Tiffany Goes Back to School. Part 2

Tiffany’s tales of debauchery continue to delight readers around the globe! At long last, here is the final installment of Tiffany’s Back to School Special. She is very close to graduating.

Tiffany first enrolled in Mistress J’s School of Sissy Deportment at the end of 2017. Learning to suck cock, ass play, dressing nice and completing homework assignments are all steps to her submissive sissy graduation.

Her final exam is to have a date with a human man, and have him take her boy pussy virginity. This blog post describes her next to last step in her transformation and some juicy details. 

Dumping her load Friday night.

Friday night, after her homework assignments were completed, Tiffany was instructed to film herself dumping her load, saving it, and locking herself into chastity.

Tiffany likes to masturbate. She also enjoys filming herself, so this was a win-win situation. Tiffany was instructed to add the cum to her hot oatmeal the next day for flavor. YUM!

Tiffany was a little unsettled by our adventure outdoors, so I made sure she enjoyed a little more of that. She had to go downstairs to breakfast wearing her kitty t-shirt and perfume. Then, during the PE portion of her school day, she had to run a few laps in the hallway in her tight gym clothes. For hydration purposes, she enjoyed a cup filled with her own piss to sip on throughout the day.

Tiffany’s pussy

When I came Saturday night by to do her makeup, Tiffany was still in her schoolgirl outfit. She proudly showed me her homework and I asked her to show me her pussy before our friend came over. She enthusiastically did as she was told.

We all know Tiffany enjoys dancing and shaking her ass. She was excited to change into a slutty club outfit and dance with her new friend Raj.

Raj was very punctual, he was excited to meet Tiffany, who he had read so much about. We played a a came of high card wins (loser got a spanking by me) and enjoyed a glass of wine. 

Tiffany had created a playlist from songs Raj emailed earlier, let me tell you, this girl had fire in her drawers! She started dancing and before you knew it, the three of us were dancing in the room! 

There was some serious heat between those two. Raj was all over Tiffany, exploring her body and nibbling her neck. I suggested she give him a lap dance and she was happy to oblige!

Tiffany got Raj nice and horny by shaking her tush in his face. I insisted that Raj strip, and he has rock hard and dripping.

I ordered Tiffany down on her knees and she began pleasuring Raj. I have to say, I was quite impressed by her blowjob technique. (I even might have learned a few things.) Raj loved her technique as well and exploded like you wouldn’t believe.

Tiffany is so close to graduating. Her final assignment takes place next month, and will be a remote test with Raj giving the exam up her butt. I hope he gives her a passing grade… 

The complete set of the Tiffany Tales are here:

https://wp.me/p67dIy-JZ

https://wp.me/p67dIy-IV

https://wp.me/p67dIy-Ha

https://wp.me/p67dIy-FN

https://wp.me/p67dIy-D9

I can help you reach your sissy goals, or have you explore your non-sissy desires. 

Intrigued? Contact me.

Mistress J Studios is a sex positive studio that provides a safe place for personal expression. Nude male photography, male and female submission, cross dressing and gender exploration are welcomed and encouraged here.

My email is mistressjstudios@gmail.com.  I am in San Jose, California.  I look forward to hearing from you.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Tiffany Goes Back to School. Part 1

New backpack.

 

The beautiful Tiffany was coming to town for one last trip before the year ended and she wanted to go all out!

Tiffany wanted to have a milestone in her education, as she feels she is getting ready to graduate into a real and true sissy slut. 

She wants to LEARN as much as possible, and who better to teach her than Mistress J?

The slut was very horny and wanted to taste real cock. I had the perfect friend in mind when she made this request, but more on that in Part 2.

Tiff was going to get a pussy wax at a local place and check into her regular hotel. She was going to have Friday late afternoon and evening and much of Saturday for homework assignments. I told her I’d come over to her hotel Saturday evening for grading and play.

I had a special gift for her, a personalized backpack, hot pink of course, and left it at the desk earlier that day. I wanted her to have it waiting for her upon her arrival. It was full of clothes and gadgets, as well as instructions for the weekend.

Tiffany had two pages of homework assignments. I won’t bore you by listing all of them, so only the highlights will be discussed. 

