Tony casually asked if I had any plans for the evening. When I told him I was probably going to go home and just watch TV, he asked me to stay for a while and even offered me a shot of Baileys on the condition that I not tell anyone. I gladly put a shot in my cocoa and informed him my father sometimes gave me and my brothers a few shots of Bailey’s cause we loved it too. 

After he rounded up our clothes and tossed them into the washer, he came back into the kitchen. Our conversation then turned to my family and friends. We talked for quite a while as Tony poured us each another five shots. I wasn’t drunk or anything like that , but I sure felt relaxed by then. At one point, I told Tony that my brothers at times got on my nerves. He just smiled and said that was typical for brothers. But he added he thought I was by far the best-looking & smartest of the three, and added with glee I was also by far the best looking of all me and my brothers friends he had known over the years. I just smiled and blushed cause I didn’t know what to say. Suddenly, Tony exclaimed abruptly, “Robby! Gezzzzzz, I almost forgot-- let me pay you.” 

I was expecting Tony would give me about a hundred bucks. But instead he pulled out of his silk robe pocket five new crisp one hundred dollar bills and handed them to me. With total and complete shock on my face, I told him five hundred dollars was way, way too much. But he insisted I not give it second thought. 

He laughed and said, “ Besides, Robby, the extra hundred is cause you are the middle-child who never gets the attention the first & last born do, the other extra hundred is because it‘s Christmas, the third extra hundred is just because I like you so much and the fourth extra is because you are so darn smart & handsome ”--as he gave me another one of his personal winks with a soft smile.” 

But he added not to tell anyone and just spend it slowly when I needed things or wanted to treat myself to something. 

Given I was totally speechless, I wanted to show my sincere appreciation for his very kind generosity. So, I and gave him a big hug cause I knew he really liked me. As my chin rested on his shoulder and my arms around his back, Tony put his arms around me and held me firmly but gently in place as if he didn’t want to let go. Well needless to say, I was caught completely off guard by Tony’s outward display of affection. But I decided I would just let him hold me in his arms as long as he wanted. While I was a little nervous, I also felt Tony probably longed for affection. 

Slowly he rubbed one of his hands all over my back while he wrapped his other around my waist. The feeling of thick soft terry-cloth being rubbed against my skin by his hand felt exceptionally pleasing. Slowly, I reciprocated by rubbing the mid-section of his back with one hand while my free hand rested on his shoulder blade. At one point Tony remarked, “God Robby, you smell wonderful--so clean and nice.” 

I didn’t know how to respond other than to tell him how nice he smelled too--which he really did.
. 
As we stood there embracing one another in total silence for quite awhile, Tony very slowly began to work his hand down my spin until he reached my waist. Back and forth he rubbed his hand ever so softly just above my butt. No sooner had I begun accept what he was doing to me when his hand slide down slowly until it rested softly on my butt. Tony took a deep breath and slowly worked his hand in circles all over it. 

Instead of being frightened and rejecting this kind of intimacy which I thought would be my normal reaction, I found it to be rather stimulating. I could feel both our hearts pounding by now as my dick began to grow hard. And, I knew by now, Tony was sporting a boner as well.

Slowly, he undid my rob-tie and worked his hands gradually all over my bare chest and stomach. By now I felt almost hypnotized as I enjoyed the erotic stimulation even though I was still very reluctant. His hands were both warm & smooth even though I was scared as hell about having a sexual encounter with him. After all, Tony was a great friend of my family’s and somewhat close to being 30 years my senior. And I was somewhat horrified by the thought of actually having sex with another guy at that point in my life even though I fantasized about it from time to time, especially when I jacked -off.

No sooner had these thoughts crossed my mind when Tony worked his hand down to my belly-button. He circled it ever so gently a few times with his fingers and methodically worked his hand down to my pubic hairs. I did not resist and just told myself I would let him enjoy my body. 

He gently stroked my pubbies with his fingers and carefully took my stiff cock into his hand. Very gradually, he looked down, stroked me a few times and softly said, “God, you have such a beautiful dick, Robby--I just adore it”. He kissed me on my neck as he moved his hand down and fondled my nuts with his hand & fingers. He exclaimed with a whisper, “And your balls are equally as beautiful too--so darling and precious, Robby.” I remained almost frozen and just let him fondle and touch me all he wanted. 

