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.
The rest of the day was quite normal. It felt like a bit of dream had happened and now I was fully awake. At the end of the day I considered whether or not to describe my day to Penny, deciding I would as it was a fun anecdote. As I was making dinner Penny came in from work, and having showered and changed, came to chat with me. I explained the day and the situation with Mrs. Owens being naked, Mr Owens being nude as well, his huge penis and the rest of it, but left out the part about the photos of Mrs. Owens. It took a minute to convince Penny that I hadn't joined in the nudity, having admitted that it did cross my mind. I was quite surprised at how open Penny was to me being naked in front of others, even stating that provided I wasn't sleeping around it was fine. I filed away that bit of data and the conversation moved on.
Chapter 2 - My ‘Enabler' After dinner I said I was going to take a shower and Penny said she would come and chat to me while I did. Penny had a glint in her eye and I thought I was going to get lucky tonight as we went up to our room. When we went down the corridor Elena came out of her room and we nearly bumped into each other. I apologised saying that I thought she was out and she had given me a fright. She did her usual of calling me a "Pussy" and Penny said to her that I was going for a shower and that she was going to watch. Elena laughed at this and asked if she could come too. I said, "No" and Penny said, "Yes" at exactly the same time which made both girls laugh before Elena said that it would have to wait and maybe another time as she was already late for her date. I exclaimed it was just a joke anyway as Penny shoved me down the corridor, but I saw that Penny shook her head and mouthed to Elena, "It's not a joke!" But I knew they were messing? Elena bounded down the stairs a few seconds later, shouting back to us to have fun and not to wake the neighbours, a few seconds later the front door slammed shut.
I told Penny not to tease Elena like that as she struggled to keep a steady boyfriend and might think we were some kind of sexual perverts, swingers or something. Penny laughed and told me to shut up and strip for my shower. I started by pretending to dance like the film Magic Mike, but I clearly didn't have the moves and felt a bit of an ass. I stripped off the rest to my underwear, went into the en-suite bathroom, and turned on the shower. It was a special design, a feature that most people who saw it said was amazing. The shower was in a small open-ended room of its own about four metres deep and two metres wide. It had two shower heads in front that you could ‘share' or aim in on each other to get a powerful blast, which is how it was most of the time. The left-hand wall was painted in a purple backed sunset mural, the end wall yellow and the side wall made from glass bricks. I stepped back out and removed my boxer briefs to a little clap from Penny who said, "Ooooh, nice buns!" as I stepped back in and under the powerful flow of water.
Although Penny had seen me nude many times it was slightly unusual having her stand there watching me shower, but it was quite exhilarating being her visual erotica. Penny said nothing for a bit and it was just the cooling water hitting me and splashing about in my ears, when a new sound caught my attention. I looked over my shoulder to see Penny taking photos on her phone. "Penn!" I shouted at her as I turned, covering my cock and balls with my hands. She apologized and rotated her phone, saying she knew how much I hated it when people took photos in portrait rather than landscape mode. I tried to say that wasn't what I meant, but she called me a ‘meanie' and asked me to ‘show her the goods'. I turned away and continued to wash my hair and rinse out the shampoo, but the situation was getting to me and I felt my cock rising to attention. It had had a flutter as we came upstairs, I guess my brain sending my cock a message that it might want to get itself organised for things to come.
"Are you too shy to have your photo taken Tony?" She asked. I told her you never knew who might see them, and she said for me not to be silly and that I was not a Hollywood star who would be all over the internet and gossip magazines.
She said I could photograph her another day at the beach so we could have each other's pics and therefore the security that would bring; berating me for being untrustworthy. I said we'd need to wait as I was nearly hard and she said that was even better! I was now 75% erect and I turned slowly towards her with more confidence than I knew I had in me.
"YAY!" she exclaimed as she began snapping many photos of me, directing me, posing me. I was under her spell and so I did as I was told. I was actually enjoying having my girlfriend photograph me, my cock nearly fully erect and the shower pounding at me.
"Grab your balls with one hand!" she said and I followed her instruction. She was really getting into it too, moving closer, the shower water now splashing at her bare feet and the hem of her pale summer dress.
Before too long I was fully hard and I was pulsing in my hand as I slowly stroked myself. I was horny as hell but having already cum once today was milking the fact I had better than usual stamina. Penny continued to direct me into poses and I complied, but eventually she just wanted me to jerk off until I came. I was enjoying it a lot and my erection was one of those that I call an 110%'er; hard but not rock hard, slightly larger than usual and slightly more sensitive.