One of my favorite tasks, was Tiffany was allowed to only eat “kid food” that weekend. Juice boxes, mac and cheese, PB&J, oatmeal, and soups were her menu. Which she had to purchase herself.

The school subjects were:

Physical Education, Ceramics, Math, Photography, Film Making and Creative Writing.

Ceramics was one of my favorite subjects. I had high hopes for this one. I supplied her with a Play Dough kit with an assortment of colors and letter stamps. She was instructed to make pornographic images and naughty words. Grading would be on technique as well as creativity. This is what she came up with. Grade: C. Why a C? I was hoping for interesting color combinations and naughtier people.

Tiffany fared much better in the other subjects, which also translated to a fabulous grade in Film Making.

Math required Tiffany to do multiplication and addition exercises by grabbing a squishy pecker with her butt cheek, walk across the room and drop it on the chair. She really knows her numbers and has tight little cheeks.  She could cross the room without dropping a pecker! Grade: A.

Tiffany really shined in PE. She took this subject seriously. She was instructed to do arm curls with the heavy metal dildo with a butt plug in her butt. Look at this photo. What perfect form! The plug stayed in the whole time. Grade: A+.

She may have scored an A+ in Film Making, but this girl did NOT take a single still photo. I had to make still photos from the videos. Such a Bad Girl. Photography Grade: F.

Creative Writing was another area of expertise. She was instructed to write love letters to Mr D, Amber and Mike Tyson (Tiffany is a huge fan).

Below is the letter to Mike Tyson. I want to send Mr D and Amber their letters privately, then they can give a grade themselves. Please email me at mistressjstudios@gmail with your email and I’ll forward her letter.

A peek up the school girl’s skirt!

Mike’s letter:

“Mike,

Love your power and body and I can’t wait until I am woman enough to take your BBC.  I am working with my Mistress to become more mature and I can’t wait until a BBC is allowed to be put in front on my body…  My mouth and bottom would by a lovely welcoming home for you as I would take my time fully exploring your needs.
 
Please think of me and let me know what I can do to prove myself to you.”
 
What do you all think of this letter? Aside from the rather casual salutation, do you think it is worthy of a B+? 
 
I leave this post with a photo of Tiffany studying her Bible. Stay tuned for my next episode of Tiffany Goes Back to School. The school girl cuts loose and becomes a real slut. You don’t want to miss it.
 
 
 

Locked Up for a Weekend and Made to Serve!

I have known Mike for 6 years, though it only feels like two. He has been featured in past blog and Twitter posts, and much has been made of his large balls. This past weekend, he had the opportunity for extended play and service.

Zip it! 

Mike arrived Friday afternoon with his custom made Bon 4 chastity device. (His balls are so huge, he had to order a device from the Netherlands) We did our usual hard core fun and games of CBT, paddling, nipple clamps, edging, bondage and anal.  It’s fun to play with Mike because he can take pain and is open to trying new things.

One of the new things he experienced that day was the Zipper! Clothespins on balls are common for Mike. but this time I had a shoelace strung in between. When I decided I had enough, I  gave a yank, and all the clothespins came off at once!

Cooling things off.

Next, he was going to try extended chastity lock up. In the past, his schedule had only allowed 1 night of being caged. I  was going to keep him caged Friday-Monday with some unique play on Sunday.

But first, we had to prep him for lock down. Mike gets excited when I spank him and he had a raging boner.  Because of that, we had trouble shoving his large jewels inside the cage. I had him cool things off in a bowl of ice water. Isn’t that a cute picture?

I sent him home with blue balls and the promise of play on Sunday. Apparently, this got him very excited and he had a hard time sleeping. He sent me this email and photo the next morning:

“This morning I woke to a morning wood at full attention even in the cage. I

Ready for take off!

couldn’t believe it, I was sticking straight out even with the weight of the cage, my balls pulled tight by the base ring and 3 inches of shaft behind the ring pushing the whole cage away from body.  It looked like a plane trying to take flight. I don’t think I’ve ever been that hard and frustrated in my life.  Knowing that you have the key and that I can’t really do anything is so intoxicating.”

Dressed to kill.

Sunday arrived, and Mike was the serving boy at my brunch for 3 kinky friends. Two women and one man arrived hungry and ready to see serving Mike in action. Mike was still caged, but I know sometimes a caged bird drips pre-cum, so I had him wear panties. This was his first time doing so. So many firsts for him this weekend.

