Plans Gone Awry

my Valentine’s gift to myself this year was to be an encounter, a play session, with a Dom from the Northeast USA. He was coming to my area for a marathon race of some sort. W/we met on recon.com.

W/we wrote and texted for about 5 to 6 weeks planning and anticipating O/our brief time together. W/we exchanged additional photos. And i began to feel trustful…well, as trustful as one can be of an unknown Internet persona.

Anyway, He had assured me He was staying close to the city i live in. However, the Monday before Valentine’s Day He said He was staying in an Air B&B house in a city that was a 45 minute drive away from my home. To say i was disappointed is an understatement. Actually i was pissed.

Because of my current relationship status, and the state of my relationship i do not have hours on end to dedicate to BDSM play. It would be one and a half hours just in travel time. And, He wanted a long, possibly overnight encounter, which i could not possibly do.

i suppose my anger and frustration turned inward because i began to feel ill….like i was coming down with a cold. Coughing. Chills. Body aches. Headache. But, i was still planning to go. We’d arranged for the day after Valentine’s Day for my submission to impact play.

On Valentine’s Day i decided not to go. Mostly, it was the drive. And a bit of trepidation about not really being able to adequately vet an out-of-towner. And a tad of generalized body aches and stiffness making me feel and walk like i was 100 years old.

So, unfortunately i missed Sir using His belt and His computer cord (improvisation since He is travelling) to inflict a mutually satisfying, yet heavy play session.

Am i a scaredy cat? Am i too cautious? Have i watched too many episodes of Criminal Minds? Or should i continue to be careful and try to fully vet a new Dom play partner? Should distance NOT be a factor in considering a play session?

What do Y/you think?

It seems i mostly write about an unsuccessful, unfulfilling BDSM Leather life, but really i think it is an accurate reflection of what most people in the lifestyle go through. i don’t mean to be maudlin or discouraging, but rather to impress upon newbie subs that daily encounters with a vast array of Daddies & Doms is not likely to be the norm.

There is no reason to give up. Do as i do. Get out there. Go to events, dinners, play parties, classes, munches, join organizations, go to Leather bars and other venues. The more you get out there and meet people, and they get to know you, the more likely you are to find play partners, and develop a fulfilling Leather BDSM life.

Thanks for reading,

boy stray

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Ten Things a Dom Expects a sub to know without being told

(This Blog Post is being reposted from The Gay Boy Bible on Tumblr)

“i reblogged a wonderful piece a few days ago, “ten things a sub expects a dom to know without being told.” A really good piece, strong and thought provoking.But as is so often the case here on Tumblr, the emphasis is the same as it is in a porn flick: “It’s all about the girl.” So I decided that this called for a counterpoint to balance the dialectical scales and possibly even spur some discussion. Those who have read the piece I reblogged will recognize some of these 10 items as being more or less identical to the items in that piece. This is by design, and is intended to emphasize that so much of the glue that holds a D/s relationship together is reciprocal.

And so without further ado …

“ten things a dom expects a sub to know without being told”

1. He needs to be the priority. Your Dominant cannot be put in the corner and trotted out when you need him. Make him your priority even during those

times when you think you DON’T need him. Because the truth of it is, even during those times, you secretly do need him, you just aren’t consciously

aware of it.

2. He has emotions and needs them acknowledged. The internet (and Tumblr is especially egregious in this regard) has created the toxic stereotype of

the Dominant as this calm, cold, unemotional Olympian figure who is always as in charge of himself as he is of his submissive. Many a submissive has

run screaming into the night at the sight of her Dominant having a moment of weakness, or self-doubt, or — The Horror! — shedding a tear. Accept that

your Dominant is human, and respect the effort he exerts to be strong and confident for you 99% of the time.

3. Know him better than others. If your Dominant is having emotional difficulties, or even something as “insignificant” as a bad day at the office, you damn well better know it before his friends do.

4. Let him control things (including you). That is his responsibility. Yours is to obey.

5. Abide by the rules. Your Dominant constructs various rules, tasks, rituals, etc, for a purpose. That purpose may not always be obvious to you. It doesn’t have to be. Trust that he knows what he’s doing, and accept the fact that submitting to his rules on a daily basis is just plain hard work. If you’re not willing to put in the work, then you should do some soul-searching and evaluate how deep (or even genuine) your submission really is.

