Helping a Young Man

Next door's extension was finished early. Good weather and hard work left the builders with time to spare. JDS and Son was a local builder. They never needed to advertise as almost all their work came from recommendations. Jim had been working on the extension with his son Mike for a few months. Mike was a lovely young lad. He was always very polite, but if anything, overly shy. Not what I'd expect from a young man in his prime.

I got to know them quite well as I was always making them a cup of tea and having a little chat. The couple next door were professional people and were rarely if ever there during the day. Someone had to make them a cup of tea. I was always out and about in my garden so would see them most days. Jim was a nice man, a bit flirty but only in a friendly way. To be honest, I enjoyed a bit of flirting. I've always been a bit of a flirt myself. I had asked him some weeks ago if he could find the time to build me a small patio. He told me he was fully booked all summer but he would do his best.

Now that he finished early, I asked him if he could fit me in. This would be an ideal time for me as my husband was away on business. It would be a nice surprise for him to return home to find it completed. I was delighted when Jim agreed to give me a quote the following day. The next morning Jim arrived to measure up and gave me a price. It was a little cheaper than I thought but he said as I had looked after him and his son it was a special deal. If I wanted he would start straight away. Fantastic, I put the kettle on and work began.

Watching through my window, I could see Mike, shirt off, digging out the ground. I'm not sure if I should feel a little ashamed but I found that watching the young man working away very arousing. He'd worked with his father since he was fifteen. He was now twenty and building work had built up his muscles and the outdoors had bronzed his skin. Add to that his blond hair and bright blue eyes, he was quite a dish. I knew what vision would be sending me to sleep that night.

Later that afternoon, Mike drove off in the van to get some more building supplies. I was sitting with Jim having a cup of tea. I told him that he was lucky to have such a hard-working son. I said that he probably had all the girls chasing after him. He agreed they should but Mike was too shy. Apparently, he'd only had one or two girlfriends, neither lasted very long. His shyness was becoming a bit of a problem. I said that I did find him a little shy but he always talked to me if I started a conversation.

Jim said that he thought it all came down to sex. Because he's a good-looking boy, the girls thought he'd know all about sex and how to give them a good time, but he doesn't. He said that the later he leaves it the harder it would get. He could see him ending up a forty-year-old virgin unless things changed. He told me that as his twenty-first was coming up he thought about getting him a female escort. At least that way he could lose his cherry and gain some confidence.

Jim immediately apologised for talking about it. He said that I probably thought he was a very bad dad for thinking such a thing and asked me not to say anything to Mike. I knew Jim thought he could trust me. We'd been flirting for the last three months. He knew enough about me to tell that I wasn't the kind of person to indulge in idle gossip. I told him I didn't think he was a bad father, quite the opposite in fact. I said that I had heard about fathers getting their son a woman to pop their cherry. It wasn't that unusual and certainly nothing to feel bad about.

I asked him where he was thinking of finding such a woman. He told me he had absolutely no idea and wouldn't know where to start. I said that he would have to find the right one. It would have to be someone who understood his shyness and was willing to be patient as a bad first experience could make things even worse. Jim agreed and said that had crossed his mind and he found the thought quite worrying. I told him not to worry; any woman should think herself lucky to be his first and if he got stuck he could always ask me.

Jim said he knew I was only joking but someone like me would be ideal. I asked him why he thought I would be ideal. He said that Mike was already comfortable with me and he trusted me not to kiss and tell. I told Jim that I wasn't joking and if it wasn't for the fact that at forty-two I was literally twice Mike's age that I would give it serious consideration. I can't be sure if Jim was trying to flatter me by saying I only looked about thirty-five but I was happy to take the compliment. Who wouldn't after all?

I did look after myself and always tried my best to keep as young-looking as possible. My dressing-table was always full with this or that miracle potion. Night creams, day creams along with top-quality makeup. I probably spent more than I should have but what woman doesn't. Regular visits to the local swimming pool helped keep me trim. Through choice, I never had any children so managed to avoid the curse of stretch marks and saggy boobs. Not to mention keeping the tightness of a virgin.

