Cheerleading Squad Initiates Sissy part 2

The knock at the door came promptly at 7:00pm. It was sissy tiffy with her sleeping bag in hand along with her overnight bag. Right behind her at the door my brother Craig and his good friend Al followed. They smirked as they passed us and headed up to Craigs room. “Ok girls tiffy is here” I announced, they were all giggles and commenting on how cute she looked tonight and that the boys were positively hot! We were dressed in our cute little baby doll nighties and told tiffy she could change into hers as well. She had hers under her cheerleading uniform that I had leant her earlier and it really was adorable in pink and white. We all spread out our sleeping bags and decided it would be fun to play truth or dare.  My best girlfriend Gloria went first and took the truth question which was how many boys had she made out with. Her answer was a respectable six.  Next was Ruby who also took the truth question was asked if she had ever reached ” a homerun?” She was very nervous but answered truthfully yes. Next up was tiffy and she after much encouragement took the dare.  I told her that this dare was to be part of her initiation into the squad if she accepted and was sucessful she would be a cheerleader. Timidly and totally humiliated she accepted. I told her she had to go into my brothers room and swipe the shorts he was wearing and bring them down for all to see! She was pained by this dare, her voice was trembling as she meekly accepted. I went with her up the stairs and we listened at the door for a moment. I passed her my bright red lipstick and told her to put some on quickly! She was about to learn the true meaning of femdom and all its illustrious powers!

To be continued

The Cock Keeper

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~Miss Ashley~

Cheerleading Squad Initiates Sissy

Sissy tiffy had always wanted to be a cheerleader since she could remember. So with that in mind we did a really fun phonesex fantasy I believe you will enjoy. One day she was hanging out at the field during a closed cheerleading practice. I noticed her and left my squad for a moment and asked her why she was here. She confessed her secret to me and naughty squad leader that I am I decided to have some fun. I had her put on a uniform adorned in my school colours green and gold (Go Cougars) and brought her before the rest of the squad. The humiliation began. She was shaking like a leaf and we decided to put her through some moves. High kicks and even the splits she did manage to get through but kept messing up the cheers. We were all giggling and she was turning red with embarrassment. Ok girls lets hit the showers and as we headed in,  the football team was making their way to the practice field. One look at tiffy and they were whistling and cat calling with glee. She hurried her way inside and we made our way into the changeroom. We began undressing and tiffy was near tears as she took off her uniform and hid her sissy clitty as she scurried into the shower. She began washing with her back turned away from the rest of us and this just wouldn’t do! I spun her around myself and slapped her hands away from that clitty and the girls burst out laughing this time when they saw how small it was. No wonder you want to be a girl! Once we had finnished showering I thought it would be fun to invite tiffy to my sleepover later that night. I gave her the address smiling a cunning smile when telling her not to be late. She promised to be on time at 7:00pm sharp. She had no idea what awaited her.

Stay tuned for part 2

The Cock Keeper

1 877 474-1933

~Miss Ashley~

Wrestling Fantasy #3

I did a phonesex call recently with Dave who had been admiring my wrestling/boxing site. It has been updated now and there you will find three of the most popular types of wrestling matches that just may “grab” your interest. Dave chose #3 from my wrestling menu and boy did it turn into a sexy time! Dave’s opponent stood over six feet high and weighed in at 230lbs. He had 19″ biceps and 50″ chest, wow was he put together. This guy could bench 480lbs for max and loved to show off that powerful body too! I had both of them dress in g-strings. As they made their way to the ring I had a surprise waiting. I called out “alright girls” and six of my sexiest girlfriends strutted there way to ringside. I could see dave was really nervous and one of the girls called out “beat the little man” and the match was underway!

Muscle dude waisted no time and picked dave up for a big body slam. Not content with once he slammed him three times! A little groggy he got back up and immediately was drop kicked out of the ring. He landed right at our feet and several girls kicked him with their high heels and giggled ” get back in there and take your punishment.” I got up from my seat and tossed him back in there myself to further his embarrasement Dude now wanting to inflict as much pain as humanly possible picks him up in a back breaker and walks around the ring with him. “Have you had enough pussy boy” one girl shouts? She stands up shaking her ass and taunting him. “Drop him” another squeals and he does just that. He crumples to the mat and we all chant “No Mercy” as he puts him in a boston crab. “Tap out you wimp” I demand, with the pain being as excruciating as it was he did just that!

