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Sissy Tina Likes To Play Dress-Up

Sissy phone sex

My newest Sissy baby girl is so dang cute!!! I love spending time with her!  She likes to see herself as a very young little one. I always know it is her right away because of the way she says my name.  The sweetest voice you could ever hope to hear.  We play so many games together!  I asked her if she would let me blog about our latest call and she giggled and said, “Yes Ms. Eve!”

I had her get all her pretty things out, plus, one extra thing.  Her big, fat, pink dildo.  She told me all the things that she had laid out for me, rumba panties, a pretty dress she had especially made, some cute little ankle socks,  and a whole bunch of other things.  Then she sent me pictures as she put them on so I could see how she looked at each stage of dress.

When she was done she had everything on and she kept trying to get me to forget about that dildo.  She told me how pretty I am, did she think I could be her online Mistress Mommy all the time, you know, stall tactics.  I had to get a little stern with her and tell her that it was time to do what I wanted.  She whined a little bit but within a very short while, she was bouncing up and down on that toy for me.  Any way I instructed her to do.

Just before she was going to make a Sissy mess she had to ask permission. Of course I made her wait a little bit.  I wasn’t going to let her have her way right from the first request.  No way.  I could tell she was at the point where she just couldn’t hold on any longer so I allowed her to squirt.  Before we hung up she gave me kisses, and sent me a little gift in my email.  Thank you Sissy Tina for the gift card!  I love it! 

The rest of you have a fantastic day, and if you happen to be a sissy???? Then big Kisses and Swats!

Caught At My Parent’s House

Caught jacking

All I wanted to do is pretend that you weren’t there.  My Parent’s have it in their head that you and I should be together so they invited you over.  I was not thrilled when I saw you because I knew exactly what was going on.  Although the roses that you gave to me were beautiful it did nothing to change my mind about us.  My Parent’s have been trying to match us up since we were way younger.  You even started to believe that some day we would be together.  Now there you were, trying to sit next to me all the time, bringing me food and what ever it was that I wanted to drink.  Frankly, it was really getting on my nerves.

You took my sweater and put it in the bedroom with the other coats and jackets.  I noticed that it was taking you forever to come back out.  I really didn’t think anything of it until I noticed that twenty minutes had gone by and you still weren’t in the room with the rest of us.  I went to go and look for you and I certainly found you.  You had the sleeve of my sweater against your face, and another part wrapped around your dick.  You were jacking off to the smell of me on my sweater.

I shut the door and you jumped.  Out of respect for my Parents I was not going to cause a scene but I was going to bitch you out.  I ripped my sweater away, exposing your hard cock.  I was not at all impressed with your lack of size.  I let you know how absolutely pathetic you were for doing what you were doing.  That it was no wonder that no girl in their right mind would have you if you went around cumming in their clothing.  You are nothing more than a useless coward with a very small dick, and that would be the last time you would be invited into any venue that I was at.  You were just not worthy enough to even breath the same air as me.

I went out of the room, tossed my sweater in the trash then sat down and waited.  You came out, noticeably embarrassed, said your good byes and left.  Finally, I was left to enjoy the rest of my time with my family, minus your worthless little cocked self.

Grab Your Cock For Me

Domination phone sex

I sat across from you, you had a little bit of sweat on your forehead.  The tease session had lasted a lot longer than you thought it would.  You did a fantastic job.  I smile at you and you smile back.  You ask me if you can touch yourself now, and I tell you not yet.  I sit down, spread my legs and place my feet on the coffee table.  I start to press my knees together then part them, over and over.  You are watching me intently as your cock twitches hard.

I tell you that you can place your hand lightly on your hard dick but you cannot stroke yet.  You put your hand on yourself and I can tell it is taking a lot of discipline on your part not to just jack off fast.  However, you know as well as I do, that if you do that then it will all be over. I tell you that when I open my legs you can stroke up, and when I close them you can stroke down.  You have to go at the speed at which my legs open and close.  Meaning if I open them slowly you stroke slowly.  You nod your head.

I tell you that I am going to close my legs and you are to wait until I open them again.  You laugh and ask me if I am ever going to start, I tell you  maybe. I start to open my legs and your hand moves, I can see the relief on your face.  I have to be so careful and not go too fast, or allow you to get any type of rhythm going, or you will cum way too soon.  I plan on making this last for a very long time.

