Thursday, October 24, 2013

Discreet Play

August 26th, 2013

Today I met Sir Brian for coffee, we had spoken on the phone the other night and I loved what I heard, he's very interesting, and a sweet guy.  I arrived and he was geared up in full leather!  Ballcap, vest, tight jeans, and harness boots!  We had some great conversation and it turned to kink and play, he made it clear that he cared about my needs and safety, if I had any questions that I could ask him.  Just how I want a Sir to act, just how I treat my own boys.

He then proceeded to toss an orange bag at me which had been sitting under his seat, he told me "Go to the bathroom, and put this in. Also, fill this up." he handed me the empty water bottle that he had me drink earlier during our talk.  I froze.  Did he really just ask me that?  There was a buttplug in there for sure, I knew it without even looking.  However I wasn't confidant with pissing in a bottle just yet, especially given the location we were at.  I explained how I felt about the bottle, so he sent me with the bag by itself.

As if I was automated, I got up and went into the bathroom, I couldn't believe what I was doing as I locked the door behind me.  I opened the bag.

A condom, a small bottle of lube, and sure enough a small black buttplug were sitting inside.  Fuck, what the hell was I doing?  I slid the condom on the plug, lubed it up, and gently pushed it inside of me.  I couldn't believe I was doing this! I was incredibly nervous.  I cleaned up and returned to my seat, the plug was a new sensation, uncomfortable when walking and even more so when seated, like a bad scratching up my ass.  Shifting my weight in the seat was torture.

At one point Sir Brian stood up and excused himself, and then after a while he returned with a new drink, and placed a now full water bottle of his piss on the table.  He then proceeded to drink it in front of me in one go.  Wow.  This guy is intense.  I was nervous, but also excited, I told him I wasn't sure what to expect, but I wanted to give this a go.  He said while walking me to the car that I am to keep the butt plug on me at all times and to insert it at his command.  I am really eager to see what happens with him.

Play Safe Dear Reader

The Return of My Aussie Boy

August 24th, 2013

Stephen returned this weekend, he arrived this afternoon and we started things off with a nice long hug hello!  I really missed him.  Upstairs I gave him his tasks to do as my chore boy, my dishes, my laundry, my bathroom to wipe down, and other such chores.  He enjoyed them as I busied myself with my own tasks.  I had him perform all of his duties in a jockstrap as a good chore boy should!  He said he enjoyed being my chore boy as he liked cleaning other people's places because of the visual result and the feeling it gave him.  There was no pressure on him to make a decision on where anything goes, he doesn't have to live with it.

We went out and did my shopping, and I unfortunately beat him to paying for it, as unbeknownst to me he wanted to be more than just my chore boy, he wanted to pay for everything for me.  What an incredible boy I found!  Back at the house he put away the shopping, finished the laundry and then treated me to dinner across the street over very entertaining and amusing conversation.  He's so fucking cute and so eager to serve.  Back home we showered together and it was time to reward him for being such a good boy.

I tied his hands and legs, blindfolded him, and prepped his tight ass, he was so hot bent over and helpless.  It felt wonderful sliding slowly into him and gently making love to his hole.  Slowly, gently, easing myself inside, listening to him enjoy my manhood in his boyhole with soft moans.  I fired up, more and more, drilling and fucking him, until I was close, I flipped him on his back, bound legs over my head, staring down at this hot, helpless, rugged Aussie boy and I was fucking his tight little hole!  I blew my sweet load inside of him and savored the afterglow!  Fuck was it hot!

I slowly unbound him and he worked his cock, his meaty, thick, uncut cock until he shot his cream all over his chest, but he wasn't finished!  He wanked and milked himself until he shot again! Damn! That always makes me jealous! I envy guys that can shoot twice, and it was just as much cum as his first shot!  Cleaned off, we lay there panting, until we fell asleep in each other's arms, listening to the drunken revelers outside.

In the morning I let him sleep in and I showered, he woke up soon after, and we went out for breakfast and again he treated me over more stimulating conversation.  I really like this boy.  Returning to my place I gave him more tasks before he had to go and catch a bus up to Hollywood, soon flying back to Australia.

My only regret is not getting a picture with him in my collar.

Thank you Stephen, you are an incredible chore boy and a very fun friend to have.  Come back soon, baby, my bed's always warm for you.

Play Safe Dear Reader

Wednesday, October 23, 2013

An Eager Chore Boy

August 20th, 2013

Today I met up with Jimmy at a local cafe, he took me out to lunch at a pub nearby and we continued our discussions.  He wants a Master, and he is very polite in his deep submission, opening my door for me, calling me Master and Sir, buying my meals and offering me drinks.  Already showing a lot of promise!  We headed back to my place, and I had him strip to his underwear and worship my sneakers.

