Stroke 10

November 28, 2024

I knew there was a reason I kept that empty sparkling water bottle.  

If we’re being honest, sparkling water does nothing for me.  It is in no way my jam.  

I figured since I'm cutting down on my sodas, I’d try it as a substitute.  Well, it didn't satisfy my taste buds but the bottle was surely put to good use.

12:24pm

I squatted myself in front of the camera dressed in a black t-shirt, my signature black leather jacket and  white socks with red and blue stripes at the cuff.  I had my shades on with my black leather gloves in my tighty whities. 

I set the photo timer to get a few selfie shots standing and posing for the right moment.  Slowly I began rubbing between my legs; not just my dick, but my balls and taint as well.  I started to get hard. 

I decided not to take my dick out of my drawers.  Since I've been into ass play lately, I decided to focus on that area.

A few weeks ago I purchased a bottle of sparkling water.  After finishing it, I decided to wash it out and put it with my stash of toys.

I got the bottle out, laid on the ground with my legs open and looked for the entry to my hole.  I pushed and pushed until the material of my underwear would no longer allow.

I had made a distinguishable imprint in the underwear so that it was noticeable where I was pushing.  

Using a key from my keyring, I punched a small hole right in the center of the imprint.  With my fingers I widened the rip.  I grabbed the bottle and began to push.  The hole was not big enough.

I took my leather gloves off and replaced them with my black, disposable, nitrile gloves.

Again, I ripped the hole a bit wider.  I picked up some lube and the bottle.  I lubed up the neck of the bottle so that it was well oiled along with my gloved fingers.  I squatted down to the ground and greased up my fuck hole with plenty of white lube.

I sat down and began a slow bounce as the neck of the bottle invaded my anal canal.  

Eventually I laid back, spread my legs and pushed the neck in and out while on the ground spread eagle.  

I had enough.  It didn't last very long.  I am still very tight.  As a matter of fact I'm so tight you could hear the suction when the bottle popped out of my hole.  

This one was definitely a fun one.  I look forward to many bottle rides.  Whether someone pounds my pussy into next Wednesday is yet to be known.  But for now I am enjoying breaking my "fairly good condition" cherry in with assturbation.

STROKE 9

November 24, 2024

Sunday 9:40am

I arrive at the hotel to get the last of my stuff before check out. I had gotten most of the stuff out the day before but I did have a few items in the hotel that I left; One of those being my E -Stim kit.

Yesterday I trained my throat.  Today I will be stimulating my other hole. 

I bring the E-Stim kit because I've tried it in the past and enjoyed the feeling.  

I try it in various locations but no place feels as good as when I use it on my asshole.  Therefore, I decide to revisit that location.

About 10:00am

It's a pretty sunny day for November.  It's not quite late enough in the day to feel its apricity, but the rays irradiate the room all the same.

I leave the black out curtains open for now but close the lace curtains so that I can enjoy the sunlight and still have some privacy. 

I turn the heater up so that it is warm enough for me to walk around either in my underwear or naked.  I strip down to my tighty whities and lay face down on the bed.  I feel myself getting aroused as I entertain the thought of my planned activities. 

As I begin to swell, I slowly grind my hips into the mattress. 

It feels alright, but a pillow would feel much better.  I gather two pillows, place them down lengthwise to my body, and climb on top.  My upper body relaxes against the top pillow as my hands grips the lower one pulling the soft material into my crotch area. I begin to fuck and hump.  

The underwear are much tighter. I am totally hard.  I decide to take off my drawers.  I get back to mounting the pillow with my bare body.  

I raise my hips up and lower them and up again.  At one point I raise my hips up and just keep them raised in the air with my hole exposed.  I stay that way as I spread my ass cheeks as wide as I possibly can. I lay there like a horny bottom waiting for a stud to take him. Although there is no one there to come behind me and give me a good ass pounding; my hole twitches as if there is. I begin to moan. I could almost feel it going deep inside me as I lay prostate on the bed.

