It was a Thursday afternoon. I had been at the condo since yesterday, arriving late in the day on a break between on-site claim assignments. Although I am always behind in answering my mail because of the sheer volume that I receive, after dinner I settled down in front of the computer to see just how far behind I really was. It was worse that I had expected as three pages of unanswered messages were waiting.
As you know if you have read my postings, I never wear panties unless I am in a nice pants suit or jeans, and with today being a business-like skirt suit day, removing the jacket and blouse had made me topless and the removal of my matching suit skirt followed by the half slip, had left me in nothing but a really nice pair of black 5" pumps. Nudity always makes me horny, and undressing with the glass door drapes open just added to my horniness.
The condo is more like a townhouse than a condo where one residence is just stacked on top of another. Thank goodness the entry to this one offers more of a secluded entry than most. As I had mentioned in my web postings, if the weather is good and the temperature is comfortable, I generally do not wear much of anything when here. The weather of this brief break could not have been more perfect. With my laptop on a table in the bedroom, I slipped on a clean, white blouse just to keep from getting chilled as I opened the sliding glass doors that allows unrestricted access to the second level, private wrap around deck...which over looks the undeveloped wooded area behind the townhouse-like-condo.
After answering the first two messages, I could feel my dampness starting to flow. Some of the messages I receive are very direct and often times close with something like, “When are we going to meet as I really want to see you naked and fuck you senseless.” Just knowing that I am exchanging notes with men who have already seen me naked from the photos of my posting, and that they have probably masturbated over my profile and photos, is always a huge turn-on, somewhat like being proxy fucked by a total and complete stranger. I will openly admit, showing my pussy, in photos or person, to total and complete strangers has always been a huge turn-on, even from my early days.
The condo-townhouse is on two floors. The master bedroom is on the second, with the advantage of allowing a downward view of the front door and entry area from above, and the privacy and security of a second level wrap around privacy deck, with no access from the ground. More on that as I get a little further into this narrative.
As I continued with the mail, I hear the ding-dong of the door bell. It is still afternoon. Who could that be? Getting up from the computer, I walk to the balcony and there waiting at the door is the 18 year old son of a very nice couple who have the condo a few buildings down. I know what he wants, and of course, it is confirmed as I see his hand “adjust his jeans” to define his already half hard cock. I think to myself, “This will not take long...”
As I normally do when I know who is at the door, I walked down in nothing but my heels and the unbuttoned blouse and opened the door. Todd’s eyes immediately lock on to the very visible bush between my legs and my barely covered breasts. As I invite him in, he shows his shyness by jumping a mile off the floor when I grab his crotch and give him a good feel before closing the door. “Oh, my goodness, Todd, you obviously need some attention here, don’t you?”
His response was, “Yes, ma’am, I did come down hoping you might take some of the pressure off my needs... What do you think?”
Todd’s mother and I have been good friends over the years. She too was once a flight attendant, and now, with Todd and her husband in tow, they spend quite a few months here enjoying the cooler weather. Florida can be a monster in the late summer and fall months.
I always have reservations about any sexual encounter with Todd, but after he and his mom were here one day and he happened to get a look at my panty less pussy, he has begged me time and time again for sex. We both know how horny 18 year olds can get, and being the naughty “cougar” that I am, I just “had to” help him out.
As we talked about this and that, I let his eyes and then his hands roam over my bare tits and then between my legs. He is captivated by my bush, saying several times, it reminded me of his mom when he has peeked at her.
I’ll have to admit, although 18 year old boys do need some instruction from time to time, he had become a pretty good simulator of my pussy, and I let him feel me up for several minutes before unzipping his jeans and releasing his quickly erecting small, but nice five inch cock that was certainly going to please some lucky woman in his future. One thing about 18 year olds. They are always horny and when they are hard, the firmness is close to that of a nail.
As he continued to caress by bush and my pussy with one hand and caress my bare boobies with the other, my hands caressed his full length cock and his impressive balls with what was needed to bring him to a spurting orgasm in no time at all. One thing about younger men. Do just the right touch here and there, and they explode in no time at all. I watched his eyes roll back in his head, and before he could stay, “Stop, you are going to make me cum!”, he was jerking all over and begging me to stop as his handsome dick had surpassed the beyond sensitivity point. There we were, still standing in the entry, maybe four steps from the closed front door, and I had make him cum.
“Todd, my dear, you have made my pussy a mess! Let’s go upstairs and let me get a towel or something so you can clean me up.”
With his now half hard dick still hanging out of his jeans, I took his hand and lead him up the stairs to the bedroom where I sat down on my towel and spread my legs. Todd dropped to his knees and began eating my pussy, and this time, believe it or not, I came once, twice, three times almost as quickly as he did in the entry. These is just something sadistic about it that turns me on in having the son of a close friend on his knees between my legs eating my pussy like it was lunchtime!
By the time I had cum about a half dozen times while guiding his head and in turn, his tongue over the sensitive parts of my now sloppy wet cunt, I thrust my hips out one more time and had a great and long lasting orgasm. As he stood up, his once again rock hard cock sticking out like a flag pole nailed to a front yard tree, I pulled him over to my mouth and gave him a chance at a second orgasm as I began sucking his cock. Even though he had already exploded once in my hand, a massive cum, soon I tasted his pre-cum and knew what would soon follow! Over my 40 some years, I have come to love giving oral sex to men, and never turn down a chance to enjoy one more!
As he flooded my mouth with another massive cum, I sucked him past the sensitivity point once again, swallowing every drop of his sweetness in the process. As we talked for a few minutes, I continued to caress his cock, which much to my surprise, never really went down. I asked him openly, “Do you masturbate a lot?”
He as he looked at my hands caressing his dick, he said, “Yes, almost every day, sometimes three and four times a day.”
“What in the world do you think about to make you masturbate that much?”
“Mostly your pussy and how hairy your bush is... It is a lot like mom’s, you know.”
“Todd, are you telling me you have been peeking on your mother? Shame on you, young man!”
Then, he paused and said, “Mrs Peggy, can I cum on your bush? Would you lay down on the bed and let me stand between your legs and beat off and when I cum, would you let me shoot on your pussy bush?”
After thinking for a moment, I responded, “Is that something you really want to do... masturbate in front of me, and when you cum, shoot your cum on my pussy?”
“Yes, ma’am... that would be wild! Would you let me do it?”
