Principal Skinner

The other day Bad Boy and Kitty were talking on the phone. I was telling him the story about E2 as well as my threesome experience since we haven’t had a chance to chat since that. Bad Boy was telling Kitty that his group at work was talking about online dating and safety compared to meeting someone in a bar and going home with them. Bad Boy has voiced his concern for Kitty’s safety on many many occasions and although I assured Bad Boy that my days of meeting strange men in hotel rooms for the first time was over, he made me promise to text him the name and phone number for anybody new that I did decide to meet.

No sooner did I make the promise, Kitty came across a new potential playmate on Ashley Madison. He claimed to be a principal of a local high school. This intrigued Kitty. How many of us fantasized about fucking our high school principals??? Well Kitty sure as hell did!! So Principal Skinner (Thanks Blogging Bestie for helping to give him a blog name) caught Kitty’s attention right off the bat and it took him no time at all to send Kitty the most beautiful picture of his huge rock hard cock. The sight of it made Kitty’s mouth water not to mention my pussy.

He wanted to meet desperately for a drink and Kitty knew that meant a blow job in his car. Fool Kitty once… So…yes…it was Kitty’s recommendation to meet at a hotel. E2 left Kitty wanting more. He left me empty. Principal Skinner assured Kitty he could not meet me over the long weekend as he had a house full of company for the holiday. 

Kitty, preparing for my own company and festivities let the subject lie.

Saturday morning I got a text from him asking where I would be in the afternoon. He was out of the house for a meeting and could get a room for us. Kitty faced with the decision to blow off housework for the sexual satisfaction I had been craving since the week before accepted Principal Skinner’s invitation and met him at the hotel not before texting Bad Boy as promised his first name and phone number. “Tags too”, Bad Boy texted back but before I was able to text them Principal Skinner was standing at my car door ready to escort me to the room.

He stood at least 6 foot 4 inches and a good 225 pounds. He towered over Kitty and although his face bared a striking resemblance to XXX he frightened me just a little bit. It was at that moment that I swore to myself I wouldn’t be doing this again.

He led me to the room by my hand, closed the door and immediately began kissing Kitty. I began to remove my clothes and he watched me as I pulled my blouse over my head and pants down to my feet revealing my supple breasts and already moist pussy. Kitty reached down and could feel already that his cock was hard and it was huge. Kitty unbuttoned his shorts to expose his cock. “Well…get down on your knees and suck it,” He commanded.

Kitty followed Principal Skinner’s orders looking up at him as I sucked on whatever I could fit in my mouth. He was extremely patient with this as Kitty moved slowly preventing myself from choking. He grabbed my hair but did not force me which gave me the impression many women had been unable to fit his entire cock into their mouths.

“Get up on the bed and lay face down.”

 Kitty followed orders although I was turned on; I was also quite frightened at the same time. He began kissing the tops of my shoulders, licking then biting…biting HARD. All I could think of was that he was going to leave marks and maybe just maybe it wouldn’t matter once my body decomposed in the shallow grave that Bad Boy and I joked about on several occasions.

Kitty leaned into the pain at first but then quickly turned over when the pain turned to tickling. Principal Skinner threw my body around like a rag doll, fucking me in every position until he finally let me ride that huge cock of his. He sunk in deep and Kitty felt like cumming almost immediately as he said, “You like that big cock don’t you?”

“I like that big cock,” was all I could say as he moved his hips to the rhythm that I started. Kitty touched my nipples as I rode him then he cupped his hands over mine. Once again he said, “you like that big cock, don’t you?” And before I could agree, I let out a moan and scream, “I’m cumming!”

We continued to move together after Kitty’s first orgasm and I was sure I could and WOULD cum again. The beauty of Principal Skinner being so much taller than Kitty is that he was able to fuck Kitty is just about every position where as shorter men are sometimes unable to fuck Kitty doggie style for whatever reason. Considering this 

Kitty requested, “Fuck me doggie style.”

Principal Skinner picked his head up from between Kitty’s legs as he was giving Kitty some pretty decent oral at that point. He flipped me over again and easily slid his cock in from behind fucking Kitty harder and faster than I can ever remember. He paused for a moment, laid Kitty on my side then lay on his side with our legs intertwined then slowly fucked kitty until his face became flush and Kitty could tell he was cumming.

He immediately moved down once more between Kitty’s legs licking, and sucking Kitty’s clit for orgasm number 2. Kitty was pleased. “So are you going to tell me your REAL name now?” He asked as we lay drained. 

In an effort to be playful Kitty said, “No” at first then got up out of bed and handed him my business card. He didn’t look at it. He just slipped it into his wallet.

We chatted for a few more moments. He was spooning Kitty from behind which is Kitty’s all time post orgasm position. We both said we needed to go and then he rubbed up against Kitty, instantaneously got hard as Kitty got wet, climbed on top of Kitty. He threw my legs over his broad shoulders and fucked me missionary style until I screamed with pleasure and he came for his second time.

There was no time to recover after that. Kitty and Principal Skinner both had to get going. He jumped in the shower quickly to wash off the afternoon’s sex as Kitty slipped back into my clothes.

As we left Kitty texted Bad Boy that I was safe and swore to myself that I would never do that again.

Playing The Game

It's that time of year when Kitty gets pretty slow at work and that means Kitty goes looking for trouble. The past few weeks have been interesting to say the least. One thing that Kitty found interesting was Mother's Day. Even though Kitty does not consider myself high maintenance when it comes to such Hallmark Holidays it always fascinates me which of my lovers I hear from and which I do not. Kitty tries not to take things so personally but when I took a closer look at who I didn't hear from as opposed to who I did hear from well...it was telling to say the least. Some surprise texts/emails came from "The Salesman", "Bad Boy", "Down and Out", "Tom Hagen", and "Angry Guy".

Kitty will keep the list of who I did NOT hear from to myself but I am always curious as to what that means exactly. One person who I was surprised not to hear from is someone new. His name is "Esquire 2"/E2. E2 is an enigma to Kitty and actually any advice my readers have to offer would be appreciated.