I turn around and lay on my back.  I spread my legs wide. I place my middle finger in my mouth and suck and lick.  I get it nice and wet with my spit.  I push it in as I stroke my dick.  I stroke myself right to the edge as I feel my finger intruding my butthole.  

A few minutes later

I bring the E-Stim out.  Instead of using the big square electrodes, I use the long thin ones.  They fit better around my hole.  

One goes right above my hole, one below. One to the left of my hole and one right on top of my it.  

I turn it on. It is only at two right now.  I don't feel anything.  I turn it up: Three, four, five. 

I feel it pulsing, making my hole twitch like crazy.  I begin to moan.  I'm loving my hole being stimulated and worked. I cannot help but to moan as I feel the sensation taking control of my ass.  It is only a matter of time.

A flood of cum gushes out on my belly.  I lower my legs and relax my body as I come down for the assgasm.  I clean up the jizz with a washcloth and get ready for check out.

STROKE 8

 November 23, 2024

 Saturday 8:00 AM

I got everything packed for my three to four hour get away from home.  Today is the day that I decide to rent a hotel just to get away for a few hours to enjoy some time to myself.  With the husband needing more attention due to some temporary ailments, three to four hours is pretty much the time that is allotted to me.  Maybe later I will go back to the hotel, but for now I will work with what I've got.

8:30am

The husband is asleep right now.  I go into the office closet where I keep my duffle bags. I fill it up with goodies I use when I go to a hotel.  

There are two types of packing I do for my hotel getaways: I would either pack a bag of my BDSM gear such as restraints, toys etc. for the subs I play with or pack a lot of underwear and costumes when I'm by myself and want to take some sexy pictures and update my images.  

When I had much more time on my hands, I would totally raid the box of clothes I used on photo shoots when I shot Male Nude models. Now that I no longer shoot, I've taken claim on them for my own pleasure.

Cowboy shirts, cowboy hats, superhero costumes, sexy underwear and lingerie all make for interesting and fun concepts for a shoot whether with a model or by one's self. 

And then there is my signature wardrobe.  I call it my Daddywear.

Usually this would lead to a bate session so I also include some of my leather, lube, magic wand, and a Flesh Jack; not that I would use all of that; if any.

I just prefer to have it available in case I decide to go there.

10:38am

I get to the hotel later than I wanted to due to a discrepancy on the price of another hotel.  I decide on the one a little further east.

I get into the room.  I immediately drop all my stuff right into the center of the hallway.  Worn out and thirsty from tugging along all the stuff I brought, I think to myself.

"Why do I always bring all this crap when I don't use half of it!"

I did bring more than necessary for just a few hours: A large duffle bag with my light, tripods, camcorder, my iPad another bag with my outfits and costumes and two additions that I normally don't bring: A dildo and my e-stim.

I decided to bring those because for the last few months I have been focusing on my hole. I have been working on training my hole to take dick; something that hasn't happened in a long time.  I have had a few recent times like two or three in the recent years, but they were very short moments due to not being able to handle someone being inside me for very long.  Needless to say I am a lightweight but it does feel good trying.

Even though I am 95% top there is that 5% that will always keep me craving the D. 

I started out two decades or so being much more versatile.  Though now, I'm mostly a top, I plan on staying as versatile as possible.

Around 11:00am

I get into the shower to get clean as I prepare for my time.  The water is warm and comfortable. I later up and wash my body, paying close attention to my genitals.  Slowly I rub the soapy cloth over my torso down lower to my crotch, gently caressing my dick, going down to my balls.

My cock is totally flaccid.

Whether I get an erection or not is not a big concern for me.  I am just enjoying the time I have to myself and the touch of the cloth cleaning my crotch.  The cloth goes lower and lower down to my taint.  This is the spot that gets me going.  I am still not hard but a moan comes out of me as the cloth discovers my lower region.  

