Chapter 5: Lewis’s first Durex and Penetration.

A busy afternoon soon came to an end. With the shop locked up, Mike and Lewis were seated in the back room. Mike put his arm around Lewis and as he cuddled up close, he said, ‘Today I’m going to give you the chance to experience the first inch of penetration if you want, then I’ll fire you in a different position. So, the question is, do you want to and if you do, which do you want to try first, you in me or me in you.’

Lewis didn’t hesitate, ‘Yes and either or both,’ Came his reply.

Mike grinned at him, ‘Eager, aren’t we?’ Before Lewis could answer, he continued, ‘Ok, we can try both, but just be aware that no matter how eager you may feel today, I’m not letting you experience full penetration until you’ve had a week to think about it.’ Lewis nodded at him thinking how considerate he was.

‘Ok, let’s strip off,’ Mike said, starting to do so. Lewis did the same. It was a sign of how comfortable they were with each other that when they stood naked and looked at each other, they were both hanging loose. They came together, held each other and kissed. Their cocks touched and that was enough to start them both swelling.

‘Right, sit down,’ Mike said, ‘It’s time for another lesson.’ Lewis sat down, then Mike handed him a small square package. ‘Do you know what this is?’ Mike asked him. ‘Yes, it’s a condom,’ Lewis replied. ‘Have you ever seen or worn one?’ Mike asked. ‘I’ve seen one, one of the lads in school was showing one around a while ago and boasting about what he was going to do with the rest of his pack. But I’ve never actually handled or used one,’ Lewis replied. ‘Ok, open that one up, look at it and see if you can put it on!’ Mike told him, handing over the unopened package.

Lewis took it, looked at it to see how to open it and seeing nothing looked up at Mike enquiringly. ‘Just tear along one side,’ Mike told him. Lewis did, then slid it out and looked at it. He put it on the tip of his finger and unrolled it half an inch, then as he was fairly hard still, he put it on his tip and rolled it down his cock as far as it would go. Mike looked at it, then said, ‘See the little bubble on the tip, that’s to give the sperm room so it doesn’t burst. Pull your loose skin back as far as it will go,’ he instructed. Lewis did and the Durex moved down with it, so his tip was now filling the bubble. ‘Ok,’ Mike said, ‘you have just learned a very important lesson.’

‘When you have not been circumcised and have loose skin at your tip, you need to be sure you are fully erect before you put it on, or, if you put it on before then, make sure you pull your loose skin right back before you put it on. So, take that one off and try again with this one,’ Mike handed him another sealed package.

This time Lewis opened it with ease, pulled his loose skin right back and slid it on like he’d been doing it for years. Mike said, ‘Excellent, now let go and watch what happens.’ Lewis did do, watching as his loose skin returned over his tip, taking the end of the condom with it. ‘See,’ Mike told him, ‘It, looks as if it’s come off slightly but it hasn’t. When you erect fully it will fill up leaving the bubble empty so that there is no mishap. The last thing you want at your age is a baby to look after.’

‘Now leave that on for now,’ Mike told him, ‘It’s fun time. You tell me where you want me and then I’m all yours.’ Lewis grinned at him saying, Lie, down on your back please,’ Mike did so, then Lewis sat on the edge of the settee and played with Mike’s cock for a while. Although he had seen it so many times now, it still fascinated him to see and feel the big hook shape that it expanded to. Next, he stood up and went to the foot of the settee, he stood looking down at Mike, his own cock now rigid with the durex snug and tight around it apart from the bubble at the tip. ‘Draw your knees up and out,’ he instructed. Mike did, then Lewis climbed up on the settee between his feet, then leaned forward and took Mike’s cock into his mouth. As he slid his mouth down, he felt it trying to leap about in his mouth showing Mike’s pleasure. It made Lewis throb and jump about as well. After going up and down a few times, he slid his mouth off and took first one ball, then the other in his mouth, playing with them with his tongue whilst they were in there.

Next, he lifted Mikes legs up onto his shoulders, then licked the muscle behind his balls and ran his tongue along it until he reached his bum. The moans of pleasure plus a quick glance at Mikes face told him how much Mike was enjoying what he was doing. Running his tongue around the opening and pressing its tip into the centre excited Lewis and made Mike call out even louder.