E2 is single...well...separated. He's kind of cute and terribly funny which is a huge turn on for Kitty. E2 is also extremely perceptive which is also a big turn on. We had actually met several years ago when we were both married. More recently E2 began to socialize with one of Kitty's vanilla besties. Kitty uses the word "socialize" because my bestie insists they were not dating although by Kitty's standards they were dating with one exception...they did not fuck. The irony is that my bestie described E2 as a "pothead" and a "sex fiend". I think you all know where this is going...

So months ago Kitty made it my mission to meet E2 and hopefully hook-up. Fate stepped in and I needed his professional advice so I happily made an appointment with him dropping my bestie's name and damned if he didn't pick up the phone and call Kitty himself as opposed to having his secretary do it.

At our meeting I forget exactly what Kitty said but I made a joke about my phone having some unsavory things on it. After our meeting E2 took my number and we agreed to go out with my bestie for happy hour. No sooner did Kitty get home I received a text from E2, "wondering what's on that phone of yours".

E2 and Kitty have been talking and texting ever since. E2 is quite busy as you all can imagine and we talk about getting together for drinks...or fucking quite often but in the end...we don't.

This week E2 didn't text Kitty for two full day's. That's out of the norm for him but all of Kitty's sources say the same thing, "let him make the first move."

The fact that he went for as long as he did kind of hurt Kitty's feelings. Kitty was kind of getting a little wet for this guy and then...nothing.

This morning I woke up at 5 like most mornings. There was a text from him from last night saying, "behaving?"

Kitty: If I say no will you spank me?

E2: No problem

Kitty: What if you are naughty WITH me?

E2: U tell me

Kitty: I'd tease you

Kitty then went on to describe the lap dance I would do for E2 while his hands were tied. I'm not certain but I believe I got E2 fairly worked up. In the end Kitty had to head into the gym and told E2 to have a great day. So Kitty is trying to "play the game". I'm trying to let E2 hunt for me because all of Kitty's advisors say that men like the hunt. That's kind of difficult for Kitty. Kitty is impatient to say the least. But Kitty likes this guy and not just as a fuck buddy. Kitty can see myself with him. So Kitty needs to play this game with E2 in order to let him think he is hunting when in fact Kitty is really the hunter. So what do you all think? How can Kitty catch this one?

Team Kitty

Last night Kitty had a great conversation with my old friend Bad Boy. I would have to say that he knows me better than just about anybody inside and out. I don’t want to gush too much because I think it makes him feel uncomfortable when I write about him and our conversations but I have to include him in my unique group of friends that I like to call “Team Kitty”.

Last night Bad Boy and Kitty were texting as we tend to do here and there. Bad Boy is always very cordial and always invites Kitty to call him. Kitty is not big on talking on the phone for several reasons but especially since my kids are usually around and hear bits of my conversation with Bad Boy which at times can be rather inappropriate.

So we were texting…Bad Boy and Kitty. We exchanged the “what’s new?” We both of course said “not much”. I did mention about my pending threesome with Esq. and Sidekick and we briefly discussed it. I then mentioned that T-Bone’s wife had called me when Bad Boy texted, “U really need to call.” Kitty had to smile and then Kitty called Bad Boy.

As Bad Boy and Kitty were talking and Bad Boy was urging Kitty to be safe, Kitty realized that I really DO have quite a unique group of friends a.k.a. Team Kitty.

Team Kitty consists of friends both real and cyber mostly men and mostly platonic all concerned for Kitty’s safety as well as my happiness.

I think when I wrote that post “One Hellava Night” it may have shaken a few of my friends up. Kitty didn’t mean to do that. I was simply trying to add a little spice to the blog post and for those of you who really got upset, I apologize.

I want to assure you all that Kitty takes many many precautions when I go on play dates. Kitty always tells at least one person on Team Kitty where I will be and with whom which I think is a good policy for anybody living this secret life.

Kitty has also become more selective believe it or not about my play mates. Bad Boy and I were discussing that as well. When Kitty was trapped in a sexless marriage I was absolutely bananas for sex. Kitty did some really unsafe things with some really unsavory characters. Luckily everything worked out but I did learn my lesson. The funny thing is that now that Kitty is free to fuck whoever I like I don’t have that feeling of desperation that I used to have when I was married.

That doesn’t mean that Kitty has lost my drive. OH NOO!!! It’s just that Kitty can afford to be more discriminating. I don’t put myself in unsafe situations anymore and like I said I have the support of Team Kitty.

So I want to thank all of you for all of your concern and all of your support.

Love,

Naughty Kitty

xoxo

Updates and Random Thoughts From the Desk of Naughty Kitty

Work is super slow these days. It’s normal for this time of year. Unfortunately “idle minds are the devil’s workshop”. Kitty chats with Bader but since there is a good 3 hour time difference there are 3 hours or so when Kitty is left to my own devices. Oh, side note. Bader sent Kitty the most beautiful cock picture. Damn! It made Kitty’s mouth and pussy water…sigh…

Chatting with Bader made Kitty horny and my go to guy had up to this point been Hammer. He and I were texting all sorts of filthy texts getting each other wet and hard and then Kitty made the futile mistake. Kitty asked Hammer when the last time he had sex was. Kitty assumed when he said six weeks it was with his wife which I sort of knew about. It turned out it was with his girlfriend.

In light of my recent health issues namely the HPV, I became irritated with the fact that not only am I in a fucking line behind Hammer’s wife and kids but now I am standing behind how many fucking girlfriends?

I went for my biopsy yesterday. It went extremely well and Kitty got the green light to go ahead and live my life. The test results will be in next week but the doctor seemed confident that Kitty had nothing to worry about. She even assured me that HPV is extremely common and pretty much anybody who is sexually active will test positive for it and not to be embarrassed. I asked her what to do about sex and she said to go ahead as I have been doing. She even said a condom wouldn’t necessarily help prevent passing HPV on.

Last week Kitty was busy with concerts and recitals. I was fortunate enough to sit next to my friend’s husband while she sat in front of us. Can I just say that I so want to fuck this guy! He is just my type. He is big and burley and seems like he has a lot of pent up frustration and we all know what that means in bed. I have even asked my friend if I could borrow him for a few hours assuring her I will return him. She just laughed it off. But Kitty wasn’t kidding. So he and I sat next to each other exchanging snide remarks about the recital and occasionally his wife who is a super bitch to him whenever I see them together. In the meantime Bad Boy texted me. I told him what was going on and he said “NO MORE MARRIED MEN!”

