A few weeks after Jim and I had enjoyed our weekend adventure up in Gatlinburg, TN I had not gotten around to writing Jim that long letter I had promised him detailing my experiences with Mr. Harris, my landlord in Miami.
I guess the suspense was driving him crazy and that Saturday morning before he left to play golf with his friends told me to be ready to leave the house around 5:30PM that evening. We would be going out to dinner and maybe dancing. Once home, he wanted to hear more about Mr. Harris.
Well, while cleaning the house and then shopping, I tried jogging my memory, thinking of as many naughty details to tell Jim as I possibly could muster up. I wasn’t quite sure if I wanted to tell him the truth or clean it up a bit. But, I knew the nastier the better for Jim and decided to tell all.
Jim got back to the house around 4:00PM and took a shower and got dressed for our evening out. I had already had my bath and was dressing in Jim’s favorite attire while he showered.
I wore a sexy lacy black garter, panty and bra set underneath along with hose and a medium length flimsy pink dress that buttoned up the front. I slipped on my heels and applied a little bit of makeup.
I was ready when Jim came downstairs and we left. We dined at a very nice, romantic restaurant and had a great time laughing and joking.
“Hope you’re ready to tell me a story tonight,” Jim mused as we ate. “I have been horny all week just thinking about you and Mr. Harris.”
“Oh yea, just what kinds of things have you been thinking about?” I teased.
“Well, just the naughty things,” he smiled. “I pictured you, a young beautiful 19 year old woman sucking a dirty ole’ man’s cock!” “I’ve seen pictures of you when you were 19 and you were drop-dead gorgeous.”
I laughed and thanked him. Now in my mid forties I didn’t look quite so drop-dead but still considered myself to be in good shape and tried to keep myself up. My tits were till fairly firm, my waist line still slender and my ass still stuck out enough to attract looks from men of all ages!
“I pictured him eating your sweet little pussy and most of all, pictured his big cock stretching your tight honey pot.” Jim went on to tell me.
His face was a little flushed when he talked about Mr. Harris and I knew it was turning him on. Reaching underneath the table, I grabbed the bulge in his pants to see how turned on he was!
His dick was already hard as a rock. I gave him a wicked smile and giggled telling him, “My, my big boy, you really are a horny old fucker,” giving his cock a hard squeeze before letting it go.
He grinned and said, “Well, you keep my that way by being so sexy all the time.”
We finished our meal and left to go dancing. We wound up at a local lounge and had a few drinks while dancing every once in a while. I could tell Jim’s mind was not on dancing however and after a couple hours leaned over and whispered, “Come on baby, we can have more fun at home!”
I knew he was raring to go and we left right away. It was a short drive home and Jim drove in nervous anticipation. Teasingly, I gave his cock a couple of hard squeezes while he drove.
Once home, we made ourselves a drink and relaxed on the sofa. Jim sat at one end and me on the other. We were both relaxed and I knew he was ready to be teased and excited by my story.
“Okay sweetie,” I began, “I told you about Mr. Harris and the arrangement we had made about my rent.” Jim looked at me and nodded. “Well, after that first time, Mr. Harris would call me the day before coming up to my apartment to “collect” his rent.”
“The first time he came up, he just wanted a quick blow job,” I explained. “He had me on my knees in front of him, he pulled his cock out and I just sucked on it while pumping with my hand until he shot off in my mouth.”
“Before leaving, he told me that from then on he would prefer me to be naked when he came up.” “He was a very busy man and I guess it was to save time.”
“Anyhow, that’s about the way it happened, I mean, he would call the day before, I would be waiting on him with just a towel wrapped around me when answering the door,” I went on to explain. “Once in the apartment I would get rid of the towel.”
“He liked fucking me from behind and as I remember, that’s the way he would do it.” “He would bend me over the sofa, chair or just have me bend over in the middle of the room and grab my ankles.” “He wouldn’t even take his pants down, just pull his cock out, shove it up my pussy and fuck me hard and fast until he jerked out and blew his load all over my back and ass.”
“You mean he never wanted any foreplay or teasing?” Jim asked looking somewhat puzzled.
“No, just a quick fuck and he was gone.” I replied. “This went on for about six months.” “I had made up my mind that the next time Mr. Harris called I would tell him that since I was finishing the course I was taking, would be moving out in a couple months.”
