Rambling Down the Road

This contains adult sexual situations so if you are under 18 go away.

Riding through downtown always on the watch for a rider, always on the prowl. It is not exactly predator and prey but at least it is something to take the edge off. You must have a feel about it, some would call it a sixth sense. What areas to cruise at what time of day, almost a need to be able to predict the need of a random stranger. A ping and I head to the place to pick up my next rider.

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I pull up to a hotel on a less than savory side of town. The hotel is run down, the light on the sign is flickering like it is threatening to go out at any time. I can smell the weed clinging to the early morning air as I push the button that sends the rider a signal I am there. It is always a crap shoot as to what kind of person will be at an establishment like this. A door opens a couple rooms up and a lady is waving to me with her phone in hand, a universal signal to a driver like me that is the person I am looking for. She opens the door and gets in, not what I had been expecting at all. There is the smell of an expensive perfume to accompany her smart style of dress. She did not have the disheveled appearance I was anticipating. A quick verification she was the correct person and the address and off we go into the early morning darkness.

I focus on the road as she is on the phone talking to someone and she laughs then bids them a good morning and thanks them for a wonderful night. Suddenly it is quiet except for the music I play to keep my mind occupied. I can see her in the mirror as she is working with her phone a minute later, she clears her throat and apologizes for being preoccupied. I tell her it is no big deal to me; I have had business types spent an hour or longer in dead silence working on some corporate thing as I take them to their destination. I ask how her night was then it is like a dam opens and suddenly I go from being a driver to a confidant. At first it was broad strokes of how great her night was, then as we chatted details began to spill out. The streetlight I passed lit up the back seat. I could see her auburn hair she was twisting as she was looking right back at the mirror. Her dark eyes held a series of secrets that were slipping out from her red painted lips. The more we talked the more she became explicit in her description, also the more I had to focus on the road and not the reaction it was having on my body.

It seems her lover she had just left there was skilled at oral pleasure. I agreed with her that men that had that skill set were few and far between. She teased and asked if I had that skill as well. I felt the sudden flush in my face as I answered yes before my edit button chose a more diplomatic answer. She giggles and said she bet I made women happy then. I replied I have never had any complaints. She led the conversation further into her escapades of the night and how she loved him using a blindfold and holding her down. Traffic has picked up as rush hour is rapidly approaching, the time of what I call auto ballet. She is playing with her phone again and smiling as she bites her bottom lip. FUCK! I just blew a yellow light, at least it was not red. She giggled again and told me he took pictures of them last night with her phone so she would have them to remember. I see the upcoming red light and stop for it.

We get to the destination as she sits and waits for a moment. I end the ride, but she still is waiting and asks if I am in a hurry, she wants to show me something. I turn my meter off, and she leans back in the dark back seat. I can see her clearly as she spreads her legs and starts to touch herself. It is wicked fun watching as she touches and plays with her lips and slips a finger then two inside. She is looking right at me as she continues. She asks if I want to show her those oral skills I talked about earlier. I did not hesitate as I got out and entered the back seat. I could smell the scent of lavender soap and her juices as I leaned closer. Replacing her fingers with mine I enjoyed her gasp. I worked her wetness and rubbed my thumb on her eager clit. Her breath was getting faster and more ragged as her fingers gripped the sides of her skirt. I leaned closer and her fingers now gripped my hair. I followed her lead to where she wanted, needed attentions. It did not take long before she was having her first orgasm, I refused to let up and brought her to another. After I have gotten her to her third, she panted and pushed me away still shaking. Reaching into her pocket she pulled out a condom. She asked if I minded, of course I was good to go as she told me to lay back. Her hand soft as she worked it over me, then we adjusted so she could let me slip into her. I kissed her neck and gave a few nips as well and tugged on her earlobe. I rocked her slowly at first adjusting myself so I could enjoy her as much as she was enjoying. Before too long I felt my need growing as I released with my primal growl. The look of shock and sudden pleasure as she exploded under me was perfect.

A honking car as I had been sitting at the green light too long apparently. I looked in the mirror as she giggles looking back at me. I got to shop daydreaming at red lights.

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Can we negotiate

I felt a shudder as Steven was close to my other side. Sara took the Bowie knife and slowly cut the remaining cloths off Jackie and tied her down.

Continued from the story like I have been running for the past month. Enjoy and for those under 18 this is not a place for you do please leave.

The previous stories are .The Great Adventure .The Game .The Cave

Sitting down on one side of the makeshift table with Jackie my mind raced as Chad, Sara and Steven stood on the other. The feeling of apprehension growing in my gut as different scenarios played out in that crazy space everyone has in their mind. Best case we would somehow walk out unscathed from the cave then run like hell back to civilization. I am not really one to focus on a best case though, my mind ran more along the lines of never being found as we are tortured and left in the woods for the bears. Maybe our remains be found when they were breaking ground for the banjo hall of fame or something like that.