Bad Boy is right. I’m not sure what attracts me to married men but Kitty really has to stop. The single guys around here have no interest in Kitty. Hammer says it is because they don’t take the time to get to know me. I agree with that. Unfortunately though Kitty really DOES have to lay off the married men.

Oh lastly, if there are any psychics or witches out there reading my blog can you please send some good ju ju my way. Kitty is super horny and really all I want is to meet a fun long term playmate. Oh and please make him single…with a big hard cock. Thank you in advance.

The End of My Secret Life

 

Did I scare you? Aww…no worries. I was just joshing. I’ve thought about this a lot.  In fact I was talking to Bad Boy about it just the other day. I will ALWAYS have a secret life. There will always be this little part of me that nobody knows about. I love that!

For one thing I enjoy fucking guys and writing about it without them knowing. For some reason it makes the sex more “real” if I know they won’t be jumping onto the computer as soon as they get home to read my review. I also love that I can be honest if for some reason there is something I want to address.

Like this latest guy that Kitty just started to see. He’s really short. Kitty has never been with a really short guy before…well…G was kind of short but I think this guy might be shorter. Kitty wants to know if even though this new guy is short if he has a big, hard cock. Kitty may or may not find out. One of my friends just told me that the fourth date is the turning point. Isn’t that funny? FOURTH date?!?!?! I don’t think I have EVER been on a FOURTH DATE!!!

See? That’s what I mean. Kitty’s real life friends know that Kitty is sassy but they don’t know just HOW sassy Kitty can be. I don’t think they would ever believe that I have met strange men in hotel rooms for the sole purpose of having sex with them. And like I said…I LOVE that little secret.

I love that Bad Boy is the only person in my real life that knows that about me. I love when I talk to him about these guys who have rejected Kitty for one reason or another without ever getting to see that naughty side. To look at me you would never guess. Bad Boy says he always knew I had it in me but he is partly to blame credit. After all Bad Boy taught me how to give a blow job, a hand job and he taught me how to swallow. Priceless I would say. Anyway, don’t you worry.  It may take Kitty a little longer to get material to write about but I will always be trying and I will never EVER give up my secret life. xoxo

Sitting Next to XXX

Kitty misses her blog. I really do and the fact that I haven’t kept up with it has nothing more to do with the fact that I haven’t had anything juicy to write about and believe me Kitty has TRIED! I even got a request from Bad Boy for a post and I talk to him all the time! Oh on that subject Bad Boy is planning a visit out my way in the fall so if nothing else maybe I will have something fun to write about then. Bad Boy, if you are reading this…WILL Kitty have something fun to write about when you come visit???

So Kitty has been dating and hanging out with friends and working A LOT. I figured nobody wants to read about that boring everyday nonsense so I haven’t written but I think I may be getting close.

I figured I’d wait but today I actually had a business meeting with none other than XXX. I sat side by side with him listening to him blabber on. All I could think about was “Is he going to think about me tonight when he masturbates?” I sure as hell hope so. XXX is exactly the same as he was when we first met. He is still under his cunt wife’s thumb and she is STILL stringing him along. Meanwhile Kitty is growing and flourishing and damn am I enjoying life!

I have to say, it did make me want to write a post. At first I thought I might do a fantasy post but to be honest XXX does not do it for me anymore. Weird right?!?!?!?

Kitty did have a date this past weekend with a guy who seems really into Kitty. As I told a friend of mine, he is not my typical type and he may just want to get laid. I’m not sure if that is what I am looking for at this point but he’s a nice guy and is making an effort so I will go out with him again. My friend who happens to be male said “well you better figure out what your goal is because I hate to see a good guy spend money on a good burger and not get laid.”

So while I was sitting in the meeting with XXX listening to him blabber on I began to think about it and I thought what the hell?! So I think what I am going to do is just go with it and maybe I will fuck this guy. Maybe it will be a good way to relax after a particularly rough winter. Maybe it will give me something fun to write about. Maybe it will turn into something. That’s the great thing about being Kitty. I just never know.

Phone Chat

I had an interesting phone conversation with Bad Boy the other night. He’s my “go-to” guy whenever I have questions about boys…men. We ended up talking about all sorts of shit. He’s about the only one I can tell that the sex the other night with BD2 was a little rougher than usual and that even though I enjoy rough sex I like a little cuddle time afterwards and I didn’t get that. I KNOW…RIGHT?!?!?! Kitty is not generally a CUDDLER…but after being treated like a dirty little slut Kitty likes a little tenderness.

Bad Boy and I started talking about “Biters”. I have come across a lot of them lately and it’s very strange. They BITE when they are kissing you. What’s THAT about? Bad Boy said they might be testing the waters for a little pain threshold. He also claims that back in the day I bit him so hard on the shoulder when he was finger fucking me. I don’t remember that and repeated several times that it was some other girl. Bad Boy had A LOT of girls back then and I highly doubt it was me.

We talked a little about BD2 and it made me laugh when Bad Boy called him “BD2” because he is just about the only person in my real life that reads my blog. He suggested that maybe BD2 wants that Dirty Little Slut Kitty 24/7 even though we discussed a “relationship”. Bad Boy is a lot like BD2 so I’m thinking maybe he knows what he’s talking about.

I thought BD2 might get off on the fact that Kitty is super straight by day but dirty slut in the bedroom. I thought he might get off on showing me off to his friends and family as this nerdy financial/mother type and when they said “what the hell do you see in HER?!?!” BD2 might smile to himself and picture my mouth around his cock. Or he can take a look at a picture that he took of me sucking his cock with his phone the first day we fucked in that hotel room.

The more Bad Boy and I talked the more I realized how similar we are to one another. We both play it straight outside the bedroom then enjoy the animalistic side of sex on the other side. Bad Boy can appreciate that my body is free of tattoos and piercings and he can appreciate that I am single handedly supporting and raising a bunch of kids but still enjoy a good fucking. Not many men get that I guess. To me it’s a no brainer. I ALWAYS look at a nerdy guy and look for the freak that lies within.