Jim confided that Mike told him that he found me very attractive and hoped he would end up with a lady like me one day. How sweet is that? I don't mind telling you that the thought of being Mike's first was making me quite wet. I was going to have a good sleep that night. I told Jim that if he was serious and Mike actually fancied me I would be willing to think about it. Of course I would.

He still wasn't sure if I was being serious or not. What with all the joking about and flirting I didn't blame him. Anyway, we chatted some more and somehow ended up with me agreeing to do it and Jim giving me a further discount. I won't bore you with my negotiating skills, I'm sure that's of no interest, suffice to say that me having my patio laid for half price left me feeling that I was getting the better deal. Basically, Jim could lay my patio and I could lay his son.

Wednesday morning the builders arrived early as usual. I put the kettle on. Jim came in to collect his morning tea while Mike unloaded the van. I waited for him to say something, fingers crossed. I caught a glimpse of Mike through the kitchen window; he smiled and gave me a little wave of acknowledgment. Jim confirmed that Mike really did have a crush on me before asking if I had thought any more about our last conversation. He told me he wouldn't be in any way offended if I had changed my mind. Are you kidding?

I said that as long as Mike was happy, I was happy. Jim was delighted at the prospect, as was I, of course. He said he would sound him out during the day but fully understood that at any time if I had a change of mind he would understand. It was after all an unusual arrangement. Perhaps I should have, but the thought of bedding a handsome stud had somewhat skewed my moral compass. I assured Jim that I would do my very best to make Mike's first time special, something to remember. I would dress up for him and not rush the process. It would take as long as it takes.

We finished our conversation with some more small talk and Jim took the tea out to Mike. I don't mind admitting that I was as wet as I'd ever been. As soon as Mike went outside I rushed to my bedroom for some finger relief and a change of underwear. Even though Mike was yet to agree I was already planning what to wear and how to approach our encounter. I tried not to look out the window. I didn't want Mike to see me at the point his dad was discussing his plan. It was quite late in the day when Jim came in for tea.

He smiled as he raised his eyebrows and said that Mike was Happy if I was. Once again he asked me if I was absolutely sure it was okay with me, it was. All we had to do now was arrange a time. I told Jim it was probably better if we did it as soon as possible. We didn't want to put any more pressure on Mike than needed. The following morning was okay with me. Jim agreed and the date was set.

That following morning I was up early. Quickly showered and got my clothes ready. Black stockings and suspenders combined with my best sexy black knickers and bra. I thought a nice short skirt and tight blouse would provide the finishing touches. In the meantime, I got dressed in my usual house clothes. Jim and Mike arrived on time. I made the tea and Jim came into the kitchen leaving Mike outside in the garden. Deep down I was praying that nothing had changed. Jim nervously asked me if everything was okay and I assured him it was. To be honest I wasn't sure which one of us three was more nervous.

I asked him to give me twenty minutes to get ready before sending Mike upstairs. As I was getting changed, I realised that this fantasy was about to become a reality. I refreshed my makeup and lit a scented candle for atmosphere. As I waited, the silence was broken by the sound of footsteps ascending the creaky stairs. Mike lightly tapped on the door. I asked him to come in. He was blushing and showing obvious signs of nervousness. I told him to relax; nothing was going to happen that he didn't want to and that I was also feeling a little nervous.

I asked him to sit next to me on the bed and he obliged. I gave his back a gentle rub and we chatted for a while, just to break the ice. I casually asked him if he would mind removing his shirt. In a soft voice, I said, "That's better. You have a lovely body." He smiled and I could see he was becoming less nervous. A little more small talk and I persuaded him to remove his jeans. I explained that there was no rush; we could take as long as he wanted. Whatever he felt comfortable with was okay with me.

I notice a large wet patch on his boxer shorts, he was close to cumming. I rested a hand on his lap, he was rock hard. "Do you mind if I took them off? I would really love to have a look." Without saying anything he stood up and I slipped them off before returning to the bed. His end was dribbling; I knew he wouldn't last more than a few seconds inside me. I didn't want his first time to end too quickly. I remembered what it was to be that age; men could cum more than once and I was sure he was no exception.

