deciding
Member
Posts: 209
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I would like to share with you a recent experience, where i learnt the true art of discipline, **********, control and respect.
Firstly - i'm a married man, kids grown and flown, i am a submissive, chastity caged, spanked, sissy, whatever takes my wife's fancy. She is an attractive, active, fit and fun lady. She is also dominant. We met and married young, as vanilla as each other, and have grown naturally into our roles. She will not cuckold me, but has a high sex drive, and a fabulous collection of toys to please her, including punishing me! So, we have a lot of fun, it's entirely private, no-one knows or would for a moment suspect. It's not constant, just whenever the mood takes her, i cannot ask to be dominated, and we tend to have a week on every few weeks or so. She has become more sadistic the more she reads and watches, it's pretty cool!
OK, so my boss. He is a married man, very senior in our global company, very experienced, and excellent at what he does. I know he earns a huge salary, has an adorable attractive wife and family, he's a serious guy, but sincere and trustworthy, the best guy i have worked for. He's also a few inches taller than me, works out, is toned, fit and well stocked i would say.
Over the last few years i have not been able to stop myself being openly submissive to him. I always address him as Sir (i'm 49 years old, he's 46!), which he doesn't fight. I show him respect if we attend meetings, hold doors, fetch him ******, make sure he is supported firmly in dialogue. In turn he has treated me well, good salary bump and bonus, and included in the strategic development of our business. We mixed through work socially, our wives have met, and got along well, but i always remain submissive and respectful, a point my wife has noticed, and on many occasions when i am on my knees sucking one of her many suction dildos, she tells me it's him i am blowing, a thought i quite liked!
So - scene setting complete.
We were to attend a series of conferences in Asia with our business, 3 days work, day either side for travel. We were flying business class, and had transport arranged to the airport, separately, we met in the business lounge, me arriving just a few minutes before him. He arrived and we had a pleasant, easy chat, and i offered to get him some refreshment, he accepted and made himself comfy, starting working on his phone.
I grabbed some beer and snacks, and as i placed it down i again referenced him as Sir - he smiled and told me to call him Mark, i responded that it wouldn't feel right. At that point he said something along the lines of
'you seem to be a submissive guy with your wife also, i get the feeling if i told you to kneel and blow me you probably would'
setting a series of amazing chain reactions off in doing so. Like a computer i made a series of calculations mentally before responding that he was correct, it was a lifestyle choice for me, and i would indeed attempt to please him is it was his wish. He laughed and muttered something about it being a fun trip, but no more.
After a good flight and easy transfer we checked into the fine hotel we were directed too. We knew we were meeting colleagues in 2 hours, which gave time to organise ourselves. We set a meet time - and then he said to come to his room 15 minutes before that. He smiled as he said it, and my pulse gathered speed. I knew i wanted nothing more than to please him orally at that moment.
The time dragged by. The only sissy kit i had taken was blue frilly knickers, i hadn't taken my cage or any spanking devices, so i put them on ever hopeful of getting to submit to him. I nervously knocked on his door and he opened it, in only his boxers. He looked amazing, toned, tanned, fit. And packing! My tiny cock trembled.
He showed me in and told me to sit on the bed, he sat in the chair opposite, and so began an adventure. He asked me if i was familiar with edging, i told him i was, and immediately thought he was going to edge me in some way, tease me. Wrong. He told me he was a big fan of it, and liked to edge multiple times, as the release was always so spectacular, and would i be up for helping him. I told him i would, but how. Simple, i had to blow him until he told me to stop, that was it. Wow, i said it would be a pleasure to be allowed to do so, he lent back and told me to get on with it, slightly dominate for the first time.
I dropped to me knees and crawled to him, placing my hands on his thighs and running them slowly up to feel his bulge. I asked if i could remove the boxers, he lifted himself up to allow me to do so, and i also asked if i could play with his body to help, he just told me to do as i please, and remember my position! So, over the next 10 minutes or so (and remember i have sucked our toy cocks for literally days of my life, i know i'm good, but have never been near a real cock!) i worked on him.
His cock is easily over 8 inches, thick but not too thick, not circumcised, and quite pretty. I played with his balls, his thighs with my tongue and hands, and was enjoying having 2 hands wrapped around him and still a big mouthful, feeling him harden when he abruptly told me to stop, and literally pushed my head off. He laughed and told me i was too good at that, and he was going to have to work hard.
