Chris The Pizza Guy

As I had a free afternoon I decided to try on the briefs that Kim had left me and while they were all nice and comfortable one pair of rather brief briefs really stood out and although they barely covered me they were extremely comfortable made of a sheer stretchy material which was as transparent as you can get, in fact they were so comfortable I decided to keep them on for the rest of the day.
I was just thinking about food when I got a text message from a number I didn’t have saved, it turned out to be Chris from the Pizza place who had kept my number for reasons only known to him. I must have made an impression on the young lad for him to keep it and his message told me that he wasn’t working today but if I wanted a Pizza then he would happily go pick it up and deliver it for me, I thought that was a really nice gesture and it also meant that he wouldn’t have to shoot off so I messaged him back telling him what I wanted and to get something for himself and we could eat together. “Really sir? That’s very nice of you” was his reply and I decided to stay dressed as I was to see what transpired.

Chris text me to say he was on his way so I knew he was coming and when the doorbell went I walked out to the hallway and saw the young lad peeking through the opaque glass in the door so I approached slowly albeit he will have a better look once I let him in but it was still arousing seeing someone looking through the glass.
“Hi Chris, come on in” I said with a smile as I opened the door and saw him in just a tee shirt and shorts. Although my cock was flaccid it still produced a sizeable bulge due to the size of my briefs and because of the stretchy material it was comfortable, Chris looked straight down at them, “Oooh sir, I do like your undies” he said nervously as he slipped his trainers off and I showed him into the front room where he sat on the sofa with his small Pizza.

We sat and talked while we ate the Pizza and Chris nervously told me how much he enjoyed seeing me before in my transparent briefs and then yesterday totally naked, “Is it wrong for me to like that sir?” he asked and I told him there was nothing wrong in admiring the body of another man which seemed to please him, “Even if I get a boner sir” he asked with a shy smile, “There’s nothing wrong in getting a boner Chris, happens to me quite frequently” I replied and as he moved his Pizza box I could see a bulge in the front of his shorts which I’m sure by moving the box he wanted me to see, “But yours is bigger soft than mine is hard sir” he said with a giggle and I had to remind him that he is only young and it will develop as he gets older. It was nice talking candidly with Chris as he was asking what were important questions for him and I felt I had to be honest with him to aid his development.

“You’re so kind sir, I only live with my mum and it’s not the kind of thing I can talk to her about” he said and I felt so sorry for him that he didn’t have a father figure to discuss male things with, “It’s ok son, you can talk to me about anything” I said reassuringly as I finished my Pizza and got up to take his box out to the kitchen, “Do I have to go now sir?” he asked and I told him he could stay as long as he wanted and when I returned I could see him staring directly at my bulge which with all the talk was starting to grow, “I hope you don’t mind me staring sir and I don’t mean to but I like looking at you sir” he said softly and I told him it was perfectly ok to look, “In fact I quite like it” I said with a smile and suddenly Chris seemed to feel much better.

“I can see it growing sir, is it not uncomfortable in those undies?” he asked as I stood in front of him and as I looked down it became obvious that he wasn’t wearing any underwear, “That’s why I don’t wear any undies sir” he said lifting up his tee shirt to show me his bulge which although wasn’t big it was ok for a lad of his age. “Actually the material stretches so they are quite comfortable” I replied as he watched my cock stiffen, “Wow, that’s so cool sir, I like it when it gets bigger” he replied smiling, “Why don’t you take your shirt off Chris, it’s ok I won’t tell anyone plus you’ll be more comfortable” I said softly and without question he duly pulled his shirt up over his head exposing his skinny youthful body which made his bulging shorts look more prominent, “Nice Chris” I said smiling and he was growing in confidence as I complimented him and now my cock was fully erect and still within the confines of my little briefs much to Chris’s amazement.