Sara was the wild card, twirling her long pigtails and smacking her gum like some country version of Harley, I knew she would have to be the one to reason with. The guys might be the muscle, but it was easy to see she was in control. Her crop top just barely covering her ample breast showing off her tight abs, the short cutoff blue jean shorts all but flaunting the rest of what she had to offer. Both the guys in their dirty stained blue jeans with dingy cut off tee-shirts sporting a different rock band, were calm as their eyes stayed focused on us. Jackie did her best to keep herself covered with the remains of her cut tee-shirt.

“So Bo, riddle me this,” Sara started off with a playful glen in her eye “you liked it when you thought Chad was watching you two, right?”

“Yeah, I guess.” I stammered

“Oh no big boy, you liked it. You made sure Chad got a good look-n-see. You did not really seem to mind till you felt trapped by me and Steven. So, do you feel trapped, scared, worried thinking about what we might do to you guys?”

Swallowing hard I new she was toying with me as well. Testing my reaction, my response. A classic battle of wills and resolve, or was it something simple as she was taking charge even if I did not wish it? No, if that were the case we would not being talking, the guys were people of action more that thought and restraint. This was more a cat and mouse game with her, or maybe more a couple kids coming to the playground and the others wanting to see if they could play too.

“The lady asked you a question.” Steven barked gruffly

I snickered and he bowed up. I knew he felt slighted but calling Sara a lady was funny to me. She was a far cry from my definition of a lady.

“My apologies man, no need to get all bent out of shape.”

It was easy to see he was trying to show off for Sara, but she was focused on me. I doubt there had been many men in her past that would have been difficult for her to manipulate. For her, I was an unknown, a challenge, she needed to know how far she could get into my head.

“You think I am not a lady” Sara said with a playful pout.

She got up and rounded the table. Running her hand up Jackie’s arm I saw Jackie tense up even more. Sara leaned in close and kissed the side of Jackie’s face, her lips slowly gliding towards those soft lips I had felt many times. Sara’s hand slid to the back of Jackie’s head and applied enough pressure to lock lips as I watched Jackie melt into the moment. I was far from the first time she had been with a woman and I always enjoyed watching or participating with them. The situation here though was quite different than any other we had been in before. It was obvious Chad and Steven were enjoying the view too, but they remained on their side of the table.

“Tell me tasty little thing, what would it take for you to agree to let me any my boys enjoy some time with you, and your guy?”

Jackie looked at me with confusion and concern in her eyes. We were far from exclusive but normally we had an evening or more of negotiation for the wants, needs, soft and hard limits. This would be a first for us negotiating on the fly.  She looked at the trio as they eyed her like a new toy then looked back at me and bit her bottom lip. That was a sign I knew saying she was game for seeing what would happen.

“What do you have in mind?” I asked after the long hanging pause

“Well big boy, how about you guys watching us girls enjoy each other and I tie this little sweet thing down. Nothing harsh just some oral and fucking. With condoms of course, we like to be safe when we have fun.”

I looked down at Jackie and gave a shrug, she looked up and smiled sheepishly then gave a nod to say she was game. The tension changed from apprehension to excitement as the guys started to shuffle around to get a better view.

Sara smiled as she kissed Jackie and ran her hands over her body and slid open her already cut shirt. It was so sexy watching them play together. Chad crept up next to me to get a better view. He reached down to his boot and I gasped as he pulled out a boot knife.

“Hey buddy, relax. Sara is a pro and you are going to love watching this.”

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I felt a shudder as Steven was close to my other side. Sara took the Bowie knife and slowly cut the remaining cloths off Jackie and tied her down. Chad was right, I loved watching her work, she was as good with a knife as I was. She turned and gave me a wink then handed me the blade as the guys got undressed and stood waiting for their turn as Sara enjoyed the sweet taste of Jackie.

“Just say red if things get too much for you baby, okay?” Sara said with a wink.

To be continued…

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Chance Encounter

You could tell I surprised them, both frozen in place as I walked up. I had a wicked smile on my face as I drew near. The cloak of darkness might have kept them concealed from most but I heard them first and that is what drew me. The water hid their bodies as well as the side of the pool. I knelt down and put my hand on her face looking her directly in the eye. He was frozen just watching intently as I now held his girls face in a tight grip.

“You’re a fucking dirty whore aren’t you? Like being fucked where you might get caught.”

She swallowed hard as I could feel the heat rising from her face

“You like his hard cock in your filthy cunt don’t you?”