Now, make him sorry dude. He released the hold and pulled him to his knees. “Suck my  dick” you pussy and he whipped out his cock and started slapping him like crazy back and forth across his face. I jumped into the ring at this point and grabbed dave by the back of the head and pushed him down on that cock. “Suck it you bitch” I demanded. Once hard we were out for total humiliation and would settle for nothing less. “Fuck him” the chant rang out and with that the girls one by one leapt into the ring and encircled them.  One pulled down daves g-string and we all spat on his ass. Now fuck that loser hard. Dude did and we once again started mocking him. Poor davids cock was so hard within minutes he came on the canvass. Dude roared as he filled his pussy ass and busted big time. We all cheered for dude as dave was made to lick the rough canvess clean!

The Cock Keeper

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~Miss Ashley~

 

New Shedule, Pretty Feet, A Slave and A Cage!

I will be doing my radio show from 7Pm-8pm (Eastern Time) today. Drop in to our adult chatroom during the show I will be doing my live broadcast from there. As usual I will be taking your dedications and song requests. Of course there will be naughty cock talk as well

I will be moving my radio show to Friday & Saturday Starting May 2nd. It will be an expanded show, 90 minutes each day! Show times will be 2pm-3:30pm (Eastern Time) Hope you can join me then!

I did a phonsex call with slave adam who is into humiliation in a big way. I had him licking my pretty ass and worshipping my cute feet. His little dick always gets so hard when he does. When I start calling him my pet names “fag” “bitch” “loser” he always cums hard. As a good slave should, he cleans his mess eagerly! Good job slaveboy!

Jeff had been in chastity for 83 days when we spoke. His dick was trying to get hard in that cock cage but simply had no room to grow. To further his arousal he was permitted to lick my shoes. From there I had him sucking on my 5″ heel all the way down. I was ruthless this day and had him pulling his nipple rings in every direction as he was squealing like the bitch he was. I then had him pull out the cleaning brush and stick it through the top of the cage and torment that cock some more. For giggles I stuck out my thigh and let him hump it like the bitch in heat that he was! Seven days to go jeff until you reach your 90 day goal. How sweet it will be

Bernard loves to bathe my feet with his tongue. He is into foot worship in a big way! He takes his time and is very thorough and spoils each toe as he licks between them and finally sucks them into his mouth. His dick gets so hard and drippy with each caress and lick. I must slow him down or he would cum far to quickly. Last night I had him lotion up my feet and I nestled his cock inbetween them. I love to jack a guy off this way and he got off on it big time! Thanks for dropping in sweetie, always so much fun with you!

The Cock Keeper

1 877 474-1933

~Mistress Ashley~

 

 

Poker & Mutual Masturbation

I was watching the wpt a few nights ago and was so inspired by 2 very different styles of poker play. Q Tip is a internet player who is one of the most agressive players I have ever seen. Along with the nickname Q Tip the announcers also nicknamed him atc (any two cards) because this guy was firing out raising and re-raising no matter what he was holding pre- flop. He almost went bust a few times but ended up winning the tournament and a a huge cash prize over a million dollars. Throughout the final table the player he ended up going heads up with was playing his most conservative game that I had ever seen. Nicknamed “the mouth” he is one of the most colourful players talkwise on the circuit today. He showed such patience but his reads were sadly off when he could have taken in some big pots. I was so inspired to hit the tables after this show and see about putting some of what I had learned into action. The funny (and maddening) thing about poker is that you can do everything right and still lose the hand. Aggression is a big part of the game once you’ve made a move. Stick to your guns when you feel you are strong and don’t back down. Take a moment to make sure the pieces fit before your next action and trust your good instincts! How did I do that night? Well, I knocked 3 players out and sadly lost my all in with pocket nines vs A Q. The player who called me flopped his ace and it held up so I just missed going to final table.

Mutual masturbation can be very seductive and satisfying for many of you phonesex lovers. Knowing that your partner is beng turned on is huge and those of you who have someone to practice this with, consider yourselves lucky! Many men that I talk to only wish that they had someone to watch them stroke their cock while they in turn watch her fondle and play with her own beautiful body. Anyway you slice it women are incredibly sexy creatures and when you watch them self satisfy it is unbelievably hot!

For those of you who are into blogging we have 3 new ones set up. There is a humiliationblog, cocktease blog and domination blog as well. Check these out I have already made my first post on the humiliation one

Well thats it for now, I just know its going to be a fun filled week (thursday-monday) take care til we meet again!

Go Habs !!