 
He greeted the guests, taking their purses and offering drinks. He served our brunch, which was a spinach and cheese frittata, fruit salad, honey buns and sausage. He was polite, only speaking when spoken too and stood in the corner waiting for instructions. All the while he was on display.
 

After the meal, we went into the living room and we played two rounds of Jeopardy on my Alexa. Each guest had a paddle, and if he answered a question wrong, he received a whack or a clothespin on his balls, or both.

Nice buns!

 
We had cake and coffee, and two guests had to go, so me, Mike and another dominant woman headed upstairs to further torment Mike, and he liked it! Hey Mikey!
 
He was sent home and experienced another airplane situation that night. Hot and bothered, and not just from our heat wave, Mike came over Monday after work and I let him out of his cage.
 
I’ll give you three guesses what happened next!
 

Intrigued? Contact me.

Mistress J Studios is a sex positive studio that provides a safe place for personal expression. Nude male photography, male and female submission, cross dressing and gender exploration are welcomed and encouraged here.

My email is mistressjstudios@gmail.com.  I am in San Jose, California.  I look forward to hearing from you.

 

 
 

Barefoot in the Park with Tiffany

 

Our slut enjoys exercise. She also enjoys showing off her body. So what better way to combine the two than to take her to a local park for some outdoor exercise!

When she told me she’d be in town on 8/8, I started planning her outfit. Tight shorts, sports bra, gaff panty, socks and a hat were purchased. I even sprung for a new wig and tramp stamp temporary tattoo. She was going to be gorgeous. 

I picked a local park, Almaden Lake, which is near me and usually quiet on the trail, especially during the week. There is a par course and secluded areas around it. An ideal setting for sluts to display their athletic ability.

I have to admit, this session was full of mishaps, but we had fun anyway, and got some great shots.

Tiffany arrived bright eyed and bushy tailed Thursday morning. I had acquired a butt plug with rattles inside. How embarrassing to be jogging and making butt noise at the same time. Well, the plug was too big for her tiny butt hole, so she had to run with her smaller dedicated jewel butt plug instead. 

Our intention was for her to arrive at the park partially dressed, go into the ladies bathroom, change, put on lipstick and come out.  As I mentioned, this park is usually quiet on a weekday morning, that particular day the park was CROWDED! 

Nice pussy.

There were at least 10 old men playing boccie ball in front of the bathrooms, with a brownie troop nearby. The pavilion by the trail head had a group of 20 kids and chaperones. Not to mention, there were tons of walkers circling the lake. It was a beautiful day. A nice 82 degrees with no humidity. I think that was the big draw.

Tiffany was a bit self conscious of her slutty shorts with well padded gaff, so we opted to park near the entrance to the trail right from the road, bypassing the lake entirely. In the car, she changed out of her sweats, but kept her pussy cat shirt on. We than proceeded to the trail eager to try her skill on the par course. That day, it seemed like every single retired person was walking their dog, not to mention the amount of bicyclists too. Holy moley.

I noted she was visibly worried, and she told me she feared her boy clit would poke through her shorts, and cause mayhem on the trail. I opted for a secluded spot off the trail and by the stream. She relaxed a bit and we did some warm up stretches.

Downward facing tramp.

Caught up in the serenity of the stream and surrounding trees, Tiffany was inspired to do some yoga. Downward dog was her favorite pose, as it showed off the tramp stamp and tight butt nicely.

I wanted the slut to do some Prancercise in the grass. Tiffany can be a bit of a diva, and almost cried because her new white socks got a little mud on them. Sigh.

Run Tiffany, Run!

I was irritated by her drama and made her play fetch. She liked the doggie pose so much, she needed to be treated like one!  I threw the ball to her and she brought it back to me in her mouth like a good puppy.

Tiffany is as fond of running as I am, so we headed to a different spot where she could show off her fine running form. Look at that stride! Look at those boobs! Those legs! Such a graceful runner!

Summer isn’t complete without baseball. She did a few laps around the ball field and ended with some sexy stretches. Did I mention the grounds crew was out getting the field ready for the afternoon little league game? Well, they were, and they gave our girl a few encouraging whistles.