Bad Boy assures me that WHEN we get together we are going to have a lot of fun. I believe him although there is that part of me that knows IF we finally fuck after all these years that things will change between us and I’m not quite sure I want them to.

Threesomes With Bad Boy

Last night I had another marathon phone conversation with Bad Boy. He’s funny because we will be in contact via text or email constantly then we will take a break for whatever reason. I always wondered why he came in and out of my life the way he did but always knew that it had to do with his dating situation. He more or less confirmed that the other night. That makes sense though. Obviously when he is single he has more time to play with Kitty.

So among other things Bad Boy and I began talking about a threesome. Now that Angry Guy and I are parting ways, the idea of meeting Bad Boy is more and more realistic. Our only obstacle is the fact that we live cross country from one another. At some point we both agree that we will pursue the travel and meet.

So Bad Boy has taken it upon himself to introduce me to the world of threesomes. Thank you Bad Boy! You are a fine teacher. Now the funny thing is that now that I have my freedom from Angry Guy, I no longer crave things like threesomes but in the interest of research for my blog I am deciding to go along with the idea of a MMF threesome with Bad Boy. Oh…you are SO WELCOME!

By the way if you are reading this Bad Boy, that was a joke. I am really up for a threesome with you and another man that you have hand selected. The previous comment was merely Kitty’s smart ass attitude coming out. You may need to spank me over it ;)

Okay so I was thinking about it and how awesome would it be to have yet ANOTHER first under the guidance of Bad Boy. Let’s not forget, he taught me how to give a hand job, a blow job and how to swallow…OH and he was also the first boy to ever finger fuck Kitty. So it only makes sense that he blazes the trail for me through my first threesome.

As I told Bad Boy, the idea of a threesome for me now is not as much of a burning desire. Parker (my young friend) asked me if I would go through with a threesome. I told him that I would only with certain partners. Bad Boy is top of the list. There is a certain trust that I have for Bad Boy. He assured me that my safety would never be in jeopardy and I have every confidence that that is true. To me that is a deal breaker.

Bad Boy asked me to describe my thoughts on how a threesome might go and so…

My fantasy would be to fly down to see you and arrive at the hotel with time to unwind and relax and enjoy a nice glass of champagne and a bubble bath.

You and I would have dinner reservations. Yes, a romantic dinner but casual. I am dressed entirely in black aside from the red bra and panties I am wearing underneath my short black dress. Although my dress is conservative it is clingy and low cut revealing just a hint of cleavage. To be honest I am not all that hungry but the dinner is important. You and I need to reconnect in person. I need some time to look into your eyes and drink in your smile. You always had a beautiful smile.

I am not drinking at dinner. I want to have my wits about me. I want to feel you on every level. It’s been a long time. I want to enjoy the entire experience. After all how many times does a girl like me get a “do-over”?

You ask me toward the end of our meal if I would like to take a tour of your city. I say that I would love to in the morning but am starting to feel a headache coming on then I give you a little wink. I am not sure at this point if you understand my ploy or not but you agree to take me back to the hotel.

I invite you in and look into your eyes hoping that you are thinking what I am thinking. I am hoping that you are feeling what I am feeling. You tell me that you will walk me to my room which makes me feel at ease not only because I want to fuck you but because the idea of going up to an empty hotel room in a strange city is a bit daunting to me. I am still a country girl at heart I suppose.

We walk into the room which has been prepared for the evening by the service. The lights are on but turned down to a romantic hue and the bedspread has been removed exposing a luxurious king size bed. “That bed looks so big for one person,” you say.

I lay down my purse and turn to you. You close the door behind us and hold my face in your hands then begin to kiss me. It has been such a long time. I forget how your mouth feels on mine and yet it feels like home.

You move your hands down the side of my body slightly pressing up against me. You run your tongue inside my mouth which immediately makes me wet and makes me moan at the same time. I want this moment to last. The anticipation is mounting and I am dying to get out of my clothes. More importantly I am dying to get YOU out of your clothes but I choose to wait. I want to enjoy every moment. We have all night. This is a rare luxury for me and I want to savor it.

I slip off my heels and my dress leaving me in thigh highs and the red panties and bra. I begin to undress you as we kiss first unbuttoning your shirt. You take off your pants and shoes then I work my way down. I kiss my way down your neck then run my tongue down your chest, stomach grabbing the waist of your underwear in my teeth and quickly working them off to expose your huge hard cock. I sigh as I quickly remember looking at it as a young girl in wonder.

My initial response is to put it in my mouth. I smile at the idea that you were the reason for all of this and then I proceed to suck on you. I enjoy you in my mouth much more than I did as a young girl. I savor the head of your cock. I run my tongue up and down the shaft. I can’t get enough of you. I want you inside of me but am enjoying sucking you. I am sucking you hard and you are moaning standing.

“Move over to the bed,” you tell me. I stand and walk over with you behind me.

“Get on all fours,” you command. I am wet with anticipation. I prepare myself for the unknown. I am excited and frightened at the same time. What will come next? I truly have gone back in my head to those days of our youth when you gave me commands and I had no idea what the outcome would be.

I feel you behind me. You rub your cock up against my ass and run your fingers quickly over my clit. You move your cock into my pussy. I moan with pleasure. You begin thrusting. Each thrust sends me to a place of ecstasy. I am in my own world hardly paying attention to my surroundings. I hear your voice. At least I THINK I hear your voice and then you are in front of me but still thrusting behind me. Wait...it takes me a moment to realize that there is another person here…another man.

“Suck my dick,” you tell me. And I do with pleasure. The feeling of being fucked from behind by an unknown stranger along with the thrill of sucking your cock and feeling completely safe with you makes my head spin and my body quiver. In no time I am cumming as I hear the man behind me moaning as though he is cumming.

“Get on top of him and ride his dick,” you tell me. The unknown man immediately pulls out of me and rolls on his back on the bed. I climb on top of him. He feels so good. His cock is as big as yours and hard as a rock. I move up and down then lean forward to let you in from behind. You slide your cock in my ass. This double penetration almost immediately makes me cum but I don’t want to yet. I want to enjoy the sensation. Things are moving too fast and I have lost all control.

