The Deal and the Dares

It had been a few weeks since our last naked adventure, and it was near the end of summer. It was a beautiful morning with the sun lighting the vivid fresh green that grew after a heavy rain, The temperature was 76 degrees, and a warm breeze embraced every blade of grass and each limb.

My wife took advantage of the weather by asking me to bring a chair out to the patio for an overdue outdoor haircut. I carried the chair and clipper set out onto the patio without getting dressed. I sat down to wait for my wife while enjoying the warm sunshine bathing my body.

She came out wearing a ragged old dress which didn't hide the sway and jiggle of her free breasts. Teasingly, she bent over in front of me to give me a glimpse of her breasts hanging almost free.

"Ready," she asked?

I said, "Yes, dear."

I smiled and leaned back in the chair as the hum of the clippers started.

"You might have wanted to get dressed," my wife quipped. "Bette said she was going to come over this morning."

"Nothing she hasn't seen before," I retorted. "Plus, you failed to mention that little fact until now."

As my wife ran the clippers through my hair, I thought of Bette, the local art teacher who ran a sip and paint class. Linda and my wife had talked me into posing for the class with Bette's support, and she had become a friend of ours.

Just then the sound of an engine coming up the drive brought a giggle to my wife as she continued to cut my hair. The engine noise died, and a car door was heard to close. Bette came around the corner and realized that I was naked. As a smile crossed her face, she paused at the corner.

Bette was wearing a yellow sundress, and her skirt was almost transparent with the bright morning sun behind her. Her long shapely 53-year-old legs were clearly visible through the thin backlit fabric. I was enjoying the sight of her legs as she continued toward us when I noticed that a second person was behind her.

My hand instinctively started to cover my penis, but as I identified the second person, my hand dropped back to my side. The second person was none other than Louise. Louise was the president of the nearby naturalist club and had become a regular at Bette's Sip and Paint group.

"Hello girls," my wife said with a grin. "He's not going to escape until I'm done."

Good mornings were exchanged, and the three women exchanged hugs. I sat and wondered what was up, as I mulled over if I truly needed to skedaddle.

My wife said, "Make yourself comfortable and I'll get us some lemonade."

"Thank you," replied Bette.

My wife gestured towards the chairs on the patio and headed into the house. Bette pulled a couple of chairs in front of me and seated herself in one. Louise hesitated for a moment.

"Would you mind if I get comfortable," Louise questioned with a hint of a smile.

"Get as comfortable as you want," was my reply.

Bette stifled a giggle as Louise unzipped the front of her casual summer dress and stepped out of it. Louise was wearing nothing under it. She smiled and carefully folded it before sitting down. Louise was a lady in her upper 70's, she had snow-white hair and large sagging breasts. She was wrinkled but still had an air of timeless beauty and elegance, and preferred being nude to wearing anything.

"There, that is so much better," she announced to me. "It's good to see you this morning."

Bette added with a smirk, "It has been a while since I've seen you, and it's nice to see all of you."

"Well, I'm glad to oblige, though I might not have been sitting here in the buff if I had been warned," I commented.

The patio door slammed as my wife left the house. She was carrying a serving tray with glasses and a pitcher of lemonade. More interesting was the fact that she had left her dress in the house and was stark naked.

"Are you going to join us Bette," she asked? "The morning air feels so good."

"When in Rome," was the short response.

While my wife set the tray and pitcher on the patio table, Bette stood and unbuttoned the top of her sundress. She pulled the dress down her body and stepped out of her dress. She folded it neatly while clad in only a lacy bra and panty. Then she reached behind her back and unfastened her bra and released her smallish breasts tipped with dark areolas and puffy nipples. She then tucked her thumbs in the waistband of her panties and slid them down her legs. After she placed them on her clothing, she resumed her seat.

"So, what is the goal today," I wondered out loud? Three women, getting naked for me just spur of the moment, makes me suspicious."

I saw that my wife was smiling as she watched my cock swell a bit so that it didn't lay on my balls. It wasn't erect, but it showed that I was appreciating the view.

Bette explained, "It has been a while since you posed for our sip and paint club and the group would like to have you back to pose again."

