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Business With Pleasure Stranger Encounter Erotic Story by

Business With Pleasure Stranger Encounter Erotic Story by

Business With Pleasure Stranger Encounter Erotic Story by stranger sex gif

Before I became self-employed, I had a corporate position that sometimes required me to travel on business. I was fortunate enough to stay in the best of hotels, but travel itinerary rarely allowed me to enjoy any of the amenities offered. On this particular trip, my meetings would usually end very late, which I didn’t mind since my out-of-state colleague was a beautiful blond MILF. No I didn’t sleep with her, because of strong business ethics at the time: “never shit where you eat.” However, that didn’t stop me from having lascivious thoughts of what I would to her. On my last night, I decided to celebrate alone and have dinner at a club near my Hotel. Dining alone never bothered me, as I usually made casual conversations with strangers.

 It was Thursday night, and the club had a long line to get in. I managed to get to the front and lean against the wall while I waited for the doorman to approach me.  Next to me were two very attractive woman dressed to arouse.  I shared quick glances and a smile with both of them. The brunette next to me was wearing a short fitted white (almost see through), backless-dress. Her body was vivacious, with curves like Salma Hayek or Brook Burke.  She was fit, with the type of body that would give a man endless sexual pleasures. 

As we waited, other people shifted in line and she ended up pressed against me with her back resting on my chest.  She was so close to me, it felt like her entire weight was on me, and we were vertically lying down.  She stayed close, because night was a bit chilly, and the heat from my body was probably the only thing keeping her warm.  I became bolder and rested one arm against her thigh, while the other was in my pocket, causing my chest to tighten.  Her skin was tanned and silky smooth.  And with heels, she was just the right height to where my cock was snuggled into her ass. 

The scent of her perfumed neck, and soft coco-butter glowing skin, had me instantly aroused. I knew she felt my girth, when she pressed deeper into me, slanting her head back to the side and smiled. 

I then asked, “Comfortable?”

She replied, “Very, hope you don’t mind?”  

Those were the first words we spoke to each other.  She casually returned chatting with her friend as if nothing was happening, and shifting her ass every once in awhile, putting me into a frenzy.  Our bodies were having a flirtatious conversation, while our minds pretended to be unaware of each other.  What felt like ten minutes was, unfortunately, only ten minutes until the doorman came towards me.  I told him I was a guest of the hotel and here for dinner.  As she moved up from me, I felt almost naked. Her body had become part of mine, and when she eased up, I felt as if a layer of my skin was missing.  I gave her one last smile, and a quick nonchalant caress with my hand against her arm, sending her chills. I walked through the ropes towards the hostess so I could be seated for dinner.  I would have asked her and her friend to join, but I saw her kiss the doorman on the cheek, and overheard her tell him they were waiting for other members of their party.  

I sat at a candlelit booth that faced the club.  I ordered my usual vodka tonic and looked over the menu, while my mind purposely tried to forget the sexy sultry vixen as a chance flirtatious encounter.  While waiting for my dinner, I saw my Sexy Brunette on the dance floor with a few of her girlfriends.  Watching her dance was like watching a concubine seduce her king.  She had every man in there staring at her.  A few tried to dance along, but only one succeeded. She probably only allowed it to sway away the others.  He danced behind her, while she grinded into him, raising her arms behind her and teasingly played with him.  She was having a good time, and he was just a toy for her amusement. 

 Halfway through dinner, I felt a piercing stare. I looked up, and met the eyes of my mysterious sultry vixen. She was seated at the bar with a man who I thought was part of her group. However, from her body language he seemed more like an unwelcome suitor.  She sat directly facing me, while he sat towards her side. He seemed to be boring her with mindless chatter, while she sat quiet, continually staring at me with doe-eyes, almost begging me to come and rescue her.  I’m a very confident man, but I’m never rude to another man’s quest for conquest.  Plus, I felt almost bad for the guy.

However, the stares continued and her eyes became pleadingly wider.  As fate would have it, I saw the guy get up and head towards the restroom.  I pressed fate, and immediately b-lined towards her.  She smiled, and I said hello and introduced myself.  She explained that he wasn’t her date, just some thickheaded guy trying to pick-up on her, and wanted me to sit here so he wouldn’t come back.   We made small talk, and when the guy returned, he confusingly hovered around us and eventually walked off.  I bought her a drink, and my mysterious girl told me her name was Cassandra.  She was beautiful! I learned she was 26, and half Egyptian and half Caucasian. She had big light brown eyes, wet full lips, and soft delicate features.  And as I mentioned before, her body was amazing.  Breasts were probably 34-Full Cs, toned legs and arms, flat toned-stomach, and a beautiful luscious ass- barely covered by her short dress.