Before long I am exhausted and wondering where you two men get all of your energy. I am completely full and satisfied when you put me on my back and begin to shoot cum at my face. My eyes are closed and my mouth is open. I am tasting your cum and remembering once again our youth and your direction. Again I am smiling at the idea that things have come full circle.

“I’ll clean up,” I say.

“Leave it,” you reply.

You come over to the bed where I am now sitting. You lay me down flat and begin kissing me starting at my mouth then down my neck to my breast. You begin sucking my nipples. I know I am covered in cum but that does not seem to bother you.

You climb on top of me and throw my legs over your shoulders. I grab for your hard cock and find it quickly then put it inside of me. You begin fucking me and it feels amazing even better than several men at once.

I look into your eyes and see that you are about to cum. I feel your body tense and at the same moment my body succumbs and I cum too.

We fall away from each other both exhausted. I am paralyzed. My body has never felt so spent. My body has never felt so much pleasure at one time.

The Do-Over

I have a “friend” from high school. We have remained in contact even before Facebook. This friend is the ultimate ego booster for me. He has contacted me through those reunion websites then again through Facebook and we have emailed off and on over the years…again…nothing inappropriate.

Anyway so Dude is all about the telephone conversation and I am all about NOT talking on the phone. WTF?!?! What woman hates the phone??? THIS ONE!!

Anyway so I was helping  #2 with his math homework which made me think of my friend and so I texted him to see if he wanted to talk.

So I think we talked for maybe 2 hours!! So, here is the background…My friend “Bad Boy” was in fact a bad boy in high school. Okay that is unfair. He had a REPUTATION for being a bad boy but in reality he was not bad at all. He used to TORTURE me although he says he doesn’t remember that and that was probably his way of showing affection…yeah…thanks for that because I am still scarred. That’s why I was thinking about him when I was helping #2 with his math.  Bad Boy was in my math class and not only did he torture me but he tortured the teachers as well.

 At the time I did not find this charming but I see his point now. He did the same thing in Latin and then one night asked me to “tutor” him…one Saturday night. Okay…yes…I was…am…naive…stupid. I did not realize that “tutor” meant something entirely different but boy did I find out.

So out of respect for “The Angry Man”  I will not go into too much detail but suffice it to say that I ended up being the one who got  “tutored” wink..wink.

So my only regret was that at the time I was extremely immature and Dude was trying to teach me stuff…like stuff that I can still use today…like a real TEACHER!! How many girls have THAT opportunity? UGH! I really WAS stupid.

So in the midst of our 2 freakin’ hour conversation I learned a few things about “Bad Boy”…

1.       He turned out to be a great guy and an upstanding law enforcement “type”.

2.       He has a totally sexy voice although he always did as I remember…oh, great teeth too by the way.

3.       He used to read my blog which is awesome…you know I always love a good stroking…ego stroking I mean.

4.       He has had a great deal of “experience” and so even though the prospect of us ever hooking up for a “do-over” is generally out of the question I wouldn’t be able to get over the mere intimidation of the fact that although open minded I am still ORDINARY in the bedroom by most standards…especially his.

5.       Dude did not impose himself on me back in the day which at the time was sort of a bummer. I was ready. I thought he was going to be my first…you know…the “first time”…and he was for a lot of things just not intercourse.

6.       He said I was a great…good kisser. Now although I would LOVE to believe him I have to wonder how the hell he would ever remember that because although I remember kissing him…A LOT…I do not remember specifics about how the kissing was. Was it wet? Warm? Sloppy? No, I guess I would remember bad kissing for sure. I know HE was a good kisser my doubt lies with whether or not he remembers if I was a good kisser.

And so the idea of the “Do-Over”. Would it be a good thing or a bad thing? Do we have an idea in our heads that are based on a memory that we WISHED had happened? Is he picturing me the way I used to be? I am sure he has not changed all that much except now he likes to talk on the phone and I do not. Back in the day…we didn’t do much talking…THAT much I remember.

Stay Aloof Don't Pollute

I just had a little Saturday morning phone chat with my old friend Bad Boy. It was a short one today but chock full of good advice. Have I mentioned how much I dig Bad Boy? The reason for the call you ask? Well I wanted a consult with my favorite naughty friend in light of round two of Ashley Madison. I can always count on Bad Boy to bring me down to earth. Bad Boy is one of the voices that tell me to get real.

Basically he and I talked out what has been going through my head. Nothing that he said surprised me and he pretty much said “you just answered your own question.” He’s right. Kitty knows what I have to do. Bad Boy and I discussed my more successful encounters and the difference between them and the less successful encounters. Bad Boy told me about some successful affairs he had with married women and how and why they worked. Basically he said the women were not built like Kitty. Kitty is not wired to cheat or lie. He told me those women were “wolves”. Kitty is not a wolf. Bad Boy thinks that's a GOOD thing.

So after we hashed through things what we came up with is that Kitty is a believer. Yes, and in the Ashley Madison life that is not a good thing. Bad Boy said once again “Remember Kitty, you have all the control right now.” He also reminded me that these men will say anything they think I want to hear to get me into bed. Now since Bad Boy knows me in real life and he knows I am not a game player he speaks very openly and honestly with me. I told him that the men I show little or no interest in are the men that come after me then I let my guard down and WHAM!

So what do you think that Bad Boy said? He said, “Kitty, you have to act aloof with these men. Don’t pay attention to the bullshit they are feeding you. Just have a good time. It will come for you when you stop looking.” Is Bad Boy wise or what?

So I asked Bad Boy what I should say when these smooth talkin’ men tell me what I want to hear. Bad Boy told me to “keep a clear head, have fun and just say ‘let’s see how things go’” Damn is he the best or what?

As we were ending our conversation Bad Boy said “you know if I lived closer you wouldn’t have these problems.” Oh Bad Boy…if you lived closer Kitty thinks I would probably have a completely different set of problems.

Bumping Uglies

Bad Boy and I have been texting back and forth. He has been SO FRISKY lately and damned if he lived closer I would SO help him out with that!