I grabbed some tissues and held him. "I really want you to enjoy your first time. Let's just relieve some of the pressure first." One or two strokes and he was filling the tissues. "There, that's better. I bet that felt good."

"Yes," he said, in a quiet, breathy voice.

I smiled as I wiped the last remaining drops away. I threw the wet tissues in the bin, took his hands, and placed them on my breasts. "These are all yours today. Give them a gentle squeeze and explore them. It really turns me on if you are gentle with me." His strong hands were gentle. He was a natural and I was getting really turned on as I watched him. "That feels so good, why don't you undo my buttons. I want to feel your hands on my bra." He undid all the buttons. I pulled my blouse open and gave a little shiver as his hands returned.

"You're making my nipples hard. This shows how much you're turning me on." I wasn't kidding, I was so turned on. "I'd love you to remove my blouse and take my bra off. I want to feel your bare skin on mine." Removing the blouse was easy, the bra strap proved the challenge it does to most men but he prevailed. He was fully hard again as his hands found their way to my bare breasts. I can't remember a time when having my breasts explored by a man's hands felt so erotic. I was enjoying every minute.

I was surprised by how soft his hands felt. I thought as a builder they would be hard and rough. The thought of someone rubbing something akin to sandpaper over my lady bits was truly unappealing. Luckily, and for me delightfully they were as soft and gentle as they could be. I was in heaven. My instinct was to pull him on top of me but I had a job to do. This was his first time and I wanted it to be special. I stood up with my back to him and asked him to unzip my skirt.

As it fell to the floor I turned around to give him a full look. "Have a feel of my legs. Feel the soft skin above my stockings." He ran his hands up my stockings, stopping on my bare skin. As they explored my body I felt the side of his hand brush against the gusset of my knickers. I was so turned on, I very nearly climaxed there and then. I was starting to get the feeling I was enjoying it more than him. "Please take my knickers off, I want you to feel how turned on I am. I want you to feel how wet you've made me." As soon as they were off I took his hand and placed it on my wet lips. My legs were trembling as he explored me. I had to sit back on the bed before I fell down.

I put his hands back on my breasts as I reclined fully. I took one of his hands, selected two fingers and asked him to slip them inside me so he could feel how wet I was. As he did I could feel my orgasm building, I was so close. I wanted to feel him inside me, this was the moment. "I want you to cum inside me. Let's get into bed." As I lay there he got on top. I maneuvered him inside me. "Slow and gentle, I want you to make me cum. I want to feel you cum. Make love to me, fill me with your cum." It didn't take long before we both reached orgasm. I could feel him throbbing as he pumped it into me. The slow build-up was worth every minute.

It seemed like we had been in the bedroom for ages but a quick look at the bedside clock told me it was only twenty minutes. Mike was lying next to me when I said, "I hope that was as good for you as it was for me. I really wanted your first time to be special." As I said that, I took his hand and placed it on my breast. He gave a gentle squeeze and said, "That was the best thing that ever happened to me. You are so beautiful."

I was so happy with how things played out. I wasn't joking when I said I enjoyed it as much as him. He was the perfect, gentle lover. I was sorry it was over. I could still feel him dripping out of me, making my sheets wet. He left the bed to get dressed. I couldn't help noticing he was hard again. "You don't have to leave yet if you don't want to. I'm still here, I'm still yours. You can have my body or my hands, I don't mind if you want to wet my breasts." I wasn't sure if that shocked him but I sat up, leaned over, and took a tube of lube from the bedside cabinet and squirted a large dollop on my hand.

I sat on the edge of the bed in front of his naked body, took hold of him and started to masturbate him. "Does that feel good?" He was looking straight down my cleavage. He could see my hands masturbating him. "You can tell me to stop if you want." He didn't say anything. I could see his legs trembling. I knew he was enjoying it; he was starting to moan softly. "I want you to leave this room empty. I want to feel your hot wet cum on my breasts." The dirty talk was working as it didn't take long before he was doing just that. It was squirting out with so much power. I leaned forward and placed him in my cleavage. He was still cumming.

