The most thrilling night of my life, Part III

(Part 1 from 2. Fiction.)

When I got home that night after my blissful encounter with Dean, right away I put Trent’s ring back in my lock-box, washed up and made it to the table just in time for dinner. As the meat and potatoes were passed around, my Dad, like he always did during summer, asked each of us kids what we did that day.

After my little sisters informed him they went swimming over at our cousin’s house and my brother mentioned he spent the better part of the day at football practice for the upcoming season, it was my turn. I told my parents I went inside Loop(downtown) and hooked up with my old friend & former schoolmate, Jason. Of course it was a big white lie, but I had to use Jason as an excuse because I sure as hell wasn’t going to say I went looking for a hot juicy man, found one, went over to his apartment where I sucked his cock and then bent over and let him fuck me in the ass just before I came home. My thinking was any rational person in my shoes would have certainly concluded that telling my actual day’s events wouldn’t have gone over too well at the dinner table that night. “Thus better to tell a whopper lie than to tell the truth,” I told myself.

More importantly, I was also planning to make up a story and ask my parents later on in the week if I could spend the weekend over at Jason’s since I hadn’t seen him in such a long time. But the fact was, I didn’t even know where he lived. Jason was really more or less a one time acquaintance who I only knew for about two years when he attended my school. He and his parents moved somewhere inside the Loop the following year and I hadn’t seen or heard from him since. But my parents met him a number of times so at least they knew who he was. Thus my little story was certainly going to be a plausible one.

As we sat around the dinner table and talked while we ate, I could feel the sting in my ass from the glorious ass fucking Dean gave me. But the pain was a good feeling and I knew I would certainly experience it many more times to come in my young life.

The next day (Wednesday), when I first got out of bed, the sting from the night before had turned into genuine soreness. It was difficult to walk around without limping slightly. I told my mom I thought I sprang my ankle just a bit after she noticed my shuffle when I first walked into the kitchen. But I knew the soreness would soon go away because Trent’s went away right after he fucked me twice that first time. By the beginning of the second day, the tenderness was completely gone and I would have gladly let him fuck me again in a heart-beat had we had the chance.

I phoned my girlfriend Brittany later that afternoon and informed her I had plans for the upcoming weekend so we wouldn’t be able to get together. Of course she was pissed off. It was now the second weekend in a row that I had stood her up. But I really didn’t care. By now I was kind of hoping she would break up with me for I didn’t see the point in continuing our relationship. She just couldn’t satisfy my urges the way guys did.

Late that afternoon, I went down to JC Penny which was about a mile from my house. I bought the skimpiest pair of silk bikini briefs I could find--white with black strips exactly like zebra skin. My hope was the briefs would arouse Dean to the point of where he would try and get into them with his hand & fingers like he did the first time when we frenched on his sofa. In the back of my mind, I wanted to pretend I was letting a guy get into my panties the way girls did. It definitely made foreplay all that more exciting.

That evening I phoned Dean at home from our den after I made sure no one was around. The instant he heard my voice, I could tell he was happier than a cat who had just trapped a mouse in a corner. I told him that I would meet him at our usual place, the coffee shop when he got off work on Friday. He was excited as all hell and quickly said, “I sure wish you could spend the night. But I guess that would be impossible now that I think about it-- I mean with your parents and everything.”

But I quickly added that I would also be able to hang out with him again on Saturday if that was OK. Well of course he said that would be wonderful and was definitely looking forward to it. We quickly talked about what we would do on Saturday while I kept an eyeful watch over anyone overhearing me--especially one of my little sisters who loved to snoop. He wanted to take me to the art museum in the morning and maybe hang out at the beach along the Gold Coast later that afternoon. After we hung up, I was sure he was looking just as forward to our up coming weekend together as I was.

The next morning (Thursday), I got up bright & early and worked on our yard all day. I mowed the grass, cut the shrubs, trimmed our evergreens, pulled the weeds and even found time to put a fresh coat of varnish on the back fence. When my dad came home that evening he was elated. He even bragged to my mom about just what a superb job I had done.

