The Anniversary Escort

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The Anniversary Escort Page 2

by Nikki Kendrick

"It's not about the food here, it's about the service."

  We exited the car and I breathed a long sigh as we made our way in.

  ***

  The restaurant was dimly lit inside. The aroma matched the walls and tiled floors that were stained with a yellowish tar color showing the history of being heavily smoked in. The small amount of customers I saw inside didn’t seem to reflect the large amount of cars I saw outside. And strangely for a social place like a restaurant it was weird that most of other customers were men sitting by themselves.

  We were seated at small wood table in the center of the restaurant and I could feel the peering eyes of the other customers piercing us as we paged through the menus. I was used to this attention whenever I was out with Laura as she always drew the gazes of men. Despite not being blessed in the breast department, she more than made up for it with her youthfull petite figure, nice tight ass and long legs. As I was accustomed, I ignored the stares and went on browsing the menu when our server approached. He was a younger tall thin man, not unlike myself, but where my skin was smooth, he muscular and veiny. He wore tight restaurant t shirt with matching equally tight blue jeans.

  “Hi, I’m Barry and I’ll be your server tonight. Can I start you two off with anything to drink?”

  “I’d like a be-”

  “We want the back door special.” Lauran interrupted.

  “Wait.” I said. “I didn’t see that on the menu.”

  “It’s one of our off menu… items.” Barry exclaimed as he eyed me up and down. “I have it myself at the end of all my shifts. For the two of you, it’ll be twenty dollars.”

  Laura dug through her purse quickly and slapped a twenty on the table.

  “Perfect. See there in that back corner where the red door is? Well through that door is a set of stairs that’ll lead to the back room.” He instructed. “It’s dark up there, so don’t go too fast. And the only thing we ask is that you’re not there longer than an hour or so. Normally it’s not a problem, but tonight we’re pretty close to capacity.”

  “Great!” Laura said as got up and grabbed my hand and pulled me to get going.

  “Have fun!” He gave us a wink and off we went.

  ***

  Laura's hand never left mine as we walked up the stairs. The stairway was dark, just like Barry explained. The walls were painted black and the lights were so dimly lit that I could not see much more than a few feet in front of me.

  The dim lighting didn't deter Laura as she pulled me up the stairs and down a long narrow maze of corridors. She guided me with every twist and turn until we reached a corridor with a line of doors that resembled more a line of bathroom stalls with walls and doors that went to the floor. The corridor smelled of familiar with a musty smell that I couldn't place.

  "Laura, what are we doing here?"

  "This door is open. Let's go in there."

  She pulled me into one of the small rooms and shut the door. The room was just wide enough for the 2 of us to stand comfortably side by side and like the rest of the upstairs black walled and dimly lit. On each of the walls to the left and right of us at about waist height there was about a six inch diameter hole.

  The darkness, the musky smell, the holes, it finally dawned on me where we were.

  “Is this a gay sex hot spot?” I asked even though I already knew the answer. “I’m not into guys Laura.”

  This was only a partial truth. While true that I didn’t find a man’s outward appearance attractive, I did find his cock, balls, asshole and cum hot in a taboo way. So much so that I’d occasionally watch gay porn to get my fix.

  “I kinda thought it would be hot to watch you suck a cock or two.”Laura smirked as she reached her hand through one of the holes. “And remember, it’s our anniversary and whatever I say goes.”

  “I....”

  I was lost for words. I’ve fantasized about sucking a cock, but I never intended on ever actually doing it.

  Laura’s hand returned from the hole accompanied with a hard five inch, uncircumcised cock with a tuft of coarse dark hair at its base.

  “How about I start, and you cut in when you’re ready?” She teased as she knelt before the rigid member.

  My cock throbbed, reminding me how I desperately needed to cum as I watched Laura pull this strangers foreskin back and began licking up his shaft before taking his cock into her mouth. I never thought watching her suck another cock would be such a turn on.

  I knelt beside her and watched closely as she slurped and sucked the unknown cock with the best of her abilities. I knew from experience that her best cock sucking wasn’t going to get this guy to cum as while she was an eager cock sucker she often missed the mark on hitting the sweet spot to make me cum and had to finish me off with a combination of mouth and handjob.

  I could hear the groan coming from the other side of the thin walls and couldn’t take it anymore. I wanted the stranger to cum as badly as I myself wanted to cum.

  I started to kiss the base of the cock and as if on cue Laura joined me on the other side of his cock. Together our lips worked in tandem sharing his shaft with our lips until I finally took his head into my mouth.

  "Mmm yeah baby, suck that cock." Laura purred.

  It was a surreal experience, like a dream. This cock between my lips felt like it always belonged there. I sucked him the way I would like to be sucked with my tongue running around the sensitive spot on the underside of his mushroom and then applying maximum pressure with my lips as they made short strides back and forth quickly over his head.