It seemed like this went on for almost five minutes when Tony placed his hands on my robe from above my shoulder blades and gently removed it. I knew he wanted to see completely undressed so he could admire my entire bare body. Standing naked in Tony’s kitchen while I granted him full control over fondling my body and private parts was strangely odd, but yet not alarming to the point of where I wanted him to stop. I had a dream several years back that I allowed my biology teacher to take off my clothes after school one day in his classroom and let him both touch & inspect my private parts so he could learn more about a young male’s anatomy given he was a new teacher. 

Then, without warning, Tony did something I will never forget. He slowly worked his warm manly hands up by body and placed his fingers on my nipples. He looked me in my eyes and gently squeezed them. I was so stimulated by this sensation, I let out a soft moan. Tony, seeing me in heat, released his fingers and re-squeezed them several more times as I stood there aroused by the experience. 

Once I allowed Tony to turn me around so he could both survey and rub my naked butt with both of his warm hands for a few moments, he casually asked, “Robby, why don’t we go up to my bedroom, I’m sure you will be more comfortable up there?”

Before I could respond, Tony took me by the hand and led me completely bare with my boner fully exposed up the stairs. I could also see a rather big tent sticking out from the Tony’s silk robe as we departed his kitchen. 

The minute we walked into his bedroom, Tony removed his robe and placed it on a chair. Now, Tony stood before me without any clothes on and suddenly found myself somewhat aroused by a 44 year old naked man with a super stiff cock. He had a very nice one too--so nice and mature looking, I thought to myself. His cock was complemented with a very pretty shag of brown pubic hair and capped off with a perfect thick purple mushroom cockhead. It wasn’t super huge, but by no means was it small either. It was slightly bigger than average and somewhat longer & thicker than mine.

Tony put his arms around me and hugged me yet again. Only this time we were both naked and his warm body felt kind of nice. I felt a sense of erotic passion from his chest hairs which rubbed up against my hairless chest and tender nipples. 

As he began to work his firm hands down to my ass once again which I knew he couldn’t resist , I raised my arms and placed them around his back. I squeezed him softly as a form of sexual affection. The feeling of Tony working his soft, but firm hands all over my naked butt excited me to the point of where I slowly rocked my body slightly back and forth. Tony instantly recognized my weakest point of venerability so he rubbed my smooth ass ever more passionately. I was so aroused by now, I rubbed his back just below his shoulder blades tenderly as a form of mild reciprocation. 

Once Tony was satisfied he had gotten enough of my ass, he placed his hand around my dick and stroked me ever so slowly. I took his beautiful mature cock into my hand and stroked him as well. I had never held another guys dick in my hand before, but it sure did excite me. 

Tony and I just stood there looking down at what we were doing to one another. It was really majestic glancing at his adult hand stroking my youthful cock my youthful hand stroking his adult cock. Tony took both our penises into his hand and rubbed them together. I was so ecstatic by the sensitivity of his cock skin rubbing against mine, I let out another soft moan of passion.

Tony kissed me on my neck and lead me over to his bed with my cock in hand. There, he reluctantly let go of me, pulled down the covers and stood back as if to welcome me into his bed. He dimmed the lights to where we could just barley see one another which kind of made it romantic.

The second I climbed underneath the covers, I felt much more relaxed now. I scooted over to the center of his king size bed and laid flat on my back with my head resting on a pillow. Tony followed me into bed and laid on his side right next to me. As we laid there both tranquil now, I could hear the rain pound down on the roof. I loved the rain cause it put me at such ease. I closed my eyes so I could enjoy the moment.

As if I wasn’t serene already, Tony placed his hand on my chest. His warm hand felt so good as he worked his way ever so softly back and forth across my nipples. I could have taken this kind of TLC forever even though I didn’t make my feelings known. We didn’t say I word. I knew Tony wanted to admire my smooth chest and I could sense he knew that I liked very much what he was doing to me. 

As the minutes passed, Tony lifted his head off the pillow and placed his mouth on my left nipple. Instantly I became aroused by his stimulating foreplay. Tony licked and kissed it for a few seconds then sucked on it with his warm wet mouth. My body suddenly twitched in heat as I let out a soft moan of pleasure. Instantly recognizing my rouse, Tony immediately kissed is lips across my chest over to my other nipple that was in dire need of his assistance. 

Having my nipples kissed & sucked was ecstasy! I really cherished it more than anything I had ever encountered thus far in my life as the rain continued to pour down and soothed my soul. I placed my hand behind Tony’s neck and rubbed him to let him know just how much I was enjoying the fabulous nipple-job he was giving me. Somehow I could sense that Tony had been wanting to do this to me for a very, very long time now. 