He loved licking my shoes, and so much so that he even did the soles! Wow.  I ordered my shoes to be removed and then placed my socked feet upon his face after ordering his head under my desk so I could busy myself with tasks I needed to complete as my stinky socks were worshiped.

I put him to work as a chore boy, he did my laundry, emptied the trash, and cleaned my dishes.  He was very nervous, and he made it obvious as he was clattering the dishes excitedly.  What an eager boy, this one.  I laughed as I could see my submissive self in his place, serving a Master I had a huge boner for, only so eager to please and to serve.  When he went down to change the laundry to the dryer, I took the chance and changed into my leather jock, boots, harness, and Muir cap.  Once back up he was ordered to lick my boots, which he was very eager to do!

After watching him a while, I ordered him to slide a condom on my dick and serve me.  Wow.  This boy is very good at pleasing his Sir!  Damn!  We enjoyed the remainder of his visit, he folded my laundry and even put my shirts up in the closet according to color.  I'm keeping this one, he's super shy and very eager to please.  I'm looking forward to having him sweep the stairs next!

Play Safe Dear Reader

Tuesday, October 22, 2013

The Little Brown One

August 19th, 2013

Today I had a boy nicknamed The Little Brown One come over, we got along great over our initial coffee meet and I was very eager to play with him.  He arrived with gear and after deeply kissing or hellos, he produced a bag of leather including harness, leash, collar, and more.  All red leather, woof.  I had him change into his harness, jockstrap, and shorts while I took the time to change into my own bulldog harness, and leather jock.

TLBO looked amazing in his gear, and when I slipped that collar around his neck, and clipped my leash, he was mine.  He told me he wanted to serve, so I tasked him with massaging my body, and kissing it.  His hands worked my body very well, releasing tension and helping me to relax.  After a long and wonderful massage, I ordered him to suck my cock, and he did so with great care and skill.  I loved every moment his mouth was bobbing on my dick!

I then ordered him on his knees in the living room where I tied his hands behind his back, hooded him in his latex hood with only his mouth exposed, and proceeded to reward him for his service.  I kissed his beautiful body, licked, nipped, and bit him.  Pulling down his shorts to expose his sweet ass I then kissed him deeply and continued enjoying his body and the resulting moans.  Satisfied, I walked him to my bed, unfastened his jock and bent him over.  I lubed up his ass, slid on a condom and made slow, gentle love to his hole.

He was helpless, bound, hooded, and my cock was up his warm, soft ass.  It was incredible.  I slid in faster, harder, told him he was a good boy, started really fucking him.  He moaned more, louder! I slammed his hole! It was amazing!  I shot my load! YES! Oh fuck yeah!

After cleaning up, we talked a bit in the afterglow.  He likes to clean.  It looks like I have a new chore boy!

Play Safe Dear Reader

Monday, October 21, 2013

Lover of Punishment

August 13th, 2013


Today Sir John came by for a visit. I haven't seen him in a long time so I was especially eager for his presence to grace my home. He carried two heavy bags of gear with him, which he then let crash to the floor once he was inside and greeted me with a wonderful, slow kiss. His arm pulling me close. Eventually we were on the bed, cuddling and embracing, I love the comfort I feel in his arms.

I was stripped to my red jockstrap, I wore it specifically for his visit, as he enjoys dominating a boy in a jockstrap, and I'm all about pleasing him as much as possible. I was then hooded in my neoprene hood, only my mouth exposed, completely blind, my ankles bound in leather straps and locked together, my wrists bound behind me in locked leather restraints. He then allowed me the pleasure of sucking his long, beautiful cock. I worshiped it, took it as deep as I was able! I lock sucking cock, especially the dicks of my Sirs!

It wasn't long until I was put on the bed and prepped for play, he took off my hood and the rush of air and the light disoriented me. I was then gagged with hankies, and bent over. He put the jar of Elbow Grease in front of my face and I knew it was coming. I breathed slowly, anticipating my fate, it was going to hurt...just how we liked it.

My ass prepped with grease, his rubbered cock slicked up, he entered my eager, hungry hole and proceeded to make me his bitch. Over the next hour or so, I would be ravaged, torn into, banged, slammed, and brutally fucked. I was given a brief period of relief, I was untied and held close to Sir John as we lay there on the bed. My body exhausted, my hole ravaged, I held onto him, the man who brutally fucks me as he read an article in an issue of Instigator that I keep by my bed.

I was at peace, I was his fucking boy, his eager-to-please bitch. Then the peace came to an end, as my body was bound once more and my hole begged me to stop him but I let him tie me, gag me, and I let him tear into my abused boyhole as he wished. He leaned in close, I whimpered, he growled in my ear and told me he knew how much it hurt me, how much it pained my hole when he fucked me, and he told me how much he loved fucking me and making it hurt. How much he loved having me as his bitch.