Desire

Domination phone sex

Desire comes in many forms, I just happen to be one of them.  I understand that I can use my looks to my advantage.  I have a thing for using a strap-on on my sexual partners.  Sometimes though when I bring it up they immediately turn me down. I can understand that it can seem scary, but dependent upon how it is done it can hurt really badly, or it can help give you the best orgasm of your life.  You just have to trust me.

I promise if it is your first time I will go slowly.  You will just have to follow direction.  We will start by you worshiping my pussy with your tongue.  I don’t want to be fingered, I just want your tongue floating over my clit.  Then after you bring me to orgasm I will get behind you.  You just need to breath. Push your ass in the air for me.  I will do you a favor by pressing the strap-on attachment deep into my wet pussy to lube it up nicely for you.

You feel my hand on the small of your back and I tell you to relax.  Then you feel the hardness of it against your ass.  I slowly push, I tell you to stoke yourself.  I can feel some of the resistance abate and I push harder.  I am wedged into your ass, I tell you to stroke faster and you do.  I move against you, going balls deep, quickening my pace.  You start to moan and I adjust my position so that I hit your prostrate and you explode!  I pull out while you are having the last gasps of your orgasm then lay down next to you.

I tell you how hot that was and I cannot wait to do it again with you.   You tell me that it wasn’t as bad as you thought it would be and I reply, “I know.”, and just like that you have a brand new desire to crave.

Fiscal Responsibilities

Domination phone sex

His wife needed to learn a lesson. Marcus was so frustrated with his new wife that he didn’t know what to do.  Shortly after they were married he landed a dream job.  His wife could quit if she wanted and stay home.  He made more than enough money now and they could live very well off of his salary.  After they bought their new house, two new cars, decorated the house, and went on a once in a life time vacation he told her that they would have to say on budget for two months, then he would give her a generous allowance every month and she could use it in which ever way she wanted.

Apparently that was not good enough for her.  She blew through all the money in a month.  Marcus didn’t know until the finance company called and let him know that he was two months late on not just one, but both of their new cars.  He called me and he was beyond pissed.  Him and I have been friends since I was little, we are super close, almost like Brother and Sister, and I am his Best Friend.  I have never heard him curse so much in all my life.  He needed to borrow some money just to make the payments.  I told him that we could meet up later on in the day and talk and to just calm down.

Later that night when he showed up at my apartment he looked like hell.  They had been fighting since he had gotten home from work.  She couldn’t understand that just because he was making all this money why she just couldn’t spend it the way she wanted since there would always be more coming in with the next direct deposit.  I had no idea his wife was so stupid. Ha! He told me that he really wanted to teach her a lesson and from now on she would have to ask their accountant for permission to use any money over a certain amount.  I told him I could help him teach her a lesson, no problem.

He brought her over the next day, you could tell she had been crying … a lot.  She was telling me her side, which was the dumbest shit I have ever heard.  I am young, but even I know how to manage money, for Christ sake, this chick is an idiot. I told her I could make her feel so much better and kissed her.  Marcus was sitting there and she looked at him and he said, ‘Go on.  It is okay.”  Before long we were in the bedroom and she was securely tied to my bed, ass up.

Him and I spanked the hell out of her.  She was almost screaming, and her ass was turning from a dark red into a purplish hue.  Time to move on.  Marcus flipped her over, then quickly retied her.  I started to gently lash her tits.  Not hard enough to break the skin, but hard enough for her to whimper and beg and plead every time her skin was hit.  Marcus was getting hard.  I don’t think he meant too but holy crap was he ever pointing North.  By the end Marcus was fucking his now more docile wife as she ate my pussy.  We are both pretty sure she learned a very valuable lesson that day.

My Naughty Little Sissy

Domination phone sex

Oh Sissy Girl did you think I wouldn’t notice when some of my more expensive lingerie was missing? Then again, I think that you wanted to get caught, otherwise you would of taken something much less expensive!  There you were, trying to act like a man, but the whole time you had on a pair of my panties.  I don’t even know how you fit into them, but you managed.  I didn’t find out you were wearing them until you sent me your daily picture.  Usually when I get a panty pic from you it is just your pretty little ruffled ones, or your cotton ones, but seeing my panties, well that caused me to not be all that happy.

