Dare to Dare

Dare to Dare

By Dawn Ramble

This is the third story I'm writing from a male perspective. Let me know if it sounds right. All characters are over 18.

Chapter One

"God, I love nude beaches, just the feel of swimming naked in the water is so exhilarating." I was close enough to the beach that I could stand up as these thoughts went through my mind. I'm Rod Morpeth, I'm a professor of English Lit. I'm also a rugby player who runs marathons. I'm a bit of a fitness freak and I'm 6ft 3 just under 200 pounds. I'll admit I like the way women look at me on the beach even though I'm happily married. My wife Julie is here with me, and she shares my love of keeping fit. She's thirty-seven and I'm about to turn forty, in fact this vacation is her treat to celebrate my fortieth birthday, which is on Thursday, still four days away.

She's sitting on her lounger in the shade at the top of the beach as I leave the water. I've just started walking towards her when I see this young woman walking towards the water. She must be in her early twenties, and she is a fucking knock out. She has a lovely natural all-over tan no tan lines. I'm always a little conscious of the fact that although my wife and I often swim and sunbathe nude in our back yard, we still have paler bits where life demands we spend most of our time dressed.

I'm wondering if this girl spends her whole life here in the Caribbean when I knock over some lady's beach bag.

"Christ, I nearly stepped on her," I think, as I mumble "sorry," and duck around her umbrella, which brings me closer to dream girl. She for her part raises her eyes and smiles as we pass. I sense she saw what happened and is laughing at me. I'm aware also that my admiration of her might be showing a bit as I feel my cock has lifted off my balls and is hanging out a little, not really raised just a little fuller and mildly excited. I turn and watch her perfect bum as she walks on towards the water. Then she turns slightly and looks back at me before continuing. I think she was checking if I was checking her out.

"Guilty as charged," I think, as I continue up the beach where I can see my wife is openly laughing.

"Well, that was quite a show. You looked like a gawking teenager, Hot Rod," she said in a low voice as I approached her and sat down on my lounger.

"Hot Rod," Is what my friends called me, when we first met, and I haven't heard her use it in years. She confessed on our third date when things were getting interesting that she'd heard the rumours and wondered if they were true. I drove up to a quiet spot above the town and let her confirm them for herself. I'm big, not extreme porn big, but seven inches soft and close to eight and thick when I'm hard. That makes me more of a 'shower' than a 'grower', but I never got complaints except maybe that I was too big.

I make it sound like I fucked a mass of girls. Not so, but I felt up quite a few girls and let them do the same. I'm not saying I was a virgin when we married, I had bedded precisely six girls and I can name them, although two weren't actually in a bed. My future wife and I didn't fuck on that third date either, but we did get each other off. At least she got me off, although I'm not sure she had the big 'O'. Anyway, that's all history and Julie wasn't a virgin when I met her either. She admitted to three previous relationships and some 'one-nighter's or 'weekender's although she has always been coy about exactly how many.

"That was really funny," Julie continued, "You would really love to fuck her, wouldn't you?" and she leant across and gave me a couple of firm rubs. I guess her words built an instant mental image and my cock responded like a Saturn rocket. Boom, I was sitting there with a fully stiff erect cock.

"Whoa, boy," she said, "You really are ready."

"I'm sorry," I said, "But you have to admit she's something."

"Everything you love; tall, perky tits but not too big, jutting nipples, long legs, firm butt and thighs and no doubt a pussy to die for."

This wasn't helping to reduce my erection and I thought, "Thank God, there's no one in our immediate vicinity."

Julie continued, "If it will make your birthday special, I give you permission."

"Permission to what?" I asked.

"To go as far as she's willing, always assuming she'll give you the time of day."

"You're joking."

"Actually, I've been thinking after sixteen years our sex has got repetitive. I'm not saying it's not good, but I'm not averse to mixing it up as long as it's just sex. I don't want to jeopardize our marriage."

"Wow, I didn't expect this. You continue to surprise me. Are you sure about this?"

"Well, I'm willing to give it a trial run if you are."

"And you're serious about this, I mean with this girl? I'm not sure I'm ready to risk the humiliation."

"Come on you're a good-looking dude. Go on, I dare you."

