The Reluctant Man

Hello, my name is Joy. Sixty years old, lost my husband to illness over a year ago. I was so lonely, I missed him so much. Not for sex, that ended years ago, but for the companionship. That lovely feeling waking up with someone cuddling you in bed. We always did everything together, shopping, going for walks, tidying the garden and watching the TV in the evening sitting next to each other, holding hands.

Still... life goes on and I try and keep myself busy about the house and garden. The evenings are the worst time. I tend to drink a bottle of red wine, stops me thinking about my husband and puts me to sleep for the night.

One sunny afternoon I was trimming the rose bush in the front garden when I noticed someone watching by the gate. I went over to say hello. He introduced himself as Charles. He was about five foot five, a trimmed gray beard and hair, he was well spoken, but slightly nervous. It turned out he'd lost his wife a couple of years ago. He was very complimentary about my garden and quite knowledgeable too. He wasn't very good at normal conversation, it was stilted. But he seemed friendly enough. I opened the gate and invited him in for a cup of tea, He sat on a chair by the table as I sorted tea and biscuits. I lit a cigarette and he made a bit of a drama out of it, falsely coughing and stood up and opened the kitchen door and window. I'd only had two puffs and didn't blow the smoke at him. I couldn't stop laughing at his over the top dramatics. In consideration I put the cigarette out. He was a bit more relaxed and we talked about our spouses.

After half an hour as he left I said he was welcome to come round again. A couple of days later he did, he had a plastic carrier bag with him.

Charles said, "I don't want you not to smoke in your house, but I'd appreciate it if you leave the window and door open."

I said, "Of course."

To my surprise Charles stood up and removed his shirt, put it in the bag and placed it in the hall. Then sat bare chested back at the table.

He said, "I'm seeing my daughter later and I don't want her to smell smoke on my shirt."

I sort of got that, although thought it was an overreaction. It was quite nice to have a half naked man in my kitchen. His chest was totally hairless.

On his next visit he took off not just his shirt, but his trousers too. He sat there with just a pair of black underpants on.

Charles said, "My daughter thought she could smell smoke on me last time."

I was confused. Was he inviting me to do the same? Or did he really mean it. I decided to ignore it for now. I did wonder what he would do on his next visit. But it made me think about sex again. Did I want to have sex again? I wasn't sure, The next day before I showered I shaved my pussy, hadn't done that for years, I needed scissors first to trim it. I was in good shape for my age. I also suffer from vaginal dryness, so later went to the chemist and bought a spray which helps.

A couple of days later Charles text me saying he was coming round in half an hour. Perfect! I stripped, jumped into the shower, thoroughly washed, used the spray and slipped on a thin robe. My heart was hammering.

Charles let himself into the kitchen, he did a double take when he saw me.

"I hope it's not inconvenient?"

I said, "Not at all. please sit down and I'll sort the tea and biscuits."

Charles took off his shirt and trousers, put them in a bag, and placed it in the hall. Again he was wearing black underpants. But this time there was a definite bulge, which wasn't there last time. I had tied my robe loosely, and as I approached the table with the teacups it gaped open showing most of my breasts, and a bit of my inner thigh. As Charles took the cup his hands were shaking. I sat opposite him.

I said, "I'm so hot after that shower. Do you think it's hot in here Charles?"

There was a sheen of sweat on his forehead. I went and got his bag and then right in front of him, took my robe off and put it in his bag. I sat totally naked in front of him. I've never seen someone with such wide eyes before.

I was enjoying the exhibitionist part of me.

Charles suddenly stood up, "Yes, it's very hot in here." He dashed into the hall grabbed his bag, put his trousers and top back on and fled out the kitchen door.

I didn't think he was going to do that. I sat at the table musing how I got Charles's signals so wrong. I went to get my robe, but it wasn't there. He must have it still in his bag? About an hour later I received a text saying he had my robe, and would bring it round in a couple of days. I had to work out a plan.

When he came round to return my gown, I wondered if he would stay for tea, or not but he did. I was dressed in a knee length skirt and a white blouse.

I said, "I'm so sorry if I embarrassed you last time?"