I know when we play I allow you to touch, but you have your own pretty things there is absolutely no reason why you should steal mine.  You know exactly what that means now don’t you?  This means that I will have to give you a punishment.  I think that when you get home from work the first thing I will have you do is get all my things so you can bring them back to me.  I really do not care if your wife is home or not, make something up as to why you have to leave so quickly.   I want you at my  house as soon as possible.  Once I have made sure everything is there we will start the punishment.

Do you know what I am going to do? I am not going to allow you to wear any more pretty things for the rest of the week.  That means instead of you stopping by my house in the morning to come in and grab something to wear beneath your suit you will have to just go straight to work.  I still want pictures showing me you wearing your men’s boxer shorts.  The second punishment will be you wearing your butt plug on Saturday for three hours, and for four hours on Sunday and you will not be able to rub your clitty at all!  I know you don’t like this, but I honestly do not care.  Perhaps next time you will stay out of my lingerie chest, or at least ask if you can wear something of mine instead of resorting to stealing!

Giving You Every Inch

Domination phone sex

Now that I have you on your back you are going to reach down, pull your legs back and beg me to fuck you.  As soon as those words slip past your lips, I will give you exactly what you want.  I will pick out the biggest dildo that I have and put it into the harness.  I know you hate this one, but that is your problem and not mine.  You tell me that it is just too big.

Don’t worry baby, I will make it fit.  I open the lube, pouring it liberally over the entirety of my cock.  You watch as my hands slips up and down the shaft, your cock can’t help but get hard.  I don’t want your cock hard yet, so I slap it back down.  You wince at the pain, but I won’t allow you to have a hard-on until I want you to have one.

We start again, I put my hand on the back of your left thigh, aim the huge appendage downward and start to press into your Sissy pussy.  Yes, I know it burns, yes, I know it is uncomfortable, but all you have to do is breath.  I grab your cock and squeeze it hard and tell you to breath.  You aren’t sure what hurts worse, the dildo or my sharp nails.

Finally, you start to breath correctly, I press down with my weight.  I watch as you widen out to accept my gift to you.  You take it, and you take it just like the sissy slut you are.  Your voice gets higher as you beg me to fuck you harder and harder.  It is becoming more feminine in tone as you slip deeper and deeper into your Sissy self. 

Before long you are taking the full length, screaming out my name, asking me to make you my whore, and I gladly give you what you want.

Clean Up

Domination phone sex

His name was Harrison and he really loved me.  He would leave me cute little notes stuffed into My locker.  He would make sure that every Valentine’s Day that I would be brought a rose to my class, which was from him.  Harrison would walk me home so that I would be safe, the only problem was that Harrison’s Parents wouldn’t allow him to date.  Even though we were almost out of school and off to College, they were dead fast against it.

Harrison treated me like a Queen, and to be honest, I think I was in love with him.  My first real love, but we could never be alone.  The ache that I felt for him was great.  I can still remember the times he came to My house for a hour once a week.  It was heartbreaking to watch him leave knowing it would be another week before we had anytime outside of school.  I decided to do something about it, or my Mom did.  She thought it was ridiculous. She asked Harrison the next week if he wanted us to speak to his Parents on his behalf.  He didn’t say yes at first but we talked him into it.

My Mom told me what we were going to do.  It was my turn to say no but she made it very clear that it was not right that this boy couldn’t see his friends, let alone his girlfriend more than for one hour a week.  I agreed finally.  The next day while Harrison was at Baseball practice we went over to his house.  His Parents were very polite and my Mom told his Dad that I would like to speak to him alone.  He agreed and my Mom and Harrison’s Mom went outside so she could show my mom her gardens that she was so proud of.

As soon as his Dad sat down I quickly moved over to him got down on my knees and pressed my lips against his thigh.  He jumped up and so did I.  I started to kiss him, hard.  He kept trying to push me away, but I dug in and eventually he stopped fighting me and gave hin.  I rubbed his hardening cock beneath his shorts, I pulled my shorts and t-shirt off, turned around and bent over.  I told him I wanted him to clean me.  He didn’t know what that meant.  I told him that I had been fucked earlier and I wanted him to clean the cum off and out of my pussy.  He fell to his knees.  We heard my Mom and his Wife come back in the house.  He ran to the bedroom and I quickly put my clothing back on. 

He came out a few minutes later and I was sitting on the couch talking to the Ladies.  His wife asked him what I wanted to talk to him about and I told her that there was one more thing I wanted to say to him if that was okay.  Him and I went down the hallway toward the bathroom.  I stood on one side of the wall him on the other.  He started to smile at me, I said, “No, no.  My Mom has a cell phone in her purse and she videoed the whole thing.”  He turned white. 