There it was the dare word. She knows I can't resist a dare.

"Okay, you're on. Wait a minute, I guess you're thinking this goes both ways."

"Well, it's not my birthday, but would that bother you? I mean you know your big, maybe I like something a little smaller now and again."

I laughed. "I heard that before from a couple of girls... before we got married, of course. You know I never cheat."

"Me neither, that why we both have to be okay with this. That way it's not cheating."

"I guess. You're not wanting us to become swingers?"

"Absolutely not! I'm not saying I would rule out getting together with a couple who are 'sympatico', but definitely not looking for multiple random couples."

"You seem to have thought this through."

"To be honest It's been on my mind for almost a year, but until I saw you drool over that girl, I did not know the right time to bring it up. Now with your birthday and all it's perfect."

"I wasn't drooling."

"I take it back. I should have said lusting."

"Well, a man can have his fantasies."

"We both can and as long as we play by the same rules, we can see if we can make the occasional fantasy real. By the way if you actually nail this girl, I want all the juicy details."

"You are outrageous! I guess that's why I love you."

By now despite the nature of the talk my penis was lying softly against my thigh. A woman passing by looked twice moved on and then stepped back and looked again but I'm used to that when we're on nude beaches. I was a little shocked by what Julie had just said, but I won't deny I've had similar thoughts myself. Our sex life won't be hurt by a little shake up.

"How the fuck am I going to start something with this young woman?" I'm thinking, "I guess she did smile at me and look back. I don't feel I can just go up to her when I'm nearly twice her age. I'll just have to wait and see. I have all week."

The following morning, I woke up early and pulled on a bathrobe and sandals. Without waking Julie I went down to the hotel lobby and poured myself a cup of coffee. I went out to the veranda and sat looking out at the ocean. At 6:50 the sun was rising, and I felt the warmth of its first rays. Just as I was finishing my coffee who should walk by but my dream girl carrying a towel. She was alone and dressed in a sundress which ended mid-thigh.

"Should I, or shouldn't I?" The phrase 'faint heart never won fair lady' popped into my mind. Did I mention I teach English literature? I put down my coffee cup and walked inside to the reception desk where I picked up a beach towel. Walking outside I looked around at the umbrellas, most of which were still folded and the loungers. As I walked further one or two people were emerging to place towels on their preferred loungers, a habit I detest.

Still not seeing her I changed direction towards the nude beach. Just before I left the hotel beach I looked back and saw my wife sitting naked on our balcony. Of course, you would have to be this far away to see she was naked. I waved and she waved back. Once I passed through the fence that protected delicate souls from unwanted visions of naked bodies, I was thrilled to see my target leave the towel she had spread on the sand and walk towards the sea.

She was, naturally, completely naked. "Goodness, she was perfect," and I could stare to my heart's content at her long legs and sassy butt as she strode to the water. I went and placed my towel at a distance from hers beside one of the folded umbrellas, then I followed her towards the water. By the time I reached it she was swimming strongly away from the beach and I decided that was the right thing to do. A few steps in it was deep enough to dive into the surf and begin swimming.

I kept my head down only lifting my mouth enough to one side to breathe. After a couple of minutes, I glanced up and saw she had stopped swimming and appeared to be standing. I stopped swimming and put down a foot to discover a sandbar out here in the ocean. I stood up with the water coming to just above my waist.

"Beautiful morning!" she said smiling at me, "I think I saw you here yesterday. I'm Madison."

"Hi, I'm Rod. Yes, I saw you too. You're hard to miss if I'm not being too forward."

"No, that's fine. I did not miss you either. You're something to look at."

Somehow, we seemed to have moved closer to each other. She looked round at the beach, and I did too. No one there. I was just turning my head back when she stepped to me, rose on tiptoe, kissed me and dropped down again.

"Now it's my turn to be too forward," she said.

Even though it was a closed mouth kiss I felt every fiber in my body respond.

"That was nice," I said, and I put my hands on her shoulders.

"Good!" she said and rose on her toes again and this time as our lips met her mouth opened as did mine. We kissed for a full minute before I felt her hand wrap around my hardening cock.

"Mmm!" she whispered looking around again towards the beach as she gently rubbed up and down.

