Category: Guided masterbation

I Wonder How Long You Will Last

Jack off formeShall we play a game? One where you can win a prize? Here are the rules:

1. You will stroke yourself from a point where you are flaccid.  You cannot be semi-erect, or erect to start.

2. When you begin to become erect you will close your eyes and imagine my pussy.  You will stroke another five times.  Then stop.

3.  After five minutes of looking at porn (your choice, and you may not stroke while watching) you will then stroke for another five minutes.  As slowly as you can. Then you will stop for three minutes.

4. You will then stroke five times,stop and count to fifty, stroke five times, stop and count to fifty.  You will do this four times.

If you do not cum at all during the steps listed above, and you video yourself during the whole process (no need to show your face), you can then send me the video to prove that you did not cheat.  (Please note: I will not keep your video nor will I post your video anywhere, it will be seen by only me then promptly deleted.)

Then you can call me. You will inform me that you have sent me your video and pay for a 10 minute, then hang up.  I will email you when I have completed watching your video.  You will then call back and pay for a twenty minute call and for all this you will receive: call while I watch it.  You will be on hold for the time it takes me to watch your video. 1) You get to fuck me, and hear me play with my pussy over the phone for you while you jack off for me; and 2) I will allow you to cum.  Doesn’t that sound like a great game? I look forward to watching your videos and hearing you cum.

Madame Eve

Cougar Phone Sex: Masturbting with the Neighbor Boy

cougar phone sexCougar phone sex increases in popularity around holidays. I think it is because you see that hot aunt, or your mommy is looking good or maybe even your mother-in-law looks good to you. A sexy mature woman like me gets it because for many boys, I am that woman that gets them worked up. Boyfriends of my daughters, school friends of all my offspring and random boys I meet at the store and such, have all hit on me. This morning, I was taking a dip in the pool. It was a warm morning in Southern California, so I went for a swim while everyone else was crashed. The neighbors next door have a few extra folks around for the holidays. One of them is a teen boy about my middle son’s age. He was watching me in the pool from an upstairs room. I guess you could say he was caught jacking because I could see his arm jerking back and forth. The window sill blocked the goods. He thought me in a bikini was hot? I gave him a better show. I stripped off my bikini and played with my pussy in front of him. It was early this morning. I think we were the only ones up. I know most people were up late and sleeping in, but not us.  We were jacking off for each other. I know it was risky. An adult could have come into his room at any time and busted us both, but was I really doing anything wrong? I was just in my backyard skinny dipping and playing with my pussy. I can’t control what a young boy does from his window. At least that would have been my story if we got caught. I am going to be watching for that boy. I want to be his fantasy mom.

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!

Dirty Phone Talk Me To Orgasm

The other night I had my first sugar daddy hook-up date and it was so fucking dirty phone sex like that I’m still gushing over the memories. WHat a fine sugar daddy he was, he gave me a dozen roses with a diamond and gold bracelet when he picked me up. The night was spectacular and he fucking treated me like a god damned Queen. I was wined, dined and shopped to my first fucking material girl orgasm. He was in and boy this old bastard was a fucking stallion in bed. I swear to fuck he may not have been the most well hung but he knew how to use that tongue and the rest didn’t fucking matter. I just lay back and revel in my materialistic desires while these men go to town pleasing me the rest of the night.

