Chapter 6: Was It Hard To Decide

‘From the noises she was making she evidently liked what I was doing. ‘Go ahead,’ she said, take my jeans down.’ I undid them and slid them down. She was wearing some white frilly panties. My cock was throbbing like mad. I could see some of her hairs sticking out along each groin.’

Lewis had returned up to his cheeks. As he massaged them Cliff stopped talking to enjoy it. ‘When I reach your waist,’ Lewis told him, ‘Say up or down. If you say ‘Up’ I’ll carry on up. If you say ‘Down’ I’ll massage your cheeks again but this time directly on the skin inside your underpants.’

As his fingers paused on the waist of Cliffs underpants, he didn’t hesitate. ‘Down.’ he said very clearly. Lewis lifted the back and slid his hand inside. As he massaged each cheek in turn, Cliff was doing a continuous cry of delight. As he was finishing Lewis said, ‘You clearly enjoyed that. If you say ‘Nicer’ before I take my hand out, I’ll pull the back of your underpants down to uncover your cheeks. Then I’ll massage them both on the skin at the same time with nothing in the way.’

‘Nicer.’ came the immediate response. Lewis slid the back down exposing a firm but tiny pair of cheeks. He put a hand on each one very, very, gently and massaged. They were so small he hardly needed to move his hands to cover every inch. That seemed to make it feel even nicer, judging by Cliffs happy noises.

As Lewis moved on up his back Cliff managed to continue, ‘Take those down too,’ she instructed. ‘I slid them down and saw her hairs, it was so exciting. I reached out and ran my fingers through them. I felt down between her legs, and she parted them as much as her jeans would allow.’

‘Put a finger inside if you want,’ she told me. I felt around and found the opening. It felt very moist, and I slid my finger in. She cried out and said ‘Oh, that feels wonderful. Ok ten minutes is up now.’ I stepped back right away, and she got dressed.’

Reaching his head Lewis told him to turn over. As he settled on his back, Cliff looked down his front. His underpants had slid down about an inch so the top of his hairs where just visible. His cock, though small, was standing up hard and lifting the front up like a small tent.

His trousers were down by his ankles and to his surprise he felt completely at ease. ‘I’ll go down your front again,’ Lewis told him. ‘When I reach your waist say ‘In’ or ‘Over.’ If I go in, if it makes you feel relaxed enough, lift your hips and I’ll slip them down out of the way to make your massage even nicer.’

Cliff was thinking about how nice that would feel as he resumed his story. ‘Next minute she had her arms around me and was kissing me like mad. I returned the kiss, my cock still throbbing against her. When we broke for air she said, ‘Thank you so much for that, I’ll always remember it.’

‘So will I,’ I assured her, ‘So will I.’ ‘When was that?’ Lewis asked. ‘Six months ago,’ Cliff told him as his cock did a dance. Lewis remained silent as he finished massaging Cliffs stomach then he took hold of the front of his underpants, his fingers in his exposed hairs, and waited.

‘In.’ Cliff said immediately. As Lewis lifted the front of his underpants Cliffs cock was freed of all restrictions and sprang out. Feeling that it was uncovered anyway, Cliff lifted his hips up.

Lewis slid his underpants down to his ankles, then slipped his trousers off followed by his underpants. Lewis returned his hands to his waist and massaged all over his abdomen, through his hairs and over his cock which throbbed happily.

As he continued down his legs Lewis told him, ‘When I reach your feet, draw your knees up and your feet apart. I’ll then massage up to your head covering every single inch. There’ll be no questions, so you can just relax and enjoy it.’

‘When I get to your head, we’ll change position slightly, then we will be getting very close to you being able to tell me all about your problem.’ ‘I probably could do that right now,’ Cliff was thinking to himself, ‘I feel so at ease. But I’m not going to say anything. I don’t want to miss out on any of the lovely massage.’

Lewis reached Cliffs feet, so he drew his knees up and moved his legs apart. He closed his eyes, relaxed even more, and concentrated on the lovely feeling of Lewis’s hands moving slowly up his legs. He could feel his cock waving in anticipation already.

As Lewis’s hands moved up the inside of his thighs, Cliffs excited anticipation grew even more. His cock was dancing about like it was demented.

When the side of Lewis’s hands touched his balls, he screamed out in delight at the sensation it sent through him. Lewis took hold of his balls with the tips of the fingers of one hand and played with them gently.

He kept doing that as his other hand massaged both hips, through his hairs and up and down both of his groins. Then his cock, which was waving like mad, came to a standstill as Lewis took it in his hand.

As he held it gently and felt all over it, Cliff was almost choking as he tried to make so many happy noises. When Lewis gave it a couple of strokes, he couldn’t stop himself screaming out in ecstasy.

When Lewis let go of his balls and his cock to move on up his front, Cliff felt so disappointed. The memory still lasted though as he enjoyed his chest being massaged. Reaching his head Lewis put his arms out and told him to sit up.

Cliff put his head on Lewis’s shoulder and hugged him. ‘That was amazing,’ he told him, ‘I’ll be dreaming of that massage for a long, long, time.’ ‘Stay sitting up.’ Lewis instructed as he got up and moved to the end of the settee.

‘Lie down now,’ he told him, ‘And put your knees down.’ Cliff settled back with his head on Lewis’s lap. His knees now down, but his feet still apart. Lewis rested one hand on his head and massaged gently.

His other hand he rested over Cliffs hairs, allowing his hard cock enough space between his thumb and forefinger to carry on waving. Both felt lovely and Cliff gave a long sigh of contentment.

‘You’ve done well,’ Lewis told him, ‘You’ve gone from being nervous to feeling so relaxed you are able to lie there naked, with your cock rock hard and have me not only seeing every bit of you but touching you all over as well.’

‘You’ve told me about your experience with a young lady which I doubt you ever imagined you would be able to tell anyone about. So, I want you to tell me one more story before we look at your problem. Tell me about your three nights with David.’

‘Don’t forget,’ Lewis told him, ‘That although I am friends with David, neither he nor anyone else will ever know of anything you tell me.

When you feel ready, start when you went up to bed on the first night.’

Cliff collected his thoughts then began. ‘Although we have always been close despite the age difference,’ he said, ‘We had never done anything together that necessitated us seeing each other get changed before.

When we went into the bedroom, David said, ‘Come and give me a hug.’

‘We have always greeted and parted with a hug so that was no problem, it felt nice as always. ‘When you get changed for anything at school,’ he asked me, ‘How do you feel?’ ‘Embarrassed,’ I told him, ‘Because I’m so small compared to anyone else.’

He smiled, ‘Do you mean your body or your cock?’ he asked. ‘Both,’ I told him, ‘But mainly my cock I suppose.’ ‘So, if we were both naked at this moment,’ he asked, ‘Would you feel the same?’

‘I thought about it, then told him, ‘Yes, to some extent, but I don’t think I’d be quite as bad, because I’d know you wouldn’t poke fun at me.’ ‘I can understand that feeling,’ he said, ‘So, if you want to, you can get changed for bed whilst I go to the bathroom. But what I’d rather do is try and get rid of that shyness for you. At least with each other, then perhaps it will happen at school too.’ ‘I’d like that,’ I told him.’

‘Ok,’ he said, ‘I used to be shy just like you, but I’m not anymore. So, I’m going to strip off first. Then you’ll feel odd being dressed rather than the other way round. If you then strip off, as soon as you are undressed, stand still. Look at me for as long as you like, then put your night shorts on and I’ll do the same ok?’ ‘Ok,’ I told him.’