Why did she feel more comfortable with the grounds crew than the folks at the park? She’s a whore that’s why. She’s always looking for attention.

Put me in coach, I’m ready to play. Today…

I decided she could go to work without release. That should teach her! I am the boss, and I control her cum.

You can read more Tales of Tiffany here:

https://wp.me/p67dIy-HW

and here: https://wp.me/p67dIy-Ha

and here: https://wp.me/p67dIy-FN

it started here: https://wp.me/p67dIy-D9

Intrigued? Contact me.

Mistress J Studios is a sex positive studio that provides a safe place for personal expression. Nude male photography, male and female submission, cross dressing and gender exploration are welcomed and encouraged here.

My email is mistressjstudios@gmail.com.  I am in San Jose, California.  I look forward to hearing from you.

 

Why is a Sensual Massage by Mistress J so Sensational?

Sensual massage is one of my specialties. I love doing it, because I personally LOVE sensation play! I love receiving, and love giving. For folks not into BDSM, pegging, femminization or any of the rougher stuff,  sensual massage is a fabulous way to surrender and connect with me.

I set the stage with soft scent, candles and music. You start face down and I slowly warm up your body with soft touch. I might use feathers, a fur mitt, or silky fabric to get the goosebumps going.

I tickle the inside of your arm, along your side, behind the knee. Your erogenous zones are fair game, and I make use of them.

I use the music as a tool, using the beats and cadence to match what I am doing to your body. Even though this is a softer, sensual massage, I am in control, and guide you the whole time. I love to play, and you are my favorite plaything. 

Slowly I start to massage you with warm oil. Your legs, feet back, shoulders and buttocks get massaged. as I feel you sink further into surrender, I do my exquisite body glides. My curvy body is on top of you, and I slip and slide.

Then, I turn you over, and do it all again. Perhaps I start to incorporate something a bit more prickly? The wheel is fun, and sends shivers down your spine. A combination of heat and ice in exciting places makes you gasp with pleasure!

More warm oil, more body to body contact. Finally, a sublime ending.

Surrender never felt so good…

We can add a twist to this and tie you up!  An even deeper experience is Bondassage.

Intrigued? Contact me.

Mistress J Studios is a sex positive studio that provides a safe place for personal expression. Nude male photography, male and female submission, cross dressing and gender exploration are welcomed and encouraged here.

My email is mistressjstudios@gmail.com.  I am in San Jose, California.  I look forward to hearing from you.

 

 

 

 

 

A Nice, and Icey Tale of Tiffany

The internet’s favorite slut keeps cuming back for more! Shortly before Memorial Day Weekend, slut Tiffany booked back to back sessions one week apart. Her fans gleefully posted suggestions and even a few bets were made on her abilities.

I met her at her motel the night before our daytime session. Our girl likes to go shopping at the Hustler store. I think looking at the toys gets her horny. She was given her usual list of tasks, but Mistress J had a shocking surprise.

I had purchased a puppy shock collar, and I was excited to try it. Tiffany kept texting and asking for hints, I had to punish her for being a pest. I had tested it out earlier that day with a previous client, and was all ready for my meeting with Tiff.

I placed the device so the electrodes were nestled on her pussy lips (balls), her panties were snug enough to keep it in place.

Here is the funny part; I was trying to give her a zap and it wasn’t working. It worked earlier, what was wrong?  I kept toying with the remote but nothing happened. I dialed up the intensity from 1, to 9 (out of 15) then hit the button. Bingo! Poor Tiffany doubled over and said “It’s working now.”  So off we went.

The poor girl was rattled from her intense zap and kept giving me the side eye. I hid the remote in my hand as we shopped for dildos and undies. She was instructed to ask questions about very large dongs and during the consult, I’d zap her. Suddenly her voice would get higher and she’d twitch. I wonder what the sales gal thought?

Tiffany’s Homework:

I always leave her a few homework assignments. I left her at her room with instructions to cum into a plastic bag and freeze it and bring it the next

Cumming into a plastic bag for breakfast in the morning!

day. She also slept with a tampon in her butt.

Tiffany always has do demonstrate her writing abilities. I had her write 25 sentences about being a big cum whore, but she had to use the small hotel notepad. The 4×5 notepad was full of her beautiful and organized writing.

