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Anal Training Progress Report

Posted by: thepoolboy in Untagged  on

Anal Training Progress Report

I was lucky enough to have a very sexy mistress begin training me in February. It took her a little while to decide exactly how she wanted to train me. I was trained to her liking in oral and personal service, CBT, NT and anally. This progress report focuses on her anal training program.

I have enjoyed anal play for many years, but it had been a long time since I experienced receiving any. In the past I was able to take something around 1.5" in diameter with some effort. I could never take muh more than one finger without getting worked up to it.

The first time she played with my ass she just flipped me over her lap on the bed and started fingering my ass first with one lubed finger, then she worked in a second after ten minutes. I moaned like a whore the entire time. I loved it. She did a great job hitting my prostate. She loved how she could make me moan so loudly and constantly just by fingering my ass. This is when she decided she really wanted to take control of my ass.

Shortly after that night she explained how she wanted to train my ass. I thanked her profusely. I confessed my desires to be her strap-on butt slut. She loved the idea of pounding my ass with a thick plastic cock strapped to her body. She's in very good shape so I knew she could probably work my ass with the strap-on for quite some time. I also confessed to her that I'd used my rather thick cock (a little under 2" thick) to take many girls in the ass and wondered what it would be like to be taken with a strap-on of the same size or a little bigger. She was eager to train me to take something "at least that big."

I quickly found myself buying some toys at her 'request.' I was instructed to buy a leather cock and ball harness, a 2" leather ball stretcher, the Tantus Ryder butt plug, the set of five plastic Anal Dilators (Rectal Dilator Kit). She bought a lockable leather collar and leash for me. I order all of these items from Extreme Restraints. I quickly found my ass filled with something on a regular basis. I was pretty much constantly wearing a pair of nipple clamps (I already owned them) and one of the leather toys around my cock and balls. In addition, she would _always_ make me wear my collar, when we played.

Many times she would have me stroke my cock while I viewed naked pictures of her sitting in my chair with the plug or a dilator in my ass. She never let me orgasm except in her presence, so I was terribly horny the entire time she was training me. I also had to lick up each and every drop of pre-cum that leaked from my slutty cock. Withe the amount of teasing and denial she did, this was a very large amount over the training period.

I would wear one of these for anywhere from 15 minutes starting out to around 4 hours on average when she was almost done training me at a specific size. I wore the Ryder plug to bed one night and slept fine with it stretching my ass. That was about 11.5 hours total. By that point I could slip the lubed Ryder (1.5" thick) or medium rectal dilator into my ass in under 5 seconds.

She trained my ass consistently for about 8 solid weeks, before her career began to interfere (hours & a relocation). At the end I picked another couple toys, the Tantus A-bomb and the Suction Cup Anal Initiation Kit (three suction cup dildos). I have not been able to get the A-bomb into my ass, but that was her objective for me so that she would know I could easily take a 2" thick strap-on dildo as rough as she wanted to give it. She knew I was an anal slut and used that knowledge to control me and push my limits regularly. At the end of each session, which was at least twice weekly I would provide her with a detailed training report via email.

Near the end of her training, I stuck the smallest of the suction cup dildos (1.5" x 5.5") on a chair and was able to ride it up and down from tip to base for 10 minutes. I moaned like a whore again the whole time. I wished I was riding her strap-on, while she pinched & clamped my nipples, stretched my balls and talked dirty to me about how I was her obedient slut.

I haven't progressed much beyond where I was, when she stopped providing me training assignments. I am proud to say I have not regressed either (so far). I'll summarize my current level of training. I can take a lubed 1.5" thick by 6" long object in about 5 seconds. I can take a 1.75" thick object with some effort, but I can only take about 4" of it today. If she hadn't stop training me, I think I would easily be taking on of the 2" thick toys with little effort.

Occasionally, I still practice a little self prescribed anal training. It's not the same as having my sexy domme assign it or do it herself. I would love to find another sexy domme to complete my anal & other training.

Thoughts on Autofellatio

Posted by: thepoolboy in Untagged  on

I put together some more on my thoughts after a pot to the Autofellatio thread. Enjoy.

----

When I was younger and more flexible I tried to suck my own cock or more politely put fellate myself. I am not and have not been very flexible in my life. I tried this by laying on my back and throwing my legs up and over my head. I was able to (very unsatisfyingly) lick the head. The only reason I was able to do that is because of my above average length of about 8". If I was more flexible I would have been able to get a few inches in my mouth.