As he kept on kissing my chest and nipples all over with his hot lips, he pulled the covers down with his left hand so that my naked body was fully exposed to him. Slowly, Tony placed his hand on my super stiff dick & balls and began rubbing me ever so tenderly as he intensified his foreplay on my nipples. My hips waved up and down on his bed as I let out a soft moan. Tony knew he was thrilling me beyond my wildest sexual imagination. I squeezed the back of his neck as a form of release which I knew would only encouraged him further. There was no doubt that the heat venting from both our bodies increased second -by-second. 

After a few minutes of this sensational experience, Tony kissed his way down my stomach and licked my belly button several times with his warm delicious tong. From there he moved straight down to my balls and soothed them ever so passionately. This new and wild sensation of having my nuts licked by another male was phenomenal!

Once my youthful nuts had satisfied Tony’s craving, he kissed my dick from top to bottom and took it all the way into his mouth.

”Oh God, what an incredible feeling ,” I told myself. At first, Tony worked his lips slowly up my rod to my cockhead and swirled his warm delicious tong all around several times before going back down on my shaft. No doubt Tony’s mouth and my dick were a natural fit for one another. I placed my hand on his naked back and rubbed him while I enjoyed the magnificent blow-job he was giving me. I hadn’t jacked-off in four days, so I knew I was going to cum right away. 

Just as he stroked his lips over my cock in earnest, sure enough I began to feel myself want to cream. But I didn’t hint I was getting ready to explode. Instead I wanted to astonish Tony with a flood of pre-cum which amounted to almost a full load anyway. Often I could almost make myself cum twice in one jack-off secession if I kept stroking myself really fast just before I climaxed. A ton of pre-cum would shoot out of me first before I actually let go and discharged my full load. 

So, I held my orgasm back until cum automatically began streaming vigorously out of my cock for about five seconds. I released my nuts as my body jolted violently and I gasp for air. My full load rocketed out of by youthful body and into his warm wet mouth as my hips jerked upward slightly. I could easily tell just by the way Tony sucked me he was very much overjoyed at the amount of warm teenage fluid I was dispensing into his adult mouth. 

He left his lips parked on my cockhead for almost two minutes afterwards it seemed. Not only was Tony in love with my dick, but I could sense he wanted to get every drop of cum that would dribble out from my post orgasm. 

Once I began to go soft, Tony finally removed his lips as I continued to lie there on my back with my eyes closed while I rubbed his the back of his neck.

Tony scooted up the bed and again laid next to me on his side. He went back to rubbing my chest and nipples ever so softly and exclaimed with a whisper, “God Robby, that was so wonderful--you taste absolutely delicious!” 

I laid there with my eyes closed and took a very deep satisfying breath. As I listened to the peaceful rain come down on the roof, Tony knew I needed to meditate for a while and think about what I had just let him do to me.

Again almost five full minutes had passed, when, without warning, Tony placed his hands on my waist and softly rolled me over on my stomach. I laid there with my head & hands on the pillow as he kissed the back of my neck. His warm and tender lips felt wonderful as he kissed his way gently down my spinal cord. While I was sacred to go any further, nevertheless, I allowed him to proceed and at his own pace. 

He gently placed his hand on the middle of my back and rubbed me while he kissed the back of my neck at the same time. He worked his hand up & down my spinal cord and then all over my bare ass again. I was tense for I didn’t know exactly what he had planned , but I had a pretty good idea. 

But my reluctance soon evaporated when Tony raised up on his knees and spread my legs almost as far as they would go. He scooted down the bed on his knees and knelt between my legs so that my butt gazed him right in the eyes. Seconds later, I could feel his cockhead touch the opening of my hole as he inserted his dick into my crack. With one hand on his cock, he rubbed his cockhead up & down and all over my asslips. 

I didn’t say a word. I just remained flat on my stomach with my head & hands on the pillow. I was seething in ecstasy by the feeling of his cockhead brushing all over the sensitive skin of my asslips. 

No sooner did I become mesmerized by this extraordinary sensation when Tony removed his dick. Seconds later, I could feel his delicious warm wet tong licking my asslips up & down and all over my hole just as he had done with his cockhead. The feeling was so incredible that my hips began to pump the mattress while he ate my ass out. Tony knew he had me under his spell at that point. I was so captivated by his erotic foreplay, that I told myself whatever he wanted to do to me would probably happen. 

Tony’s amazing foreplay went on for what seemed like hours. I was obvious he was relishing every second of it. When he finally pulled his wet tong out of me, he wasn’t shy, and exclaimed in fervor,” Ohhhhh Robby--I have never tasted anything so wonderful in my life--You’re warm pink boy-pussy tastes absolutely delicious just like the rest of you”. 