Charles said, "It was more shock than embarrassment. I wasn't expecting you to do that."

I replied, "I thought you were sending me signals by taking your clothes off?"

Charles moved uncomfortably in his chair, "Well I sort of was."

I replied, "Oh... right. So why run out when I took my robe off?"

Charles said, "I don't know, it was the surprise, I think."

I said, "Were you offended by seeing my body naked?"

Charles said, "Oh no, not at all, you looked stunning. In fact I haven't got the image of your naked body out of my brain for the last few days."

In almost a whisper he said, "I've had my first erection in years thinking about that moment."

"Oh!" I said. "That's good. I'm going to have a cigarette, I see you've got your bag with you."

Charles stood up and removed his trousers and shirt and put them in the bag.

I said, "Wait! Aren't you worried your underpants might smell of smoke?"

Charles hesitated, then turned his back to me and pulled his pants down. He had nice firm buttocks. When he returned to his chair, his hands hid his genitalia. Although I could see some black pubic hair.

Unless I bent down and looked under the table, and he moved his hands, I wouldn't see anything.

I said, "Would you like to see me naked again Charles?"

He replied, "I'd love to."

I said, "Come with me." And he followed me into the bedroom, his hands still covering his crotch, and sat on the side of the bed. I closed the bedroom door. I stripped slowly for him and twirled around.

I said, "Charles, let's be adults about this. You can see my tits and pussy. You know you've got a cock and balls. And I know you've got a cock and balls. Don't worry, I'm not very experienced, so won't be doing a comparison." Too right I was going to! But he didn't know that!

Charles slowly, reluctantly pulled his hands away. To say I was surprised was a understatement. I gasped! For such a slight framed short man he had a magnificent cock. I reached for my glasses to get a more focused view. I knelt between his thighs, his cock was semi erect, a good six inches and very girthy. A thick blue vein ran from the base of his cock along his shaft to his foreskin. His ball sack was like a bulls. The skin colour of his cock and balls was much darker than his pale white skin. Quite a contrast. The glans was bright purple in colour. I held his cock in my hand and it throbbed and grew to what I estimated to be eight inches. My fingers didn't meet around his girthy shaft. I pulled his foreskin right back. The glans was massive, my heart quickened as I imagined it filling my pussy. The comparison? There was none. It was the biggest I'd ever seen by far. I was a raving nymphomaniac before I got married, so seen more than most.

I stroked along Charles's shaft. I needed his cock in my mouth and my cunt. But I was worried I would be disappointed if I couldn't fit it in. What I did know, I didn't need the spray or lubricant as my pussy was dripping. I squeezed his shaft and was rewarded with pearl like drops of precum. I squeezed again and a stream of precum leaked out onto my thigh. I wiped it up with my fingers and licked it off. I bent down and opened my mouth wide. I could smell soap. He'd obviously washed it before he came round. His glans completely filled my mouth. There was no way I could get it down my throat. I withdrew his cock from my mouth and pulled his foreskin right back. I licked along his frenulum then pulled his foreskin back over his glans, I swirled my tongue under his foreskin around the tip of his penis. I cupped his large ball sack in my hands, briefly I wondered how much they would weigh, they were so heavy.

Charles was leaning backwards, eyes closed, he spread his legs further apart. I ran my fingers between his balls and his inner thighs. There were four scrunches under the bed, I put them around the base of his cock and under his balls. His testicles were stretched upwards and more prominent, I got just one ball in my mouth, I couldn't have got both in at once. I gently sucked on one then the other one. I pushed Charles back on the bed. I slowly moved up his body, my breasts rubbing against his hard cock, then his tummy. I suddenly realised we'd never kissed. I hesitated for a second, but as our lips met, we kissed passionately. Charles's hands stroked firmly along my back and his cock was rubbing against my pussy. He suddenly stopped. He rolled me to the side. Charles stood up. Quite an amazing sight. Such a short man, so slender but with such an out of proportion cock pointing out in front of him. Women with very large breasts have problems with all that out front extra weight, I wondered if it affected Charles?

