Her big natural breasts jiggled enticingly in a silk blouse as she walked towards me in the half empty hotel bar. She was a big girl, not fat really but tall and curvy with full hips, a narrow waist and enormous tits. Her ass was big and round and swayed gently inside her tight skirt as she walked drawing admiring looks from almost everyone as she moved past them with fluidity and grace.
My eyes followed her and soaked in her beauty. I smiled when her pretty green eyes met mine and my breath caught momentarily in my chest.
She smiled brightly back at me as she stopped walking and stood in front of me with her hands resting on her wide hips, giving her a confident sassy demeanor that I liked a lot. I had never dated or been with a bigger woman before but I had recently found myself drawn to them like a moth to a flame. She was stunningly beautiful with big green eyes, full lips and a crystal clear complexion.
“Like what you see sugar?” She asked in a sweet Texas drawl that sent shivers down my spine. Her big breasts peaked out of her low cut blouse and a simple diamond pendant at the end of a silver chain drew my attention briefly to her generous cleavage.
“Who wouldn’t? ” I replied with a soft laugh as I fought the urge to look back at her amazing cleavage and held eye contact with her. She was almost the polar opposite of my previous girl friend who was a petite, small breasted blonde with a pixie hair cut and small features and yet she was one of the sexiest women I had ever seen.
“Then why don’t you buy me a drink?” She asked confidently. She sat down in the empty chair beside me and stuck out her soft, feminine hand. “I’m Shelly.”
“Rob.” I took her silky hand and held it as I continued to look into her sparkling green eyes. They were deep green like emeralds and the contrast between them and her long dark brown hair was striking.
We sat, drank and talked for several hours. The conversation flowed smoothly from one subject to the next without a single moment of uncomfortable silence and she even seemed sincere when she laughed at my jokes which was a welcome change from my last girlfriend who struggled with anything resembling humor.
Shelly was from Houston, “born and raised,” but was in town, like me, for a convention and her room was one floor up from mine on the top floor of the semi-luxury hotel.
The lights in the bar came on around 1am signaling closing time and we both finished our drinks. I didn’t want the night to end and I hoped Shelly felt the same way.
“Will you walk me to my room, ” she asked softly as though reading my mind. Her voice had a beautiful melodic tone and she flashed a playful smile that let me know that she wanted more than just a friendly escort to her suite.
“I would love to,” I replied as I stood and took her smooth hand in mine.
We walked hand in hand to the elevators. I felt extremely comfortable with her and my heart raced as the elevator doors opened and we stepped into the empty elevator car alone for the ride to the twelfth floor. Our conversation in the bar had been relatively reserved but the subtle undertones gave me a feeling that there was more to this beautiful woman than met the eye.
She stepped close as the door closed and pressed her lips to mine. I am over six feet tall and I’ve had to bend down to kiss every woman I had ever been with but Shelly was nearly my height in her heals and our bodies melted together perfectly as our lips parted and our tongues entwined.
We kissed deeply and passionately for the entire ride to her floor and as the chime signaled an end to the ride I had a prominent bulge in my pants from my achingly hard cock. It had been nearly three months since my previous relationship had ended and during that time I’d only had sex once with an old friend. As such I was beyond horny and I was ready for anything.
We stumbled into her hotel suite with our lips locked together and our hands pawing to untuck, unzip and unbutton our clothes. Her blouse fell softly to the floor and I gasped with delight. Shelly was nearly the same age as I but at almost forty her body was still firm and youthful.
I fumbled with her bra and let it fall beside her white blouse as I gazed lustily at her gorgeous tits. They were still firm despite their size and the sight of them literally took my breath away.
“Haven’t you ever seen a pair of tits before, ” Shelly said playfully as she tossed my shirt onto a chair beside us.
“A lot of them but never any as breathtaking as yours,” I replied honestly. I glanced around the room for a bed but found only a couch, chairs and a full kitchen in the big room of the hotel suite.
“Aren’t you sweet,” she said softly as she sank to her knees in front of me and pulled my dick from my suit pants. She looked at it with a lust filled gaze and then wrapped her soft lips firmly around it as her eyes caught mine. She looked up at me soulfully as her head moved forward. Inch after inch disappeared into her mouth until her nose pressed tightly against the neatly trimmed patch of hair above my dick.