Once those words were echoed, I suddenly felt one of his warm wet fingers being twisted up my hole. I let out a soft cry of pleasure as my hips shot down on the mattress. My erotic demeanor thus gave Tony the green-light to proceed with complete conviction at that point. 

Just as I was beginning to delight in the fine finger fucking therapy he was treating me to, a second warm finger entered my body. Tony held the pair up my hole very gently until it fully adjusted to the surprising but glorious multiple intrusion. After several moments passed, Tony twisted his two fingers back & and in and out of me ever so gently. 

He grabbed my hips and helped me up until I rested on his mattress on all fours. Tony softly asked me to remain in that position while he got something out of his bathroom. When he came back, he held in his hand a tube of KY. I had heard all about KY and how guys often used it to fuck with. 

Very gently, Tony applied the lube to my hole and then fingered me with the same two fingers again. His lubed finders felt great! Tony could easily tell that I was now openly enjoying what he was doing to me. I was so exhilarated by now that I started rocking back and forth on my knees. 

Tony then inserted the tube up my hole and squeezed at least a quarter of it in me. He softly explained that he really wanted me lubricated so that it wouldn’t hurt as much when he pooped my cherry. Then, he stuck yet a third finger in me and twisted all three around for several moments before lubricating his cock.

By now, my breathing became heavier as I could sense he was getting ready to put his dick in me. Again I remained silent as I stood on all fours and stared straight ahead at the wall just above the headboard of his bed.

As I looked ahead in anticipation, I could feel his cockhead enter my crack. Again Tony rubbed it all over my asslips which really felt more exciting this time given the lubrication that coated his cockhead and my hole.

Once Tony was content that he had primed and prepped me fully, he slowly inserted his cockhead into my hole. I thought I was going to hurt like hell from all the war stories I had both read and heard about, but the pain was only minimal. Tony had done such a good job lubing & fingering me that his cockhead slid right in without much resistance. Slowly and gently, Tony worked his shaft into me as I stood on all fours and bit my lower lip. Once he was all the way in, he held his cock in place for a few minutes and then whispered to me, “Robby--it’s OK now, we can both lay back down now”. 

I lowered by body until my head & hands rested back on the pillow. Tony’s body followed mine down to the mattress as he mounted me with his cock still plunged deep inside me. He wrapped his elbows underneath my armpits, kissed the side of my cheek and said, “Let’s just rest for a minute until you fully adjust to me--I want this to feel as good for you as it does for me.”

Sure enough, Tony was right. The pain had gone away within minutes. He began to slide his dick in and out of me very slowly until he was sure I was use to the slow ass fucking he was giving me.

Moments later, Tony raised his body up with his hands until his palms rested flush on the mattress. He gradually began to pump my hole faster as I laid there with my eyes closed and enjoyed the experience just as much as he was. He said at one point,”God Robby can you believe we are doing this? I’ve wanted to do this with you for a long time now,” as his cock slide delicately in and out of me”.

As I laid there, I could almost hear his heart pounding. Tony indeed was truly thrilled with the fact that he was fucking my hot body. By now I kind of liked the fact that Tony’s adult cock was in me. I had seen a couple of pics before where a older man was fucking this young guy and I thought it was pretty hot. Now, Tony and I were doing the same thing together. 

Before I knew it, Tony was going faster and faster as he held his breath. I knew he wanted to cum and was trying desperately to fulfill his resolve. 

After what seemed like four or five minutes, Tony took a deep breath and slammed me hard about ten times when he exclaimed very softly and slowly, “Ohhhhh, Ohhhhh, Robby!” as his body jolted violently. 

I could immediately tell he was injecting me with his warm manhood as it flowed out of his body and into mine. The dirty deed lasted almost a full minute when Tony collapsed on me as he struggled to catch his breath. I just laid there completely docile as if it were no big deal. Tony left his cock in me for almost a full minute after his final spunk until he went soft. He kissed me on my cheek and whispered in my ear, “God Robby, that was so damn good--now you’re no longer a virgin.” 

For the next two days, I was over at Tony’s house bright and early for some more hot sex until my parents got home Sunday evening. 

I became addicted to the hot fuck sessions we’d have at least once a week. 

The following summer, my little brother and I were home by ourselves one day when we got into a shouting match over a mess he made in the kitchen. I was both shocked and speechless when my little brother yelled back after a long heated exchange, “You need to chill-out Robby; why don’t you go down to Tony’s like you like to do and have him put his dick up your butt for a while so you’ll calm down.”

Tony and I to this day have never figured out how my little brother found out.