Oh we talk a lot about relationships in general as well as our own. He thinks we will meet again someday in person. I hope that is true but more and more I hope we meet under the right circumstances. Like all the other men I have had encounters with Bad Boy says he is different. I think he means that he is different in the way he would treat me afterwards…after we fuck. Maybe. I can never be sure until we go there. In reality Bad Boy IS different. We have a past. We have a history. Of course we can never go back.  I wouldn’t want to but maybe a little “Do-Over” would be nice just so I can show him how far I have come since those hot summer days in my bedroom and the peach fields in the town where we grew up.

So the other day I got a text from Bad Boy saying “Don’t freak out but can you send me a picture?” Now Bad Boy can view my face book pictures anytime he wants so I know he meant the Naughty Kitty kind of pictures. It just happened that I took a shot a while back for “Unsatisfied” and kept it tucked away in my computer along with a shot of my breast.

Now here is the thing about Kitty. There was a time when I was young, thin and possibly beautiful to some although nobody ever really called me “beautiful”. As a result I have always been self conscious and hate having my pictures taken. In my old age this seems to have gotten worse which is why “Unsatisfied” encouraged me to take the pictures in the first place.

So I sent over the pictures to Bad Boy almost immediately which I think pleasantly surprised him. Now I am a woman who loves pictures of naked bodies. I love looking at a man’s hard cock and can appreciate the beauty of a woman’s body even a woman’s pussy….mine…not so much. I suppose it’s a matter of taste so when Bad Boy referred to my pictures in a positive way I just took the compliment and told him that he now owes me a picture. As promised once he got home from work he sent it. His cock was long and hard just as I remembered it. I longed to put it in my mouth. I LONG to put it in my mouth.

He and I texted back and forth a little more. He wanted another pussy picture but from a different angle. Can I just tell you that my pictures are for lack of a better word BAD? I warned him. I have no skills and absolutely no privacy but in the interest of pleasing him I took the shot and sent it to him. He seemed pleased although like I said the sight of my own pussy does not please me as much as some of the other pictures I have seen of others.

I told him this to which his response was “I guess that’s why they call it ‘bumping uglies’.” As usual Bad Boy is full of infinite wisdom.

Celibate Kitty

I initially made the comment that I am going to become celibate to Bad Boy the other day and then Jiminy Cricket after an incident with XXX.

Bad Boy’s reaction was “Now don’t get crazy.” He also made a comment about my “Hoo-ha drying up” which believe it or not is one of my worst fears.

Jiminy Cricket found my vow more humorous. The two men who supported my decision were XXX and Angry Guy.

Now if the two guys that are most likely to sleep with me are supportive of my vow of celibacy what does THAT tell you?!?!!?

I told Jiminy that I think men like the way I write. They like to chat online, they like to text, email and they LOVE to read my blog but in person…not so much. I can only attribute that to men not being physically attracted to me. Okay so I can deal with that…I guess.

Now I know you are thinking that Kitty is fishing for compliments but I assure you that is not the case. I have never thought of myself as physically attractive as I told Jiminy. Growing up I was told that I was smart and I have been told that I am funny but Kitty has never been labeled as “pretty”. It wasn’t until this whole Ashley Madison nonsense with foolish men telling me non-truths that I started to believe. At any rate I was driving into work today thinking about the gym and thinking how well I do when I just go for me. Then Kitty started thinking about how well I do when I focus on work, when I focus on family and when I just do what I have to do to make myself happy.

I began thinking about all the time and energy I have been spending caring for the needs of strange men, emailing them, chatting with them, stroking their egos because their wives have stopped, meeting strange men in hotel rooms only to be left unfulfilled. Kitty has been spending an awful lot of my attention on men who don’t appreciate it and who offer nothing in the way of attention in return. Is that their fault? CERTAINLY NOT! These men don’t ask for Kitty’s attention. They have wives and families that take priority and Kitty is completely understanding about that.

So Kitty made the comment half joking then began to think about it and realize that for all intents and purposes I AM ALREADY CELIBATE just not by choice.

So now Kitty is making the choice. I know you are thinking “Kitty, whatever will you write about now?” Well, I am sure I will think of SOMETHING! I still have plenty that I have written about my Ashley Madison escapades but just never posted.

And you may all have to be supportive until I get my bearings. Kitty is going to have to re-focus all of that sexual energy on something else. I just haven’t decided yet what it will be.

Well first thing I can tell you is that Kitty is going to focus more on the gym and my eating. I already go to the gym faithfully but now it is time to kick it up a notch.

Kitty also has to focus on work. XXX has been wanting me to put in more hours in his office as opposed to in his bed so it may be time and it is a good career move for me. Big Cheese also needs me more so those afternoons in hotel rooms will be spent better earning money and working out.

Kitty also plans to spend more time with my platonic friends. Even though XXX and I won’t be fucking he needs my friendship and I am here for him not to mention I am here for all my other friends men and women who make me smile every day. It’s Kitty’s turn to give back.

Don’t you worry though. Kitty will find my way. I always do.

The Masterpiece Part 2

I slip off my heels and my dress leaving me in thigh highs and the red panties and bra. I begin to undress you as we kiss first unbuttoning your shirt. You take off your pants and shoes then I work my way down. I kiss my way down your neck then run my tongue down your chest, stomach grabbing the waist of your underwear in my teeth and quickly working them off to expose your huge hard cock. I sigh as I quickly remember looking at it as a young girl in wonder.

My initial response is to put it in my mouth. I smile at the idea that you were the reason for all of this and then I proceed to suck on you. I enjoy you in my mouth much more than I did as a young girl. I savor the head of your cock. I run my tongue up and down the shaft. I can’t get enough of you. I want you inside of me but am enjoying sucking you. I am sucking you hard and you are moaning standing.

“Move over to the bed,” you tell me. I stand and walk over with you behind me.

“Get on all fours,” you command. I am wet with anticipation. I prepare myself for the unknown. I am excited and frightened at the same time. What will come next? I truly have gone back in my head to those days of our youth when you gave me commands and I had no idea what the outcome would be.

