Welcome back, Butt Sluts! I’m a Femdom who can’t help but show her holiday spirit- and April Fool’s Day is no exception 😉 Out of all the sexy anal escapades I’ve had over the years, there is one recent experience that couldn’t be more in tune with the prankster spirit of the day. It wouldn’t be the first time an anal virgin came to me hoping I’d ram him up his sweet behind with an eight inch dildo- but a smart Mistress knows that asses must be trained and treated with care. If my boy toy wants the real deal over an incredibly sexy yet non-intrusive fantasy, I’m going to have to go smaller- but that doesn’t mean I can’t pull the satin blindfold over his eyes 😉 Are you ready to find out what I was up to this April Fool’s Day?
Devising a Naughty Prank
My new playmate was quite enthused when he came over for the night- he and I had played together a couple of times before, but this was our first venture into anal play together. I’m always excited to corrupt a new and willing butt slut, so I had him strip for me minutes after he walked through the door. Quite enjoying the view of his gorgeous body and throbbing hard cock, the last thing I was expecting was for him to look up at me so very nervously and say “Mistress . . . . I, um . . . . got something for us”. With my hand on my hip, I tapped the heel of my stiletto against the ground as my curiosity grew, and told him to show me. He reached into his bag, and pulled out a brand new, huge black dildo- and I couldn’t help but giggle! I could think of ten naughty playmates I’d love to bend over and ram with that cock- but this anal newbie wasn’t one of them (yet) 😉
I knew he wanted a nice, thick cock inside of him- but I also know that to an anal virgin, small can feel perfectly huge, and perfectly sexy for your very first time. It’s all a matter of kinky relativity- and that was something I could work with! I told him to get on the bed on all fours, and secure his ankle cuffs while I found the lube- he was to look straight ahead when he completed his task. Being a good boy, he did exactly as he was told as I found my black satin blindfold, my PVC harness- and sneakily dug out my slim, 6 inch strap on cock while I was at it. I slipped off my dress; leaving me in my black stockings, heels, bra, and harness- and I slipped that huge black cock right through the O ring; ready to play.
Suck it, Slut
I walked up to the bed and ran my fingers through his hair; guiding his head toward me and my strap on cock- and told him that if he wanted to get pounded by that cock; he’d better suck it and get it nice and wet first! As he eagerly began to suck, I leaned over to secure his wrist cuffs- rendering him completely helpless. Once that cock was soaking wet, I slipped the blindfold over his eyes and sank my teeth in: “You were a very good boy sucking that cock for me”. I made my way to the foot of the bed and hopped up right behind that sweet ass before continuing . . . . “I bet you just can’t wait to get fucked by it, can you?” He twitched delightfully for me 😀 I quickly and quietly switched out the big black cock and sizable O ring with their smaller counterparts; lubing up the slim 6 inch cock and spreading his sweet cheeks apart to slide it inside with one smooth, slow thrust . . . .
Anal- I mean, April Fool’s!
His sweet ass eagerly swallowed up that cock, and every sweet little moan I heard couldn’t help but encourage me to go just a little bit harder- working up to the rhythm of a perfect, mid-speed pounding. I teased him- reminding him with every thrust of just how much he loved that big black strap on cock and having him beg me to take it harder. I knew he was about to explode, and I told him that I’d like to hear him moan with his mouth full, shoving the tip of the dildo he bought between his lips, much to his delight. He was so enthralled in making it to happy land that he still hadn’t figured it out as I thrusted to pure bliss . . . .
Catching a breather, I give him one last thrust before pulling out, and walking to the side of the bed to remove his blindfold and release his cuffs. He gasped quite amusingly as he looked down to find the cock he brought in his mouth- and to see me playfully flopping around that slim 6 incher in my harness 😉 I laughed- “It sure felt big, didn’t it? April Fool’s!”
Was your April Fool’s Day as much fun of mine- or are you wishing it was you on all fours on my bed that night? Time to share!
