High School Musical

There aren’t many men any more that can make Kitty feel small and somehow he can. He’s not particularly handsome or rich. He IS smart. I will give him that and I suppose that is what is attractive about him to Kitty. We also joke quite a bit (albeit by text) which is always a turn on for Kitty. I haven’t seen him in person since that night at his back woods house. The night that I fucked his incredibly large cock and then he refused to kiss me afterwards.

After not hearing from him for months he finally “pocket dialed” Kitty. We began to text. I asked him what went wrong. Why didn’t he keep in touch? I thought he thought the sex was bad. He said, “You lost your cool.” What the FUCK does THAT mean?!?!?

At any rate, we got past it and have been texting on and off since then…for 8 long months. We talk about meeting for lunch. We talk about fucking again. We talk every so often about a threesome with one of his down and out friends. But in the end it’s all just talk.

There’s an arrogance about him. That’s what keeps Kitty intrigued along with that dominance. Kneeling in front of him while I attempted to suck his enormous cock. Having him force himself on me to a certain degree. It’s a turn on to Kitty.

Bad Boy said he must have been one of those guys that never got laid in high school. He must have been one of those guys that none of the girls liked and so now that he is a successful attorney he is taking it out on all of us. Bad Boy may be right but as we all know, Kitty cannot turn away from a challenge.

For whatever reason Kitty texted Esq. 2 and said, “We should have a play date.” He was out of town all last week. He was at a conference. We texted throughout the week and he was due to come home. I hadn’t heard from him so I followed up the next day which happened to be his first day back in the office. Of course Kitty knew he’d be swamped with work but when Kitty offers up a play date the polite thing to do is at least ACKNOWLEDGE the invitation!

Instead he said he was busy. Okay…I didn’t mean that EXACT moment. It kind of make Kitty feel shitty that he blew me off that way. He’s kind of an asshole. It’s funny though because I mentioned it to my teenage son and he said, “You can’t expect him to read your mind. You have to be specific. I mean, I’m not the guy’s biggest fan but he’s not wrong here.” And I thought to myself, “Kitty, he’s RIGHT! You have to be specific. You have to give him a chance.”

So I texted Esq. 2 with a more specific time and date. He said, “Let’s touch base tomorrow.” Okay then! Now here is the thing…I’m not sure why Esq2 is different for me. Maybe it is because he is a work associate, maybe because he is so local or maybe because I REALLY like him intellectually and aside from his gigantic cock he offers very little sexually for me. For whatever reason even though Kitty offered the play date, I just wasn’t sure about it. Esq2 and me…we have a lot to work out as far as compatibility. Kitty is all about kissing and Esq2 not so much. Esq2 is about dominance which is great inside the bedroom but outside; he’s really kind of a DICK.

So when he said, “Let’s touch base tomorrow,” Kitty thought…”okay let’s wait and see.” And then…he texted,

“Is Fred invited?” Fred…his down and out friend.

Kitty being honest and somewhat taken aback texted, “I hadn’t thought about it.”

“Well?”

“I’m not quite ready for that”

“Sure you are…lol”

“I was thinking about some one on one attention but we can make it for another time.”

And then….nothing…just like a high school kid not getting his way. We all know that Kitty is not afraid of a little threesome especially with two men but there is a way to do things right. I try to explain to these guys. I was with Esq. dozens of times before we had our threesome with Sidekick. Esq. and Kitty have chemistry and there is just something about him that Kitty trusts. So these guys that Kitty has only been with one time who want to jump into threesomes well…those days are over for Kitty…not the threesomes…the” random, desperate sex with strangers” thing.

So yeah, Esq. 2 shutting Kitty down because he isn’t getting his way hurt Kitty’s feelings a little sort of like back in high school. But in the end Kitty knows it’s not right and it’s not necessary. And in the end Kitty and Esq2 are just not meant to be.

Taking the Hard Line

It’s funny really how different each of us can be from one another. I’m always joking with my work bestie about how I wish I could take Esq2’s cock, combine it with Esq.’s personality and The Surfer’s tongue. “The perfect man,” I tell her.

Esq and Kitty have been trying to get together now for quite a while. In his defense Esq. has offered to come down Kitty’s way several times and Kitty just didn’t make the effort to drop everything and meet him. In Kitty’s defense these meetings would be in the middle of the night. Kitty would have an hour to shower, shave, dress and apply make-up. Given Kitty’s chosen profession along with the type A personality you would agree that this sort of thing doesn’t always work for Kitty.

But yesterday Esq texted Kitty at work and asked if I would be interested in meeting after work. Now Kitty had planned to go out to dinner with one of my tight ass friends but ditched the idea somewhere around noon thinking the longer I had Esq, the more orgasms I could have.

When I arrived at his house I walked in and called for him. No answer so I called again and then quickly realized that he was on the phone still dressed in his business suit talking about some big case and about “taking the hard line”. Listening to Esq take the hard line made Kitty super wet. This is the part of Esq that turns Kitty on. Esq is not a typical asshole guy at least not to Kitty. He is always very sweet, warm and giving. He apologized to me as the person on the other end rambled. I assured him it was fine. In reality it was sort of foreplay for Kitty.

When he finally got off the phone he grabbed a water for Kitty out of the fridge. He had lit about 10 candles lighting the otherwise dark room. We chatted and then mid sentence Esq began to kiss Kitty. Contrary to Traveling Salesman Kitty and Esq have a chemistry. We have a rapport. We decided to go upstairs to the bedroom taking two of the candles with us. The house was like an icebox as it was built in 1890 with little or no insulation and it was an absolutely frigid day.