6. Remember that he is yours. This is always reciprocal. Just as he expects your total devotion and commitment and fidelity, you have the right to expect those things from him. To be clear, this is not the same as taking your Dominant for granted. Just as he has to earn those things from you every day, so you also have to earn them from him every day.

7. Appreciate the work he puts into you, and let him KNOW that you appreciate it. Being a dominant (especially in a day-to-day rather than sporadic relationship) is damned hard work. Let him know how much it means to you that he considers you worthy of all that work and direction and energy.

8. Be mindful of your respective positions in the D/s relationship. He is your Dominant. Can you be affectionately playful and impish? Yes; any Dominant who doesn’t relish such from his submissive on occasion has some significant self-confidence issues. Sarcastic or willfully bratty? Not a good idea. Not a good idea AT ALL.

9. Give the same respect you get. If he shows you that, despite the way your relationship might look to the vanillas, he holds you in the highest respect, then return that respect. If you come to the conclusion that he does NOT hold you in the highest respect, you might want to evaluate your relationship and possibly move on.

10. Above all else: he expects your submission to be whole and complete and without reservation, save for those things that the two of you negotiate as equals BEFORE you offer him your submission. Once you submit, he has full right and claim to ALL of you. You don’t get to cherry pick your submission. You don’t get to submit in just those areas where it’s convenient. You don’t get to submit just when you’re in the mood. There are no half-measures with your submission. If you can’t honestly say to yourself that you are all-in, then accept the fact that this means you’re not in AT ALL, and decide what to do about it.”

They Really Beat my Ass!

It happened! Finally. My FIRST real BDSM hookup/play session with a Dom. But, this wasn’t one, but rather two Doms. The Sir who Dominated my sub ass was the submissive to the other Sir, the primary Dominant. However, my Dom took charge and worked me over really well.

i arranged my safety call with a friend that i would contact as soon as the session ended. He knew if he hadn’t heard from me by a certain time to consider the worst, and to notify the police. He had their phone numbers, addresses, etc. just in case.

When i was clean – inside and out, i left home and drove nervously to Their home. i was instructed via text to park out front, and to text when i’d arrived, and to wait in the car until Sir came out to get me. Suddenly, it began to pour down raining.

Sir motioned for me to come in and as i walked into the extremely large home, SIR said, “don’t be nervous”. That was immensely helpful in relaxing me and alleviating my anxiety…and and fears i might have been harboring.

After 90 minutes of intense impact play – flogging, paddling, spanking and having a riding crop used on my ass, and chest and back impact play with paddles, it progressed to CBT & TT and lots of oral sex and face fucking. Apparently then, Sir placed ten clothes pins on my cock & proceeded to tap, flick, and hit them inducing increasing levels of pain/pleasure. At the same time i experienced intense TT which caused a constant refocusing of attention to alternating areas of intense pain.

The Sirs were very attentive and cognizant of my level of pain asking for a numerical value to gage the intensity. They offered rest breaks and water regularly during the play.

Only once did i kind of loudly say “ouch” as i turned my ass away from the hard strikes of the wooden paddle. SIR said, “is that a yellow?” to which i said sheepishly, “yes.” The intensity of that paddling immediately decreased.

At the end of the session, i was asked how long i’ve been into BDSM. They both were surprised to hear this was my first real BDSM encounter in a non classroom setting. They seemed impressed at the level and intensity of pain i was able to accept.

Hopefully i’ll always remember my initiation into real BDSM play happened on 1-8-18 (one eight one eight)

Thanks for reading,

boy stray

Finally, A Dom of my own! Nope!

Last week i got an email saying i had received an email message on one of those hookup sites. When i checked the email it was a Dom wanting to meet…me! i checked his profile and saw he is 39, handsome according to the posted picture, and most intriguing – he wanted to meet…..me!

Of course i was skeptical. But i did respond. He said to call him Sir, which i do out of respect for all Doms and Masters. So i had no problem with that. We exchanged email addresses and wrote back and forth till He asked if i had Yahoo Messenger. i did. We’ve talked via email, text or yahoo Messenger several times daily for a week.

He requested i purchase a leather mouth cover/ball gag and provide proof that it was ordered to show i was serious in my search for a Dom. i got a 20% discount code from a separate email about BDSM toys from this same company. With shipping costs it was only $30. And it is quite nice.

For our first in person meeting He said to purchase a BDSM starter contract kit from another company. It would be $310 with 24 hour delivery. i said i didn’t have the money and was reluctant to spend it without having met. Sir said He would split the cost with me.

