Rear Ended Thump! Pop! My car jerked forward in the dim morning light. I had almost made it to work in the wet snow, avoiding spinouts and poor visibility for my 10 mile commute on the freeway. I was feeling pretty satisfied and pleased with how well my car handled the weather as I slowed to enter our parking lot. The solid thump I heard was another car hitting me in the back and pushing me sideways in the parking lot. I got out of the car and motioned the other driver to meet me in the parking lot to exchange info. We took a look at our cars and pretty much agreed that I got the best of it - a Sunfire hitting an Impala usually loses and it did in this case. I had a scratch on my bumper (and it was partially popped off), and the Sunfire had a pushed-in, smashed bumper and hood popped ajar. Although I was relieved to not have significant damage, I was going to have to have it fixed and since this accident was not my fault I didn't want to pay for it. I walked over to the other driver and found that her name was Amy. She was about 20-something, petite, and quite pretty. Just my type - too bad she can't drive, I thought. So we started exchanging our insurance info and I notice that Amy is getting a bit agitated. She started saying "my insurance is going to go through the roof after this" and mumbling about how she can't afford anything else. She offered to pay my damage so it wouldn't go through insurance. I'd been stung by that before so I didn't want to go that route again and I told her that. After a bit of an awkward silence, she said, "well is there anything else I can do?" as she unzipped her jacket and opened her blouse to reveal a pair of very nice round, perky breasts in a lacy bra. "That's a good starting point," I told her, while my cock started straining in my pants. I was considering where to go from here while I mentally calculated how much it would be and thought of some options. "Okay, how far are we going to go?", she asked back. "All the way babe - give me what I want and I'll forget this whole thing." Amy paused for a minute as she thought about my offer and said, "Well, if you're serious about it, I'll take that offer - but if you screw me over, you're fucking dead." I assured her that although I was planning on screwing her, I wouldn't go back on my word. She gave me her phone number so we could arrange our deal. The rest of the workday passed in a bit of a blur as I thought about what had happened and what was about to happen and what I had done. Here I am, 40, married with kids, and I've made a bloody deal to fuck a young woman in exchange for not reporting an accident to her insurance company. Geez, the things I'll do to get some pussy on the side... So later that evening after my wife fell asleep on the sofa I gave Amy a call and set up a meeting for next Friday. We made some small talk before getting into it and I learned that Amy was just married in the last year, her hubby is out of work (striking), and they've been having a lot of money trouble - which is why she made the deal. I told her that I've been married for 5 years, but we haven't been happy, and we're pretty much together just to keep the house and everything. I would tell my wife that I was on a training course at work, and we discussed the ground rules. My first was that we're going all the way. Amy's first rule was that if I called her insurance company, she'd call the police and tell them I raped her. Next was that I'd use a condom. Her final rule was "no kissing". I was able to get permission to take pictures/videos in exchange for the understanding that this is just a one-time thing. With the rules set out, we agreed to meet at a nice hotel downtown. I arrived at the hotel first, unlocked the door, made myself an incredibly expensive drink from the minibar and waited for her to arrive. Amy knocked on the door about 10 minutes later, wearing black stockings and a charcoal overcoat. I let her in and took her coat while she had a seat on the sofa. She was wearing a shimmery black satin slip with spaghetti straps and she smelled wonderful. I sat down next to her and we thanked each other for fulfilling this part of the deal. I made her a drink too (there goes $20 on drinks on top of the $700 to fix the bumper...) and started talking about what an unusual situation this was and what kinds of things we liked in bed. Amy said she likes giving blowjobs - the feel of a hard cock in her mouth almost makes her come, and she loves to swallow. I'm not much of a blowjob fan, but this was a turnon for me since it's a sign that she's a "dirty girl". I said I'm pretty much just into normal fucking, but I do enjoy rape fantasies too and that I love doggystyle and fingering a woman's ass while screwing her. By now, we were stroking each other's body - I slipped my hand down the top of her slip and found a perky nipple to roll between my fingers while she was giving me a clothed cock massage. She soon had my pants off and proceeded to give me a handjob while I helped her out of her slip and started licking/sucking on her nipples. I moved my hand down to her (shaved!) pussy and started stroking the outer lips and gently tickling her inner thigh. Amy swung herself around and positioned herself for a 69 and started licking and sucking my cock as I continued stroking her lips, occasionally teasing around her inner lips. Her pussy was glistening with wetness and was starting to open up as her talented tongue worked its magic on my swollen cockhead. I slipped a finger into her tight wet cunt and moved my tongue up and down her slit, stopping at her clit. I alternately licked and sucked on her clit while she moaned and gasped. All the while I was doing this, my other hand was putting more fingers into her pussy and finger- fucking her. I had three fingers pumping in and out of her, she was coaxing the precum out of my cock in her mouth. I pulled out of her mouth since I didn't want to come just yet. I removed my fingers from her nicely dilated cunt and we stood up - her with her back to me as I ground my cock against her asscheeks and massaged her tits. I said "it's time" and put the condom on my engorged, slick penis. I told her to lie down on the bed, took a few pictures of her wet pussy, then I pushed my length into her. My fingering worked as it easily slipped into her, but I still felt a wonderful tightness at the base of my shaft as it closed up around my invading cock. I kept it fully in her for a few seconds just to enjoy the feeling, then started pulling out and pumping her. I was slowly working up to giving her full strokes - 5, 6 inches in, then 7, and soon she'd have my entire 8 inches thrusting in and out of her slit. I was loving this wild fuck I had found, and knew it was almost time to get what I really wanted. I pulled out, whispered in her ear "woof, woof", and she obligingly got on her hands and knees to let me in her from behind. I guided my now-slick with pussy juice cock back into her pussy and started fucking her again. I gently teased her asshole with a finger, which produced an appreciative whimper. My teasing was soon replaced with a lube-covered finger which I eased into her tight rosebud. Amy gave a bit of a yelp and said, "careful!" as I slipped past her sphincter. I could feel my cock through the thin wall between her pussy and ass while I probed and prepared her back passage. I kept on pumping her as her pussy started the rhythmic squeezing that accompanied her very loud orgasm. I held my cock still inside her as her juices gushed onto it - I'd need this lubrication soon.... I pulled out of her pussy, and smeared more lube on my cock. I told her, "Okay Amy, since you rear-ended me last week, now it's my turn to rear-end you." She started to say something about being tight back there, but I was on my way in before she could really protest. My slick cock passed into her pooper thanks to Astrolube, fingering, and determination. She was gasping and moaning and saying how it hurt as her asshole adjusted to my girth. I slowly moved it in and out of her tiny asshole, stopping every few strokes to take some pictures of this incredible assfuck I was administering to this slut. Amy's groans and cries had now turned into pleasured moans all the while saying, "Oh God, I like it, I like it" I felt my own orgasm building and was deciding where to come. I gave her a couple of very hard, full-depth strokes and quickly pulled out. Amy fell over on her back, I took the condom off as quickly as I could and put it in her mouth. She more or less instinctively licked my incredibly stimulated head and shaft and my hot, boiling, cum shot out of me. Spurt after spurt squirted into her waiting mouth as I achieved the release I had been seeking for so long. After what seemed like forever, I was done and I rolled over on my back also. Amy propped herself up on her arms, looked at me and said, "Getting rear-ended felt good." I got up, took a look at her well-fucked cunt and asshole, glimpsed at the cumstains on the pillow and my well-used cock and said, "Oh yeah, I could get used to this too."