Dancing to porn music.

Tiffany always needs to record some dance moves. What do you all think of this shot taken from her video? 

In addition to the above assignments, our girl had to demonstrate ass play and do a striptease. It had been a long work week for her, but I made the slut stay up until 2 am recording the assignments and showing proof with the clock. 

Bright eyed and bushy tailed, slut come over the next day wearing her lingerie and some very strong perfume. I placed her cum bag in the freezer and we adjourned to the playroom. 

I had purchased ice tube trays for anal ice insertions. Bets were wagered with a high of 4 tubes going into her boy pussy. Tiffany could barely take 3 tubes! And this was after stretching her out… I think the cold ice made her clench. For some reason, the tubes kept shooting out of her butt. What a silly girl!

The following week brought the slut back for a morning session. I dressed her up in some cute clothes and again positioned the puppy collar, this time strapping it to her thigh. She cleaned my kitchen and received zaps for wasting water and not wiping the counter.

Tiffany was then instructed to suck all the cocks in the glory hole. She had to pleasure each one according to it’s individual taste. One cock enjoys just the tip,  while another likes deep throat. If she did it wrong, or lacked enthusiasm, she got a zap!  I just thought of a fun game while writing this. Can’t wait to try it out.

Tiffany also had to demonstrate her fine skills by shaving my legs.

Glory, glory hallelujah!

The pressure was on. Could Tiffany give me a clean shave without any nicks? Could she manage not to spill the water? Would she waste shave gel? Would she get a zap on a very high level if she did any of these transgressions? Inquiring minds want to know…

After a gentle ass fucking, Tiffany received her reward. She was granted the opportunity to consume her frozen spunk from the previous week!

A bag of fun!

With her hands tied behind her back, the slut knelt down and licked her love juice out of the bag like a little dog. If she didn’t swallow every drop, you guessed it, she got a zap!

We ended our session with a sweet treat: a banana enema. Tiffany is a bit health conscious, and likes to be regular. I had a very ripe banana smashed into a jumbo food syringe. laying on her back with her legs resting on my shoulders. I slid it into her. She was stroking herself. The thought of her fruit based bounty was too much for her and she exploded all over herself! She barley had time for cleanup before nature called her to the bathroom! What a dirty whore, inside and out.

Intrigued? Contact me.

Mistress J Studios is a sex positive studio that provides a safe place for personal expression. Nude male photography, male and female submission, cross dressing and gender exploration are welcomed and encouraged here.

My email is mistressjstudios@gmail.com.  I am in San Jose, California.  I look forward to hearing from you.

Slut Tiffany Returns for More Torture.

Tiffany keeps coming back. This East Coast slut always visits me when she’s in town on business.

I met her at her hotel on Friday evening to dress her for our shopping trip. I had purchased little red pegging panties for her and I was very excited to see them on her. I had a remote controlled vibrating butt plug, a chastity cage, and a shopping list! 

Mistress J prepares Tiffany’s ass for shopping in San Jose!

After saying our hellos, I bent her over the bed and lubed her up, gave her a quick warm-up and slid in the butt plug. She said it was VERY full. I shoved her boy clit into the chastity cage, and we went back to the Hustler Store. For some reason, Tiffany was walking funny in the hallway. Was it because her junk was imprisoned and she had a large bulb in her butt? I don’t know. I do know, she opted to take the stairs rather than the elevator, so it must have felt good!

We shopped at Tiffany’s favorite store where she bought a few outfits and a hood to make videos. I intermittently turned the butt plug on and off, and she was enjoying our game.

I sent her home with some tasks to complete before our 10:30 am appointment Saturday morning.  The tasks were to record herself doing the following things:

1. Tiffany, you are instructed to give a lesson on anal training.

  • Make sure your red panties get some screen time.
  • Use white board to prepare an outline/and or diagrams or tips. Erase board when necessary.
  • Use rubbers on dildos
  • Grading will be on ability to convey an idea.

2. Demonstrate how you can ride a dildo  Play “Mustang Sally” as you gyrate on the dildo. Sing along during the chorus. Grading will be on vocal talent and riding ability.

3. At 11 pm, record yourself writing 50 times “I’m a big whore and like to choke on cocks.” Grading is on neatness, legibility, uniform writing and overall presentation. Provide a shot of the clock.