I could feel her body shudder as she looked back with those doe eyes.

“Answer me! And you there, boy, why are you just frozen, fuck that dirty hole. Use that cum dump.”

I didn’t need to encourage him any more as he grabbed her hips and started thrusting. Her mews as he went for broke. Each thrust lifting her in the water. Harder and deep he went as her breast now made sloping and splashing sounds against the side of the pool.

“That’s it boy, fuck that whore like she was made to be used.”

He grunted and moaned as he couldn’t stop his flood of orgasmic pleasure.

“Oh fuck, Fuck FUCK!” he yelped

I let go of her face as he fell back a little trying to get his composure.

“You know guys there are a lot of people that walk around here at night. You are lucky it was me that caught you.”

The vixen’s eyes smoldered with raw hunger. I could tell she was needing a lot more attention.

“How about you come with us to our place.” She said in almost a whisper.

The rest of the night she was our toy as we used her and she was in bliss as she lost count of the orgasms she had….

A Real Tip

As the trip continued it got quiet in the back. Only the occasional street light from a house turn in as the route we were on was dark. I heard a gasp and asked if everything was okay. A giggle and a yes was the only reply I got.

“Good evening, how are you two doing this fine evening?”

The two college age girls giggled as they got in the back of the car. A mousy looking blonde and an in charge looking brunette. They replied they were doing great, I confirmed the destination as into the night we drove. They snickered and talked about the guys that had been asking them out and how many times do you have to tell a guy you aren’t interested in them.

As the trip continued it got quiet in the back. Only the occasional street light from a house turn in as the route we were on was dark. I heard a gasp and asked if everything was okay. A giggle and a yes was the only reply I got.

The next flash of light showed the mousy blonde kissing the neck of the brunette, pinning her to the side of the car. A whimper and soft moan as I could only imagine what was going on in the back seat. There was a growing smell of heated female lust as I shifted uncomfortably, my pants suddenly feeling a size too small. As we got into a more lighted area I got a good look in the mirror at the exposed, B cup or so, breast and parted legs. Knowing that we were getting close to the destination I cleared my throat and announced we would be arriving in five minutes.

As we approached the building a breathless request for me to pull around back was uttered. I was more than happy to oblige their request as I made the turn and sat trying to not be obvious about my own voyeuristic enjoyment. The nails digging into the leather made me cringe a little but the moans and energy in the car was electrifying. I felt like I was going to explode just watching the hot duo going at it. Finally the long kiss was released as the one that was in control looked up at me in the mirror. She looked like a hungry cat as her blonde hair flowed around her face. She opened her door and walked to mine.  

“Open up baby, you earned a real tip” the demand in her voice and fire in her eyes let me know it was going to be worth it.

Without another word she unzipped my pants and took out my raging hard cock. She gave a wicked smile and muttered nice as she engulfed it in her hot mouth. I slid my fingerers in her hair. I felt her growl as she went down.

“FUCK!” I yelped as I couldn’t hold back.

Her throat felt like it opened up as she slid all the way down as I came. Taking every drop she got back to her feet and smiled and kissed me. I could taste my cum on her tongue as well as her lover in the back seat, who was watching the show.

I drove them to the front as I was still shaky from her attentions. I croaked as I bid them a good night. They giggled and waved as they disappeared into the building. The next stop was to a parking lot to air out my car that wreaked of sex and clean off the wet spot in the seat…

The ride

I might have been taken back by her forward response but honestly by now it was feeling more normal to hear bold honest confessions from riders. I glanced in the mirror occasionally as we talked. Being dark with the mirror turned to night driving I could see her cleavage perfectly as well as the soft lines of her throat. The rattling of the beast in the cage was intense. Since the conversation was flowing I just let it roll as she talked.

Rolling into a nice neighborhood to pick up my fair late that evening. Well late for me being it was just 2200, I like shutting down before dealing with the intoxicated masses becomes the norm. A tall leggy blonde came walking out sporting a plaid mini-skirt, white blouse tied along her midriff accenting her amble breast and exposing her belly piercing. The little pink handbag and pony tail swishing around as she walked toward the car just added to the sexy scene as she entered the car. That first whiff of perfume made all my nerves go into overdrive. Remaining as calm as I could I held back my urges to made some obscene comment like “Looks like you are going for an exciting night” Checking her destination I tried not to smirk as it was a hotel across town, also it was going to be a long drive being to get there. The next hour she was “captive” in my car.

Small talk for a little bit after I asked and confirmed the location we were going to. Her smile and all out friendly personality started poking at an itch, one I knew would be bad to scratch. I tried to talk about the weather, local teams, even asking how her week was. Her snicker as I asked about her week made my ears perk up. I quickly learned she was a “specialist in pleasure”, offering massages and other services to make her clients feel good. The house I picked her up at was a gentleman that had acquired her services while his wife was out of town.