He told me to sit on the bed again, and proceeded to get ready, his piston trapped against his stomach by his tight hilfiger boxers, he looked good. After 10 minutes he was just about ready, before he pulled his cock out again and told me to assume the position, and build him up. I did so, and within a few short minutes i could feel him tense again, before he pulled out and awaited the urge to cum pass. He put himself away, and we were off to meet colleagues. Such incredible discipline!
We had a good evening, meal, ******, laughs with a group of 8 others, different cultures. I felt relaxed and very proud i was the little bitch boy of the most senior guy in the room - yet i'm also very senior myself, it was weird. He was very cool, only once quietly saying he'll have another 2 goes in a bit.
As we headed up for the evening i naturally followed him, and didn't need telling to drop to my knees and await the prize. ******* made it take longer, which meant i could enjoy it more, but again, the pre-cum and tensing soon came and incredibly he pulled out. He undressed and told me to sit on the floor and wait. He took a quick shower and once again presented his hard cock for worship, and worship i did, both hands able to work on his body, even venturing a finger into his ass crevice, he opened up to let me tickle gently.
He grabbed my head and slowly began to fuck my mouth, and again, unbelievably, pulled out. I was damned impressed, and then disappointed when he told me that was it, and to return for half 7 in the morning. i asked if he was going to make himself cum, he smiled and told me he wouldn't, and this was just the warm up. What a day!
I returned to my room, head spinning, and mentally decided not to tell my wife, as she does not believe either of us should live out any fantasy other than together, i think she would actually leave if she knew, and it was clearly a conversation i needed to have with Sir.
I did cum, 4 times before leaving my room next morning to serve. I was dressed in my suit, but with frillys on again.
He opened the door dressed, returning to the center of the room, placing his hands on his hips and waiting, no need for words. I dropped and revealed him, and began to slowly work him over. He asked some questions in between me sucking him, and i told him about the knickers, the cage and practice, the ************* I asked him to not reveal this to anyone, and he kindly confirmed that no living soul would ever know, not even his wife, and that he too had never done anything like it, it was normally Amanda, his wife that was the 'edging tool'!
He stopped me all too soon, and we went off for breakfast. After eating we told me to come back with him. He then told me to strip and show him my sissy wear. I did so, and where i should have felt abject ***********, i felt pride, though my cheeks were burning. He told me it was a good look, noted how small my cock was and said he'd only seen one that small once before, and no wonder my wife was a punisher, and more dominantly, commanded me to suck again.
I did so, but very quickly he was ripping his cock from my cheeks. I was desperate to make him cum, and he was desperate to not, incredible. He told me to dress and leave and meet downstairs, and we would resume later.
We headed off to the conference, and enjoyed a reasonably productive day, i didn't see much of him, as we were leaving he said in a low voice 6.30pm in his room, for a 7pm meet for dinner.
Soon enough i was there, and he let me edge him twice in 25 mins or so, and i have to say i was perplexed, i still am, on just how he did it. It was then i think we had i asked him about how he does this at home, as it wasn't a new thing and he was clearly practised. He told me that he and Amanda both did this to each other for sport, though he was the dominant one, and one Sunday a month she spent many hours restrained as he fucker her mouth 15-20 times building for the volcano moment.
I took the chance to explain that i too enjoy restraint, and also received firm spankings routinely. He didn't seem surprised at any of that and confessed that Amanda also was routinely spanked, usually when restrained and being mouth or ass fucked - my respect for her went through the roof - taking that beast in her ass was an achievement, and one i would like to accomplish too one day, i can but hope!
After a boozy fun evening, he had me edge him once only, before telling me tomorrow morning he was going to cum over me, and tomorrow evening start again. I asked if i was to swallow his cum, and he told me there would be too much, and to expect a face and hair full of it! A restless night ensued.
Next morning, before breakfast, i made my way down 4 floors to meet my master. Despite having edged him so many times, i was still nervous about what was about to happen, and also conscious that if i was to get a face full of cum, next stop was breakfast and then into a conference. I didn't know what i would do if he made me wear it, and i know i couldn't swallow it all, so the journey continued! He let me in, he was naked and semi hard, and said he'd edged himself a couple of times already, and he was now ready to pop.
He asked me how i would like to receive his cum, and to take off what i didn't want drenched in it. I asked if i could lay on his bed, and he would kneel over my chest, and wank over my face that way. He smiled and stepped aside, pointing at the bed. I removed my shirt, and laid back, it's my favourite position when my wife is dominating me with her toys, or making me serve her pussy or ass. I'm usually restrained at the arms, but not on this occasion.
