Mistress' Fantasy

The other night before bed, Mistress asked me if I would ever consider having a threesome with a transsexual.  Mistress knows I have fantasies of threesomes, but my fantasies of threesomes are with 2 girls and a guy (me).  Don't blame me for this, I was born this way.  I have my "deviations", but bisexuality isn't one of them.  I have no problem with gay sex or transsexuals, it's just not for me.

Now Mistress has been with women.  She likes for me to be dressed up as a woman and some of our best sexual scenes have been with me in full feminine attire including full makeup and a wig in addition to women's clothes.  These have been extremely hot times.

Now my idea of a threesome is probably different than most.  While having sex with 2 women seems hot, this is my typical idea of a threesome.

 

Even though I can't imagine myself with a guy or transsexual, I absolutely love simulating that type of play.  I have huge fantasies of choking on a strap-on dildo shoved down my throat until tears are running down my face.

Count't find a man sucking a dildo with mascara running

I fantasize about being fucked in the ass until I orgasm without any cock stimulation (still haven't done this though).  Pretty much any porn that shows a man dominating a woman, I flip in my mind to it being a woman with a strap-on treating me the way the woman get's treated.
      

Now I am a "never say never" kind of person.  I am pretty certain with the right kind of conditioning, training, teasing and motivating that Mistress could get me to where she wants me.  I don't like the word "force", but I eventually could be coerced into crossing my hard limit if Mistress really wanted me to.  She has already done so as far as having me dress feminine so much.

I imagine my training as having to watch certain TS porn instead of any other kind.  Having Mistress tie me down and stroke my cock until I go mad with desire, all the time telling me what her plans are for me.  Making me repeat what she says until I can't think of anything else.  Making me simulate bi-sexual activities with toys as much as possible.  Of course cum eating is also an important aspect of it all.

And now for some images for Mistress and her TS fantasy

A hot scene

I was perusing my blog list and came across a post that spoke to me in a way that coincides with my mood.

A slave is tied down on a table, exposed and immobile.  He has a machine slowly fucking his ass.  His Mistress has rolled a condom on his cock and is using a Venus 2000 masturbation sleeve to tease his cock.

In the next shot the machine is still slowly fucking his ass. You can barely see it, but he cums into the condom as the Mistress removes the stimulation on his cock and rubs and squeezes his balls to get more cum to release.  I imagine it was a ruined orgasm instead of a full orgasm.

In the next shot, his Mistress carefully removes the condom to keep it's contents inside and proceeds to drip the slaves cum into his mouth.  All of this is happening with his ass still being slowly fucked by the machine.  If I was in his shoes I would have a hard time opening my mouth.  I like to think I would have a gag in my mouth that would not allow me to refuse my cum.

Next, the slave is locked into chastity again.  I am not sure why she stopped the machine.  I wouldn't.

Lastly, Mistress leaves her slave, still bound, still being ass fucked with the nasty taste of cum in his mouth.  I can only imagine the thoughts running through his mind afterward.  I know mine would be shame and disgust, but at the same time strong mental arousal.

Very hot indeed.

Thoughts of torturous orgasms

For a guy that is trying to set a personal orgasm free record I am surprised on today's fascination with ruined orgasms along with post orgasm torture.  One down side to long term denial is the eventual orgasm isn't as good as one every few days.  

There are several ways that I find arousing.  The best one is a long slow tease.  Without even getting close to the edge.  Going mad because even the feeling of orgasm is so far away.  After a sufficient amount of time, some edging.  

I can't say for sure as I don't remember, but it seems the best torture is to be edged close enough to the edge but with zero intention of allowing an orgasms.  Working my cock time and again until I end up dripping several seconds after Mistress stops stimulating my cock.  The goal being that I leak several times with never approaching orgasm until I am completely drained.  

The next worst would be similar to above, but eventually allowing an orgasm, but with us both knowing that when I do orgasms, the stimulation will not stop, no matter how much I scream and beg.  I love to think that Mistress could force a 2nd orgasm to torture me again.