I made it very clear that I wanted to spend more time with Harrison, and he was going to allow it.  No matter what, Harrison and I were going to be together and if he ever tried to tell Harrison no to going out, I would make sure his wife watched that video.  Then I told my Mom I was ready to go.  We left and from that day on I got to spend time with my very first love every day until we both left for college.  It’s amazing what a little blackmail can do.

Ball Busting Great Time

Dirty Phone Sex

Things were going great! You and I were enjoying O/our time together, but then you decided to get an attitude and I cannot tolerate that.  All I did was ask you to go into the kitchen to get Me something to drink.  However, you made a point of displaying your displeasure of having to do that one simple thing for Me.  This is where what you thought would happen turned around completely.

When you returned holding the half filled glass in your hand I excused Myself.  I heard you bitching about how I could of gone into the kitchen Myself since I was getting up anyway.  Your words were not at all necessary.  I changed into something a lot more sexy then what I had previously had on.  The way you looked at Me when I walked back into the room made Me smile.

You put your drink down to stand up.  You came to Me to put your arms around Me and kiss Me.  I pulled away after the kiss, took your hand and lead you to the bedroom.  I told you to get undressed and lay on the bed, that I had a surprise for you.  You did, I straddled your waist, grabbed your one wrist and slipped a strap around it.  You laughed and said something stupid like, “Oooh, kinky.”  I said, “Yes. Kinky.”  Once I had both on and you were very secure I did the same thing to your ankles. 

I lay next to you on the bed, trailing My nails up and down your chest.  I saw the goosebumps appear on your skin and your cock move.  I asked you if you had any idea of what was going to happen to you.  You didn’t, but you wanted what ever I wanted.  I am pretty sure you thought I was going to tease you lightly then fuck you.  However, things did not go that way for you, did they?

I got off the bed to put my stilettos on.  You asked why I needed them on, I ignored you.  I climbed up onto the bed, holding on to the canopy above Me.  I said, “Someone needs to learn not to be a little bitch when someone asks them for a favor.” I saw the anger in your eyes, I really didn’t care.  I pressed the ball of my shoe against your cock, you started to beg, again … I didn’t care.  I asserted more pressure, you winched, the anger washed away from your eyes.  Now there was fear and I loved it.

You started to tell Me you were sorry, but I did not accept your lame attempt at an apology.  You weren’t at all sorry, you were just saying that to protect your cock.  It wasn’t your cock I wanted though.  I took the tip of My stiletto and kicked your cock over, then I took the heel and pressed it into your ball sack.  That was just the beginning of My fun with you.  There was so much more to be had.  By the end of the hour you were in tears, begging, pleading for Me to stop.  I eventually did.  I untied one of your ankles and one of your hands, then told you that I was going to go for a walk but when I got back you should be gone and never to come back.  I grabbed My trench coat and left, before I even got to the end of my block I turned to see you running from my place and get into your car.

Oh No You Don’t!

Caught jacking

Hey sunshine!  I see you!  How dare you think that you can do whatever you want with that cock.  That belongs to Me now, I marked it and it is Mine. There you were, thinking that I wasn’t around.  I walked right in on you.  You had those pictures of Me up; the ones that you are not too look at without My express permission; rubbing that cock of yours frantically. I’m surprised you didn’t set yourself on fire with all that friction you were creating.

Now that means that I have to punish you.  Both you and I know that I would much rather play with you then punish you.  W/we do things that W/we both like, you bend over, I fuck you in that man cunt of yours until you shoot your load, and I have you orally pleasure Me afterward.  Now however, I have to do something completely different.  Now I have to do something that you do not like in the least.  Maybe I’ll put a password on those pictures of your Goddess so you can no longer have access.  I could also take your phone privileges away for a week.  I could deny you release, the list goes on and on.

For right now though, I am going to make you sit there with your swollen balls in some ice water for a couple of minutes until that swelling goes down.  Then My pet, I will be putting that cock into it’s favorite thing on earth, or should I say, My favorite thing on earth, the Beastie.  That is just My little name for it, you know it as your cock cage.  Oh, I know you hate it, but remember you did this to yourself.  Now let’s get into the kitchen so I can get that ice cold water ready for you.  Maybe next time you won’t try to go behind My back and jerk off without Me allowing you too.  xxx

 

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