He knelt over me, and gently lowered that wonderful cock into my mouth, gently fucking my mouth for only a few minutes before he sat back, and slowly began to wank. He kept an amazing slow pace, but i could feel his whole body tense and he slowly reached the point of no return. In one quick movement he aimed his cock head at my face, around my chin level, and i watched and felt the awe of his cum, 10 or 12 ribbons of thick cum darting across my face, landing on my cheeks, chin, lips, in my eyes, on my hair...as it subsided be near collapsed across me, putting his arms out either side of my head to stop himself. In doing so his creamy cock end rested on my chin and i opened my mouth and sucked it in to gently clean him, my eyes welded shut with cum!
He took several minutes to recover, before telling me what an amazing cum it was, praising my sucking skills over the previous 2 days, and left the room to get me a wet flannel to mop myself down. I sat up and told him what a pleasure it had been, and anytime he wanted a repeat was fine by me. I asked him briefly what he would have done if i hadn't stopped and i'd sucked him until he exploded, in a very calm voice he explained that his wife wouldn't mind this at all, me sucking him, but he was pretty sure my wife would be pretty wild with anger. That was enough!
He told me to take a quick shower, which i did, as he did also after. I was dressed as he re-entered the main room, sitting on his bed. He walked up to me, holding his cock and told me to gently suck him for a moment. I did, and as it began to grow he took it back, and got dressed, telling me there would be more later. Amazing.
That day was a blur, he was openly pleasant to me all day, post work we ended up in a ******** session and nothing more happened. As arranged i knocked for him on the way to breakfast, but both being hungover, we just headed down.
That afternoon he quietly tole me during a breakout session that he was ready for a blowjob, and i could think about whatever situation i wanted to satisfy him, and he wanted to see me swallow every drop, well, didn't get much work done thereafter. At the end of play we agree a meet time, with the group, and he and i agreed a meet time 30mins after.
A quick change, into my sissy knickers, and i was off. When he opened the door he was in a robe only, freshly showered, we had small talk about home, and then a pause, before he asked me what i wanted to do to please him. I asked if he wouldn't mind if i stripped to my sissy underwear and bent over his bed, and he beat me with his shoe before sitting in the chair by the window and allowing me to crawl to him, and ask his permission to suck him. He smiled, and just said
'proceed, sissy boy'.
Fantastic.
What wasn't fantastic was the beating, he chose a good weapon, and is a strong guy, well practiced at hitting an ass! He thoroughly spanked me, including ripping, physically, my knickers from me (that needed replacing when i got home!), and getting me to the point of begging for mercy in 3 minutes flat, it was noisy too!!!
He dropped his shoe, chuckling, and calmly undid his robe, sitting in the chair..cock noticably very hard, and looking magnificent. I crawled, now naked, with my ass on stinging fire, before sitting and asking very politely if he minded if this sissy sucked his cock, and swallowed all of his magnificent cum, permission granted.
I worked him over, so proud to be allowed to serve him, worked his shaft, his balls, tickled his ass, my hands as busy as my tongue and mouth. It didn't take long to sail past pre-cum, and then that familiar tensing, i paused and asked if he wanted to remain seated or to stand and mouth fuck me, he told me to shut up and keep sucking, as he began to tense, mouth and hand in harmony, i pulled his cock forwards gently so when he shot it was at a manageable angle, just as my wife does to me once a year (birthdays are great in our house!).
He exploded soon after, and i really struggled to cope with it, needing to back off and swallow, before regrouping and capturing all i had missed. I gently teased every drop out of him, before gently letting his cock rest across his thigh. He was pleased, to put it mildly, apologised profusely for spanking me so hard, winced when he saw my red ass, i re-assured him it was my absolute pleasure and hoped it wouldn't change things between us. Mutual re-assurance, and awkwardness, as we were both naked, though my small cock was hard. He told me to jack myself off in the bathroom if i wanted, he didn't need to see it, i told him it was fine, i needed to return to my room to get some boxers and some brute has ripped my knickers, it ended in a joke. I dressed, left and returned to my room, came in seconds, and joined him downstairs.
We didn't hook up again, and upon returning to work, we've occasionally joked about it, it's never likely to happen again unless another work trip occurs, but we get along very well, and both know our place. Probably the best 2 days of my sexual life, right there!
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