This morning i couldn’t sleep. i got up at 3 am. Just so happens at 2:53 am Sir sent an email to the man at the company saying He had sent $110.00 and His boy would send $200 later today – via Western Union to someone in Texas to finalize the purchase.

Now i don’t know about you dear readers, but have RED FLAGS gone off?

Who makes a purchase through Western Union? The communication from Him to the company and from the company to him are just gmail accounts that anyone could set up. The company website is a crude wordpress website with little information other than the starter kit…..the contract, a leather dog mask, a leather apron, and a leather thong. Strange collection of “starter” items. And why “starter”? Starter for what? BDSM? A new D/s relationship?

At twenty minutes to five in the morning i have convinced myself that once again i am being scammed. Why indeed would a handsome, 39 year old Dom be so quickly smitten with me, an older man. And, i have no actual proof he really lives in Fort Lauderdale.

We subs, who greatly out number Doms and Masters, must ALWAYS be vigilant in watching for online scams in our near desperate search for our Dom for life or just for play.

Needless to say, he is being blocked!

Thanks for reading,

boy stray

Racist? Or Just a Preference?

In a recent post i told Y/you i was staying in a gay motel/resort in Orlando over Labor Day weekend. So, i was sitting in my room (the night my phone was stolen) and two young, thin guys walked by my door which was cracked open several inches. They stopped, turned around and came back. One, a white guy, that W/we would call a twink opened the door a bit and asked if they could come in. The other twink, a young black guy, looked at me quizzically. i said “what for?” “To talk” came the response. The young black guy whispered to the white guy, “ask him if he likes black guys.” He then put his head in and asked the question of me directly. i answered yes. To which he said, “I don’t usually prefer white guys…but it’s just a preference.”

My retort was curt, “so you don’t think it’s racist for someone in an online ad to say ‘no Asians, no blacks, white only – not racist, just my preference’ isn’t being racist?” They were somewhat taken aback.

To illustrate what i consider preferences i will tell you about my ideal man. The man of my dreams: taller than me, dark hair, mustache & beard, very masculine in appearance and affect, confident, assertive, a Dom with sadistic tendencies, seven inch dick or more, uncut, big bull balls that hang low, hairy, very hairy, and a hairy ass, size 12 boots, nice blue eyes, great smile, good breath, non smoker, fantastic at deep kissing, wonderful lover, and has a great Dad body.

Racist would be to exclude blacks, asians, arabs, Jews, Latinos, etc. Ah, but Y/you may be thinking i am excluding them by my preferences. No, not at all. Y/you see my preferences are just that. They are not in my mind “requirements”. i could just as easily be attracted to a blond, blue eyed, cut, Jew. Or a Black man who is smooth. Or a hairy cut Arab with dark piercing eyes.

To negate a whole race or group of men based on something, some trait, characteristic, or religion they were born with or into is racist and xenophobic. To try to cover one’s prejudice by calling it just a preference is ignorant and wrong.

i love all kinds of men. i like to keep my options open. Who knows, my perfect, ideal Dom may only exist for me in my dreams, yet a perfect Dom who satisfies all my needs could be the total opposite of my ideal. If i limit myself, and exclude anyone who does not fit my perfect vision of my Dom, it could mean that i may never meet Him.

i often joke that my kind of man is one who is breathing! Everything else is negotiable.

Thanks for reading,

boy stray

Late Night Musings

It’s 4:30 am.  Can’t sleep!  my mind is flooded with thoughts.  Why so much drama in all circles and aspects of life?  Not just mine. It seems everyone has drama or that there is always someone who stirs the drama pot for everyone around them.

i heard something yesterday about “someone” in another Leather club is making disparaging remarks about the boys of Leather club I belong to.  Anything negative about my club has to be an out and out lie because, although small, we raise funds and donate quite a bit of money to different non-profit agencies and organizations that provide services to children, animals, various illnesses including HIV/AIDS, and the Leather Archives and Museum.  We are a small, but cohesive group.  And i think most of us actually likes each other.

As a boys club we are by definition all boys.  we can’t or don’t offer BDSM play in or as a part of our meetings.  After all, who would be the Dom?  However, the other club does periodically offer demonstrations and play because their membership includes both boys and Doms.  i have been trying to become a member of that club as well, but it’s been a hard nut to crack.  So, i may just proudly stay a boys club member only.