I groaned I was close and she knelt on the floor where she was, more water splashing her dress and making it cling to her legs. I was happy to see her like this and I was just as turned on as when she was naked, maybe even more so for some reason. "Cum for me Tony...." She purred, and I soon obliged her with a powerful eruption that shot out and hit her waist, followed by another that hit her knee, and a third that oozed out of me. Not the gallons of cum you read in stories or see in porn, but a second orgasm of the day. I milked myself, forgetting I was getting my most intimate private moment recorded in pictures by Penny. I was past caring anyway now. I finished and went back under the water, not only to rinse the cum off myself, but also to get my composure back after an intense orgasm, one of the most intense I think I'd ever had.
Penny left the area and returned a few seconds later, the phone now gone. She came right up to me and hugged me, coming in close, her summer dress sticking to us both as we embraced in a long passionate kiss. I said her dress might ruin and she stepped back to reveal it had gone mostly transparent and that it was all she was wearing. She said she needed to rinse off my mess anyway so we can consider this a pre-wash. Her quick wit made us both laugh. Penny stepped back and out of sight as I finished showering the dirt of the day off myself, a feeling of contentment and sexual satisfaction running over me. Despite just having cum my cock was still fully engorged and 85% hard, the earlier scenario still running through my head and keeping my arousal alive.
Penny had dressed in one of my old T-shirts and lay diagonally across the bed as I came into our bedroom, my towel slung over my shoulder rather than my usual more conservative method of having it tied at the waist. Penny told me how much fun that had been and hoped I had it in me to go again. I had to confess that I was a little sore, admitting my earlier jerk off in the men's room at work. She laughed and called me a dirty boy before saying that she desperately needed relief and that I needed to do what had to be done. I quickly dried off as she lay there rubbing her bare legs together and squirming in front of me.
I climbed onto the end of the bed and pushed her legs apart to reveal her pussy in all its glory. She kept it neat, trimmed and shaved at the sides to give it an even look. Her pubic hair was a mix of reds, blondes and browns which I found exotic, very inviting, and I dove in face first. She was dripping wet and it wasn't from the shower. Her pussy tasted amazing and I lapped it up before I focussed on her clit, using my index finger and tongue together for more impact. I ate her out for a few minutes and then she asked to switch position so I lay down and she lowered herself onto me. She loved to grind herself on me while I licked her pussy, even though she knew it was harder for me to keep on point.
As you can imagine I was rock hard again and I felt Penny lean forward and plant little kisses on my sore cock. This was special as Penny didn't like to suck cock all that much. She hated the taste of cum in her mouth, so a blowjob was not the normal thing for me; not that this was classified as a blowjob but the tender kisses felt wonderful. It gave me the impetus to focus more and by pinching around her clit and rolling my tongue over the exposed bud, Penny was soon reaching an orgasm of her own. She shuddered and leaned forward to rest her head on my thigh as I teased her clit ever so gently, my experience of her knowing how sensitive Penny became after an orgasm.
I was trying to ever so carefully get her to a second orgasm, something she had done a few times, but she eventually pulled away as the sensations were too much for her. She spun back around and lay on top of me resting her head on my chest, her head moving up and down with my breathing that was still at an elevated level. We lay like that for a while, Penny reaching between us and giving me a slow hand-job as we chatted about this and that until I was reaching my third climax of the day. It came to me very slowly, so slowly it increased the intensity massively and when I blew it was a mix of pain and pleasure, my limited load this time just oozing out and over Penny's hand. I had to demand she stop though, as the pleasure/pain mix began to swing more towards pain. She gave me two hard teasing tugs that made me cry out a little and then released her grip, wiping her hand on my towel. She pulled the T-shirt back down and snuggled into the crook of my arm and, after considering watching some TV, we decided to call it a night instead.
Chapter 3 - Embracing Monday morning, a week later, I was called into my managers' office and told that because their Porsche wasn't going to get them enough for their move to Tampa, the Owens' wanted to get their Ferrari appraised as well. I said it was a colleague's turn to go on an appraisal but apparently the Owens' had requested me by name, so I was tasked with the job, like it or not. It was sweetened by me being allowed to take a very nice old Jaguar on the drive, as it needed a road test and shake-down following a big service. I took the E-Type convertible's keys and drove up to the Owens' house.
I arrived at the house and announced myself into the intercom as before. The gates opened and I drove up in the Jag to be met by a naked Mrs. Owens. She wasn't even wearing the sarong and her heavy tits swayed back and forth against the movement of her hips as she swaggered over to me. She was clearly showing off. Mrs Owens was very impressed by the old Jaguar and asked to sit in it to which I said it would be fine.