The Cock Keeper

1 877 474-1933

~Miss Ashley~

Panty Thief

My good friend Marcie and I headed down to the strip  and took in one sexy show! It was an all male review, talk about beefcake at it’s finest! Woo it was a really great time. Following the big tease we decided to go for cocktails and see if we could get enough liquid courage in us to get up on stage ourselves. Lol not to bump and grind but to try our hand at laser karaoke. We belted out a few songs and finnished with a duet, it was a blast. Since neither of us were in shape to drive afterwards (not drunk but definitely feeling good) we hired a limo so we could be amongst the glittering lights, rolling billboards, crazy people and hot cars, down on the strip. It doesn’t really matter what day of the week you head out, every night is saturday night in this town

I did a phonesex call recently with kyle, he is a cuckold with a very tiny pindick. On this occassion he “confessed” to his goddess about a hobby of his. Kyle likes to cruise the laundry room in his building. He has a panty fetish and loves to go through an unsuspecting womans laundry basket and claim his prize. On this day he couldn’t believe his luck because on top of the washer was a basket full of dirty panties. When he was sure no one was around he grabbed the prettiest (and most scented) pair and snuck off to the garage which was adjacent to the facility. Sniffing and licking the panties made his little member so hard he boldly pulled it from his pants and wrapped the panties around it and had himself a nice little wank. He came hard into them knowing full well that was as close to her pussy as he and that pathetic little dick would get! Completely satisfied he smiled to himself as he headed back to his place with one more trophy added to his collection!

The Cock Keeper

1 877 474-1933

~Miss Ashley~
 

The Big Wrestling Bout

I have been enjoying my week-end the last several days. The weather has been perfect, right around 80F and lots of sunshine. I would like to let you phonesex lovers know that we have several new sites available for those of you are intrigued by new niches. For those of you who are into hard core domination, being ignored, or even being held in captivity, do check them out. I believe we have a little something for everyone and you never know until you try!

I will be doing my radio show sunday and monday from 6pm-8pm (ET) as well as interacting in our adult chat. Drop in if you can and join in all the fun

I did an awesome wrestling fantasy with Paul recently whose wife totally gets into big time. She invites one of the amateur wrestlers from the university to their home for some naughty apartment wrestling. Now these guys are built big (in every way) and paul is slight at best. The bout starts with both of them in their briefs and pauls wife and I on the couch heckling paul. Humiliation is a big part of this fantasy because there is just no way he can measure up at all. The stud grabs him and goes to work on a side headlock, really applying the pressure. His wife and I giggle and shout “your no match for him.” He takes him down to the floor in a headlock takedown and furthers the pain for paul. “Get up scrawny” we chant laughing louder now definitely getting his goat! Not waiting for poor little paul to break the hold “varsity dude” does it for him. Next he scoop slams him down hard to the carpet and rubs his face into the fibres causing him considerable discomfort as well as noticable carpet burn. I see an erection in pauls shorts and his wife and I show no mercy. “I think he likes it his cock is hard” I yell. His wife has her hand down her panties now and is rubbing that clitty feverishly. “Finnish him off” she demands and the stud picks him up in a hammerlock and lifts him 2 feet off the floor. “Do you give” we question? “Yes I do” he wimpers and with that muscleman drops him to the floor. Now the real show begins we smile knowingly The stud drops onto his puny chest and whips out his cock and proclaims “now suck my cock you wimp.” Obediently he does as told and starts sucking that enormous cock! Punish him with that cock frat boy, whip him into shape now! Slapping it side to side then back into his mouth, suck me off faggott. “Finnish him  you weakling” she bellows and with that super stud pumps out a massive load allover his opponents face! “Clean up that cock and thank him” she shouts and with that he dribbles inside his briefs and whispers “thank-you sir.”

The is just one type of wrestling fantasy that I do.  Another could be me wrestling a super hot girl in our bikini’s and heels with a strap-on lesson going to the loser! Perhaps you would like a little one on one wrestling action with me? The possibilities here are truly endless.

The Cock Keeper

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~Miss Ashley~

Cocks That Rock !!!

I hope all you sissies, pindicks, cucky boys, and cock strokers are enjoying your week-end so far. I am having a blast taking hot phonesex calls from you! The fun continues as I will be heading into our adult chat and doing my live radio show today and monday from 6pm-8pm (Eastern Time) So if you like naughty cock talk, trivia, and great music do plan to join me!

I literally just got off the phone with Stephen and let me tell you it was a sizzling hot call! We have done so many different types of rollplays (too numerous to mention.) He is a total switch so he can top or bottom like a man (or woman) possessed! Today he was a total top and we started with a super sexy make out session. Lots of kissing and foreplay (he is so good with his hands.) We were in a 69 position where we were both teasing the hell out of eachother to the point of aching. His mouth on my clit to my slit was beyond pleasurable. Naturally I gave back to him. I began knawing on his knob, squeezing his balls, thumbing his ass until neither of us could take it anymore! He positioned me on my back, grabbed my legs pinned my knees to my shoulders. He took his beautiful, fat, cock and played a little “eeny, meeny, miny, moe” teasing from my ass to my pussy over and over again. When he saw that I could stand it no more he began penetrating my hot, dripping, pussy, clear up to my cervix!!! Then withdrawing so I could lick my juices from his super cock. Back to the game and this time on moe he penetrated my tight little ass. Than went back and forth ass to pussy until he penetrated me so deeply, beginning to thrust so wildly we came together in an earth shattering orgasm of epic proportions!!!! Now that is what I call great fucking!