4. At midnight, record yourself inserting ice cubes in ass. Provide a shot of the clock. Extra points will be given if you can insert more than 10.

5. In the morning record yourself putting on your dainty things under your street clothes. Take a shower with provided feminine smelling soap. Use soap all weekend. Have breakfast downstairs or outside with lingerie on under clothes. 

6. Sleep in chastity. Arrive with butt plug in place.

7. Wear pegging panties under street clothes all weekend, and fly home in them.

Grading:

Anal stuff: Tiffany did a great job explaining the anal training and riding the dildo. I personally felt she didn’t sing loud enough during the chorus of Mustang Sally, so points were deducted. Also, she was a little off key…

Ice cubes: Major points were deducted because she was unable to insert ice cubes in her ass. She said the shape wasn’t conducive to sliding in, or some baloney like that. A backup activity of an oral sex demonstration on a dildo was provided, and I must say, she did a good job with that and provided interesting camera angles.

Mistress J makes sub give a BJ in San Jose, CA

Sloppy BJs are the best!

Sentences: Tiffany did a great job writing her 50 sentences. This time, a blank paper was provided so she did not have the benefit of the lines. I feel her penmanship is fantastic. I did not deduct for all capital letters, because her writing is so easy to read. I love how uniform each sentence is, and how they practically line up down the whole page. Points were deducted however. She complained a little by saying 50 sentences is a lot…  Wait until next time Tiff.

On Saturday, Tiffany arrived on time. We watched and critiqued her videos downstairs, then went up to the playroom for the fun.

Since she wrote about sucking cocks, I wanted to see her cock sucking/chocking skills in action. She complied readily. Her greedy mouth satisfied my two spring colored cocks and gave very sloppy and noisy blow jobs.

Mistress J humiliates male sub in San Jose, CA

Pretty in pink.

Spring is my favorite season and Easter had just passed. I used to love going to my neighborhood Easter Egg hunt as a kid. Tiffany made a cute bunny, don’t you think? She hopped around the playroom as I hummed the Bunny Hop Song. Her basket was filled with Tenga eggs and since she was a good girl, she got to take one home.

Tiffany is a bondage and anal slut. So, up went the legs! I have hooks all over my playroom, so her legs were pried open with a spreader bar and attached to the ceiling, while her arms were above her head. I teased her boy pussy and enjoyed using my ice roller on her delicate parts.  Cock slapping, vibrator torture, more cock sucking & toe sucking occurred. 

Chastity in San JoseFinally, the chastity device came off! Poor Tiffany’s boy clit was in shock after being caged up for a night and morning. Despite it’s shriveled appearance, I was able to edge her several times. 

Tiff had saved her cum for a week in anticipation of our meeting. Needless to say, she was VERY sensitive and called out “edge” very early during the game. I used both my hands and my feet to edge her.

Finally, Tiffany was allowed her release. But into a condom. And she had to suck her juice out. Poor girl. Such a humiliating morning. I felt sorry for her, for 10 seconds.

But Tiffany is a trooper. She went up to San Francisco that night for more play. What can I say, girls really do just want to have fun.

Humiliation and exposure are my specialties! Mistress J in San Jose, CA

Humiliation and exposure are my specialties!

Intrigued? Contact me.

Mistress J Studios is a sex positive studio that provides a safe place for personal expression. Nude male photography, male and female submission, cross dressing and gender exploration are welcomed and encouraged here.

My email is mistressjstudios@gmail.com.  I am in San Jose, California.  I look forward to hearing from you.

Pegging for Newbies! Bliss is butt a short drive away.

I have these undies in red.

Mistress J enjoys working with newbies, and she especially likes taking a man’s ass virginity.

I get many inquiries from men who have never experienced the joys of ass play, but are dying to try. “Come on over.” I tell them. Let me pop your cherry! Bliss is butt a short drive away…

First, give yourself an enema at home. A clean butt is good manners.

How to I go about stretching out a virgin ass? The most important thing is to take my time. Why rush, the journey is fun. I start with a gloved finger and lots of silicon based lube. I tease the rosebud with circular motions. As I feel you relax, I gently slide the tip of my finger in. 