It was seriously hot again today and I was sweating as she handed me her phone and asked for a few photos of her in the Jag. I took a few and then she suggested I take a few for myself, laughing that I was getting ‘quite the collection' of her naked body. I snapped away, getting a good selection of shots, and then came around when she said she needed help getting out of the low slung car. I was still taking pictures as I came around and she extended her hand to me for help. She was half in and half out of the car, her legs spread in a very unladylike manner, showing off her shaved pussy.
We walked to the house and I headed off in the direction of the garage only to be told that her husband had taken the Ferrari to be detailed, as it hadn't been cleaned in months. She said he should be back already but would be back soon and we should wait for him. Mrs. Owens ushered me through into their living room and out to the pool area. She said I should take a lounge chair and we could wait for Spencer to return with the Ferrari. She had positioned herself at a 90-degree angle to me so her feet were near where I was sitting, giving me a clear view up her entire body. Her legs were spread wide enough to show off her naked pussy, which glistened in the sunshine, and I wondered if it was due to her tanning oil or her horniness.
I lay back in the heat and was sweating in moments. Within five minutes I was uncomfortable and sat up to tell Mrs. Owens that it was too hot to be laying out in this heat and asked if I could wait in the lounge where it was cooler. She laughed and suggested I might be more comfortable if I stripped off like her and worked on my tan while we waited, adding that I could even go for a swim to cool off if I wanted. I told her I was here to work and doubted that my boss would be too happy if I was getting a tan and swimming on his time.
She said she understood and was about to say something else when her phone buzzed on the table next to her. She held up a finger in a ‘wait' gesture and took the call. I listened in to what was said and even though I got the essence of the conversation, she recounted the call when she hung up: the Ferrari was overheating and Spencer had pulled over to let it cool down. As such, he would be another hour or so at least. I suggested I could leave and come back another time but Mrs. Owens said she'd call my boss to ask if I should wait or leave.
On her call to my boss it was clear she wanted me to stay, and after chatting to him for a few minutes passed me her phone. My boss said I could wait with Mrs. Owens and that she would pay for my time to wait for the Ferrari to arrive back and do the assessment, better for us as it negates the wasted travel time, thus avoiding me having to come out and do it all again next week. He even suggested I put my feet up! I passed the phone back to her, she spoke to my boss for another minute, and then she hung up. "How about that swim?" she asked with a big smile.
I explained that I didn't have a swimsuit with me, but she laughed at me and told me that I had to know she was suggesting I swim naked. I confided with her the conversation I had had with my girlfriend but left out the part about the shower and photos. I think I was trying to give a reason for my willingness to give it a go; that public nudity with only one other person might be a little easier.
"Mrs. Owens....... are you sure it's okay for me to be naked in your pool?" I asked, the words coming out as if said by a nervous school boy asking for a second portion of cake.
She told me I was to call her Angie or Angela, that in her mind ‘Mrs. Owens' was her mother-in-law's name. She also said I could strip off in her house any time I wanted! Part of me was excited and another part of me was a little nervous, but I was going to do this and see how it felt. When I asked Angie where I could change I thought she was going to explode she laughed so loudly. She said I could go to the downstairs bathroom but that it would be much easier if I just did it here.
I took the plunge and pulled my company Polo shirt over my head and kicked off my shoes, not bothering with the laces. As I unfastened my belt Angie sat up on her lounge chair as if to get a better look at the clumsy striptease in front of her. This made my heart beat a bit faster as I realized I was going to expose my naked body and moreover, my penis, to a woman I hardly knew. My brain started to calculate that only four women had seen me naked since I became an adult: a nurse who gave me a physical; my first proper girlfriend Carla; my doctor after I got a whack in the balls from a car jack handle that had broken in my hand and ricocheted into my groin; and of course, Penny, my current girlfriend.
I felt my heart rate increasing incrementally as I prepared myself mentally for this new experience. Now it was five! I dropped my underwear and instinctively cupped my cock and balls to hide them from Angie, my boxer briefs at my ankles around my socks. Angie smiled at me and said I was nearly there.
I felt a bit stupid and determined myself to get over this thing I had about nudity. I wanted to show the world that I was comfortable with who I was and what I looked like. In a weirdly freeing move I threw my arms up over my head like I was celebrating a home-run, and Angie clapped at my brave move, though she did suggest I lose the socks and underpants from my feet as I looked a bit silly. I kicked the underwear away and then yanked each sock off, discarding them in a pile with my other clothes.
Now that I was naked it felt a bit of an anti-climax. I was naked in front of another woman, who was also naked, but didn't feel like it was a sex move. But I also didn't feel uncomfortable. It was a little odd and I kept looking about, not sure what I thought I might see - was a film crew about to jump from the hedges to tell me I'm pranked or were there paparazzi taking shots with long lens cameras? Of course, both thoughts were ridiculous and I was left standing there, not sure what my next move would be, beads of sweat forming on my skin that were quickly cooled by the light breeze in the air.
