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Introduction:

Picking up Jill was one of the best things to happen to Jeff in years.
It was with great expectations that I commenced ride-share driving for Uber in Australia. As I had just been laid off from my management position I needed the income from Uber to pay bills until I could find other fulltime work. I had also been fantasising that the job would lead to some sexual encounters I badly needed.

At 55 and still fit and active it was a blow to lose my job owing to downsizing in the company where I had worked. I did get a reasonable severance pay but had used a lot of that chasing women to replace the sex I was missing when my wife left to live with one of my so-called friends. At least she was happy and getting enough from her new man to leave me alone.

So now I found myself driving for Uber. My first week was a huge learning curve, how to operate as a driver, talking appropriately with clients, avoiding staring at a woman's boobs or legs if they were attractive. Success in the first week earned me good money and good ratings from clients. I must admit that a few of the clients were very sexy and I found myself with a 7-inch stiff cock cramped in my pants on many occasions.

It was in my second week that I encountered Jill. She was a late afternoon pick up from a physiotherapist's office near the local hospital, for a short ride to her home. As I pulled up to the kerb to collect Jill it was obvious she had two broken wrists and very restricted arm movement. She was tall maybe 5'10, young mid 20s, with perfect boobs big and firm, and long tanned legs below a short loose dress. She kissed a guy, who was standing with her on the sidewalk waiting for my arrival, and awkwardly sat in front seat, but was having difficulty getting her seatbelt on.

I asked the guy with her "Could you pass the seatbelt across so I can click it in." I just didn't want my hands to brush up against her delectable boobs and get me into trouble.

He obliged saying "Thanks mate, take her home and help her into the house if you don't mind."

"No problem, it is Jill isn't it. Are you comfortable and ready to go?"

"Yes thanks I'm fine we can go now" Jill replied.

So off we went towards the destination mapped out on the Uber app for me. It was about 15 minutes away so as usual I opened up a conversation hoping to get to know my rider better.

"How did you injury your wrists, are they broken?" I enquired.

"Yes I broke both in a quad-bike accident last weekend, fell off at speed and put my hands out to stop the fall." Jill said laughing at her own misfortune. She stretched her arms out in front to demonstrate how she had fallen. I couldn't help but notice her boobs through the gap around her arms. I am sure she also saw me staring. Her nipples were a lovely deep pink and erect showing beautifully under her dress.

"I will be in casts for about six weeks, it is killing me I have itches and desires I just cannot get to." Jill added taking a long and deliberate look at my crotch, where my cock was stirring.

I drove around the next corner onto the highway and accelerated gently thinking it would be more comfortable for my passenger. I glanced across to see if she was okay. She smiled back, flicking her hair away from her face.

"That bastard back there is my husband Rob, he says he's off to play golf with his mates, but I know he is going to fuck my best friend." Jill said spitting out the last two words.

"Oh" what else could I say to that?

"I really would like to pay him back and do something to hurt him."

"Your address is 559 Short St, that right?" I said trying to change the subject.

"Yep sure is, when we get there if it's not too much trouble could you help me out and open the front door for me. Its so hard with these casts on." Jill replied.

"No problems, I can click off the app when we arrive, which won't add to your fare if it takes a while to get you in." I said, this time looking across at her bare hip, showing a butterfly tattoo exposed as her dress was hitched up under the seatbelt, which she didn't seem to be concerned about. That tattoo fascinated me it was sexy but subtle and further excited my cock.

"That's great, if you want why don't you come in and have a coffee before your next fare. Sorry about saying that about Rob, I just get so frustrated he doesn't understand how difficult it is for me and hasn't fucked me since the accident."

I looked ahead, nothing sensible came to mind in reply.

Approximately 15 minutes later, after more small talk and sexy chat we pulled up outside the house. I hopped out and scooted round to the passenger’s side to open her door and help her out. With a little difficulty I managed to lean in and across her chest to undo her seat belt. Good plan if I do say so, I got a good eye-full of her lovely boobs and brushed up gently against them for what seemed ages, but must only have been seconds. I was sure she felt the contact as she sighed a sensual breath in my ear.

Seat belt undone and with a further struggle, I managed to ease Jill up from the seat and get her standing to walk to the front door. At the door I fumbled with the keys trying hard not to show how excited I felt with Jill so close and her boobs almost in my face. Jill brushed passed me ever so slowly as I held the door open for her.

"Want that coffee I owe you for helping me in?" Jill asked.

"Thanks that would be nice, it's been a long day." My eyes following her as she walked towards the bedroom.

"Can you do the coffee, one for me as well? Before we go to the kitchen can you just help me in here please." She called back.