I continue the path from my taint to my butthole.  Finally I reach around and rub.  I rinse, soap up once more, spread my cheeks and probe inside and out until my hole is soapy.  I rinse thoroughly.  I stand in the shower for a few minutes and let the warm water rush over me.

As I'm enjoying the shower, I feel a slight urge to pee. It is not a prominent urge.  I figure I might as well try since I'm in the shower anyway.  It takes a moment, but it finally comes out.  It is not a lot.  It is more like a trickled stream that last but a few seconds.  

Earlier I mentioned that I was not erect.  Well, I'm still not erect.  However my piss is thick with precum so there is no doubt I'm horny.  I have bated with my piss before which feels great but to stroke when piss is mixed with precum is a whole different level.  I stroke my pissy cum covered dick and it feels amazing.  I am still not hard but the feeling is sending me to the edge even without an erection.

I feel the electricity tingling all over my body.  I quickly cease.  I don't want to cum so soon.  

I get ready to exit the tub.  I grab the towel and begin to dry off. As I'm drying off, I feel a growing tumescence as I dry my crotch.  This is the first erection I had since I got to the hotel.  It is not a full erection; just a partial.  But it feels good all the same.

I finish drying off and migrate towards the bag with the clothes.  I feel in the mood to update my pictures.

"What do I want to start off with?"

I skip past the jockstraps.  

No tighty whiteys for now.  I try on the cowboy hat.  

"No."

I pause as I see the Batman mask and cape.  

"Maybe I'll be Batman and fight crime today," I giggle.

"Actually that wouldn't be a bad idea!"

There are numerous pairs of underwear that will go with the concept but I choose just the mask and cape.

I set up the tripod and iPad to get a few shots.  

I maneuver myself in various positions.  As the cape hits my body I feel the blood rushing between my legs again.

Maybe some of the physical  excitement is how the cape tickles my taint as it falls on my skin.  Some might be how I gyrate my groin onto the material up and down, on my back with my legs wide open.  Some of it may be the excitement of being in front of the camera.  I love seeing myself whether I'm fucking some hot stud, posing in front of the camera or stroking. I love to watch myself.  

It has nothing to do with vanity or being an exhibitionist because exhibitionist, I am not.  I am much more of a voyeur than anything.  I just love seeing myself express my sexuality in the most freeing way.  

I am fully up and stroking my cock now.  I am into the bate good but not lost in it nor do I really want to be.  I just want enough to bring me to that edge and stop.  I finally get there after stroking my shiny, well lubed, pulsing dick.

11:52am

After taking a few minutes to bring me back down, I decide to move on.  After that build up, I'm looking not for the next costume, but for some item or toy I can bate with.

I'm horny but more as a receiver.  As I mentioned before, I have been working on training to be more versatile. 

One thing I usually do with all my subs is blindfold them or cover their eyes in some way when I train their throats.  Not always though.  Sometimes I just want those eyes looking up at me while I gag them down.  For the most part, however, I have them blindfolded.  This helps to take away visual distractions and focus more on being a hole.

I decide to do the same for myself.  I put on my well used "Hole" beanie.  I pull out my black dildo, pull the beanie over my eyes to block sight and begin to train my throat.  

I have been told that I am a good cocksucker. However, I want to work on my stamina and deep throating skills.

Since my last bronchial infection, my gag reflex has been lacking.  I begin to go down.  I am unable to reach my normal capacity due to my bronchial spasms.  However, having an object down my throat is just what I need to get me in the mood to be a good hole.

I suck and bob, bent over, legs spread, ass exposed going down on my black dildo in a spit roast position being the hole that I long to be. I begin to moan as I feel the cum oozing onto the bed sheets.

I feel the utmost relief.  I wipe the puddle up and lay back and catch my breath for a moment.

12:15pm

I pack up to go home.  I take mostly everything I brought but leave a few things.  I do this so I will have a definite reason to come back in the morning before check out.  I made a hole out of myself today.  I will see what tomorrow will bring.