The pool looked inviting and I guess Angie could see it in my eyes because she told me to go ahead, jump in and cool off, adding that she'd get me a towel and some sunscreen. I slowly walked out onto the hot textured tiles to the edge of the pool where the steps entered the water. I was conscious the entire time of Angie watching my penis as it bobbed from side to side in rhythm with my steps. I was also conscious of the fact that at four inches long when soft, I was a fair bit smaller than her husband's over-sized schlong. I knew from the locker room that I was fairly average, but my mother had always told us growing up that we have what we have so no point in getting upset about it.
I dipped my right foot into the water to gauge the temperature. It was amazing. Cool, but not freezing, and in contrast to the hot tiles, it was relief for the soles of my feet. I then stumbled forward until I was swimming in the cool water, gasping slightly at first as the contrast in heat caught me unawares. I quickly became acclimatised and began swimming lengths of breast-stroke at a brisk pace, making turns and pushing off the end walls with my legs to see how far I could glide.
The sensation of being naked was more acute in the water as the light friction rolled over my body and exposed groin. I couldn't recall the last time I swam naked, most likely it was when I was a kid on vacation in the Florida holiday home we went to each summer. After a ten minute swim I stepped out of the pool and into the warm sunshine, enjoying the feel of the sun on my exposed body. Angie had folded my clothes neatly onto the little table next to the lounge chair I'd claimed for myself, along with two fluffy towels and a bottle of SPF 20 sunscreen.
I laid out in the sun alone by the pool until I was dry then applied sunscreen all over my body. I was totally chilled and enjoying the sun when Angie came back out with two plates of food and two large glasses of iced water. "I made us both a turkey salad sandwich; hope you like turkey?"
I told her I did and thanked her as she leaned over and passed me the meal, her large breasts swinging freely in front of me. She commented on how pale I was and pointed out the faint line of my swim shorts that was still visible from the week Penny and I had spent in Cancun Mexico last month. I told her again how naturism had always appealed to me but how I'd not had many opportunities to actively go down that road.
We chatted through our lunch and Angie told me about the naturists at Blacks' Beach, as well as the vibe and the layout. I told her I was aware of it but had never been as the beaches further south were more local.
Angie told me that when it's warm enough she and her friends often take walks along the beach to eye up all the naked men. She said there were usually two or three naked men for every naked woman, which was great for her and her friends to ogle over. I asked if she went naked and she said she did if Spencer was with her but not when she was on her own, because since they moved to a house with a pool there was no need.
Once my meal had settled I swam for another ten minutes before just floating about in the water, enjoying lying on my back with my dick bobbing in and out of the water and looking up at the blue sky. I think I must've been in a bit of trance because I got a start when I heard my name being shouted. I flipped over so that I was standing as Spencer stood there looking down at me with a big smile.
My natural instinct was to apologize to him but he said there was nothing to apologize for as far as he knew! He told me the car was in the driveway but that I could take my time as he wanted to take a quick swim to cool off, having been out in the sun for the last hour or so. He walked back inside and I decided I would swim a few more lengths as I was out here alone and was going to milk the situation I was in.
I was on my fifth lap or so when Mr. and Mrs. Owens came out together. I had expected them both to come out naked but Angie was now wearing a conservative two piece white swimsuit. Spencer, nude but for a large white towel draped over his shoulder, strode toward the pool, his impressive penis swinging wildly. He dumped his towel over a chair back and dove into the far end of the pool without missing a stride. We passed each other twice before I decided I had better get this job done or I would end up in rush hour traffic, which would not be much fun in an old convertible in this heat.
Angie watched my every move as I exited the pool but I was feeling less self-conscious now, though it was still weird to be naked in a near-stranger's swimming pool, especially now that she was dressed in her swimsuit. I knew the cool water had made my dick and balls retreat into my body a lot but didn't worry as she had seen my ‘normal' size and I was comfortable with that knowledge. As I dried off and began to dress, I asked her why she had put her suit on now, considering her husband was naked. She gave another of her knowing smiles and said that they were expecting company later and these ladies didn't do the whole naked thing. She went on to say that they didn't mind though that Spencer was naked and made some comment about ‘showing him off,' but I was drying my hair and missed it [delete drying my hair] and was too embarrassed to ask her to repeat it.
Dried and dressed I was led through to the front of the house where the old Ferrari sat shimmering in the bright sunlight, it's classic red paintwork reflecting off all the glass surfaces to give the whole area a red glow. For a car guy like me it was a thing to behold. The car was a 1972 365 GTC/4 and it was in immaculate condition. It was not the most well-known Ferrari by a long shot, and many people simply don't like Ferrari's from the 1970's as they have a reputation for being badly made and unreliable. However this was an excellent example and I expected it to be valued at more than a quarter of a million dollars. Angie said she would leave me to it and to come back around if I had any questions.