I walked into the bedroom stunned by what I saw there. Huge pencil sketches of a naked Jill adorned every wall, a king-size oval bed sat in the centre of the room, and professional video cameras were mounted on tripods at strategic points around the bed.

"Sexy isn't it, the drawings are Rob's, that's how we met. I was a model in an art class he was teaching in Sydney. We also do some 'art' videos for our personal fun." Jill explained

Uh hu great, I've never seen anything like this." I stammered not knowing what the hell to expect next.

"Jeff, that is your name isn't, said so on the Uber app? Could you do me two big favours please.?” she asked

"Yes sure if I can."

Jill purred "Help me out of this dress, it's as itchy as hell, and help me pay Rob back for his fucking around so much."

"Dress sure, but not so sure about the pay back thing what would I have to do?"

Jill didn't answer, she turned her back to me and clumsily waved an arm for me to undo the zip. She slipped easily out of the dress and indicated the bra and panties were next. I obliged and stood back to admire the perfect body in front of me. Identical in every respect to the sketches on the walls. My cock was in overdrive now rock hard and begging to be released from the trousers strangling it.

Jill came close to my ear and softly said " I want you to fuck me on that bed with the video running so I can put it on the web and embarrass Rob, the bastard for playing around."

"Look I think you're a great girl and would love to get into bed with you, but I am worried your husband might overact when he sees the video."

"Don't worry he will be pissed off but wont do anything to you or me." She assured me.

"Okay, but where are you going to post the video, I don't want it out in public and coming back at me later."

"All covered too, we have a membership of Adult Friend Finder, that's a site for people looking for a quick and easy sex. Many people post videos and even have live cam shows on the site." Jill had just touched on one of my all time secret fantasies, having sex with a woman and broadcasting it live, with viewers commenting in.

I couldn't help myself. I blurted out "If we can do it live online and interact with anyone watching I'll be in."

"OMG, that would be sensational, Rob would find it as soon as he next logs in. I've always wanted to have sex live online, with others watching, I watch guys wank online, some have great cocks." She added.

"So how do we do this, do you still want a coffee, I've lost the urge for one at the moment." I moved close to Jill and lightly ran my fingertips up her spine.

She turned and rubbed my cock through my pants, with the part of her hand not in the cast. Then she motioned for me to undress.

Standing naked looking at each other, I just knew we were about to have a fantastic time. Her boobs were heaving with every breath and her pink young puffy nipples were erect with excitement. I could see that her shaved pussy was moist and her pussy lips puffed out and glistened at me. My cock was enjoying its freedom it felt so good to be so close to a hot woman.

More with sign language than words, Jill got me to turn on the cams, log into the website on a linked in laptop and set up a microphone and speakers. No mean feat with a hard-on bumping on everything in its way. Jill then checked the sound on the mike saying, "Hi to all my viewers we have a newbie for you all tonight, check this action out and rate his performance please."

All my inhibitions blown away, I settled on the bed next to Jill and fondled her wonderful breasts. She was restricted by her casts from wanking my cock but managed to rub it and squeeze some pre-cum out. Jill's nipples were rock hard by this time and I sucked each one into my mouth in turn. Chewing ever so gently on each to get them harder still. Jill moaned with pleasure and arched her back thrusting her boobs upwards towards me. I spend minutes on each nipple sucking it into my mouth, swiping my tongue around it and softly munching it to a harder state. Jill moaned and writhed as I paid attention to each nipple.

I took a quick glance across at the video screen showing our broadcast and the feedback from others logged into the website. There were a lot of comments scrolling on the screen, most from guys with dirty suggestions for what we should do and inviting us to view them broadcasting wanking their cocks.

"Oh look here our new guy's all excited, dripping cum and can't wait to get into my wet pussy" Jill purred to the cam.

"I want to lick your pussy to distraction and then fuck all your holes before cumming on your face". I blurted out in response, not caring who was watching.

"OMG you're a regular porn star eh?" Jill teased.

I took the lead from Jill's urging voice and went down on her wet pussy, licking her outer lips and gently sucking them into my mouth. I was in heaven the sweet smell of her pussy juices was sending me wild. Slowly I worked my way up and then back down her slit. I could feel it opening to my tongue and drawing it into its secret depths. Jill was dripping more sex juices from her pussy. I loved its taste and licked it up as it flowed. Gradually I worked upward to her clit. As I hit it Jill moaned so loudly the internet comments went into over drive.

I turned away momentarily to see what our viewers were saying. Jill also stopped and looked over my shoulder at the screen. "Whoa". She exclaimed. "There is another couple videoing with us and copying your moves, how hot is that. Look at that BBC (big black cock) he is huge, I would love to have that bumping my cervix."