“That really looks uncomfortable sir, I don’t mind if you take them off, after all I did see you without them yesterday” he said softly and he did have a point but I thought if I was going to get naked then why doesn’t he, “Tell you what Chris, as you’re halfway there already, I’ll take mine of if you take yours off, how’s that?” I said smiling and although he looked a little nervous I hoped he would oblige, “I’ll go first” I said as I carefully removed my briefs allowing my throbbing cock to spring free right in front of his face, his eyes widened as he saw my erection in all its glory, “Wow sir, it’s so big.. I hope you’re not disappointed when you see mine” he said with a giggle as he stood up and carefully dropped his shorts to the floor allowing his cock to spring free, for a lad of his age I wasn’t disappointed at all as it was about 5” and totally straight and stiff as it stood up proudly and being uncut the foreskin was slightly back showing his eye, “Wow Chris, that’s pretty impressive for a lad of your age, you should be proud” I said making him smile, “Do you masturbate?” I asked him and he coyly nodded his head, “Yes sir” he replied so I asked him what he thought about when he jerked off, he seemed reluctant to answer but then told me the last couple of days he’d been thinking of me which was a bit of a surprise but understandable and it even made my cock pulse when he said it, “Have you done anything sexual with another male, maybe a boy at school?” I asked him and he shook his head saying he hadn’t but had thought about it which was a good starting point.

He sat back on the sofa a little sheepish but I told him to relax and enjoy himself and I must say he did look rather cute and the only hair he had on his body was a little tuft of pubic hair and totally smooth balls. I still think he was in awe of my size which I understood completely but I wanted to suck him and taste him if he would let me, “You have a really nice cock Chris, would you mind if I had a closer look and maybe touched it?” I asked him and was surprised at his response, “Really sir, you want to touch it, Oooh I think I’d like that sir” he said as he sat back on the sofa and widened his legs allowing me to kneel down, “Can I touch yours after sir, would you mind?” he asked bless him so I nodded my head, “Of course you can Chris” I replied as I reached out and wrapped my fingers around his shaft pulling the foreskin back exposing his youthful helmet, he gasped at my touch as I was guessing he’d never been touched before but I was gentle and he seemed to be enjoying it.
“OMG sir, that feels so nice sir” he sighed as he closed his eyes so I leant forward and slowly ran my tongue around his exposed helmet causing him to gasp and open his eyes, “OMG sir, you’re putting it in your mouth, Wow that feels Um.. so good” he sighed and I slowly took more and more of it into my mouth until I felt it hit the back of my throat and with my tongue swirling around the shaft he was gripping the sofa, “OMG sir I think I’m gonna OMG!!!” he sighed as his hot creamy boy seed spurted into my mouth and even I wasn’t expecting him to cum so quickly but boy, did it taste so creamy and so nice.

I swallowed all he could throw at me and the poor boy was so apologetic, “Oh sir, I’m really sorry to do that in your mouth, whatever must you think of me” he said but I kept on sucking as his cock softened making sure there wasn’t any more and then savoring the taste in my mouth I looked up at him, “Mmm Chris, it’s ok to cum in my mouth, I like it and there’s nothing to be sorry about I said smiling which made him feel a hell of a lot better.
“Can you teach me to do that to you sir? I don’t mind learning and think it’ll be fun to do it to you” he said and I do like a willing student. “Of course I can Chris but remember you can stop at any time if you don’t like it” I said not wanting to push myself on him but happy to teach him. I swapped places with him and told him to take his time and do to me what he thinks he would like done to him, there’s no easy way to teach sucking cock you just must do what comes naturally in the most part.

Chris got into position and firstly reached out and wrapped his fingers around the shaft and copied me by pulling the skin back, “Oh wow sir, it feels really cool sir and so hard, I love it sir” he said as he gently started to masturbate me which is always a good starting point, I have to admit when I was his age I touched a lot of cocks before I had the courage to suck one and then I’d sucked a few before I let one cum in my mouth so anything Chris done today was a step in the right direction.

Chris started off very tentatively slowly masturbating me and then decided he really wanted to taste my cock so with a little precum oozing out the tip he gently licked it off and circled his tongue around the head a few times before looking up at me, “Mmm sir, it taste good and this is fun” he said smiling before licking up and down my shaft like a lollipop, he even went down to my balls and licked them before sucking gently on each and then running up and down my shaft again, for a first time he was doing remarkably well and really liked having my cock in his mouth, “Are you going to shoot your stuff in my mouth sir? I don’t mind if you do as I’d like to try it” he said softly as he wrapped his mouth around the shaft forcing a seal with his lips and my only criticism was he may be sucking a little too hard but otherwise I was really enjoying looking down at his smooth young body bobbing his head up and down.