I did a hot call last night with Mike who is a total exhibitionist. He fired up his webcam so I could really enjoy the show. I had him do a seductive strip tease for me just to get the ball rolling. He is a real showman and knows how to shake that booty! Finally unleashing that cock, covering it in lotion, the stroking game began. He gave me every possible angle to watch from side views, to straight on, to underneath shots where he was totally bent over. I see him in that position and naturally I want him to fill that ass. He was most agreeble and he got back on his chair, legs spread on the desk and fucked the hell out of that hot little ass for me! Next I had him stand back up and rest his cock on the back of the chair and hump the hell out of it for me! Hot Hot Hot !!! This proved to bring him to the point of no return and he was allowed by this mistress to just go for it! Beating that cock into submission with a great cumshot for me to see! Thanks for the awesome show Mike!

The Cock Keeper

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~Miss Ashley~

Blow Up Fun

I would like to thank Ms Ally for taking the time out of her busy day to do what turned out to be an amazingly fun and informative interview with me Tuesday night. I would also like to thank all those of you who participated.

I did a most unique call with Michael that many of you will find amusing. It started with him coming to the phone wearing a cb6000 chastity device. He told me that he had made an amazing purchase that he couldn’t wait to play with. Now this is not your ordinary toy. His purchase was a blow up doll. He enthusiastcally described her to me most proud of the fact that she felt and looked wonderful. Truth be told this was to be a cherry popping event! She needed a name so we decided that suzy was a good fit. Still caged I had Michael begin by french kissing suzy on the mouth. Caressing her c cup breasts all the while. Next I had him kiss down her neck to her breasts and give them a tongue bath! I had him continue towards her pussy (which did have a nice little patch on it) and had him bury his face right into it.

He was deliriously happy and began complimenting suzy on her considerable assets and her rare beauty. Showing them the attention he knew she was so deserving of he stuck his tongue and fingers deep inside her pussy. “I must get her ready, she is a virgin” he professed! Finally I permitted him to key the lock and free that cock so he could get inside of her. He mounted suzy and lubed up his dick for immediate penetration. He was in pure ecstacy as he inched his way in her tight pussy and began to quicken his speed. It wouldn’t take long until he spilled his seed inside and collapse right on top of her. “Thank-you so much Mistress Ashley” he whispered and good night!

I did a hot phonesex call with Dave, kind of a Mrs Robinson theme. He is 34 and she was 55. She is a very wealthy, sexy, older woman who was wanting to mentor him in the fine art of pleasuring a woman. Naturally dave was very eager to learn and followed directions to the letter when it came to matters of pussy licking and sucking. He got her off many times that night, when she was finnished with him she dimissed him. Giggling to herself she handed him $20.00 for cabfare and said we’ll get together real soon

I would like to wave at my enthusiastic cock stroker HH, hope you are still doing your work-outs and reaping the benefits big time!

The Cock Keeper

1 877 474-1933

~Miss Ashley~
 

Happy, Humping, Houseboy !!!

I have a wonderful “houseboy” frankie who has been a phonesex caller of mine for some time now. He is a pantyboy and loves to dress in the frilliest of panties and take care of the day to day chores. For each chore he has completed he is awarded a special reward. For instance if he cleans the bathroom top to bottom I will permit him to polish my nails. If he cooks a great meal and does all the dishes I will allow him to give me a pedicure (one of his greatest joys.) When I host a dinner party he will slip into his french maids uniform  and serve my guests cocktails and hors d’oeuvres to the best of his abilites. He loves when I humiliate him in front of my girlfriends. This can be done in several ways mind you. One of his favourites (and mine to) is to allow him a little wanking and humping time. His tiny pindick gets so hard inside those panties he loves the feel of the silky fabric stretched out across his tiny member. For giggles I will toss a pillow onto the floor or have him straddle the arm of the couch and hump the hell out of it much to the delight of all in viewing sight!

After much laughter and ridicule it is time for his final reward of the night. He is permitted to service each one of us with his excellent abilities in panty sniffing, feet and leg worship, and ass licking. This will usually get him to edge several times before I allow him to reveal his puny, insignificant, teenie wiennie. He is now permitted to pull it out from within the panties and show us all how he can “make cummies” with very little to work with. A few more giggles from the lovely ladies and he begins to ooze allover himself. Naturally he is made to clean up his mess as all good little houseboys should! Nicely done frankie, you may serve for me anytime

The Cock Keeper

1 877 474-1933

~Miss Ashley~