Josh

His time with me, January 23, 2024

I did not want to get involved with a single guy. In fact I didn't want tog met involved with any man. At my age men are a real hassle. They want to see me way more frequently that I can deal with. I have been alone and self sufficient for many years. And I am sure that if they found out how wealthy I am, they would want to be a kept man. The small time I spent looking at the web site convinced me that I could get a man whenever I wanted. My post on the web site was drawing tons of responses.

Pat was right about the website. I could have lots of fun on there. She called me about a week after my Jimmy event and asked me if I joined. I told her that I had joined. She volunteered her site name,but I said I would just let her tell me how the site was going for her. We agreed that we would keep each other informed of our conquests. By the way, she still hadn't got up enough nerve to meet anyone.

It was fun to read the messages. Kind of like being on Show It Off. Most of the messages fell into two categories. Category 1 emails, which were the majority, were straight forward, talking/asking for sex. Category 2 were those messages that discussed “friends first.” The volume of messages I was getting meant that I could be choosy. I decided to rule out anyone over 30 and anyone who I didn't find desirable enough to fuck.

I finally decided to reply to another message. His name was Josh. He was 19, tall, blonde, and very handsome. He seemed very sweet and hadn't sent me any crude messages. His messages were Category 2. We flirted online for a couple of days, exchanged nude photos and then arranged to meet for a drink at a bar in a very expensive hotel suite in Atlanta, Tuesday night around 9 PM. I would not be stupid enough to invite another man to my house as I had with Jimmy.

I told Josh that he had to play by my rules, which were we would be together for one hour.. After one hour I would decide whether I wanted him to stay longer. and then he would have to leave. Josh agreed, but did ask me why one hour? I told him that I was in this for sex only and one hour ought to be enough. If we are still enjoying each other I might extend the time.

I was slightly apprehensive about meeting in public. When I met Jimmy I felt so much better knowing I could get naked quickly. I knew that men always responded well to a naked woman, no matter the age. Now I was going to have to dress sexily and see if I remembered how to use makeup to look sexy. I got to the bar about 30 minutes earlier than our agreed upon time. I can't believe I was so nervous. I decided to sit at the bar and when I observed my image in the mirrors behind the bar, I thought not bad for an old lady. In fact, I got hit on twice while I was sitting there. Helps an old girl's confidence to have unsolicited guys hit on me. One was so nice that I told him that I wanted his phone number. He gave it to me and I might just call him in a month or so.

The agreed upon time arrived and went. I couldn't believe he had stood me up. My confidence was shaken. I told myself that things did come up and I agreed to wait 15 minutes. 15 minutes stretched to 30 minutes and as I was getting up to leave Josh arrived.

“Sorry I'm late.” He said looking slightly embarrassed. Josh looked oh so sexy in his white shirt and tight expensive looking jeans. Not quite as muscular as Jimmy but taller and better looking.

"That's OK Josh, I was getting a bit worried you might stand me up though," I said playfully.

He blushed slightly. We ordered drinks and chatted for a few minutes. As we chatted Josh seemed to become less shy the more we talked. Josh told me that he was working for a publishing company in downtown Atlanta.

"It's just boring admin work, I would love to be a writer one day though. "That's great Josh, I hope to read your work someday," I repled.

I decided to change the subject. "So why do you like older women?” Josh blushed again. "Well I don't just like older women, I do like women my own age too. "But you're on a “boy toy “dating website Josh?” "I know, I guess I find girls my own age a bit boring.

I placed my hand on his thigh.

"I understand Josh.” I reached into the small purse I was carrying and withdrew a hotel key card. I handed him the key card and said, “Suite 850, give me 30 minutes” I got up and left the bar. I tried to walk as sexy as I could because I knew he was watching me.

When I got to the room, I quickly changed into sexy black, see-through lingerie. I sprayed perfume into the air and walked through the cloud as I moved to the door of the room. It was 10 minutes before I told Josh to arrive. Looking out through the peep hole I saw that Josh was already standing there. I went to the bathroom and scooped up some lube. Us old girls got to help nature out, lol.

At exactly 30 minutes, I heard a knock on the door. I looked in the full length mirror and liked what I saw. My nipples were already hard and I could feel the moisture in my pussy.

I opened the door for Josh. He had a big grin on his face. When he saw me he said, “Damn, you look so sexy!"

Josh didn't waste any time. As soon as the door was closed, he had his arms around my waist and his lips pressed against mine. He was a great kisser. His hands began to explore my body and he slid one hand down my back across my ass, giving my ass a slight squeeze, then around to my belly button. He made an audible groan and started to kiss me with more vigor His hand moved to cup my pussy and he inserted his index finger into the wetness of my pussy.

"Easy tiger, I don't want you blowing your load too soon," I teased. "Don't worry about me, I have excellent self control,” He said cockily.

Josh then removed his T-shirt and threw it on the floor. I liked what I saw, he had a nice six-pack and a smooth sexy chest. I also liked the look of his bulging cock that was clearly visible in his tight jeans.

“Am I turning you on, Josh?” “Yeah, you are, I just wanna fuck you so bad!” “Well, I think I'd better help you out of those jeans.”

I walked over to Josh and let my hands feel his young, toned body. I then knelt in front of him and let my tongue run across his abs. I quickly undid his jeans, pulling them to the floor. I then pulled his boxers down. His cock sprang free and was so erect it was almost touching his belly. He had a decent sized cock about seven inches and quite thick. The head was swollen and wet with precum. I licked the tip and tasted the familiar saltiness. I grasped his cock and ran my tongue along the shaft. I was half expecting Josh to cum all over my face, but he managed to hold off a little while longer.

I decided I would suck him off. I immediately swallowed the whole length of his cock and started to make deep guttural groaning sounds. Josh moaned. I expected to bring him to orgasm within a few minutes but Josh told me to stop and stand up. I did as he said. He then helped me out of my lingerie and started to suck on my rock hard nipples.

"You have incredible nipples!" He said breathlessly.

He pushed me back against a small couch in the entry hall of the suite while kissing me passionately. I could feel his hard cock against my flabby belly. He was humping my body and trying to get his cock between my legs. I desperately wanted him inside me. Josh got me to lay on the couch and put my legs over his shoulders and slipped his cock into my dripping wet cunt and started thrusting. Josh was really hitting the right spot and my first orgasm was only moments away. Somehow Josh managed to hold off from blowing his load and let me cum first. My whole body shook, and I cried out as the orgasm rolled across me. I didn't know where I was for a split second and then I could feel Josh explode inside me!

"Oh fuck!" He yelled.

Having a young man cum deep inside you is the most wonderful of feelings. I put my feet back down on the ground and savored the moment as his cock slid out of my cunt.

Josh said, "I hope there's time for more, I'm not finished with you yet," Looking at my watch I told him he had a bout 25 minutes and I asked him, “Can you get it up again and fuck my ass?” Josh's hand went to stroking his cock and said, “You bet.” "Good boy, that's what I like to hear."

Suffice it to say, Josh did fuck my ass and left after being with me for 70 minutes.