Dirty phone talk

Jack off for Me While I Play with My Pussy

jack off for meI told my step-grandson to jack off for me. Him and his mother are staying with us for the holidays. He is at that curious age about women.  I caught him in my panty drawer last night smelling my underwear. I didn’t bust him because it is natural. I was in the shower when he wandered in. He was just staring at my sexy body in awe. I was staring at him too. He was naked. No hair on his body yet. A little hard pecker staring right at me. I started playing with my wet pussy. I knew my step-daughter wouldn’t mind. She knows what kind of mommy I am. Her daddy made me that way. I was just surprised she hadn’t fucked him yet. She is more of a size queen than I am. I have had my share of big cock having been in the porn industry. It is nice to have something less huge. Young boys are sweet lovers. I like sweet. I had Jason get into the shower with me. I washed him up. Told him to consider me his sexy granny. I blew his hairless cock. It was not big yet, but he was almost 5 inches and he still has several years of growing left. He may have a future porn star cock some day soon. He asked to suck on my boobies as I masturbated his little dick. He came in my hand and I licked my palm clean. I wanted to taste his boy jizz. He was embarrassed he squirted so soon, but I assured him we have a lot more time together because he is with me through the holidays. I am going to groom him to be a good fuck just like my husband groomed his mother for the same thing.

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.

This Fantasy Mom will Make You a Better Lover

fantasy momOne of my daughter’s school friends calls me his fantasy mom. It is no secret that I like young cock. Thanks to my husband, I have acquired quite the taste for younger men and girls. I like to be a boy’s first pussy that way I can train them to fuck me they way I like to be fucked. I think that is part of the lure of the cougar to young men. They want to understand what makes a woman cum. I always know when a caller has little experience with actual women because they expect me to cum on command and scream like a banshee. Most women cumming are moaners not screamers. I did porn, they tell you to scream for the camera. Guys who don’t get much pussy or don’t have a mature woman to help them learn about sex, grow up to be bad lovers. Carl is a cute boy. He is smart too. Helps my daughter with her math homework because I never even finished high school. When he was over last night, I gave him an early Christmas present. I let him fuck me. He was super excited when I told him he didn’t have to use a condom either. I like feeling a boy cum inside me. I made him jack off for me first. I made him edge his own cock, before he could enter my mommy cunt. Boys his age are quick ejaculators and women like me don’t want minute men. I set the pace of our love making. It was very sweet. I love to get fucked, but a boy’s first time should be slower, more passionate, so he can develop stamina and learn a few tricks about pleasing women.  Porn is hot, but it can ruin a young boy’s perception on how women are in bed and how they liked to be pleasured. That is because porn is made for the male mind. Carl lasted long for his first time. Gave me a huge cum deposit too. Do you need some guided masturbation from a sexy milf?

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.

Devious Deal

sensual fantasiesI have always been into guided masterbation. I like to jerk off a guy for the right price. When one of my regulars offered the moon and stars to be his bad girlfriend I couldn’t turn it down. I’m a whole lot of fun and I can surely spice up your life. I don’t mind being a nasty whore who will do anything to get her way. If he was offering me things I could only dream of why would I say no? It was the perfect situation. I would only have to be his arm candy and then I could fuck all the big black cocks my heart desires.

He knew what he was getting into when he walked in to the club. No hot stripper will give you the time of day with a short dick. Money is the motive but when you are lacking down stairs you will make me laugh if you think some coins will keep me content. Some trophy wives and gold diggers may consider you a dream but no this hot slut. I need a little more than cash flow. I need my holes pounded and stuffed to be happy. I learned from the best You think I just woke up like this? My mom was the epitome of a nymph and I learned first hand how to keep big dick men happy and how to use the short cock losers. We were all about the cuckold lifestyle. Stripping brings out most the losers in my life. All my regulars are mostly under 5 inches. I empty out their wallets and laugh at their nubs. I made a deal with my regular and I haven’t regretted it one bit. I get the best of both worlds and thats how it should always be.

 

 

guided masturbation

Jack Off For Me, I Love To Watch

The way that you stroke your big throbbing cock is so fucking hot bro. I totally got my panties all wet just peeping in on you, my brother as you were jerking off to some picture that had you really going at it. Then it happened you started to moan my name as you spunked all over your hand and the image on your tablet. I gasped and you heard me. I just couldn’t help it bro I love to watch guys jerk off and walking in on you just made me fixated on watching… likely due to being amazed at how nice of a cock my brother has. I am super jealous that you don’t come in my room and try to fuck me, I would totally let you after a jack off show but first, jack off for me.

Jack off for me