I didn't know what he was doing, had I gone too far? But I needn't have worried. Charles knelt between my thighs. His fingers gently separated my pussy lips. As I looked down I was amazed by his tongue. It flicked in and out of his mouth like a reptile. Like his cock I guessed it was about eight inches. Charles put his head down and inserted his tongue. Athough I've never experienced it, I'd describe the feeling as having a live eel inside my vagina. It wriggled as it explored every inch of my cunt. I writhed with pleasure as his fingers rubbed against my clitoris. My body started vibrating, Charles's tongue curled around my clit, and I started squirting, he held my hips down, his tongue was as rigid as his cock. As I reached the climax of my orgasm I had to push Charles's head away, it was too intense.

Charles moved behind me and spooned me. As I struggled to get my breathing under control he cupped my breasts in his hands. His rock hard cock was nestling between my buttocks. Charles gently gave butterfly kisses to the nape of my neck. As I recovered I turned towards him. I grabbed his cock in my hands. It was so hard like a rod of iron.

I had a little fantasy I played out with my husband. Would Charles be up for it? And would he be able to recover in time?

I stood up and sat in the chair. I said, "Charles, I want you to do a favour for me. I want you to wank your cock and make yourself cum, whilst I watch. I will also be masturbating, the trick is we are aiming to climax simultaneously. It's all about communication, and it really turns me on watching a man masturbate

Charles replied, "I won't be able to get erect again for about an hour afterwards."

I said, "That is ok, as long as you have the time?"

Charles said, "Yes, I've nothing else to do."

I sat facing him and spread my legs. I said, "Let's start."

Charles nodded in agreement. He held his foreskin up tight to cover his glans. He slowly rolled it back along his shaft and pulled it tight. I could see his glans swell and beads of precum spilled out and ran down his shaft reaching his fingers. He wiped it up then spread it on his swollen glans, massaging it in and on his frenulum. With one hand he held his foreskin fully down, with the other he massaged the tip of his penis with his fingers. As more precum dribbled out, he wiped it along his shaft then wanked up and down his shaft still holding his foreskin tightly back.

His eyes went from looking at his penis to looking at my fingers rubbing my pussy lips and back again. What I loved about this was watching the intensity of the man's face. He so wanted to cum, but he was trying very hard not to. Conflicting sexual emotions. I decided to tease him. Thinking about that famous fake orgasm scene in 'When Harry Met Sally' I fingered my cunt faster, threw my head back and moaned and groaned. I heard Charles speed up, a distinctive sound of a man masturbating. I yelled out I was cumming then stopped and looked directly at him. The look of surprise on his face was so comical as he tried to suppress his orgasm. He clenched his teeth, breathed in gasps, shut his eyes, gripped the base of his cock tightly between his thumb and forefinger then sighed as his shaft pulsated and powerful jets of cum squirted high into the air splashing back down on his face and chest. It seemed to go on for ever. I gave him a towel to clean himself up.

I made Charles something for us both to eat. We sat at the table, both naked, drinking wine and chatting as though it was the most normal thing telling each other our sexual experiences from years before. Charles revealed he was in the Navy before he was married and had many tales of dusky maidens from far away places. One story particularly fascinated me, and I wondered if it was actually possible?

Charles said, "Well, your bed is the same, so let's go and try."

His cock was now fully erect again and I pulled him back to the bedroom by it. I opened the drawer in the bedside cabinet and passed him the bottle of baby oil. The bed was wood and the bed posts were topped with a carved acorn shape. It was wider at the centre than any cock I'd seen, much wider. In length I guessed about six inches. Charles smeared it with the oil, then liberally applied it to my pussy. It was too high to tackle it from the floor, so Charles helped me balance on the bed by holding me around the waist. I backed up to the bed post acorn and lowered my hips until the tip was resting against my pussy lips, my hands were on Charles's shoulders. I shuffled around bit and got the tip in my cunt. I pushed down a bit and eased it in further. My pussy lips were stretched wider than ever before. I was at the central point, suddenly with one last push it was in. I gasped, my vagina had somehow expanded to fit the acorn in. Charles put his hands around my waist and slowly bounced me up and down on the bed post. It didn't hurt, but was a bit uncomfortable. But very quickly I'd set up a rhythm and my climax was building up.