"You seemed to enjoy the experience so much," my wife added.

"Yes, it was fun and exciting," I admitted. "But I was under the impression that it was a one-time deal."

Bette continued, "The class enjoyed the experience so much, they want to relive it. Plus, there are three new members who have now heard of your willingness to exhibit yourself completely."

Louise jumped into with the rest of the request, "'Actually not only do the girls want to see you nude, but they also want to see you aroused. That is if you are willing."

With that bombshell, the silence settled in around the patio. The request took me by surprise, and I just sat there in my chair looking at three nude women staring back at me. However, my cock stiffened and became semi-hard and stood out from my body without any encouragement. In other words, it was going to be more difficult to turn the ladies down as they could see my excitement.

"Look, I'm getting older, and it doesn't always work when I want or last as long," I began.

Louise interrupted, "I think you agree that the human body is a beautiful thing, and the male erection is a part of that, regardless of what society says. A couple of Viagra and you will be as good as you ever were."

Bette added, "Plus, I dared them to each allow me to take an artistic nude photo of them with you for a special calendar. All of them accepted the dare as long as you pose."

"You know that that you want to do it, and I get the benefit of your excitement," my wife observed.

The three ladies just looked at me with expectation on their faces. I made them wait for a slow count of five and then capitulated.

"Okay, I'll do it, but same rules as last time, no cameras except for Bette's," I said. "When do you want to schedule this, this exhibition?"

"This Saturday, starting at 9:00am. Your wife has been kind enough to approve the schedule, and allow us to use your place," Bette said with a smile. "The only other guy that didn't say no instantly was George and he just couldn't bring himself to do it. So, you were our last hope for a model."

"Better bring at least three Viagra pills," I warned with a grin.

The next half hour we talked about my pose for the class. Bette had a couple of ideas, and they sounded good. Then we discussed the various photos that had been dared for each lady to take with me. Finally, Bette and Louise realized the passing time as Louise had an early afternoon appointment, they dressed and left.

Standing I looked at my wife and saw her hungry eyes looking at my cock. She was still sitting in a patio chair, and I moved closer to her as my cock stiffened with my own desire. She reached out and grasping my balls, she pulled me close and kissed the head of my cock.

She licked the underside of my shaft and then opened her mouth and engulfed the head of my cock. Her tongue encouraged my cock to continue to grow and stiffen in her mouth and I groaned with pleasure. Her head bobbed up and down on my now rigid member. My shaft was slick with her warm saliva as she sucked and licked my cock. Her hands gently cupped my balls and caressed that sensitive area behind them.

I warned her that I was getting close, expecting her to want me to enter her pussy but she only redoubled her efforts with her mouth. My legs quivered as she focused on my cock, and I lost track of time completely. I moaned as my entire body tensed, my balls tightened, and my cock seemed to get even harder. My cock seemed to explode as I came, the pleasure was so intense that it was almost painful for the first two pulses of cum. Each following pulse was pure heaven.

My wife continued to lick and suck my cock as it began to deflate as my orgasm finished. After a bit, I pulled my cock from her mouth and knelt by her side. I kissed her lips deeply and tasted myself on her tongue.

Then I kissed my way down her body, suckling on her breasts and teasing her sensitive nipples until she moaned. My lips danced her body, across her abdomen and over her hip bones. Kisses laid in a circle around her lower lips, with my warm breath moving her greying hair.

My tongue wiggled between her lips, tasting her pink flesh. Tracing patterns in her pussy I felt her juices start to flow as the pleasure swept from her womanhood throughout her body. Licking and sucking as her fluids soaked my face, then I hummed a mindless tune to add a little vibration when I found her clit.

I felt her hips lifting against my face and heard her moans increasing in volume. My lips found her clit and she shuddered and cried out in passion. I felt her body tremble and then spasm as waves of pleasure raced through her body. She came over and over as my tongue stroked her pussy and wrote love messages in her tunnel of love.

My face left her pussy, and I kissed her lips and let her taste herself on my tongue. Then the two of us stood and just held each other.

"Wow," is the only thing I say.

"What a way to start the day," she responds with a dreamy voice.