I spent an hour documenting the vehicle and taking pictures for our files. During this time a couple of other cars pulled into the driveway and I heard people going into the house but I was pre-occupied with the car and didn't pay much attention. The sun had come around putting the car into the shade and the change from dark to light didn't allow my vision to catch up and see who was arriving. I completed the last of our company appraisal forms, signed my name to it and closed the car back up before wandering back through to the house to look for Spencer or Angie.
The living room was empty so I went out to the pool area where I was met by eight people looking my way. There were five women and three men, all in their 40s, but what struck me as noteworthy was, while all the women were wearing swimsuits, the men were completely naked. It wasn't some kind of sex orgy or anything, they were just hanging out talking, but it was quite an unexpected sight.
Angie must have seen the deer in the headlights look on my face and sauntered over to see me, turning as she got to me and introducing me to the others who were there. "Everyone say hello to Tony. He's the one who was skinny dipping in our pool earlier."
I felt my face go very red as I told her I was done and would be off now because I wanted to beat the traffic. She suggested I stay and ‘join the party' but it was way beyond what I was ready for and I declined, reiterating my desire to beat the rush hour traffic. She told everybody I was going to be leaving and there were groans of disappointment from the ladies, like a class of ten-year olds being told recess was to be cut short. I smiled and found myself giving a cheesy wave as I walked back into the living room with Angie but she stopped me and asked me to do her a quick favor. She then handed me her phone and asked if I could be photographer.
I was spun around and led back outside as Angie shouted to the others that it was time for a team photo. They dutifully stood in a line so it was almost boy, girl, boy, girl, and squished in as I held up the phone and took five photos for them. I was asked to do one more as Angie moved to the front between the two other guys, positioning her hands so she was just an inch or two away from cupping their balls.
"Ready!" she chirped and I took a few more pics before saying that I really had to go. I took a quick peek and everybody looked very happy, big smiles all round. This time Angie walked me all the way to the car. I stepped into the old Jaguar, the black leather burning my thighs a little, and promised Angie that I would submit my report and valuation to them in the next day or two.
"Will you deliver it in person?" she asked. When I told her it would come by email she made an exaggerated sad face, lips turned down, and said okay. I started up the big old engine and turned the car around, already sweating as I drove off down the driveway, leaving a fine mist of blue smoke in my wake.
Chapter 4 - Penny Takes Charge That night I told Penny all about my day. At one point she had to remind me to breathe as I had so much to tell her and it was all spilling out of me at a pace even an auctioneer couldn't muster. She listened intently, posing the occasional question to clarify my scatter gun time-line of a story, a big smile on her face throughout. When I finally had it all off my chest she simply said, "Interesting day then!" and went off to make dinner.
I followed her into the kitchen having expected more from her but it seems, for now at least, that was all I was going to get. Elena came in and asked how long until dinner was ready, not an uncommon thing in our house for meal times to be shared; Elena having made Burritos for all four of us a couple of days before. We had a calendar next to the fridge where people made a note if they wanted to eat or prepare food that worked pretty well. Penny said I should change out of my work clothes and take a shower as dinner would be 30 minutes and all was in hand. I went up to shower and clean up ready for dinner. When I came out of the shower Penny was waiting for me in the bedroom, sat on the end of the bed looking at her iPad. I asked if dinner was okay and she said the lasagne needed 10 minutes to set before it was served or would be too runny. I went to my drawers to find something to wear when Penny called my name.
"Errr..... Tony....... I was perhaps thinking about this nudist thing." I looked at her thinking I might be in trouble! That she had changed her mind, but she went in a different direction all together. "Why not try being nude all the time at home, see if you like it as much as you did at that ladies house?" I chuckled and said I would but didn't think that Elena and Mike would be too impressed with me wondering about in the buff, even if it was my house.
"Well to save you the embarrassment I already asked them and it seems neither of them would mind. Mike even said he might give it a go when he was home alone if we didn't object." I guess my jaw was resting on the rug at this point as Penny stood up and came over to me, pressing her index finger into my shoulder when I ignored whatever the next thing had said was. My brain had been elsewhere. I said I wasn't sure about it yet, and it would be too weird being naked in front of Elena; noting that Elena regularly had her friends and her stupid lawyer boyfriend.
"Oh I'm glad you mentioned Brad as Elena said if he comes round and you are nude, she will insist he goes naked too so that you don't get weirded out!"
"Weirded Out!" I said a bit too loudly.