The moment we began talking, I knew she was mine for the night. We desired each other, and our game of temptation was escalating.  You see, I’m a true “Epicurean,” and Cassandra was going to be carnivorously devoured through every aspect of the sexual debauchery I had planned.  I was going to intrigue her mind, not just her body as the evening progressed.  I love foreplay, and for me, that includes enticing all senses.  I was verbally fornicating my desires to Cassandra through flirtatious conversations and sexual innuendos, slowly arousing her to the ultimate cerebral orgasm.  I was making her wet with my words of lust, as a prelude to what would be her soaked panties sliding off her silky ankles and lying on my hotel room floor.

 I, too, wanted to enjoy the pleasures of her seductress dance moves.  We danced extremely close and were attentive to each other’s bodies.  It was then that I kissed her for the first time.  Nothing lewd. Just a teasingly soft kiss, gently sucking on her bottom lip for a quick second.  Eventually, she begged me to tell her in full detail what I wanted from her.  I grabbed her hand and led her back to the bar.  I stood in the dark corner, while she stayed seated, and whispered in her ear all the erotic sexual things I was going to do to her throughout the night, arousing her fantasies as she smiled and turned red.  I was occasionally kissing her neck, savoring the taste of her scent, and teasingly caressing her soft inner thigh with my warm hand, as she sipped her third Apple Martini and licked her lips while taking in my sensual seduction. 

She had my blood burning with desire, and I told her my hotel was around the corner and I had a suite overlooking Lake Michigan.  I wanted her now, and told her I could be her 1-night-stand “thug-fuck,” or her all-nighter sweating up the sheets until the sunrises. I would give it anyway she can handle it…sex with no boundaries. 

“BUT,” I said, “I want you to equally match my desire for raw uninhibited carnal pleasures.” 

She got up, went to her friends, exchanged a few words, came back to me, and said, “Let’s go.”

 As we walked out, the two guys from earlier just stared with mouths open.  She winked at them, held me tightly as we briskly walked towards my hotel.  As I turned the corner, without saying a word, I gently pushed her towards the side of the building, cupped her face in the palm of my hands, and kissed her. 

Soft and gentle at first, with wet pecks as our lips barley touched, then gradually intensifying with longer deeper more passionate kisses, until finally my tongue eventually met with hers. (I could feel the texture now, as I type this).  With the last kiss, I gently pulled her hair back and raised her face to expose her beautiful neck.  I trailed my mouth and tongue down the side of her neck, stopping to suck and nibble on the area where her neck met her collarbone.  I felt her quiver; feeling her melt into my arms and her legs no longer able to support her.  I grabbed her hand and quickly led her to my hotel.  As we passed the lobby, the receptionist, who I normally saw in the morning, slyly wished us a good evening.  I devilishly said, “We certainly will.” 

The ride-up was exactly that…she pushed me against the elevator and reenacted the kiss I gave her on the side of the building. However, she ended by caressing my cock through my slacks as we heard the door open to my floor.  She turned her body away to walk out while deeply staring at me with lust filled eyes, enticing me to follow her.  I let her lead, and gave her my keycard directing her to room 2323.  Plus I wanted to enjoy the view from behind.  Her dress, which was virtually almost see through, clung to her sexy ass. 

Her long brown hair bounced across her soft back as she cat walked though the floor.  Once she got to the room and inserted the card, before she could open the door, I forcefully pressed my body and hard cock against her from behind, pushing her against door as she gasped.  I bound her hands together, and placed my other hand around her full breasts and whispered in a raspy voice, “I’m going to fuck you 7-ways to Sunday…”

I opened the door, and led her in.  She “wowed” when she looked out the large window to see the endless deep midnight darkness of the Lake. As she stood there, I admired her body and beauty, highlighted by the soft light of the room and moon, thinking to myself, I’m going to devour every inch of her.  I turned on some light music, and sat down in the armchair facing her and the window.  I told her to strip. 

She looked back over her shoulder to see me, and without a word, she began to undress.  As I watched her slide her tight dress over her shoulder, I stroked my cock through my slacks. She now knew how it felt to be pierced through a stare, like she did to me at the club. Still having her back towards me, I watched her slowly take off her bra and let it fall to her side. 

Then, without bending her knees, she ever so slowly slid her g-string down her long sexy legs, bending completely forward with her ass in the air. Uhhhh… I let out a sigh and stroked my dick harder and longer. She stepped to the side and left her fuck-me heels on.  Still facing away from me, she parted her legs a bit and I saw both her hands move towards her breasts and massage them. 

 She left one hand on her breasts, tweaking her nipples, as the other moved southward and played with herself.  When she turned around, she walked towards me…we looked into each other like animals in heat.  I saw her body fully naked, and it was even better than I imagined.   She stood inches from me and slid her finger inside her heat one time, and brought it up to my lips. I sucked her finger, letting her know that was the way I was going to suck on her clit. 