The week passed quickly, and Friday was spent arranging a number of props for the photo session. Saturday dawned with a spectacular sunrise, and it looked to be a warm overcast day, perfect for photography. I didn't bother dressing as I expected to be nude all day.

Bette showed up just a few minutes before 8:00 and greeted me with a hug. I poured a cup of coffee for each of us and then poured an additional cup as I saw Linda pull into the driveway. She bounded into the kitchen and smiled when she saw me holding out a cup of coffee.

"Now that is how I like my coffee served," she exclaimed upon seeing me nude.

I snorted and handed her the cup. Bette handed me a glass of water and three little pills.

"Time to get ready," she said with a blush.

Linda laughed and added, "It's going to be hard to paint today...or maybe it's painting something hard."

I blushed and replied, "With friends like you." I let my voice trail off.

I popped the pills into my mouth and washed them down with the water. Then I helped Bette and Linda set up easels by the apple tree. Bette explained that she had decided to have me pose leaning against the tree as the limbs were just above my head.

The next to arrive were Teresa and Susan who were both in their seventies. Teresa was plump and quite busty, and Susan was tall and thin. Right behind them was Louise, who immediately gave me a hug.

Samantha was the next to arrive and was the youngest of the original group and the best artist. She was in her early thirties and attractive. The next car had 3 passengers, Tracy, Jenny, and Dotty. All three were about the same height. They were followed by Mary and Becky who were my age. Mary was quite round with rolls, and Becky looked quite fit.

Each lady had to greet me and thank me for volunteering, A couple of times, I felt like commenting that my eyes were up, but I resisted as I thought that more than one woman had experienced something similar.

Bette told me that we were now waiting for the two new members of the club. They had joined at the same time as Louise. Then a car pulled in and two women got out. Louise went to greet them and then brought them to meet me. She introduced them as her daughter Kathy and her granddaughter Megan. The two of them were each younger versions of Louise and Louise bragged that Megan had recently passed the bar exam.

I glanced at the clock and saw about half an hour had passed. Bette announced that we would head down to the easels and get ready to paint. The group started toward the apple tree, and I felt my cock swinging with each step. As the breeze caressed my skin, my cock started to swell and grow.

By the time we arrived at the tree it was sticking straight out away from my body. After everyone had seated themselves behind an easel. Bette then made an announcement.

"As you see, we have our model and we each made a commitment if he showed. The first part of our dare he doesn't know about. Each of you have a number on your easel, so, if number one will begin."

Louise stood up and unbuttoned the top of her sundress and slipped it down over her shoulders. With a wiggle it fell from her breasts, and she bent down and picked it up. She folded it and placed it under her chair. She did a slow twirl to show everyone that she was nude and then sat down.

Number two was Linda who pulled her tee-shirt off revealing she was wearing no bra, and then removed her shoes, socks, and pants. Finally, she removed her panties and did her twirl.

One by one, each lady stripped and by the time half of them were naked, my erection was pointing at the sky. They were all different sizes and shapes, but all were beautiful in the light of day. My wife had small areolas and nipples that blended into her breasts, and in contrast Kathy had large dark areolas and nipples that contrasted vividly with her pale breasts.

The ladies had all obviously thought about it as all wore easily removed clothing. The only ones to seem embarrassed were Teresa and Megan. The final lady to strip was Bette, and unlike the others she made a bit of a production out of it. She did more of a striptease style of disrobing. Unbuttoning her blouse, then rolling down her stockings. She revealed sexy undergarments and then slowly peeled them off and did her twirl.

Then I was positioned against the tree and the ladies began to paint. I'm not sure if it was the 14 naked women or the Viagra, but my hard cock remained rigid and pointing upward. Time passed quickly. The head of my cock oozed pre-cum as time passed. I watched the women painting and saw several who spent a great deal of time looking at my cock, while others seemed to only steal glances at it. Bette circulated in the group giving advice and instruction between working at her own easel.

As I watched the ladies paint, I would occasionally have one catch me watching her looking at my body. After observing them for a while, I came to the conclusion that the theory that women didn't enjoy looking at men the way men enjoyed looking at nude women was a myth. While some of the women were hesitant to look at me, they all spent more time gazing at me than painting.

