Chapter 1 - The Initiation
Sometimes you only get the confidence to get out of life the things you really want when you take a chance and see how it goes. This happened to me but it actually blew up into something that became out of my control; a part of my life that had been mundane was suddenly exhilarating, humiliating, gratifying and enlightening all at once. This was arguably all my fault, but my girlfriend exceeded all expectations as we found ourselves regularly pushing boundaries, mostly mine as it happens, but it has improved our relationship and we've had a lot of fun.
I'm 24 and a fairly average kind of guy, no Channing Tatum but not ugly either. I'm average height, not fat or skinny; I've been told I have good legs thanks in part to all the cycling I do. Penny, my girlfriend of two years, and I are a good partnership and live together in the four-bedroom house I own in the Kensington area of San Diego. The home is a two storey with a double garage, spacious downstairs and good sized hot-tub. It's way out of what I would have been able to afford, but I inherited the property from my grandparents when I was 19 and have been renting out two of the spare bedrooms to be able to pay for the upkeep. Both our lodgers, Mike and Elena are perfect tenants who are tidy and pay their rent on time, not to mention that we get on well, though both work long hours, Elena at a nearby law firm and Mike does security at the Hard Rock Hotel so we don't see them that much.
Just for the record Mike is muscular guy, a former Marine MP who does a lot of gym time and the kind of guy you want on your side in a fight, but he is quite timid when you get to know him. He's over six-foot tall and very 'manly', this being extenuated by a scar on his jaw from shrapnel that makes him look menacing. He has not had a girlfriend since he left the marines and seems to put everything he has into work and the gym. Elena is a half Mexican, half Canadian woman who is very 'girl next door'. She is pretty and has perfect tan skin, short dark hair and a curvy body that she is happy to show off in skimpy swimwear. She is a year out of law school and quite high maintenance. She is dating a lawyer called Brad who's 4 or 5 years older and who is a bit flash, drives a new Mustang and I wouldn't trust him as far as I can throw him. Penny, my girlfriend, is perhaps a bit out of my league but to me is perfect. She is 5ft 5, strawberry blonde, size 10 with the most amazing legs, curvy waist and B cup chest. Penny works as a PA to a stockbroker in the city and loves her job a lot, regularly getting to travel to exotic places.
I work as a mechanic working on modern classic cars, mostly Porsche and European sports cars from the 70's and 80's, just off the i15. We have a wide range of customers and it was one of these that got the ball rolling. Because our business is quite niche we try to give our customers the best service possible as the garage is most definitely not cheap. One day back in May I was sent over to a house to do an assessment of a car one of our customers was thinking of buying, something we do regularly and that makes us good money. It was a 1982 Porsche 911 Targa in blue with a black roof and was said to be once owned by the actor Sean Penn.
I arrived at this amazing house in Carmel Valley with security gates and was buzzed in. The car wasn't in the driveway, so I parked my '85 Mercedes 500SL (my pride and joy) and went to knock on the door; but stopped when I saw a note on the door saying to come around the side as they were by the pool. I made my way around and there was a large garden area with good sized pool. There was a couple at the far end who looked to be lying naked on loungers but when they saw me he pulled a towel over his groin and she whipped on a kimono. I was a good 15 meters away but it was quite clear he had a very big penis and she had big tits. As she came over the loose-fitting fabric did only a half-hearted job and I got to see glimpses of her neatly trimmed bush and large breasts that swung in and out of view. She caught me looking which prompted her to apologise to me. She explained that she and her husband were naturists and only dressed for guests, laughing at herself as she followed up with, "Well, most guests!"
Mrs Owens was about 40 to 45 and quite tall for a woman. She was in excellent shape and had these huge breasts that I was sure were real and at least an E cup. She told me the car was in the garage and that if she was making me feel uncomfortable she'd go and get dressed first. I didn't know what to say at first but mumbled out that it was fine, so she turned towards the house and asked me to follow her. I saw the folds of her buttocks peeking out from under her gown as she walked, leading me through the house and into a four-car garage at the side of the building. It housed a new top of the range Lexus, the blue Porsche and two other cars under covers, one of which was definitely a Ferrari as the logo was visible in the wheel hub along with areas of Ferrari Rosso Corsa paintwork. I wasn't sure what was more intriguing the nearly naked woman of the equally exposed Ferrari; I couldn't see what was under the furthest car cover.
