Mall Maintenance

(continued from Mall Maintenance 5)

I left the kitchen carrying a tray with 2 coffees and 2 slices of tiramisu (my weakness, and responsible for about 20 lbs)

I led Bill into the living room. He sat at one end of the couch. I put the tray on the glass table, handed him his coffee, and sat on the other corner.

• " So" I asked, " you really want to know about my first time?".

• " Al, I would love to hear about it."

Well, I have known I was gay since I was 11 or 12. The first man I ever had the hots for was Charlie. Him and his wife were longtime friends with my parents. He was about 4 years older than my dad. About 5' 8", with short gray hair, maybe about 170 lbs. I thought he was just incredibly sexy, especially his ass. Boy, I remember I used to love when he would sometimes come by the house in his suit and tie. He would eventually take off his jacket, and I could not keep my eyes away from his ass. His suit used to just hug his cheeks.

• " So you went after him when you were 12?" Bill asked with a puzzled look.

• " No, I am just telling you that so you understand how this whole thing happened" I said.

Anyway. when I graduated from high school, and had a brand new driver's license, Charlie offered me a part time job with him. He owned 5 limousines, which were generally booked solid, especially on weekends. His sons, who were older than me, would drive full time, as did Mike, who had been working for Charlie for over 20 years. Charlie was the 4th driver, and he had different people who he would use from time to time.

Well, he was offering me $ 100 per day I worked. You can imagine, for a teenager in the mid 80's, living at home with no expenses, that was good money, so I definitely accepted.

I worked 2 weekends in a row, then had a weekend off. The next week, I came home on a Tuesday, and one of my brothers told me Charlie had called, he needed to talk to me (this was before cell phones and e mails).

• " Was there a time with no cell phones or email?" Bill asked and started laughing.

• " I guess, but I don't remember it" I answered him.

When I got a hold of Charlie, he told me this coming weekend, he had a party on Long Island Friday night, and then the wedding on Saturday morning, so we would need to stay on the island overnight. He was willing to pay me $ 150 instead of the usual $ 100. Needless to say, I accepted. That was 300 bucks for the weekend !

So, Friday afternoon, Charlie, Mike and I jumped on the LIE and drove out to the island. After dropping off our clients, we joined a couple of other chauffeurs and got a poker game going.

Charlie seemed to be horny that night. At one point, he said:

• "You seen all them broads in there? I could line them up and bang'em all".

• " Charlie, I've known you over 20 years, you always say the same shit, but the only girl you end up banging is you right hand" Mike quipped, and we all busted out laughing.

As the party ended, we took our clients to their respective hotels, and then headed to ours.

Charlie had rented 2 rooms. He told Mike he could take the one room for himself, and we would share the other one. The rooms were connected by a door. Mike was fine with that, and bid us a lightning quick good night, saying he was exhausted. Within 5 minutes, his lights were off. He hadn't even bothered to close the door.

I needed to take a shower, so I asked Charlie should I go first, or did he want to go.

• " You go, kid. I have some paperwork to do" he said.

I took my shower, and when I came out, Charlie was still sitting at the desk, but with his shirt off, so I got a good look at his chest, full of thick, gray hair. I needed to get into bed before I got a hard on that he would notice. I turned off my night light, but left his on. Within a couple of minutes, he stood up, took off his pants and walked into the bathroom. Watching those white boxer shorts hug his ass was just unbelievable. I needed to take my mind off him before I would really need to jerk off. So, I turned on the TV, I really couldn't even tell you what was on, it was just a question of not thinking about Charlie.

Eventually, he came out of the bathroom. His hair and his chest still wet, wearing nothing other than a towel around his waist, I was just about out of control. i could feel the blood rush to my face, I could feel myself blushing.

He came up towards the night table between the 2 beds, all I could do was tell him good night, as I turned off the TV.

He stood between the 2 beds for a few seconds, looked at me, and said in a whispering voice:

• " Boy, I wish I had brought one of those broads back. I really need this taken care of".

As he said that, he reached under the towel with his left hand, and pulled out a beautiful, cut, fully erect dick. He was slowly stroking it, about 2 feet from my face.

• " Wow, that really looks like it needs to be taken care of" I said, my face on fire, my voice cracking.

As soon as i said that, he took two short steps, and put the head of his dick right next to my lips. I couldn't resist any more. I slid all the way to the edge of the bed, and took the head of his dick in my mouth.

• " Were you nervous?" Bill asked.

• " Nervous, excited, scared, thrilled, all at once" I answered.

He slowly slid his dick in and out of my mouth. I was opening as much as I could. At the same time, I was really fantasizing about touching that ass I had admired for so long, so I stretched my right hand and put in on him left cheek.

As soon as i did that, he dropped the towel to the floor, and starting feeding more of his dick into my mouth. I couldn't believe how hard his ass felt. It was like a hairy rock.