"That whole scenario is Weird is it not?" Penny then spent a couple of minutes telling me how, just by chance, she and Elena had discussed the whole nudity thing and that Brad regularly went to Blacks' Beach to sun himself ‘au naturel', that Elena loved to go with him but hadn't got the nerve up yet to go nude herself. Elena had been topless once but wasn't ready to show the rest yet. I had now air-dried but was still naked.
"Come on Tony, it will be an adventure if nothing else; and besides you have told me several times now how much it appeals to you to be a nudist." Penny was right, I really wanted to give it a go but I'd known Elena for ages and I didn't want to ruin the dynamic in the house. Penny said she was going to go and plate up the lasagne and she'd see me in a minute, adding that if I was naked she'd make it worth my while!
Penny was gone and I was all butterflies. I sat on the end of the bed and had mixed emotions, but reflecting on it the idea of being naked for Elena was actually quite exhilarating and empowering. I wondered if the girls would also be nude, perhaps that's what Penny had meant by making it worth my while? It must be that. If so, then it would be worth it to see a naked Elena. I had guessed in my mind many times how she'd look with nothing on. I'd seen her in fairly skimpy swimwear but those nipples, that dark bush that you could sometimes just about see through the fabric. I WAS GOING TO DO IT!
Before I could second guess myself I strode out of our room and down the corridor trying to act casual and actually feeling okay with it. My penis was slightly engorged but not quite what you'd call a ‘semi' and I prayed I wouldn't ruin it all by getting a hard-on at the dinner table. I went into the kitchen but nobody was there so I called out for Penny who shouted back that she thought it might be nice to eat in the dining room tonight. No problem, we did that from time to time! Then it hit me. The dining table is glass! I'd be fully on display all through dinner! The table in here is wooden and I'd be covered up when seated but not at the dining table. This was clearly deliberate, or was it? Maybe Penny intended to eat in there all along. I realised I was overthinking this and once Elena had seen me it would fine, besides if both the girls were also nude I'd get to see them too! I walked casually into the dining room where Penny and Elena were sat down at the table sipping wine and talking about air conditioning of all things.
"Hi Tony." Elena said. She looked up at me, smiled, glanced at my penis then went on as if it was totally normal for me to be naked. I stood there as if awaiting instruction and Penny said to sit down before it got cold. I sat down opposite them in my usual seat, Elena opposite and Penny to my left. Penny poured me a glass of wine and I downed it almost in one go, pouring another and downing half of that too.
Elena looked me in the eyes and said, "I think you are very brave Tony. More people should embrace the things they want to do!" I explained I was a bit nervous and worried she'd find it weird. She told me it was fine, using the old adage that if you've seen one dick, you've seen them all; her eyes looking through the table at my dick as she said it. I felt a little self-conscious as being sat squished it all up making it look quite small poking out from between my thighs.
The next 20 minutes were incredibly normal after my initial moments of hesitation. I was wondering if maybe they would go naked after dinner, or if I had made a huge mistake, but all in all it felt amazing to be free and naked in my house as I chatted to two pretty women, ate a great lasagne and drank a pretty decent Sauvignon. The wine bottle was soon empty though and I offered to get another. Both girls said they definitely wanted more so I stood up and went to the kitchen. Elena was looking at my groin as I stood and I could feel both of their eyes burning into my backside as I walked out. In the kitchen I grabbed another bottle and saw it needed a corkscrew, recalling I'd seen it on the shelf next to the dinner table. I walked into the dining room and both girls smiled at me as I fumbled about to get the cork out, very aware of my dick flopping up as the momentum of the cork coming shook my body. Both girls gave a little clap at this, not the usual response for opening a bottle of wine, that was for sure. I poured Penny a fresh glass then leaned over to pour one for Elena, very aware that my penis was now resting on top of the glass table. As I stood it slipped of the side and I felt it jiggle about until I sat down again.
We chatted for ages and I had to open another bottle of wine. The girls again both giving a little clap when the cork popped and I flopped. I was drunk enough by this point to have a good amount of ‘Dutch Courage' running though me and I was enjoying having the girls looking at me naked. Elena suggested we go sit on the porch as it was still hot, and they needed to cool down a bit. Penny said I must get the hot-tub fixed ASAP as it would have been perfect for tonight, then quietly asked how I was doing. I said I was fine but it felt a little one sided because I was naked and they were fully clothed. As we walked the short way to the back of the house I suggested they join me being naked, promoting it as being very liberating. Both declined, Elena adding "Maybe another time!" I sat on a lounger and the girls sat at the outdoor table in the plastic chairs. I put one foot off the side to give my balls some breathing space and hoped it didn't look like I was flaunting myself.