I have a good grasp of reading my guest’s bodies. I can usually tell when they are relaxed enough for penetration. I tell them to listen to their body. Some days the mind is willing but the body isn’t, it’s important to honor this.

The lube is applied and my fingertip is slowly warming up the back door. When I feels it’s time, my finger slides in. I give you a taste of all of my fingers. Next, I move on to my vibrating butt plug. After enjoying the cool vibes, I decide what you might need and can handle next.

Some butts need the slut machine, which is my Hitachi capped with a prostate adapter. This provides a fab warm up to a dildo. The dual speeds are guaranteed to make you squeal with pleasure. I love using this toy on seasoned as well as virgin butts. It’s a favorite of mine and my friends. I invite you to try it.

Now, this next part determines how slutty your virgin ass is. Do I need to use my smallest dildo, or can I start with something bigger?

Most of the time we start with my smallest burgundy strap-on. I keep 4 cocks mounted and ready to go. My harness of choice is the Terra Firma with buckle by Stormy Leather.  While I often start with the slimmest dildo, there have been a few butts able to start 1 or 2 steps larger. In fact, this happened yesterday.

Doggie style. A self portrait.

I like to have my guest take my cock on all fours while kneeling on my chaise lounge. I love the view, and it’s such a good height. Sometimes, this angle doesn’t work well for a virgin butt. I find having my slut lay on his back on my massage table with his legs up is a fun and easy way to slip in. Plus, this really is the ultimate roll reversal. I get to be the man, and he takes it like the little bitch he is.

I feel I am a fabulous butt-fucker. I suggest if you are curious about being pegged and are a newbie, you can’t go wrong with me.

Paul was a butt virgin, now he’s a regular. He takes my biggest cocks and begs for more. This is what he had to say:

“Getting pegged was such an intense feeling. It made me crave it bigger and deeper.”  And trust me folks, he does.

So many men started out with my small dong, now they crave the biggest things I have. And I am always adding to my collection.

Intrigued? Contact me.

Mistress J Studios is a sex positive studio that provides a safe place for personal expression. Nude male photography, male and female submission, cross dressing and gender exploration are welcomed and encouraged here.

My email is mistressjstudios@gmail.com.  I am in San Jose, California.  I look forward to hearing from you.

Dude Looks Like a Lady.

Tiffany wearing items from Hustler’s BDSM line!

“So never judge a book by its cover”

Tiffany came back to town. She was all riled up and ready to play. Thoroughly excited to see me, the slut called and texted several times before our session. Because she was so frisky, I knew I had to get her in line. I planned an elaborate homework assignment.

We opted for a split session, with shopping at the San Jose’s Hustler Hollywood store on Thursday evening followed by a two hour session Friday morning. 

Before shopping, she took Uber to my place and I locked her in chastity and put her in pink panties. Then, we hopped in my car and went to the store. I wanted to look at anal toys, and she wanted slutty clothes. Both are available there. She came away with a few nice things. I came away with ideas…

After Hustler, I dropped her off at her hotel with a bag of items and a homework assignment. The bag contained a bottle of water and a bar of chocolate (for refreshment) anal trainer, lube, rubbers, paper and clothespins.

She was told to make good videos for me because she would be graded. Additional grades will come from the feedback of this blog, so please comment.

Her instructions:

Record this:

1.  Insert condom-clad butt plug in butt.

2. Sit at the table with butt plug in and write 25 times “I am a slut, with a plug in my butt.”  Use properspelling and punctuation. Points will be deducted if not followed.
 
3. Put on stockings and panties and clothes pins on nipples. Dance around to “Dude looks like a lady” by Aerosmith. Grading will be on sexiness of the dance and enthusiasm.
 
4. To the song “Hurts so good” by John Mellencamp, set dildo on the bathtub rim and slide up and down on it.
 
5. Unlock cage and edge yourself 10x. Grading will be on how close you can get to the edge without cumming. If you cum, you must eat it. You will receive a failing grade if you cum.
 
6. Lock yourself back up and sleep with key around neck.
 
Don’t record this:
 
7. Give yourself an enema before arriving at my house.
 
The next morning Tiff arrived bright eyed and bushy tailed, wearing a bejeweled butt plug, chastity device and her fancy lingerie under her unassuming tech worker clothes.
 