I had to show her she wasn’t the only one with a gifted mouth. 

 I pulled Cassandra up towards me and kissed her deeply, and told her it was her turn. She straddled me while I carried her to the bedroom, allowing my cock to rub against her wet pussy. She was soaking! I could taste my precum in her mouth as we kissed, and placed her down on the bed where she lay on the edge propped up on her elbows.  I stepped back and began to fully undress for her as she did for me, while she licked her lips and played with herself. 

I moved towards her and stood next to the bed between her legs as I rested on top of her, feeling her warm soft body against mine.  We kissed passionately, as my mouth traced downward, stopping at key points of her body.  I grabbed both legs and raised them over my shoulders, as I kissed, sucked, nibbled, and licked her toes, then her ankles, then calves, until I reached her inner thighs. 

I was slowly making my way towards the middle of her sexy body.  She was a goddess to me, and I wanted to take my time to consume every inch of her. I was building an appetite for Cassandra, and couldn’t wait to get to the center.  As I approached her inner thighs, I sucked on them, until I left a mark. She would grab my head, and arch her back, while I played with her breasts and tasted her skin, as she moaned with delight.  Every now and then I would twist her body to the side, so could lick and suck the crevice of her bubble-ass well, slapping it playfully.

 I could smell her sex as if I were a beast tracking the scent of prey.  She was calling my name several times, as my hands and mouth explored her body… I moved closer to her wetness, and my eyes saw above the horizon of her hip; a cute little sun-tanned butterfly tattoo right below her navel.  I kissed it, as she played with my hair.  My fingers traced her outer layer, while my mouth followed the trimmed hair pattern between her legs.  She was moaning, and begging me to stop teasing and take her.  I too was overtaken by the sweet scent of her wetness, and I gently kissed her pussy, quickly following it with the flatness of my entire tongue against the full length of her opening.  

One hand rested on her abdomen, and the other continued playing with her full breasts, while my mouth did its duty.  She clenched tightly to the sheets, grinding forward against my face.  I alternated between twirling my tongue around her clit to darting it inside her opening, feeling and tasting her pink juicy walls.  When her moaning became louder and her body movement intensified, I knew she was approaching her climax.  I then moved my fingers inside, penetrating her deeply and feverishly, as I pressed my full lips against her and arrowed my tongue against her clit.  I knew right then she was going to gift me with another orgasm.  I hooked my finger inside her, while my other hand moved underneath to play with her anus, as she rode out her climax. She tasted divine!  I slowly eased up, and let her come down from her orgasmic fury. 

As she rested, I moved up to her and held her tightly, spending quality time admiring her figure and sucking her breasts and gently teething her nipples.  Still being very hard, she knew I was ready to give her what we really anticipated.  She

 She bent forward to kiss me passionately and run her fingers through my hair and down my chest.  Her tongue chased mine, trying to taste her juices, but it was already gone.  She unbuttoned my shirt, got down on her knees, and undid my pants. I felt her warm hands and nails slide on the outside of my thighs as she pulled my pants down.   While maintaining eye contact, she leaned forward towards my crotch, and put her mouth on my cock through my boxer-briefs and gently nibbled underneath my shaft, while cupping my balls.  My stomach tightened and I arched my back up, as my hand played and tugged at her hair.  As her mouth moved closer to the top my shorts, her hands pulled my briefs down, and my hard cock sprung out and twitched close to her face, barley brushing her.  She gave an open-mouth smile, and we both softly laughed…feeling her hot breath against the wetness of my shining pre-cummed head.  My boxer-briefs where now off, and she examined my cock between her hands voicing her admiration.  She licked my balls and stroked me, as her mouth made its way up to the top of my tip.

And in one smooth sucking motion, she took me straight down to the base, deep throating me. My head fell back and I let out another deep sigh… “Uuuhhhhh…god,” I moaned.

She continued to blow me from tip to base in slow sucking strokes, while massaging my balls.  Every once in a while, I could feel her heavy breasts against my balls and thighs.  Now and then Cassandra would break away from my dick to lick my balls and juggle them between her tongue, while stroking my saliva lubricated shaft.  She was Fucking Gifted!!  The pace of her sucking devotion gradually picked up, until I grabbed her by the hair and face-fucked her.  Cassandra was humming and moaning on my cock, while fingering her pussy. I played with her breast and pinched her nipples with my free hand, while she brought herself to her first of many small orgasms of the night. I voiced how insane her mouth-action was and I was sooo fucking close to cumming.  When she finished her climax, she put her cum soaked fingers in my mouth, and continued her cock-worship.  I was getting ready to blow my well-deserved load, but my mind said not just yet. Her cum-fingers tasted so good, began stroking my cock, and looked at me with those big brown eyes, and said she needed it.