We quickly undressed and slipped under the covers. Esq was warm and quite nice about letting Kitty warm up next to him even though I was freezing.

Now Kitty can’t be sure but I suspect Esq has or had another mistress. He had some new moves which Kitty happened not to care for. One thing I have learned after a year with Esq is he likes to do his thing. He likes to go down on Kitty even though he just doesn’t have the touch I need. He was able to make me cum right after our threesome with Sidekick. It was as though he observed Sidekick’s technique and followed it the letter. But yesterday, he was too hard…too rough. Someone he fucks must like it but Kitty likes it slow and gentle. I told him I wanted his cock. He said, “You’ll get it”. So I laid back and tried to lean into the pain.

Luckily he gave in and said, “Roll over”. Kitty happily obeyed. Esq slipped that beautiful hard cock of his inside Kitty and slammed into me over and over while holding my hips. His cock seemed bigger than ever. Kitty heard myself moan, and then he moaned and rested on my back. Kitty had missed getting fucked from behind. In fact I think the last time was back in June which was the last time I saw Esq.

We lay in bed talking. Esq likes to talk…A LOT. We took a look at the clock and it was almost time to go but Kitty needed to cum so I began to kiss Esq. Kitty leaned down and put his half erect cock in my mouth and damned if that thing did not become nice and hard in a matter of seconds. Kitty climbed on top of Esq hard cock and began to ride him and boy did it feel good. I could tell that he was ready to cum before I was but Kitty persevered. I rode and rubbed and gyrated. Sure enough Esq came but Kitty didn’t stop. Kitty went to my happy place where Esq is standing behind me thrusting and Sidekick is in front of me with his dick in my mouth. Thinking, visualizing and wishing Kitty finally came.

I must have worked harder than I thought because as soon as I got home I crawled into my own bed, fell asleep and was finally able to relax.

Bringing it Home

Kitty received a very sexy email the other day…well…it was sexy to Kitty. See, Kitty and the Traveling Salesman were making plans to meet. He gets a really nice hotel suite nearby and he’ll pick up some wine while Kitty will try to provide a snack of some sort. Last year on New Years I made up a beautiful, festive fruit and cheese tray. The last time we met I made chocolate fondue only something went wrong and it was a terrible disaster. So as we were making our plans via email I told him I might try the fondue again since it bothers me that it was so bad the last time. I asked him if he had any cravings.

His response which Kitty found terribly sexy was, “I crave you.” Damn! Don’t ask me why but to this day that line makes me wet even knowing the truth about the Travelling Salesman.

It is difficult to describe the Traveling Salesman. First of all, we have been fucking for a year now and I don’t believe he knows Kitty’s name…and I mean my FIRST name. I find it funny and sexy and pathetic all at the same time. It just kind of got lost in the shuffle. At first it was a game to conceal it but now it’s simply too late for him to ask. 

I’m not quite sure. Maybe he wants it that way.

So our usual routine is that kitty goes to meet him at his beautiful hotel suite. He had laid out a beautiful spread on the coffee table in the living room area. He set out two plates, forks, napkins a cocktail shrimp plate and two glasses of wine. Kitty arrived and quickly got the fondue together which by the way was perfect this time.

We sat and chatted for about an hour which is actually quite nice. We talk like friends about family, work and then he excuses himself to go to the bathroom.

“I got you a gift,” he said on his way back to the couch. It was a candle. Kitty loves gifts from lovers all though they are few and far between but just the thought makes 

Kitty wet and making Kitty wet buys extra cock sucking for that person.

We began to kiss and although Kitty adores the Traveling Salesman he just does not have the skill set Kitty is used to. Kissing on the couch is very awkward so we move to the bedroom. We kiss and I can feel that he is already hard. We undress and slip into bed but this time Kitty knows not to go down on the Traveling Salesman. Kitty has the need to feel his cock inside of me and going down on him gets him too excited. Kitty gets the feeling that the Traveling Salesman is vanilla all the way. Try as I might he will not admit to any fantasies or desires. Kitty does most of the thinking. In fact he never even hinted that he’d like kitty to suck his cock and when I did he lost all control.

This time however Kitty played it safe. As we lay in bed kissing Kitty rubbed the Salesman’s cock and we found ourselves in the perfect spot for Kitty to roll on top of the Salesman so I did. Typically Kitty prefers the man to take control but “Desperate times call for desperate measures” as they say. As soon as I put his cock inside of me, I could tell by the look on his face that he wasn’t going to last long with me on top. The bad part is that I could hardly feel his dick inside of me which made me sad. But alas, Kitty is a GIVER so I decided to make the best of it and rock the Traveling Salesman’s world without a thought for myself.

Kitty rocked and gyrated on top of the Salesman as his face twisted and turned. I sucked on each of his nipples giving each a little nibble and within a matter of minutes kitty could see and hear that he was cumming. Kitty pulled off of his cock quickly giving him a moment to catch his breath.

The thing about the Traveling Salesman is that he is not one to snuggle or caress after he cums. When he is done he is done which is fine with Kitty. We did take a few moments to regroup. He said a few nice words then we dressed and Kitty braved the bitter cold night to go back home.

You may ask, “Kitty, weren’t you disappointed that you didn’t cum?” Well…Kitty likes the Traveling Salesman. Maybe he can’t bring it home in bed but he is kind and sweet and if Kitty can give him some pleasure then that in a sense makes me feel good too.