He told me to move over, so I moved into the middle of the bed. When i did, he hopped in, got on his knees, and fed me his dick again.

• " Al, how many times have you done this, buddy?" he asked.

• " First time" I told him. " Not because I haven't wanted to, just didn't have the chance" I added.

• " Well then, we will make it a night to remember".

With that, he threw his right knee over my head, and planted his left knee next to my left shoulder. While he kept his dick in my mouth, he stayed on top of me and kissed my belly, licking me softly and slowly, as he made his way to my crotch. THIS WAS MY FIRST 69 !

I put my hands on his ass, as I continued to suck him, and he did the same to me. I really felt I wasn't going to hold it too long before I came, and I didn't. I told him, loudly ' I am coming", and felt myself doing just that.

After I was done, he pulled his dick out of my mouth, stood up, and went into the bathroom, where I could hear him spit and then rinse. As I laid there, I realized the door to Mike's room was open. Had he seen us? Or heard us?

As I was thinking about it, I saw Charlie coming out of the bathroom. His dick was still hard, pointing straight ahead.

• " Well, did you enjoy that? " he asked with a smile.

• " I sure did. I can't believe how good that felt"

• " Glad you enjoyed it, buddy. Now, its my turn to cum".

The thought of Charlie coming in my mouth got me hard almost instantly. I reached for his dick with my right hand, ready to grab it and put it in my mouth again. Instead of letting me grab him, he walked away and went to the desk. He reached into his pants, sitting on the chair, and took out his wallet. He opened it, took something out, and came back to the night table. As I looked in his hand, I saw he had a condom, and another smaller, silver packet. Suddenly, I realized what was about to happen. I was scared and excited at the same time.

He opened the condom wrapper, and started putting it on his still hard dick. He then took the other silver packet, and broke the corner. He squeezed it, and the lube came slowly out. He put it on the condom, and then put some on his left index finger. He looked at me and said:

• " OK Al, time for your first fuck"

• " Charlie, I am not sure I can..."

• " Buddy, this will be the best fuck you have ever had. Just relax, and let me do the work".

With that, I turned on my belly, as he climbed on the bed again. This time, I couldn't see him, I could just feel him. He told me to spread my legs, and to slightly bend my knees, so my ass would lit off the bed.

Once I did, I felt his cold finger start probing, until he found my hole. Slowly, gently, he pushed his fingertip in, and let it just sit there. After a few seconds, he started to slowly move his finger in and out. As the minutes passed, I felt more and more comfortable, so much so, I felt myself digging my chest deeper into the bed, and lifting my ass higher.

• " Well", Charlie said. " You have been taking 2 fingers for a while, I think you are ready for the big show".

A chill run up and down my body. I was about to get fucked, right here, right now.

As I was thinking this, I felt a cold liquid being spread around my rectum. I tried to relax as much as I could.

I felt the head of Charlie's dick probing around, then finally getting lined up. I could now feel his strong hands holding me on both sides.

• " Son, just relax for a minute. It will hurt at first, but you will soon be in heaven.".

As he said that, I felt the head pushing its way in. There was NO WAY I would be able to fit this thing. After a few seconds, Charlie stopped. Then, he pushed in a little more, and stopped again. I was starting to feel like I had to go to the bathroom really badly.

Just when I thought I couldn't take the pain any more, and that we had reached the limit, I started to feel like my insides were relaxing by themselves. Slowly, the feeling was even better. Suddenly, I felt like someone had opened the door completely, and as my muscles relaxed, I felt all of Charlie enter me.

He still stayed still, not moving. All he did was let out a long" Ahhhh !".

I felt his pubic hair against my cheeks. He was definitely all in.

After what seemed like an eternity, I felt his chest on my back, and could feel his breath on my neck.

• " That wasn't that bad, was it?" he whispered.

• " Actually, it wasn't" I answered him.

• " Good. Because, now, you are REALLY going to enjoy this".

As soon as he said this, I felt him start to pull his dick out slightly, only to push it back in again. Slowly at first, the in and outs became more rhythmic. He also seemed to be pulling out further, which seemed to make the push in deeper. His hands kept pulling my his closer to him, while his dick kept pushing further in, or at least it felt like it.

I wasn't sure how much more I was going to be able to take, until I suddenly heard him starting to pant. Suddenly, he let out a growl, not loud, but obviously held back, as someone who didn't want to be heard, but needed to let it out. I felt my insides get hot, as his sperm filled the condom with the proof of his orgasm.

When he finally pulled out, I felt like he had taken part of me with him. My insides felt empty.

I laid on my belly, exhausted, as he made another trip to the bathroom. By the time he came back, he looked at me and smiled.

• " Buddy, time to go to sleep, we have a long day tomorrow".

• " Whew" Bill said, looking at me while holding his empty plate " I don't know If I could do something like that".

• " We won't know until we try, will we? " I said, putting my hand on his lap.

Al