She held my cock in her hot throat for a seemingly impossibly long time with her eyes locked on mine. Tears streamed down her cheeks leaving brown mascara streaks in their wake.
“Oh god,” I moaned deep and low. My cock is above average in both length and girth and most of the women I’d been with had been unable to take it all down their throat much less hold it there until my legs got weak.
“Like that do ya,” she said when she finally came up for air. She had a huge smile on her pretty face and she held my dick with both hands. She licked slowly up one side and then the other before sucking hard on the head and swirling her tongue around it sending me into orbit.
“Oh yes,” I hissed loudly. She knew her way around a cock and I moaned softly as her hands slid between my legs and rubbed gently across my asshole. I loved playing with and licking girls asses but I had only had one girlfriend who was willing to reciprocate and that had been several years earlier.
Shelly sucked me hard and wet for a long ten minutes and while she brought me to the edge several times she stopped short of letting cum. I was shaking with desire when she released my dick from her talented mouth and flashed a sexy smile. She stood up with saliva covering her face and wrapped her arms around me pressing her huge tits against my bare chest. Our lips met again in a deep kiss as her hard nipples rubbed against mine.
My hands moved over her silky flesh down to her big round ass. I grabbed it and she sighed letting me know that she liked me playing with her ass. I stepped out of my pants and unzipped her skirt. It dropped to the floor and I stepped back to admire her beautiful curvaceous body.
“You are gorgeous,” I said softly as my eyes soaked in her beautiful curves. I had never seen a woman with a body like hers and looking at her was an eye opening experience. Every thing on her was sexy and I couldn’t wait to explore her from head to toe.
“Let’s go get comfortable, ” Shelly said as she led me into the big bedroom of her hotel suite. The room was huge with a large 4 post king sized bed on one wall and windows along another looking out across the city and the river in the distance.
Shelly laid down on the bed and I settled beside her. Our lips met in a soft wet kiss as our hands explored the warm flesh of our bodies. My fingers ran through the neatly trimmed tuft of hair above her pussy and glided across the slick folds of her excited pussy. She was incredibly wet and she moaned deep and low as I dipped two fingers into her honey pot and stirred her juices.
“Stay there,” Shelly insisted. She rolled on top if me and straddled my face. I panted as I looked up the soft round topography of her sexy body. I could see drops of her juices clinging to the swollen lips of her sex and my mouth watered in anticipation of tasting her.
My cock was painfully hard and it pointed skyward announcing my excitement like a beacon in the sky.
Shelly lowered her pussy to my hungry lips and I pushed my tongue deep inside her hole. She tasted divine and I lapped her pussy like a thirsty puppy. My tongue attacked her hard clit until her body quivered and quaked from her first climax of the night.
My face was soaked with her juices and the smell of her arousal hung heavy in the cool air conditioned room.
“I want you inside me,” Shelly panted as she lay on her back with her thick, strong thighs parted wide. I was used to being in charge sexually. All of my previous girlfriends had been passive or submissive but Shelly was clearly used to getting her way. She pulled me on top of her and guided my dick into the silky wet embrace of her wet pussy.
Our bodies moved together as one, thrusting and writhing as we worked toward a climax. Shelly thrust her full hips hard into me. Her breathing was ragged and labored. She cried out loudly as she came and I felt her juices soak my skin.
I continued to fuck her hard and fast until another orgasm rocked her beautiful body leaving her sweaty and out of breath.
She pushed me onto my back and slithered between my legs as she looked at me with soft sexy eyes. Her tongue slid across my sensitive asshole making me moan wantonly. She grabbed my dick and squeezed it hard as she pushed her long tongue past my sphincter. The feeling was incredible and I felt like I would explode at any moment.
“Like that huh,” she teased. Her fingers joined her tongue and penetrated my asshole as her tongue lathered my taint.
“God yes,” I panted. I wanted to cum and everything she was doing was bringing me to the brink.