After 25 minutes, Bette called for a break. Taking a stretch, I wandered from easel to easel looking at their paintings. My erection seemed to get harder as it moved with every step I took. Samantha and Megan, both had captured me leaning against the tree with my erection in a realistic way. My wife dabbed a bit of color on my butt with her brush and before the break ended, every lady had added a colorful brush stroke to my ass.

After 10 minutes, Bette got the painters back to their easels and me to my tree. I spent the next 25 minutes wondering who would be posing with me in which photograph. Since Bette had set up several shots with props, I was thinking I knew what was going to happen.

When time expired for the session, my cock was still hard as a rock. Bette thanked me and reminded the ladies to pack up their paint supplies and then follow her for the start of the second half of their dare.

Bette positioned the camera so that it was aimed at me leaning against the tree with herself and her painting of me in the foreground. She took a dozen shots with her at different angles before being satisfied with the results.

Bette led the group to a rise for the second photo. She explained this was a requested shot and the only other one where I would be aroused. She instructed me to pick up Louise and stand with one foot on the top of the little rise.

I took Louise in my arms and stood on the rise. I tried to imagine what we looked like with my left arm under her shoulders and my right under her thighs, just below her derriere, and my legs spread about shoulder width and my erect cock almost touching her back. Would the photo look like a rescue, or a conquest, or something else? Bette started taking photos and giving Louise direction.

When Bette called out done, I gently lowered Louise to the ground, and she thanked me with a kiss on the cheek.

Then Bette suggested that I do something about my erection and handed me a tube of lube. Then she herded the group back towards the house, leaving me alone for the moment. I walked over to the nearby barn and leaned back against the wall. The sunshine felt so good on my body as I squirted a dollop of lube into my right hand.

I closed my eyes and coated my cock with the lube. I expected to cum quickly after being erect for so long, but, once again my cock seemed to have a mind of its own. My hand stroked up and down my now slippery cock and my left hand began to caress my balls.

Imagining the eyes of the ladies watching, my hand moved up and down the shaft of my cock. I could feel the impending ejaculation, but it was like chasing a rolling ball. It kept moving away. Yet the sensations of touching myself were hypnotic and addictive. My eyes remained closed and sounds of the birds retreated into the background as my cock became the center of my attention.

When the lube became thin, I felt for the tube and squeezed another blob into my hand and returned to stroking my hard cock. I lost track of time and just enjoyed the sensations. I sensed that finally I was about to cum as my balls tightened and my whole body tensed.

I felt the first warm pulse of cum splash across my abdomen as my legs shook. My eyes were shut tight, and my breath was almost a pant as a second pulse and then a third rocked my body. My hand milked my cock which quickly softened as each succeeding pulse weakened.

I opened my eyes and saw my cock deflating and pools of cum dripping down my body. I raised my eyes and saw my wife and a number of her group standing there about ten feet away. As they saw my surprised look, they clapped. I muttered the word "sneaky". I looked again and realized about half of the ladies had watched me masturbate, and I turned a bright crimson as I realized the show that I had just provided.

"We just came back to escort you to the next shot," my wife said.

Linda added, "You can't blame us, after all, if one of us had been rubbing one out, I doubt you would have turned your head."

I nodded my head. "Yes, probably. Just hoping that when your day comes, I'm there to witness it."

Bette yelled to get our attention and waved to encourage us to come up to the house. The group turned and walked toward the house. As we approached the backyard, I saw the hose and garden wand in front of the camera and tripod.

Bette directed Mary to pick up the wand and set it to spray. Then she positioned me on the patio and had Mary standing next to me. Mary turned the water on and rinsed me off while Bette took a series of photos. Then Bette suggested that Mary hold the wand low and let the water spray up between my legs. Mary's smile and the water spraying upwards under my balls and cock gave Bette the shot she was hoping for.

Then the group headed to the barn. Susan announced that it was her turn and waited while we set up the lights in front of the hay. Loose hay was liberally toss on Susan and me by the group. We had hay in our hair and all over our bodies. Susan lay across the bales looking up at me holding a bale for the photos.