“So he was in need of some relaxation.” I quipped without thinking it through

“Baby you have no idea, so many of these guys are needing a little special attention, it is a service I offer.”

I might have been taken back by her forward response but honestly by now it was feeling more normal to hear bold honest confessions from riders. I glanced in the mirror occasionally as we talked. Being dark with the mirror turned to night driving I could see her cleavage perfectly as well as the soft lines of her throat. The rattling of the beast in the cage was intense. Since the conversation was flowing I just let it roll as she talked.

“What kinds of services do you offer?” I regretted saying that as soon as I did

Her giggle was like gasoline to my already on fired desire.

“Really I am good with most anything my clients want to do. Most just want a woman to touch them or make them feel good. Listen and tell them what a manly man they are, or beautiful woman. A couple like to tie me up, and some like to be tied up.”

She was talking about the realm I am well acquainted with.

I shifted around in my seat as I heard a ping and saw the time change with a message of stop added to the ride. She had edited the ride and now it felt like cat and mouse as we drove into a dingy side of town. I pulled up at the stop and she opened the back door getting out. Next thing I knew she opened the passenger door in the front and got in.

“Baby I know men, I can see you have a need for some release. Would you like me to help you with that?”

There was no hesitation as my brain was no longer doing the thinking. I opened my door and walked toward the back of the car. She got out and strode toward the back as well. My pants felt like a cage as she got closer. I felt every nerve on edge as I grabbed her by the pony tail and pushed her over the trunk of the car. Her “mummmm” of encouragement made me tingle as my hand pushed up under her skirt. Her wet pussy a perfect hole to fulfill my need with. Flipping her skirt up I exposed her tight rounded ass. I knelt down and bit one side as she gasped.

“That’s it baby, have fun just don’t leave any marks okay”

I didn’t reply as my mind was too far gone. No warning as I pushed three fingers straight into her wet hole. Her gasp and mew were like having my own personal cheering squad. I thrust in and out as she started to gasp and shudder. A few minutes later I had changed position still finger fucking her then pulling her pony tail. I could feel her wetness coating me hand as she gasped and shuddered.

“Oh my god, oh my god. OH MY GOOOOOODDDDD!!!!”

Her orgasm ripped through her as I smiled. I knew I was hitting her G spot and I doubted she would be able to hold back and not cum. I pulled her by the pony tail to the hood of the car. She offered no resistance as I pushed her on the hood. I manhandled her lithe body getting her into the position I wanted. Without warning I pulled my pants down and shoved my cock into her. The curve in it ran the head along her G spot again as she was melting and shaking. Thrust after thrust ripped into her as I unleashed my inter beast. Pulling her hair back I growled as I bit her neck.

“Harder, bit harder” she uttered

As she wished, I bit harder. My hand ran up and I pinched her nipple, her body stiff as she exploded in an almost violent wave of pleasure. Her voice echoing off the empty building. Raw, dirty, animal sex as I pumped away. I could feel my own need growing as I knew it was now or never. Grabbing her by the throat my hand pinching her in the right place her body shuddering and she went wild. I knew she would start to black out, I am no stranger to this. She jerked as started to go limp. I let go knowing she was just at the edge of passing out. Pulling my cock out of her wet cunt I pushed at the tight opening that had yet to be violated. Her juices just enough to get the head of my cock in her ass. That was all it took as I released my own volley of orgasmic bliss. In her stupor as coming around she went into overdrive. Her howl of painful pleasure was music to my ears as I pushed in. I kept going as long as I could as she just shook and was incoherent. Finally the edge was wearing off as I was covered in sweat despite if being chilly outside. As I pulled out she just laid there for a moment, her eyes still glazed from the intensity.  

“Baby you know how to use a woman” she finally whispered.

I offered her a towel to clean up with as she staggered to get her footing. Wiping my cock clean with the towel she knelt and kissed the head.

“You evil piece of man meat, you made my poor little butt hurt. But it felt so good.”

Getting back in the car I waited till she was ready to continue the trip. Some small talk as we drove to the final destination. She leaned up kissing my neck as we arrived.

“Baby I hope I get to ride with you again she said as she got out”

The beep of a horn as the light had turned green. I quickly came to my senses and followed the route to the destination.

She got out she turned with a smiled, “Thank you for the ride baby, have a good night.”

I wished her a good night and turned off the meter. I had a wicked fantasy of her still playing in my head as I rolled for home. I hope her night was as good as mine was.

Wicked Wednesday… a place to be wickedly sexy or sexily wicked