I pulled her against me feeling her nipples on my chest. I figured she had to be at least five foot ten. I released her and she started to let her fingers play up, down and around the length of my cock. I reached out and touched the hard nipple of her left breast. She nodded towards the beach, and I realized my hand would be in plain sight. I was in the process of withdrawing it when she grasped it and placed it on her vulva. I let my fingers caress her clit and slide down to where even in the water I felt that special kind of moistness. I let two fingers slip in and she pulled on my hips as she thrust herself forward forcing them deeper.

"Shit!" I thought, "this is unbelievable," as she pushed and pulled meeting the movement of my thrusts.

She nodded again towards the beach, and I saw a couple and another guy were now arranging their respective belongings on different parts of the beach. I sensed her lying back on the water floating with her legs apart. Her hands made little motions in the water moving her closer and soon her legs wrapped around my waist.

"Fuck me hard," she said.

I could not have resisted even if I had wished to. I grabbed her hips and aimed my cock at her. She reached out and guided me in and then her fingers began to masturbate her clit as I pulled her slowly towards me until I was fully buried. I was aware of her adjusting to my size, something that Julie did easily now. It was a feeling that brought back memories of long ago. I held her until I sensed the adjustment was complete while she continued to rub her sex.

I pushed her gently away and then pulled her firmly back as I began to thrust more vigorously. Removing her fingers from her clit she reached and grabbed my arms and pulled herself out of the water. My cock was now pushing up into her at an eighty-degree elevation and as I bent my knees to get a steadier footing her feet also hit the sand and we were both thrusting as if our lives depended on it. He breasts pushed back and forwards against my chest and I glanced round to see a number of people on the beach were now watching, including my wife.

I kept thinking I was on the point of coming as my pelvis now rubbed against her clit. Somehow, I held off and she was making moaning sounds that were getting louder. I was on fire. My cock felt bigger than ever before as I was aware that for the first time in my life I had an audience. She had her hands on my shoulders and was bouncing up and down the length of my cock and the sensation was unbelievable.

Suddenly I felt her thighs clench and she gave a gasp and a scream as her vagina tightened on my penis my gut tightened with the unmistakable and unique pleasure of my climax and I felt a giant release of cum spurt into her. I have a condition where I release masses of semen and I continued to spurt into her until it became a steady stream and then a trickle. All the while she was gyrating on my cock like a thing possessed sobbing into my shoulder. I let my legs relax and I held her close as we sank till our heads were all that was above the surface of the water.

"God, that was incredible," she said after a minute or two, "Thank you so much. It was everything I hoped for," and she let go of me as I released her.

"Thank you," I said, "That was truly amazing."

She turned towards the shore and asked, "Is that your wife? I saw you sitting together yesterday."

"Yes, I have her permission. It's my fortieth birthday on Thursday."

"Lucky you! That's a generous woman. I hope my future hubby will be as understanding. I'm getting married on Saturday. My fiancé is still back in Miami having his stag tonight, but when I saw you yesterday, your size, I knew I had to do this first. It's been a fantasy of mine to have a big cock and when I saw you yesterday, I thought better to get that off my to do list before the wedding. Mind you unlike your wife, he'll probably kill me if he finds out. However, he's not flying in until Friday morning with his parents. He knows I'm not a virgin and I as far as I'm concerned, I don't take my vows till Saturday. Thank you again, Rod, for an unforgettable experience."

I hoped people were going to be discrete for I was sure I seen one or two phones out and these days their resolution is pretty good. I was feeling hungry and realized I had not yet had any breakfast.

"Wow! I'm impressed, that was hot. I shouldn't dare you to do things," laughed Julie, as I ate.

"Turns out, she was the one with an agenda," I replied, "She was in a hurry; she's getting married on Saturday."

"You've got to admire a girl who knows what she wants."

"So, what about you and those mini-dicks you want to fuck?"

"I never said I want to fuck mini-dicks. There are dicks an inch or more smaller than you that are still a very respectable size. And then of course there's Troy."

"Troy's not smaller than me, he may be bigger."