So that night at dinner when I asked my parents if I could spend the weekend over at Jason’s, of course they gladly agreed. But my Mom threw a major ringer into the equation when she asked for his phone number in case they needed to get a hold of me. Naturally, I almost choked on my food. But I quickly recovered and said that I didn’t have it handy because we mostly chatted over the internet when we talked. But I told her I would call her from his place just as soon as I got there and give it to her.

When Friday morning finally rolled around, I could hardy wait. In just a few hours I would be with Dean having some sizzling hot juicy gay sex. I mean it was certainly a hell of a lot better than going to Disneyworld. I even dreamed about his awesome curved cock and couldn’t wait to both suck and get fucked with it again. Only this time it would be much, much better for we could take our sweet time. I even found a bottle of baby lotion and packed it in my overnight bag. I wanted to be sure we hand plenty of it on hand that weekend. And while I thought good old fashion Vaseline worked a little better, nevertheless I liked the smell of baby lotion. The innocent fragrance of the stuff made gay fucking seem so befitting yet so sinless at the same time.

And I knew Dean would be ecstatic when he learned that not only was I going to spend Friday night with him, but Saturday as well. I couldn’t wait to find out what it was going to be like to sleep with another guy for I was sure it would be superb.

Just as soon as the clock struck four o’clock which seemed like forever, I kissed my mom on the cheek, picked up my overnight bag and told her I was heading out. But then she stopped me. When she learned that I only had packed sorts, underwear, a bathing suit and tank-tops, she made me go up to my room and pack a nice pair of jeans, loafers and a pull-over shirt in case we decided to go someplace nice. Even though she could see my obvious reluctance, I did just as she asked. When I came back downstairs, I gave her another quick kiss and a big huge. She really surprised me when she slipped me an extra 50 dollars and told me not to tell my dad. Of course she added to have fun, but to be careful. I told my mom I would call her around 5:30 cause Jason was going to meet me at the way-station when I got off. Then we were probably going to walk around the city for a bit before we went to his place.

Just as soon as I got on the “L” for the quick hop into Downtown of course I pulled Trent’s ring out and put it on my finger. Soon as I walked into the coffee shop, I ordered a cup of cappuccino, sat back and people watched until Dean arrived. Sure enough only fifteen minutes had passed when he walked through the door. The instant he saw that I had an overnight bag with me, he became almost intoxicated in euphoria. I knew he wanted to give me a giant kiss, but he understood it would look rather odd for a man his age to be kissing me in public.


When I informed him that I was going to stay Saturday night as well if that was OK, he was so excited, he leaned over the table and frenched kissed me anyway. And while we heard a couple of woos from the patrons, Dean didn’t seem to really care. I guess the way he felt was that some of the sissy queens in the place were just jealous which I kind of felt was rather flattering.

I quickly explained my little problem in that my parents thought I was staying at my friend Jason’s and wanted his phone number in case they needed to get hold of me. Dean quickly told me not to worry for the greeting on his answering machine was a generic message which came with the system. He added that if my parents did call looking for me, they would just hear a standard greeting and not his voice asking them to leave their name and phone number. He said that he just wouldn’t answer the phone while I was staying with him and all I had to do was call them back if they did phone. Well needless to say, that certainly took care of that little problem. I felt so relieved.

We visited for a few minutes and after I finished my cappuccino we got up and headed for his apartment so I could call my mom like I said I would. Soon as we reached his building, we hopped on the elevator. Since we were all alone on the ride up, Dean couldn’t resist kissing me.

When we walked into his apartment, no sooner did I pick up the phone and call my mom when Dean came up from behind me. He wrapped his hands around my waist and kissed me a number of times every so tenderly on my neck. He quickly slipped his hands under my tank-top and worked them up to my chest. Of course this felt phenomenal as he toiled his fingers ever so gently back & forth across my nipples.

When my mom answered, she told me to hang on cause she was talking long distance to my Grandmother on the other line. While I waited with the phone in my ear, Dean worked his hand down to my belly-button and poked it about ten times while he again planted soft gentle kisses all over my neck. Suddenly, he exclaimed, “Collin, you’re so irresistible; you know that?”

