The room was dark with only candles illuminating the tables as I walked inside. My heart was racing as I contemplated what I was getting myself into. I had agreed to meet to see if I met their screening criteria to join them in a rendezvous for sex. This meeting was set up via an online chat room and we had never seen each other. We planned to have dinner together and then decide if we were compatible and we would take it from there.
My eyes almost popped out of my head as this wonderful blonde in a black evening dress walked up and asked, "Are you John?" I said, "Yes, you must be Shari," as I took her hand and pressed it to my lips, trying to be suave beyond my years. I looked into her wicked but mischievous eyes and noticed the love that was there too.
As I released her hand, I looked her up and down and admired her knee-length dress with its split up the side. The front had a low-cut v-neck, which revealed the cleavage of her breasts that I hungered for. "Come along and meet someone you know," she said as she teased me. I watched hypnotically as her hips swayed back and forth and her calves were perfectly formed in her black high heel shoes. What a luscious woman, I thought.
It was Steve! My boyhood friend! My lover, I had told Shari about him, but I was so surprised to see him, I didn't know what to say. He is as tall as me, and built like me, maybe a little taller, and a little thinner, though just as strong as we. I loved how his blond hair and his brown body hair were glowing in the candle light. I was still floored by how and why he was here! But I held my tongue - it would all be revealed soon I am sure.
Shari ordered a bottle of red wine and had Steve poured us all a glass and we all just were quite, trying to have a conversation with just our eyes I think. You could tell that Shari was enjoying the joke she had pulled on me, but I was still getting hard and wanted there to be more. As if reading my mind Shari put her hand on my lap.
One gentle squeeze was all it took to wake up the one-eyed trouser snake and he drew up in the striking position. I am glad that I wore my loose pleated dress pants and boxer drawers that let my 8 inches rise up without restraint. I glanced over at Shari, who stared into my eyes and smiled. She leaned over to her Steven and whispered something, but never took her hand from my boner. He grinned at me and waved the waiter over for the check.
"Let's go play," was all she had to say and I followed the online lover and my real life guy lover out of the front door to her car. Steven winked at me but in a look told me that he was not going to speak to me, it was all going to be up to her. He opened the back door a Cadillac Coupe Deville and waved me inside and Shari followed in besides me. He got behind the wheel and took off, while she wrapped herself in my arms and started kissing me. My hands explored and without meeting any resistance, I began to knead her breasts through the fabric. I wondered if she had had sex with Steven already, and was a little jealous of that, but I just was enjoying the moment too, I did not want anything to disturb this fantasy that was coming true.
She leaned back and unzipped her dress and popped her beautiful mounds free for me to nurture. Her areolas were large light brown circles that wrinkled up as I kissed and sucked on them. The weight of her tits was incredible as I hefted them up to my lips. Her hand was jacking me up and down through my pants and my pre-cum was seeping a big wet spot where her thumb circled over the head. Before I could explore between her legs, the car turned a corner and we pulled up into a driveway of a local hotel.
Shari pulled up her dress and released my cock and opened the door and got out. I quickly followed her as Steven opened the door to the elevator. She was kissing me against the side of the elevator as it was going up, and all Steven was doing, was standing there smiling. I could see his cock straining through his pants, he was enjoying the show, but I wondered what was going to happen when we got into the room.
"Take your clothes off and have a seat," Shari said to me as she grabbed Steven and took him back to the bedroom of the suite. I was left there in the living room of the hotel suite, and did as I was instructed and got completely nude. I was hard, but proud of my erection too, but I just stroked it a bit as I waited to see what would happen next.
Shari came out wearing her high heels, a small facial mask and her birthday suit. Her ample breasts swayed as she walked and her smooth pussy just drawing my eyes to it. The lips of her pussy were fleshy and plump and the vaginal gash was deep and pink and shiny. She was carrying a small overnight bag in one hand and laid it on the floor besides me. "Come suck my pussy, Cutie" she instructed as she spread her legs and I immediately got on my knees and headed right to her lovely crack with my tongue leading the way.
Her pussy was delicious and the slippery fluid flowed freely as I lapped like a little puppy on fresh milk. From the corner of my vision, I could see our image in the sliding doors which reflected all of the room. Shari was massaging her breasts and pinching the nipples into hardness as I slurped her vaginal fluid. My boner was standing out like a flagpole and dripping pre-cum on the carpet.
Steven entered the living room crawling on his hands and knees wearing a dog collar and a blindfold. He was sniffing around the room just like a real dog on the scent of something. I kept lapping Shari’s pussy, but watched his advance toward us. When he got to her, he sniffed up her leg and began to licking up her crack and started tonguing her asshole. Man this was kinky, but I was really into the action and there was no way I would pull my face from this wonderful tasting woman-flesh. Again I was wondering how much they rehearsed this, but I wasn't going to ask, Steven was naturally a bit submissive, so this was right up his ally, and he told me he wanted to fuck a mature woman too when I finally did too. I had told Shari about it too, but apparently she had taken the ball and ran with it more then I would have imagined.
I forgot about Steven until I felt his breath sniffing at my crotch and his hot familiar lips wrapped around my leaking tool and began giving me one of his fantastic blow jobs. He quickly suctioned me deep inside his mouth and was able to work his way down the shaft until his nose was buried in my short hairs. I know he was performing for her too when he managed to stick his tongue out with my dick all the way down his throat and begin to lick my balls. I forgot about eating Shari and took Steven's head in my hands and started to fuck his face.