I feel you behind me. You rub your cock up against my ass and run your fingers quickly over my clit. You move your cock into my pussy. I moan with pleasure. You begin thrusting. Each thrust sends me to a place of ecstasy. I am in my own world hardly paying attention to my surroundings. I hear your voice. At least I THINK I hear your voice and then you are in front of me but still thrusting behind me. Wait...it takes me a moment to realize that there is another person here…another man.

“Suck my dick,” you tell me. And I do with pleasure. The feeling of being fucked from behind by an unknown stranger along with the thrill of sucking your cock and feeling completely safe with you makes my head spin and my body quiver. In no time I am cumming as I hear the man behind me moaning as though he is cumming.

“Get on top of him and ride his dick,” you tell me. The unknown man immediately pulls out of me and rolls on his back on the bed. I climb on top of him. He feels so good. His cock is as big as yours and hard as a rock. I move up and down then lean forward to let you in from behind. You slide your cock in my ass. This double penetration almost immediately makes me cum but I don’t want to yet. I want to enjoy the sensation. Things are moving too fast and I have lost all control.

Before long I am exhausted and wondering where you two men get all of your energy. I am completely full and satisfied when you put me on my back and begin to shoot cum at my face. My eyes are closed and my mouth is open. I am tasting your cum and remembering once again our youth and your direction. Again I am smiling at the idea that things have come full circle. In my haze of ecstasy I do not realize that three more men have entered the room. I hear their voices. They are all telling me the same thing. They are all telling me to suck their cocks. I am thinking to myself this must be a dream. I pull myself up onto my knees and suck each cock until another pushes its way in my face. I am dripping with cum. As each man cums they aim toward my face. Someone tells me “You look beautiful covered in all that cum.”

I begin to rub some over my body. The cum is warm and I am wet and things have gotten quiet. I open my eyes and see just you in the room. You are smiling at me. I want to kiss you but I am covered.

“I’ll clean up,” I say.

“Leave it,” you reply.

You come over to the bed where I am now sitting. You lay me down flat and begin kissing me starting at my mouth then down my neck to my breast. You begin sucking my nipples. I know I am covered in cum but that does not seem to bother you.

You climb on top of me and throw my legs over your shoulders. I grab for your hard cock and find it quickly then put it inside of me. You begin fucking me and it feels amazing even better than several men at once.

I look into your eyes and see that you are about to cum. I feel your body tense and at the same moment my body succumbs and I cum too.

We fall away from each other both exhausted. I am paralyzed. My body has never felt so spent. My body has never felt so much pleasure at one time.

The Masterpiece

Okay, those of you who read my blog daily may remember that Bad Boy wanted me to write a fantasy blog just for him. Kitty was ready, willing and able but had a bit of…um…”WRITER’S” block. Okay let’s just go with THAT. So Bad Boy helped me along as always with some of his Bad,Bad emails and together we created what we refer to as our “Gang Bang Masterpiece”.

I want to thank Bad Boy for the inspiration and also thank him for trying to convince me not to take a vow of celibacy. What can I say, it’s been a rough week. Thank you Bad Boy. Enjoy!

When I think of you and I can’t help but go back to our childhood. Yes, back to a time where we spent hours tucked away in our childhood bedrooms, our friend’s bedrooms at parties, on couches of families that I used to babysit for and the occasional peach field. Those were innocent days for me. We played. We romped and we explored.

I don’t know if I ever told you this but there was a point where I had reconciled to “go all the way” with you. I had thought to myself that you would be “the one”. And then…you pulled back…or so it seemed. Sure, at the time I may have been hurt but looking back it was perhaps the kindest thing a man could have ever done for me. As a result we are friends to this day. It is not important why we did what we did back then. I just look back and realize that I wasn’t ready and if we had consummated that part of our friendship who knows where we would be today.

What I am thinking about now is how far we have both come and how far our friendship has come. I believe if we consummated this friendship now we would definitely end it. I am not sure why but all of my lovers leave. I must project neediness once we have completed the act. I have been told that I push them away when in fact I believe they are the pushers.

At any rate I do think about us. I do imagine you and me together. I have very fond memories of your cock and crave a reunion so that I can appreciate you the way I could not appreciate you when we were children and yes, we WERE children…at least I was.

From where I stand there are different types of fucking. There is hard fucking and there is slow sweet fucking resembling love making. I can go either way but much prefer a combination of each. In the harsh cold winter months here on the east coast I can’t help but want to take a trip down to your neck of the woods. Your tropical home. Preferably an upscale luxury hotel. My fantasy would be to fly down to see you and arrive at the hotel with time to unwind and relax and enjoy a nice glass of champagne and a bubble bath.

You and I would have dinner reservations. Yes, a romantic dinner but casual. I am dressed entirely in black aside from the red bra and panties I am wearing underneath my short black dress. Although my dress is conservative it is clingy and low cut revealing just a hint of cleavage. To be honest I am not all that hungry but the dinner is important. You and I need to reconnect in person. I need some time to look into your eyes and drink in your smile. You always had a beautiful smile.

I am not drinking at dinner. I want to have my wits about me. I want to feel you on every level. It’s been a long time. I want to enjoy the entire experience. After all how many times does a girl like me get a “do-over”?

You ask me toward the end of our meal if I would like to take a tour of your city. I say that I would love to in the morning but am starting to feel a headache coming on then I give you a little wink. I am not sure at this point if you understand my ploy or not but you agree to take me back to the hotel.

I invite you in and look into your eyes hoping that you are thinking what I am thinking. I am hoping that you are feeling what I am feeling. You tell me that you will walk me to my room which makes me feel at ease not only because I want to fuck you but because the idea of going up to an empty hotel room in a strange city is a bit daunting to me. I am still a country girl at heart I suppose.

We walk into the room which has been prepared for the evening by the service. The lights are on but turned down to a romantic hue and the bedspread has been removed exposing a luxurious king size bed. “That bed looks so big for one person,” you say.

I lay down my purse and turn to you. You close the door behind us and hold my face in your hands then begin to kiss me. It has been such a long time. I forget how your mouth feels on mine and yet it feels like home.

You move your hands down the side of my body slightly pressing up against me. You run your tongue inside my mouth which immediately makes me wet and makes me moan at the same time. I want this moment to last. The anticipation is mounting and I am dying to get out of my clothes. More importantly I am dying to get YOU out of your clothes but I choose to wait. I want to enjoy every moment. We have all night. This is a rare luxury for me and I want to savor it.