It's been a long while, since I tried it.I stopped as I was writing this and gave it a quick try. I stretched my back and neck to make sure I didn't pull anything then I stroked my cock until it was rock hard and dripping with pre-cum. I got into position and I was only able to get within 1.5" of macking contact.

I like the idea of being able to fellate myself, but I'm not very motivated to put in the effort of stretching and practice to be able to achieve it. I most enjoy the exhibitionist aspect of this act. It's not really comfortable to be in this position and I would rather have a lovely lady fellate me, if given the choice between the two. I would need the oversight of a Domme that enjoyed me performing a self-suck show for her from time to time to train me to her satisfaction.

To tell the truth I do often fantasize about a Domme training me to autofellate myself for her amusement. I think about how she would give me flexibility exercises to perform in the nude both by myself and with her supervision. Then she would test me on a weekly or monthly basis to make sure I was making progress to her satisfaction. I would look forward to the rewards or punishments that would come from those test results.

She might train me by leaving me in this position for some amount of time to get me more comfortable in it and increase my flexibility. Perhaps she'd look a cord around my balls or use a parachute harness to pull my family jewels in the direction she wants my hard, dripping cock to go.

I imagine her "encouraging" me in every session with a whip or a crop to keep to her training plan. Or grabbing me by the balls and using them to pull my dripping cock closer to my mouth. She might milk my prostate while I am performing the prescribed flexibility exercises so that she can get me used to tasting and swallowing my own semen. Perhaps she would always end our autofellatio training sessions with me shooting all over my own face, until I was finally able to get the head of my swollen cock in my mouth for her.

Then once she had me trained to fellate myself as deeply as she wanted she would have me perform for her and her sexy girlfriends' amusement.

Perhaps I would be a lucky boy and she would fuck me in the ass with her strap on, while I fellated myself for her....


Start of a Spanking Scene

Posted by: thepoolboy in Untagged  on

Ma'am,

I would love to get a good spanking from you. I imagine you bend me over your lap and trap my rock hard cock between your thighs. You warm me up with a good spanking and pause to let me acclimate to the spreading warmth in my cheeks. While you're waiting for me, you tease and pinch my nipples with one hand while reaching between my legs and grabbing hold of my swollen balls with the other telling me how I've been a bad toy.

After the short break, you spank my ass harder and bring out the deep red shade. You stop again as I feel the heat radiating from my ass. You lick a finger and tease my ass with. Asking if I like more that just spanking when it comes to my ass....

I guess you'll find out what a anal slut I am in short order.


Example Fantasy Femdom Training Program

Posted by: thepoolboy in Untagged  on

Here's an incomplete fantasy of what my Domme's training program for me
might include:

- Anal Training (Anal Dilation)
- Daily butt plug wear
- Increasing sizes of plugs or dildos
- Wearing a plug in public
- Regular plug
- Vibrating plug
- Remote control vibrating plug
- Wearing a plug overnight
- Locked in with a locking anal plug harness
- 2-inch (or more) diameter plug final goal
- Anal fisting
- Using Domme's fist
- Using both of Domme's fists
- Enemas
- Cleansing prior to other training
- For retention/punishment
- Using soap/water
- Other liquids
- Strap-on Training
- Learn positions Domme dictates
- Ability to orgasm only from strap-on stimulation
- Chastity/Orgasm Training
- Ability to orgasm only from anal stimulation
- Ability to orgasm only from nipple stimulation
- Chastity devices
- Orgasms only on Domme's command
- Orgasms only with Domme's permission
- Regular (daliy?) masturbation w/o orgasm
- Erotic exercise
- Exercise in nude
- Stretching in nude
- Allows for a greater number of bondage positions
- Helps with auto-fellatio
- Amuses Domme
- While wearing butt plug
- Whip/crop for encouragement
- Wearing weighted clamps
- Wearing weighted ball stretcher
- Body Modification
- Piercings
- Prince Albert Piercing
- Guiche Piercing
- Tongue stud
- Nipple rings
- Anal Dilation
- Anal 2-inch diameter with no effort (see anal training)
- Exercise program
- See Erotic Eservice above
- Sculpt body to Domme's liking
- Scrotum Stretching
- Parachute Harness
- Increasing Weights
- Increasing Durations
- Restrain using harness
- Regular Wear
- Weighted Collars
- Increasing Weight
- Increasing Sizes
- Regular Wear
- Daily Wear
- "Torture"
- Nipple
- Clamps
- Clothespins
- Clover clamps
- Spanking/cropping/whipping
- Weights
- Genital
- Clamps
- Clothespins
- Clover clamps
- Irritants (Tiger Balm, Icey Hot, etc.)
- Spanking/cropping/whipping
- Weights
- Fluids
- Must consume all own precum no matter what
- Must consume all own cum no matter what
- Must clean Domme's pussy or ass after any sex with me
- Make him drink Domme's urine on occassion
- Journaling/blogging
- Make him keep a journal on the web
- Share all his training experiences
- Pictures of his training
- Videos of his training
 Other ideas? Please message me.
 