Have a Kinky Week 😉
XOXO- Mistress Marilyn
Mistress Marilyn very wonderful and hot time you had there!I just really love how you switched the two dildo’s around and make him think you are giving it to him with the bigger one! 🙂
I have to admit to myself being an Anal Virgin of a sort!You see i have had plenty of BIG real cocks in my Sissy Pussy,but never had the pleasure of a Goddess and her Strap-On using me like the Sissy Slut that i truly am! 😉
I presently have just one Sex Toy i use for my Anal pleasure and that is my 10″ long and 2″ around Purple Vibrator!I just love to to slide the tip of it in my Tight Little Juicy Sissy Pussy and Dream of a very Beautiful Mistress taking me on a Rough and Bumpy Ride to Pound Town! 🙂
I then slowly work it in deeper and deeper as i have wild dreams of being a Beautiful Mistresses Butt Slut and i can take it 9″ Deep!I will most times add my nice BIG 8″ long and 4″ around Dildo with the suction cup on the end to add to my pleasure and Dream of having the Mistresses Bull there for me to Service or another Mistress to split me in two and give me a really hot double stuffing! 🙂
I love to take them both in the Shower with me as well for some hot and clean sexy fun! 🙂
Mmm, you know a good mindfuck always turns Me on, SLSF 😉 It is such a shame that you’ve never had the pleasure of a Strap On Goddess claiming your slut hole as Her own- I’d love to have a phone fantasy with you in that direction, but perhaps you and I can come up with some options for you to find a real time Mistress who can bring that fantasy to life. There will be safety lectures, of course, but I’m sure we can get you in the right direction 🙂
Now, SLSF- you do realize that My favorite and most notorious strap on is called Mr. Purple, right? He’s about the same size as your favorite toys, and purple is such a perfect sissy color. The only question is, how soon would you like Me to introduce him to you? 😀 XOXO
Mistress Marilyn this is my new name Mistress Christine has changed it to from StupidLittleSissyFaggot.I will use this in Mistresses Blogs from now on. 🙂
Ms.Marilyn i know you love a good mind fuck and i love it when an Absolutely Beautiful Goddess such as yourself mind fucks me silly! 😉
Yes i have not had the pleasure of a Strap-on taking me on a ride to “Pound Town” by any Women at all! 🙁
I am sure if you and I were close to each other in location you would be more than happy to take me on the ride of my Sissy Faggot Life! 😉
My 10 inch Vibrator is Purple as well and i do know about Mr.Purple! 🙂
Yes Purple is a perfect Sissy Color and the Eye Shadow i wear with the rest of my Make-up is Purple!It and the rest of the Make-up reminds me of the Girlfriend i had when i was in my early 20’s and she have me wearing a Pink Baby Doll Nightie (I have one today) Red Lipstick and Pink Blush as she had me Blowing lots of Men not to mention eating her Warm Cream Pies and other assorted things! 😉
Lol! I adore Ms Christine, but getting used to SLSF was tough- now I’ll be struggling to type CSCDSF in the chatroom hehe 😀 That name is quite fitting for you, though. Also, the ride of your sissy faggot life might be an understatement . . . you’d be amazed at how well I work My hips 😉
Speaking of great sissy sex toys, have you had the twitching, throbbing pleasure of reading this post? https://www.analtrainingphonesex.com/toys-for-sissy-sluts/
The girlfriend you had in your early 20’s sure sounds like My kinda Woman- she seems to have dressed you up and used you quite nicely! I might need to hear some of those stories on a call sometime 😉 Chat soon- XOXO
Mistress Marilyn ~Sissy Curtsy~ Thank you very much and i do so adore Ms.Christine! 🙂
My Girlfriend of my early 20’s did everything she possibly could to fully use me and had me wrapped around her little finger where i did everything and anything she so commanded me to and if i ever wasn’t willing to do it was always “Do it or i will leave you!”
Of course i gave in and there were also her older Sisters and their Boyfriends and Husbands for me to Serve and Service as well as a number of her Girlfriends and their Husbands and Boyfriends as well! 😉
Yes we can some time in the near future get together on Skype and you can watch me get dressed in my Lingerie,Make-up and Wig as i tell you about my past experiences! 🙂