We settled in to watch the videos. I have to say, they made me blush a

Love put me wise to her love in disguise
She had the body of a Venus, Lord, imagine my surprise!

little, especially the one where she rode the anal trainer. This was a funny sensation since Mistress J sees men in the depths of depravity every day. But I liked it. Up to the playroom we went, and things got really dirty there…
 
She admitted the homework assignments got her even deeper in to submissive heads pace, and made her super horny. She admitted it was hard not to cum during the edging assignment, and I saw this struggle on her face in the video,
 
Tiffany has this to say about the homework: “The homework assignments were a great way to feel my Mistress’ control outside of her room”
 
Slut Tiffany has a nice, petite body. (She can wear my shoes.) I made her strut around the room flaunting her sexuality.
 
Tiffany was really horny. She hadn’t cum for a week and she kept begging to be let out of her cage. She was subsequently punished for being annoying.
 
I keep a small wardrobe for her here. She’s the only one who can wear such small clothes. I put her in her denim dress and was shocked that her chastity device created unsightly and unfeminine bulges.
 
Tiffany has become quite the mouth and ass slut. She also enjoys bondage. I bound her arms behind her back and made her suck big cock. She gagged and drooled.
 
I wanted to tease her as much as I could, so I flipped her on her back and played with her boy pussy. I opened her up nice and wide then got out my Liberator and Dick-on-a-stick. She rode that thing with her arms bound behind her back. That dirty whore! She was moaning and groaning and begging to let me out of her cage. Pre-cum dripped through the crevices of the chastity cage leaving a pool on the tip of her clit. Her pussy was soaking wet.
 
 I stripped off her dress and gave her a sissy lip gag. This resulted in more drool. She sucked on her favorite Popsicle until tears came out of her eyes and snot dripped out her nose. Down on all fours, she got fucked with the very thing she just ate!  Nasty.
 
More bondage, more butt play, finally a release from the cage. She endured as much edging as she could, then begged to cum. I denied her request and the bitch was so horny, her cum slipped out and I quickly captured it in a Dixie cup and forced her to swallow. She’s good at that. 
 
I know she will return, and I will have some homework ready!
 

Intrigued? Contact me.

Mistress J Studios is a sex positive studio that provides a safe place for personal expression. Nude male photography, male and female submission, cross dressing and gender exploration are welcomed and encouraged here.

My email is mistressjstudios@gmail.com.  I am in San Jose, California.  I look forward to hearing from you.

 
 
 
 
 
 

 

 

Set Your Kinky Goals for 2019!

A new year is finally here! An empty calendar awaits. Let’s fill it up with some kinky resolutions, as always, Mistress J is here to help.

My favorite saying in 2018 was “So many asses, so little time.” If you are reading this, chances are you are curious about Ass Play. Don’t be shy, give it a try. I have a wide variety of cocks to choose from. Something should fit.

From the smallest prostate massager to the Annihilator (and everything in between), I can accommodate beginners to experienced ass sluts. Not sure what size you can take? I can ass-ertain that question! Put your trust in me, I can treat your butt to extreme pleasure and take you places you have never been.

Perhaps you always wanted to wear panties or see yourself as a woman. I offer complete Sissy Transformations. after all, Girls Just Want to Have Fun.

Wishful Thinking

Curious about Bondage? I offer that here in the studio. I happen to be quite fond of chains. Combine chains with ass play and this could be you! →→→→→

Want to experience sweet sensual surrender? Bondassage® is for you. Bondassage takes you on a journey of sensation surprises. A deliberate sequence of motions and implements allows you to give up complete control and go toward your  deeply hidden desires. Through discipline and tease & denial, submit to Me, and I will take you on an exploration of the senses….

Take a look at my BDSM Menu page for more kinky ideas.  Together, we can make 2019 your kinkiest year yet.
 
I work with women, men, non-binary folks, couples and individuals alike. I teach, demonstrate, dominate and sensualate (a new word).

Intrigued? Contact me.

Mistress J Studios is a sex positive studio that provides a safe place for personal expression. Nude male photography, male and female submission, cross dressing and gender exploration are welcomed and encouraged here.

My email is mistressjstudios@gmail.com.  I am in San Jose, California.  I look forward to hearing from you.