The other day my boys club sponsored a team building, fun activity at an Escape Room.  It seems these are becoming popular all over the country.  This particular place offered four different themed rooms to choose from.  Our room involved a series of murders.  We were “locked” in a room for sixty minutes during which time we had to find and evaluate various clues, which, if done correctly, moved us closer to our goal of escaping.  Nine of us went, two emerged as principle or primary clue finders and decipherers.  i, for the most part, was left scratching my head.  i had difficulty connecting the dots.  Anyway, we did escape with 5 whole seconds to spare.  It was quite fun.  Leaders and followers emerged quickly.  One was a bit daffy.  One got irritable with the daffy boy.  But most worked together pretty well.  we emerged with glowing reviews and laughter, each saying they’d like to do it again.

It’s been just a week since i returned from my BDSM workshop.  It is quickly fading into memory with a return to real life.  The glow of the weekend and the intense sensation play are dimming.  i long for a repeat.  i long for something semi-permanent.  To be of service, to service, to offer myself for the gratification of Another…  However, i haven’t contacted the Dom i played with a couple weeks ago.  Too many things were obstacles for me, i suppose. The primary reason was the fact that the Dom was a sexual bottom.  my exclusionary criteria is low, but i do insist my Dom be a sexual Top.  i bottom.  That’s what i do.  That’s who i am!  

i keep thinking i will write about Abuse in Relationships, and i will.  Soon.  i just need to plant my feet securely to the ground once again.

boy stray

Getting Back on the Horse

i have always heard “if you fall off a horse, get right back on it!”

So, that’s what i hope to do.  i have chronicled my ups and downs searching for a Dom, a play partner…just someone with whom i could relieve this intense pent up need and desire.  Then out of the blue i sent an innocuous ‘smile’ from a hookup site to a Dom.  He responded favorably.  W/we emailed quite a bit. Then i gave Him my cell number so He could text me.  W/we have texted nearly every day for a week.

From O/our conversations W/we believe W/we are each other’s “type” meaning overall looks, likes and dislikes, and similar fetishes and kinks.

However, He is recuperating from a serious illness which has left Him weak and easily fatigued.  The stars aligned next week for U/us to meet socially to size each other up, discuss in more detail our BDSM likes, hard limits, begin negotiations, and if all goes well set up a play date as His health will allow.  Originally W/we were going to hookup Wednesday night, but i reached out to do the social interaction first, then proceed if all goes well.

Y/you never know.  There might be a funny vibe that is felt, or a word or phase that strikes you as concerning or a red Flag warning.  Everything I read says to follow your gut feeling.  If anything seems strange or out of the ordinary end the interaction.  Also, I read not to meet socially and end up at the person’s place the same day.  Too risky.

i am trying not to expect too much, or to begin planning O/our Leather wedding, but i do hope a mutual friendship develops as a D/s relationship of sorts with periodic play that meets both O/our needs.

Early in my Blogging i wrote a post about “Someday He’ll Come Along”, and He was a knight on a white horse. This time my imagery is of myself trying to get back on the horse since my earlier posts about a potential budding relationship between a Master and me told how it went down in flames, and how it made me feel.

What i think i am slowly learning from that experience is that if someone says you are not their type, or they don’t have time to deal with you, or you begin to feel you are being played, ignored or used, or your relationship actually ends…there is someone else out there for you.  Y/you may kiss a lot of frogs along the way but someday He’ll come along.  You just have to be ready to get back on that horse.

Last night W/we spent about six hours texting about life, health, kink, relationships, what each of U/us is looking for, and even some titillating texting.

W/we moved up our meeting to today.

W/we had lunch together.  He liked me and wants to play!

Thanks for reading,

boy stray  

Questions about being a submissive, and Questions for Doms

Have Y/you ever wondered what Y/you were supposed to do, think or feel about being a submissive or a Dominant?  Did you have questions for Doms or subs but were afraid to ask?

Here are a few questions i would ask about being a sub, and some questions i would pose to Dominants, if the opportunity arose.

What questions do Y/you have that Y/you want answered?

Add a comment to this post to respond to a question or to submit a question you have had for a while.