“Then you’ll love this,” she laughed as she climbed off the bed and walked over to her suitcase.
I watched wide eyed as Shelly fastened a black leather harness around her waist and inserted a strange bent dildo into her pussy. The other end protruded from the harness and jutted lewdly from her body.
“What’s that?” I asked hesitantly. I knew what a strap on was but I had never seen one and I didn’t know that part of them went in her pussy.
“This is my girl cock,” she cooed as she wrapped her fist around it and smiled. “It’s called a feeldoe and you are gonna love it.” Shelly moved toward the bed and I started to get up.
“No baby,” she said softly, “stay on your back, it’ll feel better that way.” She poured lube over the latex phallus and settled between my splayed thighs with a devilish grin on her beautiful face. I had never had anything bigger than a single finger in my ass and yet I was strangely comfortable with being fucked in the ass by a woman I had just met with her strap on.
Shelly eased two fingers inside me after pouring a generous amount of lube down the crack of my ass. Her fingers felt good, especially when she found my prostate and rubbed it.
My cock twitched and thick viscous cum oozed from it as I shuddered with a small climax. It was unlike anything I had ever felt and my cock remained rock hard.
“Are you ready Baby?” Shelly asked as she rubbed the smooth tip across my virgin ass. “Are you ready to get fucked?”
“Yes,” I hissed loudly. Despite a total lack of experience getting fucked I was more than ready. I was shaking with desire and I grunted loudly as she buried her girl cock deep inside me.
Shelly started slowly. Her hips moved in languid circles pushing the feeldoe all the way in and easing it out slowly. She let me get used to the size and the sped up. He thrusts were long and hard and another small climax shook me to the core.
“Stroke your dick Baby,” she told me. I could hear the tremolo in her voice and I knew she was going to cum again. I wrapped my fist around my hard throbbing manhood and stroked it fast.
Shelly cried out as she came and her guttural cries pushed me past the point of no return. I grunted and groaned as ribbons of cum spewed from my cock onto my stomach.
We lay naked together in the big bed. Our chests heaved and sweat covered our bodies.
“That was amazing,” I told her as I ran my hands over her delicious thick body. I stroked her slick girl cock and squeezed her big beautiful tits as she lay beside me and I felt my dick start to stir anew.
“Suck on it,” she said softly as she gently guided my lips to the tip of her latex phallus. I had never had a desire to do anything like that and yet her soft sweet voice and gentle persuation coaxed me onto her cock. My tongue slithered up the shaft and I looked up at her with soft pleading eyes.
Shelly smiled at me and sighed softly. “You look good with my cock in your mouth, ” she cooed. Her hands held my head and guided it up and down on her strap on. The sensation was unreal and I ground my rejuvenated dick against the bed as my head bobbed over her delicious thick cock.
“I bet you’d suck a real cock right now wouldn’t you,” she whispered. Her fingers ran slowly through my hair and I moaned my affirmative reply despite my reservations. I had never had a gay or bisexual thought before and yet in that situation the idea of giving head seemed exceptionally hot to me.
Shelly turned around and took my dick into her warm, wet mouth and blew me as I blew her. Images of a real cock filled my head and I exploded shockingly fast in her mouth filling it with hot salty cum. She pulled me off her dick and kissed me hard. Cum spilled from her into my mouth and I tasted myself for the first time in my life.
The taste was surprisingly notbad bad and the mind fuck of swallowing my own jizz was intense. We continued to kiss for a long time until we both started to tire from the late hour.
“Thanks sugar you were great” she said sweetly. “If you wanna do it again tomorrow you know where to find me but for now I’m exhausted and I need to get some rest. Would you mind letting yourself out.” She kissed me tenderly on the lips and rolled onto her side.
I walked into the next room and quickly got dressed. My mind was reeling and I felt confused. Had I really just gotten fucked in the ass? Had I really admitted to both her and myself that I would suck a real cock? I knew I wasn’t gay because I was still incredibly attracted to women but I had to admit that her cock had felt comfortable in my mouth and I wondered if a real one would be the same.
Shelly was sleeping when I looked into her room. It had been an eye opening night and there was no doubt in my mind that I would be back later.