I whimpered, cried, and screamed into my gag, he pounded and slammed into my ass ruthlessly, mercilessly. Savagely. Like a predator tearing into his helpless prey, I could only scream and sob, but it felt good. It hurt so badly, my body protested every slam of his cock up my ass, but I knew he loved my screams of pain. I loved that he loved it. When I knew my body was at its limit, I shook my head and the fucking ceased.

He untied me and held me close as I shuddered and held him tightly, dazed, worn, exhausted.

"I love you, Sir." I said, weak and exhausted.
"I love you, too, boy." came his gentle reply.

He then rubbed his dick over my body until he shot a great load with a loud roar, and I was then given the pleasure of being jacked off and tortured with in edged pleasure for a good while before being granted permission to jerk my own cock and shoot a load of ecstasy and relief all across my naked body.

I lay there, spent, thanking him. I love him and his savage side of sadistic beastly power.

You'd never guess by just a glance, that this tall, handsome, clean cut man can be such a wonderful monster. Thank you Sir!

Play Safe Dear Reader

My Aussie Boy

August 7th, 2013

Today I had the pleasure of meeting Steve, a boy all the way from Australia who was visiting some friends.  We had talked online for a good while and really got along, a very chatty and fun boy to talk to.  We met up for lunch and got to know each other, talking about the fun differences between our countries and feeding my hunger to travel abroad and explore the rest of the world.

We headed back to my place where I discovered more about him, he's a very submissive man who wishes to be led in the way that it's not about him, it's all about what pleases me.  I like that a lot!  We cuddled, made out, damn he's so cuddly and adorable.  He gave me a very relaxing back rum, one of my favorite traits for a boy to have is eagerness to massage my body.  I told him to go into the next room and fetch a flavored condom, as I dressed in my harness and Muir cap, I ordered him on his knees, collared him, and snapped on my leash.  He was all mine now.  Completely my property, to do with however I wished.

He slid the rubber on my dick and gave me a beautiful blowjob.  Nice and slow, easy and gentle, like a good cocksucker should.  When I was satisfied with his fantastic oral skills I put him on his knees, and skullfucked him.  Driving my dick as far down his throat as it would go!  Damn it felt great!

I then took my dick from his throat and shoved the leash handle in there, with his hands on his head, pulled off the condom and went to clean up.  We cuddled more and he then began to give me a great handjob of his own free will.  He's good and slow, you can savor every stroke, it felt amazing as it slowly built up the pressure in my body, hornier and hornier, more and more eager to erupt until I finally shot!  Fuck yes!

After I wiped down, and cleaned up we talked about cash submission, and how he wanted to treat me to dinner and a little more.  I told him how serious I took money play, and he understood.  I love this boy, he even asked if he could call me Sir outside of the bedroom.  This one's a keeper.

Play Safe Dear Reader!

Friday, October 18, 2013

Going Back Under

August 5th, 2013

Today was a mild day, and as a surprise Tyler came back over as a last minute guest.  I really enjoyed his last visit where he introduced me to hypnosis and pomodoro (a 25 minute timer exercise that keeps me focused on my tasks, what I have to thank for getting all these blog posts done and caught up with!).  I loved feeling his tall frame embrace me.  I really needed a hug and close embrace after an emotional weekend.

He started with kissing, and we caught up before he threw out my trigger words and relaxed me.  The hard part about writing down our sessions is the difficulty in remembering what goes on during them.  I recall that whenever he attempts a command that doesn't have an immediate effect I become very sad, disappointed and afraid that it will never work on me when I really want it to.  Sometimes when he's vague I get confused as to what I should be visualizing and how, wondering if I'm doing it right.  At one point we were on my bed and I was allowed to play with his dick, it was huge!  I slid a vanilla flavored condom onto his massive manhood and that cock tasted like birthday cake!

I deep throated that delicious dick as much as I could! Fuck it was hot!  He fingered my ass and tickled my prostate, damn that just made me crave his long dick in my hole so bad!  We took off our clothes and rubbed our cocks side by side, jerking off together, kissing, caressing, until finally shooting all over my chest!

We showered together and I was seeing him off when he used one last  trigger word right before he left, making me feel drunk.  He lifted the word with a text message a few minutes later when he got to the car.  This is some pretty fun and powerful stuff and I can't wait to go into deeper trances, as well as finally meet Neil the erotic hypnotist!

Play Safe Dear Reader

Thursday, October 17, 2013

You Look Good in My Leather

July 29th, 2013

This afternoon Dylan returned and I was thrilled to see his adorable face again.  As an experiment I told him to put on my leather harness and leather jockstrap to see what fit him and how he looked in them.  I was completely right, he looked amazingly sexy in leather.  His slim frame just works perfectly with a simple strap harness and it'd be hard for him not to look sexy in any kind of jockstrap.  He makes for a perfect leather boy, all he needed was some boots, and my collar around his neck!

