes open. I lifted my head and saw a side door open and one of the maids I’d seen the day before slipped in. She kept her eyes down and moved silently over to a wall and threw back the curtains. I covered my face to shield my eyes from the morning sun, but it was still dark out. I groaned, realizing it was hours earlier than I had any desire to be awake.

“It is time for waking my Lord,” she said in a sweet voice, thick with an English accent. The young woman had dark brown hair and big round brown eyes. She was short, with large round boobs and a small firm behind.

“Morning,” I said, rolling out of the bed. I realized I was still naked from the night before and quickly pulled a blanket around my waist, “You’ll have to forgive me,” I said, “I seem to have forgotten your name.”

"I'm Elsie, my Lord," she said with a big grin as she brought over a thick soft robe. She held out the robe, and I had to drop the blanket to slip into it. Her eyes dropped to my naked body, and I saw hers widen and her smile deepened. Then her eyes met mine, and she bit her bottom lip.

“My Lord still has his morning wood,” she tilted her head, glancing up through her lashes, “would you care to have it… ministered to?”

“Um,” I said, frozen in awkwardness, “maybe another time.”

“Of course,” she said, and I thought I could detect a hint of sadness in her voice, “If you would prefer to bathe first, I understand. My apologies, Lord, we will learn your habits and have things better prepared in the future.”

“A shower would be great,” I said, pulling on the robe and cinching the waist.

“Follow me, my Lord," she said with a small bow and turned and lead me to the side door she had come in from. There was a small room on the other side with a large closet and stool and a full-length mirror. On the other side of that small room was a large plush bathroom, with a deep spa tub set into the floor in the back corner, and a large glass-walled shower on one side.​
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