Ping went the screen and the BBC messaged he loved our action and was close to ejaculating.

Ping again the couple said we should be together on screen more often they are having a hotter time tonight than anytime before on the website.

The number of messages and contacts was overwhelming me and I turned back to Jill and said "Lets get some good fucking in for Robs benefit."

Ping, ping, ping went the internet. "Who's Rob" was the single question from many online. "Okay all you viewers, lets come clean here, Rob is my husband he has left me with Jeff here and has gone to screw my best girlfriend. So lucky me has Jeff and his lovely cock to satisfy me and Rob will get to watch the fun later."

"Come on Jeff let me suck your cock and get you all wet and slippery to slide into my pussy and wherever else you want". Jill urged. "I am just so sorry I cannot use my hands to massage that lovely cock and your huge balls."

Back on the bed we settled into a 69 position with me again at her pussy sucking and licking her protruding cunt lips and erect clitoris. She took my cock in her mouth and licked its bugle head. Running her tongue up and down my shaft and slurping up my pre-cum. My cock was in heaven, then she took it further in and down her throat. Oh I must be in heaven, I have never had a woman before who could take the full length of my cock in her mouth. I just wanted to stay in that position forever. Jill sucked and gently munched on my cock with her teeth.

I could feel every move Jill made on my cock, she would swallow it deep into her throat then almost let it fall from her mouth before catching it with her front teeth and teasing the base of my knob. My sexual stamina has always been strong and I can last a long time before ejaculating. Jill seemed to match my stamina as she seemed close to climax often during our foreplay but just kept building and building.

When we both felt the need to come up for air Jill again checked the huge list of comments online and responded by getting a close up shot of her pussy and awkwardly opening its lips to expose her inner cunt, she panted out that she was now going to fuck my brains out and give viewers the show of the year. She moved away from the camera and took my cock in her hands and pointed it coated in pre-cum at the camera and invited viewers to rate its appeal.

Ping, ping, ping went the comments all urging us to get into each other and give Rob his punishment. Several comments poured compliments on Jill's body and ability to over come her injuries and do a great sex show. I got some praise as well for my stamina in staying hard so long and the size and attractiveness of my cock.

Not wanting to dwell too long with the online comments Jill pulled me back to the bed and the winking lights of the cameras surrounding it. She fell backwards onto the bed and spread her legs ready for action. I climbed quickly on top of her and presented my cock to her pussy. Jill began to breath more heavily and quickly as I rubbed my cock lightly up and down her pussy lips and pushed it slightly into her vagina.

"Ohhhh that's wonderful Jeff, you can keep doing that until I cum if you like" Jill panted at me.

"I want to fuck you deep and hard and cum when you do and fill your cunt with my cum." I hammered away at her pussy ramming my cock in so hard and far that Jill squealed seemingly in ecstasy and a little pain.

We continued fucking that way for what I thought was hours, until Jill whispered "lets change to doggy position I cum the best from that and the viewers will get a better view of your cock and my pussy mating." Ever the gentleman I obliged Jill by rolling her delicious naked body over and propping her arse up in the air with a pillow.

Again we looked back at the screen to see what others were saying and doing, we had 100s of followers and comments urging us on and wanting to join in. Couples from many parts of our country offered to join us in further cam episodes and some even forgave Rob offering gangbangs and couple swaps. These latest comments set Jill off again and she screamed at the screen that she wasn't done with Rob yet and wanted to see him take his punishment first.

Seeing am opportunity here I slipped my hyper hard cock into her pussy and commenced a doggy session like no other before. My cock bottomed out in her pussy and I felt the opening to her womb beyond. Jill was so close to climaxing I felt every ripple of her vagina walls as they milked my cock for its love juices.

Jill was panting heavily and yelling "That's it fuck me hard fuck me harder, I'm cumming ohhhhh shit, oh shit, oh shit." I was firing all my cum in pussy as deep as it would go just as she climaxed.

We both flopped on the bed and wrapped our arms around each other, Jill of course was not able to hold me just clamp her casts around my back. "Wow" was all Jill could say for minutes after. "Fuck that was awesome" was my best response.

As we returned to a calmer state Jill pointed to the sheets on the bed and the huge cum pool we had just made. "Looks like we have a contender here for cum and squirt of the month her viewers, what do you think" Jill asked the cam.

Ping, ping, ping comments bounced in from all over, we were already being rated by many as top show of the month on AFF. Jill scrolled through the comments on screen reading some out with glee. Until she stopped at one frowned and read aloud "Enjoyed the show will be home soon love Rob"
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