I just chuckled while I continued holding for my mom. But his hands were restless which of course I liked. Only a moment had passed when he worked one of them into my pants which gave me an instant hard on. I quickly pulled off my sandals using my feet to let him know he was certainly warming me up for some hot sex. Given I was wearing my sexy zebra skin briefs, I could hardly wait for him to see me in them. And sure enough within seconds he began unbuttoning my shorts. The instant he pulled them down to my ankles, he was overjoyed seeing me in my skimpy undergarment. He knew I had bought the briefs just for him. In a jubilant voice he exclaimed. “ Oh, Wow, Collin; God that underwear looks so damn hot on you--I’ve got to get a picture of you in them sometime this weekend.”

I quickly replied, “Do you like them?”

He quickly remarked, “Like Them--Hell, I love them.”

He then moved his hands up to pull my tank-top off. Now I was standing in nothing but my seductive zebra bikini briefs and did I ever feel sensuous inside. A second later he aroused the hell out of me when he remained standing behind me, rubbed my smooth flat tummy with one hand while he reached into my briefs with his other. I was so stimulated that I leaned back against him to let him know just how much I loved what he was doing to me. Knowing how excited he had gotten me, Dean gently began to fondle my privates while he softly kissed me again on the neck. I felt so very passive now which was just the feeling I was dying for. Did I ever love it? You bet I did. I could have let him do that to me forever. And what made it even more exciting was I could feel his razor hard cock pressing through his trousers just above my butt.

It wasn’t but about thirty seconds later when my mom finally came back on the line. But Dean didn’t bother to stop which I thought was kind of cute about him. He kept his right hand in my briefs and toyed with my privates while he rubbed my tummy with his left. And every few seconds he kissed me ever so lovingly on the neck as he stood behind me still fully dressed in his handsome conservative business suit. I told my mom I had arrived safely and gave her what she thought was Jason’s phone number. We chatted for just a minute, said our good-byes and hung up.

When I put the receiver down, Dean was getting me so hot & horny by now he knew I didn’t want him to stop. We stood there for almost three minutes while he rubbed my tummy with one hand, teased my cock & nuts with his other while he planted soft gentle kisses all over my neck. We got carried away because the instant I let out a soft moan, he pulled down my briefs until they reached my ankles. I immediately stepped out of them, turned around facing him and wrapped my arms around his waist. His body felt so damn good as his starched shirt & silk tie brushed up against my bare chest. He looked me deep in the eyes and we immediately opened our mouths until our tongues found each others. I thought if my mom could only see me now kissing an older man dressed in a conservative business suit completely naked, she would definitely have a heart attack and so would my dad for that fact.

Dean quickly worked his hands down my back while we continued our frenching session. He rubbed his hands all over my bare bottom and then thoroughly titillated me when he gently poked a finger in by butt. But rather than fingering me, he softly teased my hole by rubbing his finger in soft circles around it. What I thought was so cute about him was when I looked down, I could see a huge tent sporting in his trousers.

“If only he went to work that way, I wonder how many women would be all over him despite the fact that he was gay,” I told myself. And what made me feel so egotistical inside was that I knew any woman, no matter how good looking and sexy, couldn’t turn him on the way I did.

Once our mouths parted he turned me back around until my backside was facing him. As I stood there in all my naked glory, he gently went back to kissing me on the neck while he stroked my razor hard cock at the same time. I let out a soft moan for it felt positively magnificent. Within seconds he stroked my cock faster and faster full well knowing that I was bound to cum right there on his living room carpet. But he didn’t seem to care and neither did I for he had gotten me so hot at that point, I couldn’t turn back.

It wasn’t but a minute later when I felt by body begin to quiver for my nuts were getting ready to pop. I exclaimed in a rather meek but firm pitch, “Oh, Go faster, Go faster”.

Hearing my cries, he beat my meat as fast as he could with one hand while he pinched my right nipple using his other. I was so aroused by the multiple sensation that within twenty seconds, I erupted. Just as the first wave shot out of my body and onto the carpet, he cupped his hand over my cockhead capturing practically all of my remaining orgasm. He held me tightly with his left hand until the final droplets dribbled out of my cock and into his palm. Then he smeared the gob all over my chest & tummy. This must have thrilled him for he exclaimed, “God, I just love sticky boys, especially you Collin.”

I stood there and didn’t move as I tried frantically to catch both my breath and sanity.

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