I said, "Charles, hold me tight, I'm cumming."

I started squirting and yelling, I rode the acorn faster then collapsed forward onto Charles's shoulders. The acorn was still inside me and it took some effort by Charles to lift me off. I lay on my back with my legs apart. I looked at my reflection in the wardrobe mirror. My pussy was just a big hole, but it was slowly going back to normal.

Charles straddled my chest, squeezed my tits together and pushed his cock between them. On each thrust the tip of his cock brushed against my lips and my tongue flicked along his glans. Charles moved to a sixty nine position, and I tried so hard to get his cock at least a couple of inches in but it was impossible. All I could do was suck on the tip. His tongue slithered in and out of my vagina lapping at places no tongue should be able to reach. My body responded and my pussy started tingling. My climax was so powerful I thrusted my hips upwards as I squirted and poor Charles landed up on the floor. He crawled back on the bed, his big cock swung from side to side. He straddled my tummy grasped his cock around the shaft and wanked. My hand massaged his heavy balls, he kept speeding up and slowing down and stopping. He was edging himself.

I said, "Charles, are you going to fuck me?"

He stopped playing with his cock. He leaned forward and kissed me on the lips. Charles shuffled down my body until he was between my thighs. I was quite sure after getting the acorn in my cunt I could now take his penis. He rubbed his glans back and forth along my slit, then very gently eased in the tip. Then bit by bit he pushed his length in. I was gripping the bed sheets with my fingers, but because my vagina had been opened so fully I could take it all in. If I'm honest I was slightly disappointed, but by concentrating on my vaginal muscles I managed to grip around his cock. I made a mental note to myself, don't widen my cunt first next time. As he fucked me his hands caressed my breasts, gently pulling and pinching my hard nipples. His large balls were slapping against my buttocks. My orgasm built up slowly. I grabbed his hips, encouraging him to go faster. I felt his penis expanding then pulsating and he groaned as his cum forcibly hit my cervix. That was enough for me to experience the strongest orgasm of my life. Stars and fireworks exploded in my brain. Charles's cock was buried up to the hilt in my vagina, and each pulse triggered another orgasm.

We cuddled up to each other, my breasts lay on his chest. We dozed for a couple of hours. When we awoke it was dark, I made a quick stir fry and then we sat on the sofa next to each other, my head resting on his shoulders watching TV. It sort of reminded me of my cosy evenings with my husband. Although the difference was we were both naked, and instead of holding hands, I was holding Charles's erect cock, and slowly wanking his foreskin, and he had his hand on my pussy, his fingers lazily stroking along my very wet pussy lips.

It became a regular thing, about six hour long sex sessions twice a week. We were a couple, very happy in each other's company, but we didn't live with each other. It was the sex that kept us together. We joined a swingers group that met monthly in a hotel. We spent hours discussing our deepest secret fantasies, then found the people who could help us realise them. I discovered Charles was secretly bi, only oral, and I had fulfilled a fantasy of his, watching me with another woman, and found I was bi too! We invited couples around for dinner and sex, and accepted invites in return. When we were with another couple we would always make the woman strip Charles first. We loved to see the reaction on her face when she first saw the size of his cock.

One evening Charles said he wanted to ask me something. I was secretly hoping he was going to ask me to marry him. But it wasn't that.

Charles said, "I wondered if you can help me with a problem?"

I said, "Yes of course, as long as I am able to. What's the problem?"

Charles said, "Its my grandson. He's just turned eighteen and last weekend he asked me to have a private chat with him. He's starting university in four weeks time and he's terrified. Apart from a couple of basic sex education lessons, he knows nothing about sex. He's never had a girlfriend. He's watched a lot of porn videos, but that's not like the real thing. So he has no confidence around females. He doesn't want the embarrassment of being with a girl and making a fool of himself. Jim asked me if I could arrange a prostitute for him?"

I could see where this was going, but I asked anyway, "How can I help?"