  I ripped off the jockstrap and ordered him to my room, slid on a condom and had him service me.  I love how he can go for ages, I can lie down, and just doze a bit after a long day while he sucks my manhood so eagerly, happy to please me, and very well.  

Eventually I couldn't ignore the urge I had to fuck his brains out, this time we'd try to put him on his back and see if that felt any better than last time.  I fingered him a bit to try and loosen him up, help him relax before I slowly slid into him.  I fucked him on his side, and on his back watching his face wince in pain and hearing his gasps did turn me on in a sadistic way, boys in pain and peril is a fantasy thing of mine.  The helplessness, the noises they utter, it makes me hard.  It also took all of my will not to ravage him then and there, I really wanted him to enjoy it but it was obvious he wasn't.  However I am proud of him for taking so much.

After I slid out, he served me with a fine handjob, and I shot over his leg.  The boy looks great wearing my spunk! Woof!  Into the showers, I held him close, feeling his great body against mine, I always get a great feeling whenever I hold him close, protecting this beautiful young man who is exploring himself.  I love washing his great figure, watching the soapy water slide down his chest and hips, fuck is it hot.

After seeing him off, I received a text.  He really enjoys playing with me, and getting that conformation just makes my spirit soar!  I made someone feel amazing, fuck yes!

Play Safe Dear Reader

Wednesday, October 16, 2013

A Date With a Hypnotist

July 25th, 2013

Today I met Tyler, who had told me about the erotic hypnotist, Neil, and who is a hypnotist himself.  We met for lunch and discussed the practice of hypnotism, how it is further from the swinging pocketwatch, and swirly disks so many people get the wrong idea from thanks to cartoons and movies.   Hypnosis is more about the power of suggestion on the human mind, getting deep into a person's head without them really realizing it, and always having the ability to resist, if they really didn't want to do something they wouldn't.

We headed back to my place, watched a couple funny videos together, and then when he asked if I wanted to cuddle, I was thrilled!  When we hot the bed I found myself cuddling this very cute, curly-haired ginger with a great chest in a tight black shirt!  He's fun, mischievous, and silly.  He asked if I wanted to try some induction and I was only too eager to say yes!  I had been hypnotized over the phone before, but over time it lost the effect for some reason, seriously depressing me because I thought it was gone forever.

He did a finger touch on my forehead, and was able to sway me forward and back with a physical suggestion, he put me under and deep, suggestions, trigger words which got me horny by saying a specific word and a number, got me drunk the same way, bound me to walls with a simple verbal command and pushing my body to a surface like the wall, and gave me a few mental tricks to help me in writing and focus (hence the increase of journal entries).

The whole experience was so cool!  I was awake the whole time, aware of everything, but it was like I was going along with it because deep down I really wanted to, not because I thought I had to.  I didn't feel anything physical, but the mental "ghost" of it was there.  The horny trigger was fun, as well as the drunkenness.  Tyler respected me and my body, and never went over the line at all, let alone near it.

He really helped me utilize tools within me that I needed to find.  I'm very interested in going very deep and seeing what exactly is inside me.  Hypnosis is real, and I am so thrilled about it.  I'm looking forward to playing with this handsome man much more!

Play Safe Dear Reader

Tuesday, October 15, 2013

Casual Encounter With a Friend

July 23rd, 2013

Alex came over today, headed out to lunch and we caught up over burgers. Came home and after fooling around on an online game we headed to my bedroom and stripped.  Still as hot and sexy as ever, his slim youthful body just begging to be ravaged, I'm so envious of his body, I want my pecs and stomach to look like his.  I slid on a condom and he went to town on my dick.  He sucked like he meant it, he's such a good boy!  It was time, I was horny, I wanted an ass to pound, and his youthful rear was just perfect for it.

I lubed us up and slid inside.  His sweet tight hole resisted at first, but not for long.  I was on top of him, laying on the bed, thrusting slowly into him, his moans turning me on more, and more.  He wanted it harder!  He begged, he moaned, faster!

"Thank you, Sir! Fuck me, Sir!"  One of the best things a boy can call out when I have them under my control! I was pounding this young man, slim tender body, beautiful ass, great pecs that I could gnaw on.  He makes such great moans and grunts.

I felt it coming!  I thrust deep inside of him and exploded with a howl!  Fuck yeah!  Take it boy!

I collapsed soon after, holding him in my arms.  Such a good fuck, such a good boy.  I slid out and he jerked off a little later while we talked about what turned us on, fantasies of men, he shot his load soon after, damn nice one too!

He's a good boy, a bit cocky, but that's what makes him moaning for my dick that much sweeter!