"Was that nice? I could feel it all." He sat down next to me on the bed and started to apologise for cumming so much. I reached over to grab some tissues, put them in his hand. "I don't mind at all, I'm just pleased you enjoyed it." As he was wiping his cum off my breasts he said it was a very special day and he enjoyed every minute. He gave me a tight hug and told me it had been the best day of his life. He asked me not to share with his dad all the different things we did. I assured him I could be trusted. It was just between us.

He got dressed and went back downstairs. I stayed in bed for a short time. I wasn't going to miss the opportunity to give myself a wet orgasm as I replayed the events back in my head. I really can't remember when I was so turned on. This was going to be the fruit of my orgasms for weeks to come. Eventually though, I had to leave my bed of passion and return to reality. I put my house clothes on and returned to the kitchen to see Mike working outside with his dad. I wasn't sure who had enjoyed the day more.

Later in the day, Jim came into the kitchen. At last, a report back. He didn't say much about the day other than Mike returned to the garden with a smile on his face. He asked me how I got on with Mike and what we did. I told him that Mike was no longer a virgin but I had promised him that I would say no more than that. Jim understood, trust was part of the agreement.

I took the events of the day to bed with me that night. Needless to say, I slept very well and woke totally refreshed. Today would be my last with the builders. My patio would be finished. Some kind of normality would return to my life. I was downstairs with the kettle on when their van arrived. Jim got out and the van drove off. I asked Jim if everything was okay with Mike.

Jim said everything was great, he just sent Mike down to the builder's merchants to get something he needs for his next job. He told me that Mike had changed. He was much happier and appeared more confident, even his mum noticed how happy he was when he came home. Of course, he could never tell her why. I asked if Jim had any more feedback for Mike. Jim said Mike had confided that it had been the best day of his life and that I was beautiful and very sexy. Obviously dear reader that's not something I hear every day but I was his first and he may have been just a little biased. Jim went on to say that Mike was a little unhappy with himself about being so nervous but said that he was very pleased I was his first and he would never forget me. Once again Jim assured me that this would stay forever between just us three.

As he said that, Mike returned in the van. He knocked and entered the kitchen carrying a bunch of flowers, I was touched. What a lovely thought. I thanked Mike and gave him a hug. A wicked thought entered my head, I asked Jim if he would mind if Mike did a little job for me before he started work. Jim said that would be okay and I said I would send him out soon. Jim went outside to finish off. I sat Mike down with a cup of tea and started to tell him about my driving test. I told him my test was early in the morning and I had worried about it all night. So much in fact, that on the day I was so nervous I failed badly. My instructor knew I could pass and only failed through nerves. I was always nervous about my test. I thought I would never pass.

Mike asked me how I got over my nerves. I told him that my instructor just took me for my test. He didn't tell me in advance. I didn't have time to think about it. I had already taken a test once so I knew what to expect. I just took the test and passed. I told Mike that he sort of took a test yesterday and although he passed he was understandably nervous, as was I. But now we both knew what to expect.

I told him that he should tell his dad he was going upstairs with me to do a little job and would be back soon. His dad would understand. I asked him to give me five minutes to get ready and meet me upstairs. I quickly put my stockings and suspenders on along with a sexy black bra and knickers. Sat on the bed and waited. No need for top clothes this time.

Mike knocked; I invited him in and asked him to close the door. I asked him how I looked and he said lovely. I then asked him to undress himself which he did without hesitation, nothing like the young man he was yesterday. Make love to me I said as I lay back on the bed. Mike gently removed my knickers and almost immediately entered me. I couldn't believe how quick he was. Good job I was wet and ready.

It didn't take long before he was cumming. It was a little rushed but he was still learning. It takes a lot of experience to be able to fully satisfy a woman but he would learn, all in good time. When he finished he lay down next to me. I put his hand on my breast and he started to give a little squeeze. I put my hand down to feel him; my sexy little stud was almost hard again.