Charles hesitated for a few seconds then said, "How would you feel about Jim coming round here and we teach him everything we know?"

I replied, "Considering our normal playmates were men in their fifties and sixties, it would be an absolute pleasure to have a young stallion in our bed, and a virgin too. Have you already told him?"

Charles said, "Not the details, I just said I might have a solution. So would you be up for it?"

I replied, "It sounds like a lot of fun. Arrange it."

A few days later Charles and Jim arrived for lunch. Jim was six foot tall, thin as a rake, ginger hair, blue eyes and very nervous. With the food we had some wine and Jim relaxed a bit after a few glasses. An hour later we went to my bedroom and Jim and Charles sat in the chairs. I stood in front of them.

I said, "So Jim, you've never seen a naked woman in real life?"

Jim shook his head. I took off my blouse and unclipped my bra, Jim was shuffling in his seat staring at my tits. I took my skirt off then my knickers and did a twirl.

I said, "Why am I the only one naked?"

Charles stood up and stripped, Jim rather reluctantly did so too. OMG! Jim's penis was the same size as Charles's. Although he had a bush of ginger pubic hair surrounding his cock and balls. I took Jim's hand, and made him stand in front of me. His erect cock was bouncing off my tummy. He was shaking. I put his hands on my breasts and he roughly squeezed them.

I said, "Jim, gently, caress, you can pinch my nipples, but just slightly, you will notice they become hard as they are aroused."

Jim apologised and gently stroked my breasts and nipples. Then I felt a splash against my tummy as his penis ejaculated. He was mortified, and kept saying he was sorry. He grabbed his clothes as if to leave, but Charles made him sit down. His face was bright red. I knelt between his thighs and held his softening cock in my hands.

I said, "There's no need to be embarrassed, you are young and I bet I can get your cock erect in about five minutes."

I put my mouth around his penis, and as it was soft managed to get it down the back of my throat. I massaged his huge balls and as his penis stiffened I went back to just sucking the tip. I sat opposite to him on the bed. I spread my legs apart giving him full view of my pussy.

I pulled my pussy lips apart. I said, "There's lots of words for this, slit, pussy, snatch and cunt are the usual ones. Vagina is more internal. I guess you already know the male puts his erect penis into the female vagina?"

Jim was no longer embarrassed, he said, "Yes we learned that in sex education at school." His gaze was fixated on my pussy.

I said, "Ok, that's good. I'll probably be telling you somethings you already know but possibly things you don't. Come a bit closer. Good. Now these are the outer pussy lips but you can see folds inside, these are the inner lips, this little bump is the clitoris. All these bits when stimulated heighten the female sex response. You don't just go in with your cock straight into the vagina. You are likely to have a premature ejaculation."

Jim said, "Like I did before."

"Yes, exactly. But as we discovered, you soon recover." I replied. "So, when you have a naked woman in front of you, remember all the erogenous zones. Her hair, lips, neck, then her breasts and nipples and down to her pussy. Gently put one finger in her pussy like this, then two fingers, then three. Give it a try."

Jim with a bit of guidance from me fingered my pussy. It was dripping with my juices. I pulled his fingers out and put them to his lips, he sucked on them. I pulled his head down and he licked my pussy. His tongue was large, and nearly as long as Charles's. I have to admit as a first timer he was pretty good. Charles watched on in pride as he recognised the signs of my climax building. And suddenly I orgasmed, splashing my juices over Jim's face. It took him by surprise, he wasn't expecting that. Perhaps I should have told him! I passed him a towel.

The next part Charles and I had discussed beforehand. The idea was for Charles and I to perform and let Jim watch.

I said to Jim, "Take note of the sequence."

Charles joined me on the bed, we sat facing each other. We kissed passionately, Charles's hands stroked my earlobes and neck then down to my breasts. My hands slowly wanked his shaft. He pushed me on to my back, he licked my breasts and gently sucked on my nipples. He ran his tongue down my tummy and shuffled backwards until he was between my thighs. He fingered my pussy, and rubbed my clit with his thumb. He inserted his long tongue into my vagina. His serpent like tongue licked along the walls of my vagina, then curled around my clit. And that was it, I orgasmed hard nearly throwing Charles off the bed. We cuddled up for a while then once I'd recovered I pushed Charles onto his back. I straddled high up his chest so he could lick my dripping pussy.