Mrs. Owens handed me a set of keys as she showed me the car, suggesting I take a look at it while she went to get dressed to 'save my blushes.' I said I was fine with it and before my brain had fully engaged, admitted to her that I had always wanted to try nudism or naturism but didn't know how or if I would actually have the nerve to do it. She laughed and said I should try it and would likely never look back. She said I was more than welcome to strip off right now, but I was already past my comfort zone and suggested it was both impractical for looking over the car as well as a bit unprofessional. She laughed at me, called me a yellow belly, and wondered off to get herself a drink, offering me one as well. I managed to stammer out that water would be fine, the garage being quite warm with the outside temperature in the high seventies.
I opened my folder and used the key to unlock the car. On the face of it, most things looked to be in very good condition for a 35-year old car. But as I dug deeper, I found it had hidden rust, poorly repaired seats, and worn out brakes. There was also a very worrying knocking sound when I started the engine and gave it a few revs. So I turned it off quickly as fumes and a little smoke started to fill the garage space. I was looking for a way to open the garage door when Mrs Owen returned with a bottle of cold water for me. I think I gawped as she strode in with the kimono now untied and wafting open behind her as she walked. But for her shoulders she was pretty much now naked. As she handed me the water I felt a little awkward being next to a naked and sexy woman, my brain thinking back to the scene in American Pie where the boys are calling 'MILF'. I was now starting to also get a little bit erect and hoped my loose-fitting chinos would save my embarrassment.
Mrs Owens handed me a leather binder full of paperwork for the car then stepped past me to hit a button I'd not seen on the Porsche's sun visor that raised the garage door. The kimono rode up as she leaned into the low slung sports car and I had an unobstructed view of the neatly trimmed pussy topping off her nice legs. I only now noticed she'd also put on heels. This was teasing and I was taking it all in. She said something about having to keep the button pressed on this 'clicker' as it was a bit broken, thus meaning she stayed in this position without moving for about 20 seconds as the garage door opened up fully allowing bright sunshine to flood in. I managed to avert my gaze just in time as she stood, but I was now fully erect and knew I was badly tenting my trousers. I was using my clipboard to hide it but I think she knew because she gave a little chuckle for no other reason.
I asked if I could take the car out to see the paint better in the sun. She said better that she did it and she swung herself in, her legs gaping wide in front of me as she eased herself in; again giving me a full on view of her pussy, although from a new angle. I stepped aside as she reversed out of the garage, more smoke and rattles coming from the old engine and she stopped outside near my Mercedes.
"I love your car!" She said as she climbed out of the Porsche, her bare skin squeaking on the car's leather upholstery.
"It's very special to me." I admitted, and she made a jibe about not telling my wife or girlfriend. As I continued my inspection of the bodywork (yes the car!) we chatted and she told me it was a kind of gift to her from Sean Penn and that she had been part of the crew for a film he was doing, he selling it to her for much less than it was worth.
When I was done I said she could put the car away but that I'd like some pictures, which is something we always do. I stepped back, got out my iPhone and set the camera app running. I was about to take the picture but she was still standing next to the car. I said I would be taking some photos now and she smiled and said perhaps I'd like a couple with her in the shot, but I wasn't to post them on the 'internetworks or whatever it is.' I really wanted to and was caught in two minds, until she cajoled me into it. I put my clipboard down and used two hands for a steady image and as I snapped the first picture I knew now she would see I was hard under my trousers for sure; but it was too late now. I took about ten or twelve photos and she even changed poses a few times. I then suggested I get some pictures of the car that I could show our client and she moved away suggesting we might get a better price if she was in the shots. We had a laugh and I finished up.
I said I would be off and that I would be in touch with a price recommendation for her, but warned her that the $110,000 she wanted was way too high and to expect something closer to half that. That it had a provenance to Sean Penn might add a few thousand but I couldn't find any photos or information about him and the car together; something a potential customer might covet. I showed her in the history that the car had been owned by Orion Pictures movie studio, but not listed to Sean Penn specifically. I said that, whilst I had no reason not to believe her, it was a hard sell to make a prospective buyer pay extra when his name shows nowhere. She seemed sad about it and said she would wait for my report and then see what to do next. As I finished looking through the huge pile of old receipts and records Mr Owens came out wearing just a towel and shoes. Mrs Owens went over and said I was a 'mean boy' and thought their beautiful car was a 'hunk of junk.' He laughed and told me to ignore her, saying I likely knew more about it than she did. I said my goodbyes and drove back to the office, sneaking to the stall in the men's room on arrival to jerk off the erection that had hardly shrunk in the 45 minute drive back. I shot a huge load and had an amazingly satisfying orgasm as I looked at some of the photos of Mrs Owens.