Penny had me tell Elena about my day and the naked people at the house I'd been to for work. Elena listened intently, commenting that it sounded a blast and only wished she could have been there instead of writing up boring deposition summaries. I in return asked Elena about her trips to Blacks' Nude beach with her boyfriend and she at first wondered how I even knew about it. Once she had laughingly told off Penny for being a ‘blabber mouth', Elena explained how Brad had taken her there without telling her it was a nude beach. She then found out it was what they called a ‘clothing optional' beach but that she took the clothing ON option. Brad however was naked in a flash, stripping the second they stepped onto the nude beach part and carrying his shorts as they walked down to find a spot to set up. Elena said Brad was a bit of a show off and would show his dick to anybody at any time given the chance. She told us how he'd nagged her all day to strip off but she'd stuck to her guns and had a lot of fun checking out all the naked guys.
I was asking all kinds of questions about the beach and eventually Elena said we should all go down next Saturday to check it out. She said Brad was taking her down anyway and so we should come as well. Penny interrupted to say that she would be taking the clothing ON option too if we went, laughing that Brad would just love to see her naked butt! Elena left to get more wine and Penny asked how I was doing. I was pretty buzzed with the wine now but didn't have to lie when I said it was really nice letting it all hang out in ‘public'. Penny gave me a thumbs up and blew me a kiss before going off to the lavatory. When Elena came back she sat on the end of my lounger to fill my wine glass. I moved my leg over to give her more space for her ample bottom which left me very exposed, my legs spread wide and my package less than a foot from her. She shuffled back a bit once she saw I'd left her more room and the upper curve of her buttock rested on my shin as she topped up her own glass.
It was only a gentle touch against my leg but the feeling of my still unfamiliar nudity in addition to the bottle and a half of wine I'd drunk had my dick on notice. I felt the blood moving to my groin as it had a thousand time before, but this time I was sat next to a friend who'd only seen me naked for the first time a couple of hours before. This could go bad fast and I was a little unsure of how to manage it. The more I thought about it the worse it got, my only saving grace being that Elena was side on to me so her shoulder obscured the view. Elena had been talking but it hadn't really registered with me.
I heard her say. "So...... What do you think?" I was distracted and didn't want to seem rude so decided I'd say something non-committal.
"Probably?" I gave as my unknown answer. She laughed and said that we will have to make that "probably" a "definitely" before the end of the week.
I was now pointing forward, my dick at half-mast and raised up off the lounger. If Elena looked over she would see it for sure and it might ruin the whole night. The wine gave me courage but this was getting real now, my fear of erection was happening and I had no clue of how to deal with it. It was then that Penny came back onto the porch dressed in my T-shirt, the same one she'd worn the other night. It was plenty long enough to cover her up, the hem finishing at the mid-point of her knee and hip. When Elena saw her she said, "Tony says he will probably let me parade him around the beach naked arm in arm and get photos too." Penny laughed and made some comment about me really taking this nude ting to heart. What she didn't realise was that I'd said probably without having heard what she actually said. I was picturing walking about naked on a beach with Elena in her skimpy bikini and it sent my dick all the way to pointing out and hard.
Penny noticed my erection as soon as she sat down, but instead of keeping quiet about it she shouted out my name with a sound of shock in her voice. Elena looked at Penny, then back at me, turning her shoulders towards me. This had a double effect; firstly by her elbow knocking into the top of my dick and secondly she now had a clear view of my erection. Elena just laughed then leaned back and used her index finger and thumb to flick the head of my penis, making me flinch forward in mild pain and embarrassment. Both the girls laughed and Elena moved back to her original seat next to Penny. I in return brought my knees up to hide my erection and try and maintain some dignity.
Elena said I shouldn't be embarrassed, that it was a natural reaction for a man to get an erection from time to time, even saying that she quite liked the look of a man ‘sporting wood'. I argued that it was different as we are friends and live together, so it's a bit weird but Elena said quite the opposite was true; that she was surprised we'd not seen each other naked or in other compromising situations before. We'd lived together for nearly 2 years now so it was going to happen at some point. Penny backed her up and said I should just relax and it would settle down soon enough. I was a little apprehensive but decided to let it happen, letting my legs fall flat back to the lounger and allowing my hard dick to point right up. Both girls were staring for a bit and that was never going to get it going soft again.
We soon fell back into our banter and chit-chat with more wine going down. I was now at the point of knowing I was drunk, but grateful for it as I think I would have covered up by now otherwise. I was still hard and hoped it would go down but that wasn't going to happen after I noticed that Penny was sat with her legs parted enough to see she had no panties on, her bush and pussy on clear display. She'd slid deeper into the seat over the last few minutes and I now had a clear view up her T-shirt, light bleeding from the kitchen window flooding over her lower body. At first I thought it was an accidental exposure but when I looked up at Penny she saw I had noticed the wardrobe malfunction and gave me a sneaky wink.