He started to work a bit harder and as he couldn’t get all my cock in his mouth he started to wank me while he kept a tight grip with his mouth and I could see his cheeks concave as he sucked and even swirled his tongue around the head. I was getting really close now and I warned him I was about to blow and he sucked even harder desperate to get his first taste of cum. “OMG YES!, that’s it Chris, keep going” I said as I neared the end and when I felt my cock pulsating into the young lads mouth he did remarkably well in swallowing my hot creamy load, he kept sucking making sure he got everything out and as my cock started to soften he looked up at me with a big smile, “Wow sir, you had so much stuff and it was so nice, how did I do sir?” he asked and I couldn’t be more proud, “Oh Chris, that was wonderful, we’ll done” I replied as he moved back and I could see his cock had recovered and was standing proud again.

He was a horny little fucker and seemed pleased that he’d got another erection, “You ever had your arse licked Chris?” I asked him and at first he looked a little confused as he told me he hadn’t, “Stand up and turn around” I told him and he was so excited having given his first blow job that he was happy to try anything. He did have a rather nice arse, perfectly rounded and fleshy and as I reached out and ran my fingers over his cheeks he sighed softly, “Oooh sir, that feels good” he said and as I pulled his cheeks apart exposing his little shaded hole I knew it would be difficult to even think about getting my cock in there but as I poked it a little with my finger he seemed to respond in a positive way.
I pulled his cheeks really wide and ran my tongue up and down his crack before stopping at his sweet spot flicking and licking all around his little creased opening and the poor boy was moaning and groaning, “OMG sir, that’s Mmm so nice.. Oh yes” he sighed and with him bending I was able to get really good access to his little virgin hole and he seemed to be opening up a little as I got my tongue pushed in a little.
I wanted to test him out and slowly inserted my finger into him and as I pushed in a little it started to hurt him so I eased off telling him that it was work in progress and we’d have to practice this a lot more before he was ready for penetration which he fully understood, “Mums got one of them as plastic cock things sir, maybe I should practice with that” he said with a giggle and I told him that was a great idea.

“Do you want to try it with me Chris?” I asked and he smiled, “Really sir, you mean lick your arsehole” he said excitedly and I told him that if he really wanted to he could put his cock inside me too and the young lad was almost beside himself with excitement as I got up and knelt on the sofa giving him full access.
Chris was either a very quick learner or had more experience than he was letting on about because as he massaged my cheeks he very quickly pulled them apart exposing my hairy hole, “Oooh that’s nice sir, you got hairs there” he said with a giggle and I gasped as I felt his warm tongue flicking and licking around my sphincter, damn it felt good.

Chris was getting me nice and wet and was taking to rimming like a duck to water and when he pushed his finger into me he realized how easy it went in knowing that his cock wouldn’t be a problem.
He pushed his finger in up to the knuckle and I have to say it was a wonderful feeling and as he got no adverse reaction from me he pulled it slowly out and I waited in vain for the feeling of his cock entering me, “Can I put my cock in you sir, I’d like to do that if it’s ok” he said sweetly and I just murmured “Yes” and felt his helmet pressing against me and he gasped as he pushed himself inside me, I was amazed at how easily he entered me and hoped he would last a bit longer this time as I do enjoy being fucked.

Chris started to slowly thrust into me and seemed to be enjoying himself and the feeling of his hard 5” inside me was very pleasant and I started panting as he got into his stride, “Can I cum inside you sir, I really want to do that” he sighed as he kept a good pace and I felt his balls start banging and it’s times like this I wished he had a couple more inches but it was very good and he seemed to be lasting much longer having already emptied his nuts once.
Chris was really pushing it now and I knew that he was about to blow and I was fully prepared for him, “Oh yes.. YES!!” he cried out as I felt his warm cum deep inside me and although it didn’t feel as if it was a lot it felt really wonderful having this young lad fuck me and as he lingered with his cock inside me catching his breath I think he was pretty pleased with himself. “How did I do sir, did you enjoy it” he sighed as I felt his cock slipping out and I told him that it was a wonderful experience and I couldn’t wait until I was able to do it to him, “Nor me sir but I’m not sure you’ll fit inside me” he said with a giggle and I told him he’d be surprised at how big his arsehole would stretch with a bit of practice.
Chris got himself dressed as he had to get going and we promised to keep in touch and he promised to practice enlarging his arsehole and he thanked me for helping and talking to him about such personal issues.