She stepped away and reached into her bag and I watched as she put on lap harness with a huge strap-on dildo and lubed it up with some cream. She then went behind Steven and slid the large phallic device between the cheeks of his ass and poked it deeply inside.
The view from the sliding glass doors was fantastic and wicked (and I wondered if there was anyone from any angle that was looking into our room too) and my blood pounded wildly in my head. Shari was banging my boyfriend's ass like a machine, which drove him harder onto my swollen shaft. I kept growing bigger inside his mouth as he clamped his lips tightly around my leaking pole. Shari's tits were bouncing wildly as her ass wrinkled up to drive her penis home. I groaned my ecstasy as I erupted down Steven's gapping throat. At last I caught my breath and pulled my still proud dick from his mouth and sat down.
She pulled her messy toy from his ass and took off her dick harness and smiled. "Did you like the performance?"
"Yeah, I sure did, but I wish I had saved myself for you." I replied.
"Oh, that was just the warm up," she grinned as she reached into her bag and brought out another dog collar and blindfold and began to strap it around my neck. I didn't react very quickly after having my balls recently drained until I heard the click of a lock fasten on the collar.
"What is going on?" I asked as she fastened a length of chain on the collar and began to lead me around. I couldn't believe how docile it made me just in that act of putting it on, I was hers. I wanted to be her doggy, I wanted to offer my ass up to what ever she had in store for me.
"Follow me, you little doggy, and everything will be all right," she said as she pulled me to the center of the room stood on the chain so there was very little lead, and my face was close to the floor.
I felt apprehension surge through me, but there was nothing I could do, sure Steven had fucked me in the ass before, but never on display like this, never in front of a sexy older woman I wanted to impress. "You had your fun with my little doggy, now you have to give him some pleasure," she stated as she ran her fingernails through my scruffy hair. Then she was patting Steven on the head and he was licking her hand. "OK Fido, go give the other doggy your bone." I still don't know how she and Steven had arranged this, or how involved they were before this meeting, but he looked like he was her loyal dog for years. I had known Steven since we were just started to be teenagers, and I know that he had never met Shari before, and this was all swimming through my head. When Steven and I had sex I had always been more the dominate one, but here I was, not able to move, and in front of this woman that I wanted to take so badly.
I could see Steven in the refection with his blindfold on sniffing the carpet and trailing my scent. He was whimpering like a dog and I could see his huge dick jerking in his lap as he crawled toward me. My insides were tingling with fear and adrenaline because I knew what was going to happen next. Shari came and sat down in front of me and spread her legs wide and began inserting a vibrator in and out of her pussy a few inches from my face with the chain still wrapped at the arch of her high heel, forcing my head still down toward the carpet.
Watching Steven approach my rear and Shari's awesome pussy spread out in front of me split my attention. The hot breath on my ass caused my scrotum to tighten and I glanced in the reflection to watch as Steven started licking my crack (which I love!). Shari scooted closer and took my head and guided it into her lap as I felt a tongue enter my anal canal. The sensation sent me forward into her wet lap and she held me tightly by the head. "Suck my pussy, you little puppy," she ordered. My will was broken and I obediently began to lap up her secretions as I adjusted to the hot tongue probing my ass.
I began to get a hard on and my body began to rock back into Steven's plunging tongue. It was so weird, but I was enjoying this puppy play and I tried to open up and let him tongue me deeper. My hands were not tied, so I reached up and began to play with Shari's tits and tried to chase her clitoris with my tongue. She started to rock up to meet my probing tongue.
When Steven's tremendous steely shaft began to poke at my ass, I let out a breath and relaxed and rocked back to meet his thrust. Ooohh, it hurt going in, but he stopped pushing and let my ass adjust to the size. Slowly he began to add pressure and it began to slide in deeper and I could feel every ridge of his blood-engorged veins as they rippled inside my ass, oh it felt good in there.
My dick jerked in unison as he pushed inch by inch into my bowels until I felt his hairy balls tickling mine. At last he was totally inside me and he wrapped his arms around me and began to kiss my neck. I responded by squeezing my ass muscle tightly around his hot meat, which caused him to gasp with pleasure.
My mouth started sucking on Shari's clit with urgency as Steven began to fuck into my man-pussy with a passion. He was stroking my dick as he plowed my ass like I had done so many times to him. I responded by pushing back to meet his thrusts and then would dive back into Shari's bush to lap at her juices.
Time disappeared, as I became a sex slave. My helplessness added to my pleasure and I was completely a slut. Being impaled by a huge dick filled me with lust and my prick was rock hard in his hand. Shari pushed my head away and then crawled under me with her legs spread wide and guided my dick into her hot wet pussy. Her legs wrapped around us and locked into place. Steven's plunging drove me deeply into her cunt and I was in heaven.
I didn't have to move as Steven pile drove his meat into my ass and Shari humped up to meet his motion. Her motion began to increase and she started jerking wildly. When she started to cum, her vagina spasms launched my balls into a rapid-fire eruption, which contracted my anal muscles around Steven's swollen member. He gasped as he discharged his love jelly up into my quivering asshole.
We all lay sweating on top of each other for a long time. I felt Steven's dick shrink slowly and finally plop out of my dark hole. She released the chain and I slid down Shari's chest and began to eat my cream from her snatch without being asked. She purred her contentment and rubbed my head with her fingers. I wasn't surprised when I felt Steven spread my ass and begin to eat his load from me.
Though I was jealous that Shari had cooked this up with Steven, I couldn't have asked for a better first time with her, she did show me her ability to top me, now I just needed to turn the tables for next time, and Steven said he would be willing to help me with that too.
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