As we talked I had to keep stopping my hand from naturally moving to my erection for a fondle. I was so hard I could feel the blood pumping though my groin and it was another sensation that was keeping me aroused. Elena kept taking glances at me as we talked and she soon also needed a pee so went off into the house. Penny leant forward and told me she was proud of me and that she loved having me exposed to Elena like this. I asked if she was going to get naked too, mentioning the point of her saying she'd make it worth my while; but she said she meant that she'd sort me out in the bedroom later. Again, that wasn't going to give my hard on any help at deflating. I said to Penny she had to stop teasing or my erection was going nowhere and she just laughed and said I should consider it training now that I was a nudist; that I'd need to learn more self-control. I suggested I nip in and quickly do what is necessary to relieve my erection but was told that I shouldn't waste it as it would ruin the sex later.
Elena came back through and stood in the doorway to say she was going to go to bed now and that we should enjoy the rest of the night as a couple. It was past eleven now which meant that I'd been naked for nearly four hours now and apart from my throbbing erection causing a little embarrassment was really enjoying this new way of living, all be it my second day of it. Elena left and Penny asked if I wanted to go up too. I asked for a little more time to finish my wine and relax without Elena staring at my naked body. Penny was fine with it and she asked me if I would be naked again tomorrow. I reminded her I was going to the Padre's game, going on to say I'd likely get arrested if I went naked at Petco Park! I looked over to see Penny had sat even deeper in the chair and her legs were casually swinging wider and wider. I was looking at her exposed pussy and now we were alone I decided I would not stop my hand from reaching for my hard dick.
Penny saw me and I leant back into the lounger as I slowly stroked my raging hard on whilst looking at Penny who was now touching herself too. We silently masturbated together, our eyes darting from faces to groins and back as we silently pleasured ourselves. I was so fucking horny that it only took a few minutes before I was ready to burst, despite slowing my strokes. I was mouthing to Penny that I was going to cum and she gasped that she was also close and for me not to stop. I began to reach the climax and slowed my strokes further as I shot a huge rope of cum into the air, followed closely by two more, two of which landed on my thigh, the other landing back from where it came from. My cum still oozed out as I made the last few strokes and it squelched in my hand, the sticky liquid pressed between my fingers. I looked over at Penny who was reaching her own climax and her knees were pressed together and her hand buried in her pussy. Penny looked to be having a massive orgasm as her top teeth bit down onto her lower lip, her eyes pressed tightly closed and a shudder making the plastic chair scrape across the textured patio tiles.
As Penny finished her orgasm I caught movement in my peripheral vision and saw Elena turn and sneak away from the back door. I don't know what she had seen or how long she had been there either, I had a shudder of reality to think she likely saw me cum all over myself. Penny whispered my name and asked what I was looking at. I told her nothing and we locked eyes. I stood up and came over to her holding out a hand to help her up from her chair, her body having slid almost off the chair and making it hard to get up. She suggested I offer up my other hand though as a drop of cum slid off my fingers. I laughed as I put out my clean hand, which she took, and I pulled her up and into my body for a kiss, my cum soaked dick was still fairly hard and pressed into her, creating a glistening line across her thigh.
We walked up to our room and Penny pulled me into the shower We showered together and washed every crevice of each others bodies until it was time to move to the bed. Penny stood naked in front of me and I towelled her body off slowly, kneeling in front of her and placing little kisses all over her as the towel and warm air dried her off. We then swapped positions and she did the same to me, even taking my reinvigorated dick into her mouth and giving an awesome blowjob for a minute or so before pulling back, a sloppy plopping sound coming from her mouth. We shuffled towards the bed in each other's arms and I threw her to the bed, her legs opening wide and I climbed atop her. Penny reached down and guided me into her pussy that squelched as I dived in to the hilt on my first thrust, a gasp coming from her as she arched her back in pleasure. We fucked like this for a while before Penny asked to swap, swinging left then right and using the momentum to get on top of me. She stood above me then squatted down onto my dick without stopping until she had all her weight on my hips. Penny wiggled a little, perhaps to get me lined up how she wanted me, and began to squat up and down. She did this for only a minute before she was coming again. I was close and I had to thrust my hips up as her movements slowed down so that I could keep the sensations flowing. I grabbed her hips so she didn't lose her balance and gave a dozen more hard thrusts before letting go and shooting more of my cum. I kept going until I was spent and pulled Penny back onto me once I was done. We lay there both breathing heavily for bit before Penny slid off and said she needed to get her rest as she had a busy day tomorrow. "Today you mean!" I said as the clock ticked over to 00:52.
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