Drawing his mouth away, he reached out a hand to the oil dispenser with the olive oil in. He squeezed it gently to put a squirt on Mike’s bum. Then he ran his finger around the opening, now nice and slippery. It felt good to both of them. Next Lewis put his tip right up against the opening to Mikes bum and gave a short squeeze so that most of it went inside him. Finally, he gave himself a squirt all over his durex.

Looking at Mike, he asked, ‘Are you sure?’ Mike grinned at him, ‘I should be asking you that,’ he said, ‘But yes, not only am I sure, but I’m also longing to feel you inside me.’

Lewis took hold of his own cock, then as he leaned forward, he guided his tip so that it was pressing against Mike’s bum. Moving his hand away, he looked at Mike as he pressed very gently towards him. With his cock and Mikes bum well oiled, they slid together easily, and Lewis didn’t realise at first that he had entered a little until Mikes look of ecstasy told him. Pushing a little harder, Lewis felt himself sliding in deeper. The firm grip all along his cock from Mikes anal muscles was so exciting and mind blowing that Lewis completely forgot Mike’s instructions about only going in an inch to try it.

He continued pressing, feeling the grip of Mikes muscles sliding further and further up his cock. Mike felt Lewis’s tip enter him, like Lewis, he was completely overcome with pleasure and any thought of stopping disappeared from his mind. He lay there feeling Lewis slide deeper and deeper into him, his mind blank of everything but the pleasure he was feeling.

Suddenly they both realised with a shock that Lewis was completely inside Mike, absolutely as far as it was possible to go. Lewis was about to pull out, feeling he had done wrong by going all the way in, but before he could, Mike wrapped his legs around him and held his arms out to him.

Lewis lay down on top of him, all his weight now pushing him into Mike. As Mikes arms enfolded him, he put his lips to Mikes and they kissed more passionately than ever before.

‘I’m sorry,’ Lewis said when their lips parted. ‘I meant to stop like you said, but my mind just went blank with the pleasure.’ ‘Don’t be sorry,’ Mike told him, stroking his head and giving him a quick kiss, ‘It’s my fault, I should have stopped you, but like you, the pleasure was so great that I couldn’t. Just lie still for a few moments and enjoy the special feeling of being locked together so close but resist any urge to start moving in and out, except in your imagination,’ he added. Lewis relaxed, thinking to himself that he didn’t need a week to think about it. He was all ready to make love to Mike there and then.

Unknown to Lewis, Mike was thinking exactly the same, so it was with extreme difficulty that a little while later, Mike told Lewis to get up. ‘Don’t just pull out any old how,’ He told him, ‘Pull out slowly like you did going in. It’s also a good idea to get hold of your cock over the end of the condom nearest you whilst you pull out, so you don’t end up leaving it behind. You don’t want the embarrassment of having to go back to look for it!’

Lewis did as he suggested, enjoying the feeling as he slid out. He stood up, his cock now hanging partly loose with the durex still on. Mike passed him a tissue. ‘Pull it off and wrap it in this, put the wrapper in with it, then put it in the bin.’

When Lewis returned from the bin, Mike had removed the middle cushion and was sat in its place. He indicated that Lewis should lie down on the settee, which he did so that his head was on the arm, his back on the first cushion and his bum on Mike’s lap.

‘Before I start on your fun,’ Mike said, ‘Think about what just happened. It’s another important lesson. We had agreed how far we were going to go, yet we both went much farther. You may not have heard the expression, ‘A man’s head is ruled by his cock’, but today is a perfect example. Learn from it. Sexual desire can easily overrule your best intentions,’

‘Now, probably a daft question, but how did you feel being inside me?’ ‘It was brilliant,’ Lewis said, ‘I could never have imagined such a lovely feeling.’ ‘Well give it some thought during the week, then if you want to do it again right the way through, you can, but if you decide no, that’s fine, ok?’ ‘Yes, but I’m sure I’ll want to!’ Lewis replied with a big smile.