  It wasn't long before the cock pulsed and shot after shot of hot jizm dripped down to the back of my throat. I swallowed some but also left some to linger on my tongue.

  “That made my pussy sooo fucking wet. Did you like the taste of his cum?”

  "Bitter and salty." I said as I swallowed the last of the cum. "But not in a bad way, it actually tastes really good."

  “Ah you're already such a cum slut. I bet you can't wait to get more."

  Just as I nodded in agreement another cock poked through the same hole.

  "Time for seconds, you lucky little slut."

  I didn't need any coaxing and took the cock in my hand. Warm, rigid, this cock was circumcised and maybe an inch or so longer than my first. Licking my lips I stuck it's small purple head in my mouth and began milking it much like the first. And much like the first cock it wasn't long before the man on the other side of the wall was groaning, but this time I could hear his voice talking to me.

  "Deeeeper." Said he said. "Take me deeper."

  I loosened my grip on his shaft and pressed further in toward him. His cock brushing far back on the roof of my mouth as my sucking strokes lengthened.

  Before long, this cock too shot a small but satisfying load down my throat and retreated back through the hole. This was far easier than I imagined, perhaps naive due to the exaggerations of stamina in porn.

  I turned to look for Laura's approval and found her sucking her own cock through the hole on the other side of the booth. She stroked furiously with her small child like hands in conjunction with sucking the tip. It was so hot watching her suck a cock that wasn’t mine and I couldn't help to not imagine fucking her doggystyle as she sucked it.

  "Uuungh." The hidden man moaned.

  Laura opened her mouth and stuck out her tongue, resting the swollen head on top of it as she hastily tugged out rope after rope of his cum down her throat and upper lip.

  The cock receded and I leaned into Laura licking the white goo from her upper lip before pressing my lips to hers. Our tongues swirled together, sharing Laura's prize with a deep French kiss.

  Finally, she grabbed me by my throat with one hand, and pushed my jaw open with the other. With her face overtop of mine she opened her mouth and let the remaining spunk drip from her lips onto my tongue. Happily swallowed the meal given to me.

  ***

  Two more cocks poked through both the holes awaiting release.

  “These
cocks will have to find some other mouth’s Jon. We have to get going so we can have our own fun.” Laura winked.

  WIth that we exited our little dark room and left the restaurant.

  ***

  The drive back to the hotel was more ominous than the drive out with many of the street lights have being burnt out.

  “Laura.”

  “Yeah?”

  “I’m not gay.”

  “I know Jon.”

  “Laura.”

  “Yeah?”

  “When we get back home, I kind of want to have sex with a man, and I want you to watch.”

  Laura just responded with a big smile and continued our drive to the hotel.

  ***

  I swiped the key card and opened the door to the hotel room. As the door shut behind us Laura pressed herself into me, kissing me on the lips.

  “Strip to just your panties and tights and get on the bed.” She said.

  I whipped off my shoes, socks, jeans and tshirt and hopped onto the centre of the bed while Laura rummaged through her large suitcase. The smell of sex was strong from the precum that had soaked through my panties. Laura pulled out two long black nylon straps with cuffs attached to the ends.

  “Give me your hands.”

  I submissively put my hands out. Laura cuffed each wrist and tied the straps to each bedpost, forcibly spreading my arms to the sides.

  “Almost perfect.” She reached down to the suitcase again. “Just have to add the last finishing touches.”

  Laura brought up a make-up kit and a medium length blonde wig with bangs. She placed the wig on my head and brushed the hair with her fingers as the long locks tickled my shoulders.

  “You make such a pretty girl Joan.”

  I furrowed my brow, befuddled.

  “Joan?” I asked.

  “Oh yes. The rest of the night you're my slut Joan.” She said as she began applying a deep red lipstick on my lips. “Just a little shadow, liner, mascara and you’ll be all set.”

  Laura had introduced me to so many things that I didn't know about myself today. I would never have imagined I'd like sucking cock and swallowing cum so much. And now I'm certain there'll be a lot more cock and many more loads in my mouth in the future. I also never imagined I'd like the feel of wearing stockings or panties so much and the idea of being dressed up like a slut really turned me on.

  "Finished." Laura put down the brush. "You know, in the right lighting, you’d fool a lot of people. You look sooo hot Joan."

  "Thank you." I said in my best attempt at a female voice, straining my vocal chords.

  "I love the voice.” She said brushing my cheek. “Now close your eyes, I don’t want you watching me get ready.”

  As I closed my eyes I could feel drafts of air as Laura moved with quickly. Clothing dropped, zippers zipped and unzipped, and buttons clicked.

  “Okay, you can open your eyes now.”