I then went between his thighs and took his large heavy cock in my mouth. I still hadn't managed to find a way to deep throat his cock, it was too girthy, but I could get a good five inches in. I positioned my hips over his cock and lowered them down and guided his penis into my pussy. I found this was the best position to be in control of the depth of penetration, which was important with a cock this large. We fucked languidly at first, but began to speed up. His hips were rising up on each thrust. We were so experienced by now we could time our orgasms to cum together. With groaning from Charles, and yelling from me, our orgasms exploded together. We slumped into a heap, Charles cock was still inside my vagina. We held each other tightly until we had recovered. Charles cock slipped out of my vagina as it softened, he sat back on the chair.

I lay back on the bed with my legs apart, Charles's sperm was dribbling from my cunt. I beckoned Jim to the bed. His cock was stiff and ready.

I said, 'Hopefully you've learned some things, now, seduce me."

Jim had watched us carefully, he basically ran through the same as Charles did. The only difference was when he licked out my pussy it was still full of Charles's cum. As he fucked me I didn't have an orgasm before him, but I was close. Another five minutes would have done it. But the surprise was after Jim had cum he licked out his sperm and brought me to orgasm that way.

Charles and I had a couple more sessions with Jim. It was great fun, I got to play with two cocks at once! I couldn't get both cocks in my mouth at the same time. Once I was on all fours, sucking Charles's glans, while Jim was holding my hips and fucking me from behind. Amazingly we all orgasmed simultaneously. Charles cum filled my mouth as Jim's cock pulsated in my vagina, his cum hitting my cervix, causing me to scream out as I climaxed. On another occasion we tried double vaginal penetration. Charles lay on his back on the bed. I lay on my back on top of him. I guided his cock into my vagina. Jim knelt between our spread legs. I wasn't sure I could take two cocks in my pussy. But we'd used liberal amounts of baby oil. Both cocks were covered in it, and Jim squirted it into my cunt until it was dripping out.

I looked at Jim and said, "Go slowly, and if I say stop, please stop." Jim nodded and agreed.

My cunt was full with Charles's cock, but we had tried inserting a vibrator next to it before and had managed it. Jim slowly pushed his glans between my outer pussy lips alongside Charles's cock. I grunted as he pushed his shaft in. My vagina stretched the furthest it ever had. It was slightly uncomfortable at first, my vagina was working hard trying to add more lubrication. But it wasn't unpleasant. Then Charles stayed still as Jim fucked me slowly. His penis sliding along Charles's. We managed to keep everyone in position, and after about ten minutes I felt my orgasm building up. My vagina clamped around both cocks and pushed them out as I squirted. Charles's cum splashed on my back and Jim's cum landed on my legs.

Jim went off to university a very confident young man. He kept in regular contact with Charles and within a couple of weeks had his first girlfriend. He brought her to have dinner with us one day. She was lovely, very pretty. It was obvious they were very much in love with each other. I was in the garden having a cheeky cigarette. Jim came out of the house and stood next to me.

He said in a very quiet voice, "Joy... I can't thank you enough for all you and Charles taught me. It's come in very handy."

I replied, "Believe me, it was our pleasure. You both seem very happy together. I'm pleased for you."

Jim said, "Thank you, we are." And in a whisper he added, "The sex is just brilliant."

I said, "Always keep it our secret."

He nodded then went back indoors.

After a year Charles sold his house and moved in with me. That was five years ago. I expected the sex to diminish over time. But it was the opposite. The sex sessions weren't as long, but more frequent. It was rare if we missed a day out. In the house we were always naked, and spent the days intimately touching each other. We continued with our sex swinger's group, not that we needed to spice up our sex lives. One sex party was memorable. We invited six men to join us. A crazy night, sucking seven cocks and being fucked by them too. In the three hour session there wasn't a minute without a cock in my mouth or my cunt, sometimes both. I was in bed recovering for two days after that.