“What happened then?” Jim asked.
“Well, he called the next month but before I could say anything he began by making me another proposition.” “He told me about a couple business associates of his and that if I would agree to entertain them, he would consider my rent paid in full for the next three months.”
“By entertain; I assume he meant fuck them!” Jim interrupted.
“Well, yes without saying as much I understood what he meant and I told him that I would have to think about it and to call me back later that day.”
“I’m guessing you accepted his offer.” Jim concluded.
“Well, since I only needed the apartment for a couple more months and since I had already fucked Mr. Harris for the rent, I figured why not?” “When Mr. Harris called back I told him that I would accept his offer.”
“I guess he arranged everything for you?” Jim asked.
“Yes, he told me that he would make the arrangements and escort me to the place his friends had instructed.” “It was Thursday and he had set the meeting for that Saturday.”
“Did you ask him just how many “friends” you were supposed to entertain?” Jim asked.
“Well, I really didn’t think about it,” I went on to tell Jim. “I guessed by the way he talked it would just be a couple of his friends.”
“Anyhow, Saturday rolled around and I was told to be ready around 6:00PM.”
“What did you wear?” Jim was really getting curious now.
“I figured I may as well dress as slutty as possible so I wore a pair of white see-thru panties, white bra that pushed my tits up and a pair of black silk hose with the elasticized stay-up tops.”
“I then slipped on a short light-pink sun dress that buttoned from top to waist and a pair of heels.” “I was ready when Mr. Harris called and told me to meet him down stairs in the parking lot.”
“I guess you were just a little nervous about the whole thing weren’t you?” Jim asked.
“I was a nervous wreck, are you kidding?” I snapped back. “I was scared and didn’t know what to expect.”
“Anyhow, I met him in the parking lot and he instructed me to follow him.” “I got in my car and he in his and I followed him heading north toward Boca Raton.”
“After a while we finally reached a very swank resort complex.” “I followed Mr. Harris into the parking area and after parking our cars, he led me up to the top floor of this very fancy condominium building.”
“He walked up to one of the doors and rang the bell.” “I think this was when I was the most nervous and scared.” “It took a lot of will power to keep me from backing out of the deal,” I told Jim.
Jim was still sitting at the other end of the sofa listening intently to every thing I was telling him while sipping a beer.
“A man answered, greeted us warmly and ushered us into a very big and luxurious apartment.” “Another man was sitting in a big chair holding a drink. Seeing us, he got up and greeted us with a big smile.”
“Yes, before you ask, both men looked to be in their mid to late sixties,” I anticipated Jim’s next question.
“They were both very gracious and acted like perfect gentlemen.” “Mr. Harris talked to them for a few minutes and then excused himself to leave.” “Before leaving he called me over to the door and whispered into my ear that I should relax and that his friends would treat me nice and not hurt me.”
“I think that did more to calm my nerves than anything else,” I explained. “Mr. Harris left and the two men asked me to sit down and offered me a drink.” “They introduced themselves as Mr. Thompson and Mr. James but that I should call them Sam and Fred.”
“Sam and Fred sat on a huge sofa with me sitting in a big lounge chair opposite them with a long coffee table in between us.” “For a while we just sat around sipping our drinks and talking.”
“Sam and Fred talked to me as if knowing I was nervous and they did their best to make me feel at ease,” I told Jim.
“What kinds of things did you talk about?” he asked.
“Oh, just general conversation, things like how long I had known Mr. Harris, how long had I been living in Miami, just things like that,” I explained to Jim.
“I have to tell you that Mr. Harris didn’t lie when he told us about you!” Fred told me.
“Oh, and just what did Mr. Harris tell you about me?” I asked them in a concerned voice.
“Oh, nothing bad, believe me,” Fred was almost apologetic; “He just told us that you were a very beautiful and well educated young woman.”
“I just giggled and thanked them for their compliments.” “Teasingly I smiled and said that I hoped they approved.”
“Okay, are you going to tell me what they looked like?” Jim asked looking at me in anticipation.
“OHHH, you just want to know if they had big cocks or not, I know what you want to hear,” I teased Jim. “Fred was 68, silver hair, a good tan and though a little paunchy around the middle, in fairly decent shape for his age.”