  I opened my eyes to see the woman I loved. Topless, her small tits exposed, and her tiny nipples hard. The low lighting was perfect to see the definition in her arms, and toned waist. She had on black leather harness wrapped tightly around her waist and thighs. The centre of the harness held a dildo that was perfect for Laura. It was realistic with all the creases, and veins of a real cock and matched her skin tone to a T. Perfectly sized for her, a good six inches or so, and considering Laura’s diminutive figure the dildo didn’t look comically large or too small. It was just right.

  “Your cock is so nice.”

  “Do you want to suck it?” She teased gripping and waiving it with her right hand.

  I nodded and Laura climbed up onto the bed and straddled my chest. I she climbed over me I could see the leather harness still allowed access to her smooth pussy and tasty tight asshole. Bending at the neck I took the dildo into my mouth. The material had a fleshy give to it that was gentle to the touch while still feeling firm between my lips.

  I began using my new found talent bobbing my head and sucking on the flesh tone toy when a knock came from the door.

  “Come in.” Laura shouted.

  Shocked and embarrassed I dropped her cock from my mouth.

  “Laura, you can’t just let anyone in he-”

  The door opened and in came the woman from the hotel bar. Just as tall and beautiful as I remembered.

  “Melina! Hi.” Laura smiled as she hopped off me and went to greet her.

  Melina towered over Laura. Easily over a foot taller with her platform high heels as the two women stood next to each other.

  "Mmm, I see the two of you already got started." Melina said as she took hold of Laura's shoulders.

  "But it's now going to a whole lot better with you here." Laura whispered.

  Melina bent over and the two women kissed. The type of kiss of you would only see in a porn movie, open mouths, lip biting, wet tongues swirling against each other.

  Other than perhaps our wedding day this was easily the best day of my life as I watched these two gorgeous women explore each others bodies with their hands while continuing their kiss. Laura grasped Melina's breasts through her dress while Melina caressed Laura's ass and jerked her artificial cock.

  After a while their kiss broke and the two women looked over at me.

  "I see the panties and stockings I gave you fit Joan perfectly."

  Melina pulled her hair back over her ear and tilted her neck slightly to one side as her eyes continued their stare. "And the blonde wig you got from me... Mmm, I love blonde girls."

  "Just wait till you try Joan's mouth. She's really good." Jen bragged.

  "Well help me out of this dress and let me try her mouth then."

  Laura got behind Melina and unzipped the back of the blue dress. With a little shimmy from Melina the dress came crashing to the floor. Her body was lean and curvy. Her skin was perfectly bronzed with no trace of tan lines around her bountiful breasts. Obviously fake, her tits were very large and round with dark delicious silver dollar nipples perfectly placed. I could see a thin landing strip of hair protrude from the top of black low cut panties.

  The thumbs of her French manicured hands dug into sides of her panties as she walked over to me.

  "Are you ready for my sweet little treat?" She said.

  I nodded and lips my lips in anticipation to see and taste Melina's juicy pussy.

  Melina slowly pushed the elastic waistband down over her curvy hips. Down, down, down until the panties no longer covered her little tanned... cock and balls?

  "You're a..." I paused not knowing what to say.

  "She male, tranny, transgender?" Melina replied while taking her cock into her hand. "Call it me what you want, none of that offends me." She said as she began to pull on her little childlike cock, stretching it in and out like a rubber band. "Now I heard you had a good mouth so get ready for my hard candy."

  Like a magician's handkerchief with each tug her cock grew bigger and bigger. And when the rabbit was finally pulled out of its hat, the tada moment had Melina left holding a thick nine to ten inch cock.

  "Open wide. Real wide." Melina demanded.

  I licked my lips and opened my mouth and Melina slid her rigid cock between my lips. Her cock was so much thicker than the ones I sucked earlier in the day and was far more difficult to work my tongue around. I did my best and bobbed my head up and down, milking her cock head with my lips.

  At the corner of my eye I could see Laura climb up between my legs. My cock sprung up as she removed my panties and then with a little tug the long forgotten butt plug.

  "Yeah, fuck Joan's ass Laura. Get it ready for me."

  I could feel the cold sensation as more of the lube was being squirted on and in my butt. Laura spread my legs wide apart with her arms and pressed in closely. Slowly and gently she entered me with the strap on which was not much thicker than the plug, but just enough to be noticeable.

  I moaned in pleasure as Laura pressed in deeper taking my anal virginity and started fucking me in a rhythm that was more like lo
ve making than hard fucking.

  Melina grasped me by the back of the head and began gagging me with her cock, thrusting it to the back of my throat and then out again allowing me to take in a quick breath before gagging me again.

  I was experiencing two ends of the spectrum of paralyzing pleasure from these two beautiful women. On one side Laura was thrusting into my gaping ass with her soft fleshy dildo, and wIth each thrust I could feel her love and passion for me. And on the other side Melina used my mouth like a fuck toy, controlling my breathing with full dominance.

 

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