To be continued...

Why Bad Boy is SO Bad

This morning I vowed to be a “good kitty”. Okay, I vowed to be focused at work on the second to the last day before Big Cheese returns from his long ass vacation. So ask me why the hell I decided to check my personal email from work?!?!?!

Well, everything was going so smoothly. Big Cheese emailed me with a “;)” in the subject line so I knew he was in a good mood. There were no crazy emergencies over the weekend and the mail was manageable.

Bad Boy and I had been emailing throughout the weekend but nothing out of the ordinary. Sunday night he turned the tides and let me know that not only did he REALLY like those “Discipline” posts that I wrote but he wanted me to write one for him. I explained to him that although I am surely up for the challenge those posts are inspired by men that I have actually been with…fucked. So when I write those posts I can literally hear their voices and feel them inside of me.

It’s been a LONG time since I have seen Bad Boy in person, not to mention a long time since I have seen or tasted his cock. I do remember it though. I remember it was large and HARD. DAMN! Do you have any idea what that does to a girl? Do men have any idea what girls go through when the first cock they ever see is big and hard like that?!?!?!

Well let’s just say that not all the cocks I have seen have measured up which is fine but still…

So sometime on Sunday in the midst of negotiating a reunion with XXX Bad Boy began emailing me how he wants me to write about what I want him to do to me. Believe me I have given it some thought but I am beginning to sound repetitive so I wanted to think of something unique just for Bad Boy. He said “no pressure.”

I thought about it all day Sunday throughout the night. I began writing a “Reunion” piece this morning but was taking my time. I knew Bad Boy wanted something sexy and filthy but all I could come up with was something romantic so I decided to give it a rest. Sometimes that’s what Kitty has to do. I have to mull things over. I have to picture Bad Boy and really think of all the naughty things I want him to do to me. But keep in mind that when I think of Bad Boy my heart gets warm because above all, he is my high school crush the guy who taught me how to give blow jobs.

Yes, I have once again gotten off track. So things were moving along nicely at the office and for whatever reason I figured I’d check my personal email which I hardly ever do and BAM! There it was! An email from Bad Boy and a NAUGHTY email at that! Now I am not going to go into detail about what he said. It was short and to the point but damn did it make Kitty wet!

I immediately replied “Fuck! I opened this at work!” meaning now I was totally turned on and completely distracted by the thought of Bad Boy’s hard cock specifically the thought of Bad Boy’s hard cock in my mouth…my pussy or my ass. DAMN you Bad Boy!

Finally I gathered my wits and sent another response to his email about the things that I now wanted him to do to me now that he completely distracted me. I think he will like it.

Now Kitty has to pull myself together and get back to work.

Damn that Bad Boy! He is SO Bad for distracting me and making me wet while I am at work. I will have to add a “Tongue lashing” to my list of punishments for him.

Women In Control

I just had a really nice conversation with Bad Boy. Coincidentally it is the day that I posted the Holiday Greetings blog about him so of course he got off the phone with me and read it. Luckily he liked it. I am always concerned the person I am writing about will read something into what I have written…something that I did not mean for them to read into.

So Bad Boy had read a little bit of my blog before we spoke on the phone. He was a little confused. Bad Boy had NO IDEA that I was Naughty Kitty!!! Funny right? Because most of you ONLY know me as Naughty Kitty.

So over the course of an hour or so Bad Boy and I discussed my adventures with Ashley Madison. Now Bad Boy is very fashion forward when it comes to sex so nothing I tell him would ever shock him. Also, chances are whatever I have done, he did 20 years prior. Yes, Kitty is way behind in the times and Bad Boy has lived up to his name but you all know that already.

So I was telling Bad Boy about each of the men I have been with and how each of them has disappeared from my life without having the courage to give me notice often after blowing smoke up my ass about having a long term affair. And I said to Bad Boy “What the fuck? I have told these guys that I am okay with just meeting once and many of them insist they are looking for more than just one meeting. They SAY they want to meet again and then they disappear.”

Do you know what that Bad Boy told me? Bad Boy told me…and I am paraphrasing here…Bad Boy told me that “women have all the power” and that in order to get the control back men do shit like that to women like me. Like I said…I am paraphrasing.

My response to Bad Boy was “Men are ASSHOLES!”

Bad Boy replied, “Yes, some are.”

I also said “It’s a shame really because if those fucking men would stop playing games we could have really had something nice.” Bad Boy agreed.

And so if you are one of the men who fucked Kitty and dumped me after swearing that you wouldn’t (there are several of you and you KNOW WHO YOU ARE), you are a COWARD and your punishment is yet another clip from “Sex and the City.”

So now you are in control but don't have Naughty Kitty. That's just fucking STUPID if you ask me.

P.S. Dumping Kitty without so much as a "goodbye" is even SHITTIER than breaking up on a post it note.

Holiday Greetings From Bad Boy

This morning I received an email from an old friend “Bad Boy”. Bad Boy for those of you who don’t know is the boy in high school that taught me all about blow jobs. He is also to date the only boy/man that I ever was with where I swallowed. God I love being friends with Bad Boy. He has gone to extremes to keep in touch over the years. He has grown into a wonderful man it seems.

And while his holiday greeting email warmed my heart, it also made me sad. It made me think back to the last time Bad Boy and I talked on the phone which was well before my Ashley Madison days and well before my secret blog.

I just sent him the link to my blog and am curious what his reaction will be. Bad Boy is never judgmental so that is not my concern. If Bad Boy didn’t live clear across the country I probably would have more” personal” contact with him.

I am not sure what I am hoping to gain by sending him the link to this blog. Bad Boy may be the one man that can guide me toward the light. He knows me. He knows the REAL Kitty. He knows that scared little girl that wants to break free but whose heart is so fragile. He has held my heart in his hands for a brief period of time. He could have taken advantage of a very young, very fragile Kitty when I was just a kitten and he didn’t. For that I will always be grateful.

And so, I wait to hear what Bad Boy thinks about what has been going on. And more importantly, I wait to hear what the first man I have ever been with thinks I should do.