Troy was a local who looked after the jet ski and kayak rentals on the beach. He usually wore loos beach shorts, but while walking our first morning we had seen him busy arranging things and he was naked. His cock had dangled down about the same length as mine and he was 'coke can' thick. We had joked about it a couple of times since and now I wondered if Julie maybe also had a size fantasy that she wanted to fulfil.

She didn't say anything and for a moment she didn't look at me.

"I'll give you permission," I said.

"It's not my birthday," she replied.

"But it's our holiday and we shouldn't deny ourselves. I'm okay with it...as long as you share the juicy bits."

"Would you dare me?" Julie asked.

"Okay, I dare you."

"I don't expect he'll even be interested, and I don't know how to approach him."

"I've dared you. The rest is your problem."

"Bastard!"

That night we had some great sex while Julie asked me for details although as I suspected she and others had got a very good idea of exactly what was going on. Julie showed me the video on her phone which started just before Madison grabbed my arms and really started fucking me as hard as I was fucking her. I couldn't wait to transfer it to my computer for some close ups.

Chapter Two

When I awoke the following morning, the bed was empty. I found a note saying, "Going to try my luck." I went downstairs and found Julie sitting with a cup of coffee.

"No luck?" I asked.

"I chickened out," she replied, "However, I have booked a half hour massage for eleven with the male therapist here in the hotel."

"I'm sure you'll like that."

When we met for lunch by the pool at twelve thirty, I asked her how the massage had been.

"It was good. Lester was very correct. There was a sign saying people should wear underwear or swimsuits and I asked if it was really necessary, and he said my choice. Just as he was saying he would leave me to change I stripped off my bikini. Soon after the draping got a little more casual and I could feel his eyes on me which was exciting. For the most part it was a really good professional massage, but I did feel his fingers brush my sex a couple of times towards the end. It was quite stimulating.

After I put my bikini back on, I thanked him and gave him a good tip and asked if he ever did 'in room' massages. He said that could be arranged but it was off the books just an arrangement between him and me. I've set that up for noon tomorrow. I guess it's his lunch hour. I hope you don't mind."

"Fine by me. I can make myself scarce."

"If you want, but you could also read a book on the balcony," and she smiled at me.

"You'd like that?"

She nodded, "I think you might too."

Just before noon the following day there was a knock on our bedroom door. I opened it and welcomed Lester in. He looked a little surprised and I said, "Don't worry I'll be out on the balcony."

As he set up the portable massage table, he had brought with him Julie emerged from the bathroom already naked. She went to lie face down on the table and Lester looked at me again as I moved to the door to the balcony.

"It's okay, give the lady whatever she wants," I said with a smile and stepped out. I had left my camera inside transmitting to my computer which was open at the table in the shade. As I sat down, I could see Lester cover my wife's body with a towel which just reached from the middle of her back down to cover her bum. He folded it down more as he began by massaging her shoulders. I hoped my presence was not going to cramp his style. In the next fifteen minutes he massaged her shoulders and back, then moved to her feet, ankles and calves. As he moved up her thighs, I was sure he could see her naked pussy which I suspected was moist in anticipation.

The towel was moved aside as he began to work on her glutes and I was sure I heard her give a moan whether of pleasure or pain I did not know, perhaps a little of both. Without replacing the towel, he then went back to work on her upper thighs and his right hand vanished between her legs for a minute or two. She raised her butt as he continued, and I knew he was gently thrusting his fingers into her. I watched the screen as she began to move to his rhythm.

He stopped, picked up the towel and had her lie on her back. When he placed the towel it only just covered from her nipples to her crotch. Once again, he began what looked like a professional massage starting with her arms, hands and fingers. Lowering the towel, he began to work with her super-sensitive nipples which were already trying to burst through their skin. He worked down her sides to her hips and began to massage his way from her navel down to her vulva, placing the towel gratuitously across her breasts. As he worked her legs parted, he continued to run his fingers over her clit and up and down the outer sides of her labia. Then he let his fingers stray inside to stroke her clitoris for a moment or two. Her hand took his and guided it once again to her vagina. As he moved his bunched fingers in and out, I saw her once again begin to move to the rhythm and then she began to writhe and suddenly her thighs clenched trapping his hand. I heard her deep intake of breath, and I knew she was having an orgasm.