“Please fuck me, I want you to fuck me like you promised you would…” 

I pressed on her shoulders, resting her down against propped pillows.  I took my cock in my hand, and rubbed it against her face and between her lips. I told her suck it up good and get it lubed for me. She greedily complied.  She placed both her hands around my ass and had me face-fuck her, while she made wet slurping sounds.  I knew she loved my cock, and I pulled it out to ask her again, “So you want this?” I playfully slapped it across her mouth and face. She begged yes. 

 Our anonymity allowed her to become my wanton whore. She played the slut role and played it well. As I allowed her to give me one last final suck, I moved down between her legs. This was the final moment; raising one leg above my shoulder and spreading the other leg wide apart, I took my cock head and rubbed it against her opening, pushing just the tip of it into her slit, watching my head crush her clit as it inched in. 

She let out a soft moan and placed her hands on my thighs to push me forward and enter her.  With one swift, slow motion, I eased my cock deep into her pussy until my balls rested against her ass.  She tilted her head back to the side, and we both moaned with pleasure. Her pussy was tight, and fit my thick veined uncut cock like a glove.  I leaned forward and rested deep into her for a few seconds, indulging in the wet tightness.  I squeezed her breasts, and rested my head along her side, as I gradually starting moving my hips in a slow circular motion, digging my cock deeper and deeper into her.  She was sucking my neck, and running her nails along my back, whimpering from the pleasures my cock was giving her. 

I listened and watched for the movements of her body, and used it as a guide for the style of fucking she needed.  Her body was starting to match mine, and the arching of her hips met the movement of my thrusts.  We eventually moved into a position where both her legs were over my shoulders and I was pile driving her, hard, fast, and with deep strokes.  Cassandra was in an aroused trance and almost erotically silent, with just an open mouth letting off soft sounds of rapture.  Her eyes glazed over, digging her nails into my skin, as I violently gave her very inch of what I had.  I quickened my cock-assault when I heard her whisper she was going to cum…the soft moans turned into high pitched cries of pleasure as she screamed the intensity of the orgasm she was having. This one set off multiples, and she steadily rode it down with me until we briefly rested in each other’s arms. All she could say was, “Thank you…”

 I was now ready to cum, and wanted to take her in one of my favorite positions. Not wanting to pullout, I maneuvered her sideways, and spoon-fucked her.  I was whispering in her ear, how beautiful she was, and how amazing she felt.  She reacted by pushing harder against me and dearly caressing my face. My hand cupped her pussy while the other gave her breasts much attention. We fucked like this for a few minutes, until I was feeling my balls clench. I leaned her forward on her stomach, and eventually tucked a few pillows underneath her to raise that beautifully sexy ass.  She loved this position as well, as she gripped the sheets and bit into the pillow. 

She began talking nasty, knowing I was getting ready to blow my load, and encouraged the rough sex I was giving her. “Fuck me baby…I need you to fuck me hard…this is your pussy tonight.” 

I fucked her the like slut she wanted to be, and slapped her lovely ass and pulled her hair while my cock slammed continually into her.  The sounds of flesh slapping, and the smell of our hedonistic sex was intoxicating.  I put my finger in her mouth, as she licked and sucked on it. I quickly slid my cock out and rubbed it dry between her ass to lube it up, while simultaneously moving my sucked finger into her pussy.  She knew what was coming, and gleamed with delight.  I slid my cock back into its wet nest and continued enjoying her from behind, while I gently circled her anus with my juiced finger. She reacted by slamming her hips back towards my thrusts, jamming to the hilt. 

I now pushed my lubed finger deep into her ass as she let out a long deep moan.  She looked back at me with those sultry bedroom eyes and wicked smile.  Fuck she was a good lay!!   She muffled her moans of pleasure by putting her face into the pillow.  She moved her hand towards my finger to hold it there, moving it in/out, while her other hand braced herself from the deep-fucking I was giving her.  I was getting ready to cum, and I told her so… I was at my climatic point and we were going to cum together!   Our entire evening was leading up to this point of indulgence.  Her body movement became more turbulent as she rode to her final intense orgasm, juicing my cock.  I grabbed her hair with my free hand, to pull her up towards me, and said, “Where does my slut want it?”

Her reply was, “Everywhere.”

 Seconds from cumming I pulled out and she spun around to grab and stroke my cock to its long awaited orgasm.  I groaned like a beast, and shots of rope-thick cum landed on her face, breasts, and stomach… I collapsed next to her, and she licked us clean.

It was approaching early morning, and she slept in my arms.   I awoke to her straddling me, as I watched her breasts sway in front of me.  She sensuously grinded her hips into me, as my hands and mouths traveled where they pleased.  This time, I came deep inside her, gripping her waist deep into my hips, as she quivered and grinded through her orgasm.   

 I ended up missing my flight but it was all worth it for Cassandra.  Shortly after that, I left the company, and haven’t returned to Chi-town since.  

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