Now I know I would hate either one of these.  The first I would hate the most as I wouldn't even get the pleasure of an orgasm.  I am guessing it's also the way I would be ramped up the soonest afterward.  

Having zero control over how Mistress would drain me is the only reason I find this concept so hot.  Knowing that my orgasm would suck would be such a mind fuck.  

I also believe that either option would necessitate the use of a chastity device for a few days afterward.  I don't think I could resist the desire for a real orgasm until my libido got built back up.  In addition to removing the desire to cheat, it would also make me hornier faster.

Here are some videos of ruined and tortured orgasms.

Maitresse Madeline Compilation

https://xhamster.com/movies/7376911/handjob_ruination.html

The best one ever

https://xhamster.com/movies/2775417/amber_rayne_femdom_handjob_ruined_orgasm.html

https://hcbdsm.com/video/ruined-orgasm-with-post-orgasm-torture-6881.html

http://www.xtube.com/video-watch/Absboi-intense-edging-and-cum-explosion-27289371

https://xhamster.com/movies/2737244/milked_from_behind.html

https://xhamster.com/movies/2644448/heavy_tied_in_plastic_to_post_orgasm_hj.html

https://hcbdsm.com/video/post-orgasm-torture-8712.html

https://xhamster.com/movies/6710740/5_orgasms_from_handjob_post_orgasm_torture.html

https://xhamster.com/movies/2635591/heavy_tied_9_mn_post_orgasm_handjob.html

https://xhamster.com/movies/3390799/handjob_on_tied_guy_with_post_orgasm_torture.html

Soaked

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Butt Plug Thoughts

I have been sitting on this for over 45 minutes when I started this post.

I still have an hour and 15 minutes to go.  In addition to this I am in my heels, dress and panties.  My mind is a horny mess as well.  Normally when I put the plug in, I am on my knees with my chest resting on the edge of the tub.  Comfort is my only goal.  This morning was different.  I lubed the plug and my tight hole with one of my legs up on the edge of the tub.  With my 6" heels I felt so slutty raising my leg like that.  I soon realized that I was tighter this way and needed to change positions if I was ever going to get this in my ass.  I almost went down on my knees but I wanted to try something different.  I bent over at the waist and locked my knees.  I slowly pressed the plug up against my hole and I pushed in a millimeter at a time, and pulled back out going back and forth.  I looked down and saw my legs in heels and my dress hiked up above my cock.  I felt so submissive and slutty taking it up the ass this way.  I imagined Mistress behind me pushing the plug in.  When I got to the widest point of the plug, I took a deep breath and pushed it in all the way.  I got flush from the strain.  I was now plugged and would remain so for at least 2 hours.  I was in subspace.

I am not plugged often, but when I am I can't avoid having super submissive feelings.  There are few things that remind me of just how desperate I can be in my need to be treated poorly.  In fact I am clenching my ass, trying to take the plug in deeper.  Sitting is easy, almost erotic.  Walking around is a challenge.  The constant stimulation of movement triggers the colon to want to expel it.  Keeping it in becomes a task. The worse part of wearing the plug is removing it.  The emptiness, the lack of stimulation on my prostate is a big let down. When the plug comes out, I will feel it for hours.  I will miss it.

Writing this post has me thinking about a couple of the more devious ideas I have read about.

• An hour in and an hour out.  All day.  Making the sub insert and remove the plug is more torturous than wearing the plug for an extended time.  The removals leave that empty hollow feeling, and the insertions irritate the hole in just the right way.  It's like a super slow ass fucking.
• Wearing one to bed.  I have never done this, but have read it can cause some interesting dreams.   Not sure how easy sleep would be, but I certainly would have sex on the brain.

Wearing this plug also has me thinking about things Mistress and I have done.  Of course a strap on dildo.  I love the helplessness of taking it in the ass.  Also a TENS controlled butt plug.  Having electricity pulse my ass and make it contract against my wishes.  That's a real mind fuck.

In closing, I am loving the things Mistress is making me do.  Dressing in feminine clothes.  Locking my collar around my neck.  Making me plug my ass.  I yearn to do more, to suffer more.  Thank you Mistress.