My Thoughts on Anal Training

Posted by: thepoolboy in Untagged  on

I am not a sissy, nor am I interested in becoming one. I am not gay or bisexual and not curious about men.

But I am interested in having a Domme or Mistress train me anally. I think there are two primary reasons for this ineterst. First, I enjoy the sensations of anal play. Second, I enjoy the power exchange associated with a Domme using your ass for her pleasure or your training.

I have never had the good forture of being taken with a strapon and that is one of my biggest fantasies today. I have been with several woman that enjoyed playing with my ass, so I have had their finger, their tongues, beads, plugs, vibrators, dildos and even my own fingers at their command in my ass. If I am lucky enough to cum, they are always incredible orgasms. In particular, I liked it when one woman would have me insert a butt plug into my ass and then have vaginal sex with her in the positions she dictated. It was an out of this world experience to feel all the stimulation on my cock and prostate at the same time.

I am also enjoy giving anal play as much as I do receiving it. Much of my initial experimentation with receving anal play came from my partners' and my curiosity about my response to being on the receving end. I was surprised to find I really enjoyed it, when done correctly.

As I mentioned, I would love to find a beautiful Domme to fuck me with her strapon until I shot my cum all over myself. It's been quite some time since I have been lucky enough to receive any kind of regular anal play. I know that my body need to be trained to re-accept most of the items I was able to take in the past.

I must confess I have fantasies about anal training and anal dilation as well as taking a strapon. Sometime I think about a Domme working me up to taking something larger than my own cock in both length and thickness with little or no warm-up before hand. I would really love to find a Domme extremely creative and playful to take me through such an experience.

I would love to hear more from both Dommes and slave about anal training and dilation. Do you have any particular training programs that you use or have used?

You scored as A little bit of both. Hey, you love to be in control and out of it. You don't care what position you are playing as long as you can switch around from time to time. Maybe you prefer one over the other (submission/domination) but you don't mind to be the other. Yeah, I know you think it's hot.

A little bit of both

100%

Submissive

90%

Dominate

60%

Are you Submissive or Dominate?
created with QuizFarm.com

Bondage Dom or sub Quiz Results

Posted by: thepoolboy in Untagged  on

You scored as sub. you are defintaly a sub you need to find a dome to tie you up

sub

80%

dome

55%

you dont like bondage

0%

bondage dome or sub (now with pics)
created with QuizFarm.com

MY CBT Experiences & Thoughts

Posted by: thepoolboy in Untagged  on

I keep my pubic hair well trimmed and shave my balls. I have found that both vanilla and kinky girls love the feel of my shaved scrotum skin. They all love to touch it and lick it. I really enjoy all the extra attention I get to my scrotum and balls just because I started shaving my scrotum daily.

I enjoy having my scrotum and balls played with as part of teasing session or a teasing and denial session.

I love it when women use my scrotum and balls as a leash or handle to move me in and out of position as they desire. Sometimes vanilla girls do this as part of fellatio, which I find pretty exciting. Something very similar to this that I love is using some type or cock and/or ball restraint to attach to a leash and lead me around.



Femdom Fetish Quiz Results

Posted by: thepoolboy in Untagged  on

Facesitting. Your favorite Femdom fetish is Facesitting. You love for your gf/wife/mistress to sit on your face, and forcefully make you give her oral - or maybe even just make you smell her and be smothered/breathless by her in this way. You enjoy the degrading, humiliating, very domineering feeling of it all. She may force you to give oral-anal as well. Either way, you enjoy the pure erotic control she has over you.



Orgasm Control/Denial

100%

Facesitting

100%

Lesbian Femdom


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