Hopefully we’ll add more questions, get some answers, and open a dialogue between Doms and subs.
                  Questions of Mine

  • Should a boy be clean shaven – not even a moustache 
  • Should a boy keep his hair short?
  • Should a boy shave his pubes and balls?
  • Should a boy shave his ass?
  • Should a boy call every Dom and Master “SIR ” from the very beginning?
  • What do Doms look for in a potential submissive boy?
  • What do Doms really think/feel if a sub uses a safe word?
  • Are most Doms trying to be intimidating or is it the nature of Dominants, or am i being too easily intimidated?
  • Do most Doms have just a few special kinks in Their repertoire or are They well versed in a variety of different skills?
  • What is it with the Cigar craze? 
  •  Don’t Doms know cigars kill the same way cigarettes do, but in a more pervasive, smelly way?
  • Is the role of a Dom becoming fuzzy and more indistinguishable from a submissive?
  • Why is it becoming harder to tell a sub from a Dom in social situations or at Leather bars?
  • Are Doms softening over time?
  • Why is more sex being had at gay male Leather play parties than actual BDSM scenes?
  • At a play party how should a sub ask a Dom to do a scene with him?
  • Is a boy supposed to approach an unfamiliar Dom initially, or is it the Dom’s place to pursue His prospective boy?
  • Are there a lot of Dominants who are actually bottoms in sex, giving the role of top to His boy?
  • What things have You experienced that immediately ended a scene?

i hope more questions are generated and that responses to the current questions will be submitted by many M/men and women sharing T/their perspective. 

Thanks for reading,

boy stray

30 Days to Define your Kink as a submissive – Day 29 & 30

The time has come for me to Define my kink for the last two days.  i think it took a month or more to write responses to all the questions but it has been profound and eye opening.  i know i am submissive, but never really took the time to contemplate what that means to me or how it impacts my life.  If you haven’t been defining your kink as a submissive along with me i encourage you to back track in my Blog to find all 30 Days of questions.  Don’t rush through them one right after the other.  Take a day or so between writing your responses so that you can ponder the question and then write about it as thoroughly as you can.

Is pain or humiliation (spankings for example) a part of your submission? What is your relationship to it? Do you embrace it as a part of your submission, tolerate it as necessary or have some other type of relationship with it?
Over the last twenty five years i have experienced many types of pain mostly from medical issues and surgical interventions.  Some of it mild; some excruciating.  What I can tell Y/you is the unintentional, internal pain from illness or surgery is different from the intentional, consensual infliction on pain in a BDSM setting.  


As a submissive i know that there is a beginning to the pain and a definite endpoint to it.  In this type of scene i am consenting and anticipating the pain.  i know that if the pain surpasses my tolerance level, i can, with one word, stop the infliction of the pain.  


My relationship with the intentional pain is a fondness for the attention of the Dom and the feeling of total submission to His control.  In ways i embrace it, i accept it, i tolerate it, and sometimes i long for it.

i do stop short of calling myself a “pain pig” as some people do.  i am not into the pain just for the pain.  For me it comes with a purpose and is the result of two M/men coming together to explore T/their kink together.


Thanks for reading,

boy stray

30 Days to Define your Kink as a submissive – Day 28

Has your submission ever let you down? 
Yes it has.  submissives are a dime a dozen.  Most of the posts on FetLife and Recon.com are from submissives.  In that way my submission lets me down.  It would be so much easier to hookup, find a long term partner or have play sessions if only i was a Dom.  But, it is not my nature.  So, i continue to wait, update my profile and pictures, and try to integrate more into the Leather BDSM community.



Have you ever been criticized for your submission? 
The only real criticism i have received is the one i told Y/you about before.  It was the story of the guy on the hookup site bullying me because i choose to call myself a “boy”.  i retaliated and then blocked him.  Probably should have just let it go, but i didn’t.


Have you ever regretted being or feeling submissive in a moment or in a relationship? 
i have no regrets for being a bottom or submissive.  i have had great sex and some interesting events related to my being submissive.  Just a quick anecdote: we hosted a couple of gay Puerto Rican soccer players in town for a tournament. They spoke little to no English and i spoke no Spanish, but after my partner went to work the next morning one of the men came to my bedroom, got in the bed nude and proceeded to fuck the daylights out of me.  He was good looking and hung, uncut.  He sensed or somehow knew that i was a submissive bottom boy and would gladly allow him to do as he pleased.


Have you ever looked back and realized you made a mistake and how did you handle your submission going forward from that?
Oh, certainly.  i have made plenty of mistakes over the course of my life.  And continue to.  Each mistake or lapse in judgment was an opportunity to learn and grow…and hopefully to not make the same or even similar mistakes.  Several of those mistakes i have posted about over these past few months.  If Y/you are interested in learning from my poor choices, Y/you can read back through my earlier posts.