A Series of Bets Goes Too Far Pt. 03 – BDSM

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“I will let you ease into it. Go ahead and lick the tip. Just that for now. If you are too reluctant though, I may need to get more insistent,” he said, his voice firming a little at the end as his hand went to the back of my head and started to apply light pressure pulling me toward his cock…

I couldn’t believe this was happening. I wasn’t exactly eager, but it didn’t really matter. He had verbally implied that he would make me do as he wished if I baulked. More than implied. And the hand on the back of my head applying pressure proved that he was gonna get what he wanted. But what was really fucking with me was this wasn’t against my will. I had given consent by taking the bets, by knowing the stakes. It had started with the word ‘forfeit’ for my clothes, that I hadn’t grasped at the time.

But after that, I had agreed that if I lost I would blow him. I didn’t want to blow him, but in that moment I had agreed that I would. And then I had agreed to be cuffed. But what really damned me was the last all or nothing bet. He had said, and I agreed to “I will use you sexually for the next few hours as I see fit.” That was full consent to do anything he wanted really. I didn’t really know about the concept of safe words at this point, but even if I had, it wouldn’t have mattered because there were none. I was helpless and had agreed to be used sexually however he wanted for the next few hours.

As my head was pulled towards that intimidating cock though, I panicked and tried to pull away, even as my lips were forced to touch the tip. He held me there for a moment, and then curled his fingers into my hair tightly, pulling my head back a few inches. Out of nowhere, his other hand slapped my face! The shock of it left me speechless as my cheek stung with it. He forced me to look up at him.

“I won’t injure you, but I will punish you if you aren’t a good boy for me…” he said, his voice low and firm. He had been right earlier, my fear rose in this moment as I felt how much control he had over me and heard that tone in his voice. I really didn’t have a choice here. “I don’t want to have to punish you, but I will if you don’t cooperate or don’t follow directions. You agreed to this, and I have faith that you are not only going to try your hardest to please me, but in that, you will learn to surrender to it. Are you ready to try again?” he asked, his voice softening at the end. He hadn’t sounded angry the whole time, just firm, but patient.

I looked up at him and knew in my heart now there was no getting out of this. I nodded, and the fear was clearly visible in my wide eyes. “Good boy,” he said softly with a smile, and I wasn’t sure how to feel about that praise. The words should have sounded condescending, but they didn’t. And they almost made me feel a sense of satisfaction. Ridiculous.

He gently pulled my head towards his cock again and this time, I squeezed my eyes shut but when my lips met the tip again, my tongue came out and I tentatively licked. “There we go….” he said, a tone of satisfaction in his voice, “More please…get your tongue all around the tip and the head. Don’t miss a spot. Mmm, yes, that’s better…”

As I complied, the hand in my hair loosened but didn’t let go. It was so tentative at first, but at his urging, I licked around the entire head. Me, licking another man’s cock. It was hard for my mind to accept that this was happening. After a bit, he encouraged me to lick up and down the entire length. I wanted to refuse, but I didn’t. I started right above his testicles and licked up the entire length several times. He started to let out some soft moans and he kept telling me what a good job I was doing. I didn’t want to be doing a good job at licking cock damn it, but the praise felt somewhat encouraging.

After I had gotten most of the length of it wet, he gently pulled my head back. His entire cock was glistening. Looking at it, I estimated it was nearly eight inches in length, and pretty thick as well. Certainly larger than mine. I had a faint taste of salt on my tongue from his skin, but he was clean.

“It is time, open your mouth,” he said, again softly, but leaving no doubt that there was no room for negotiation. My fear got the better of me again and I blubbered, “Please…I don’t….” That was all I got out before my head was ringing with another slap across the face. Tears nearly welled in my eyes from that one. “Shhh,” he said, “it will be alright…I promise.” His voice was so soft, contrasting with the slap he had just delivered. The shock of it though had caused my mouth to fall open and he pulled me forward until the head of his cock passed between my lips and over my tongue. He held me there, only the head in my mouth as I adjusted.

There was no turning back from this now. I would forever know that another man’s cock had been in my mouth and on my tongue and that I had agreed to it. I realized now too with how I was cuffed and his strong hand in my hair, he could, with very little effort, force it in as deep as he wanted. That terrified me, but he was proceeding so gently and slowly. “Mmm, that feels so good. You are doing such a good job. Run your tongue across the bottom of it….oh, fuck….” he moaned as I reluctantly did so, my tongue going over that most sensitive spot.

I felt some alarm as he pushed my head down another inch, but stopped there making sure my tongue was exactly where he wanted it. He started to gently move my head up and down on it. “Watch your teeth and try to relax. It feels so good. You are a natural…” he encouraged while the first few inches slowly thrusted into my mouth and back. “It’s not going to take me long at this rate. Luckily, I have a quick recovery time and stamina as I want it. I anticipate at least three orgasms before we are done today. I am going to tell you two things now that might make you even more afraid, but you need to come to terms with how tonight is going to go and accept it. The first is I am going to cum in your mouth in a few minutes and you are going to swallow every drop. The second is…I won’t make you deep throat me right now for your first blow job, but later you WILL be taking every inch down your throat. You don’t have a choice.”

Again, delivered in a firm yet gentle tone. They were things that were gonna happen, and it was clear no amount of protest would prevent it. All the while my head was slowly continuing to go up and down on his cock. He was right though, both prospects did terrify me, along with his ‘anticipated’ three orgasms before we were done. And the first one was coming soon. Another man was gonna cum in my mouth and I was expected to swallow. ‘Every drop’ he had said. It was a daunting prospect and another thing that there would be no turning back from. I will at all times have been a man that swallowed another man’s cum.

I couldn’t even think about the terrifying fact that I would be deep throating him tonight too as something else pretty disturbing was happening as he started to increase the pace of his thrusting. As I really felt how helpless I was to what was not only happening now, but what was gonna happen later, I felt myself getting hard. I wanted to yell out in protest that there was nothing I found arousing about this, but as the first few inches of his large cock thrust into my mouth faster and he moaned in pleasure, my cock got fully hard. It was humiliating.

Suddenly though, I was forced down an additional half an inch and held there. I felt his large cock engorge and stiffen in my mouth and over my tongue and then suddenly his hot semen was shooting over my tongue and quickly filling my mouth as he moaned loudly. I struggled to pull back, but he held me there firmly, his fingers tightening in my hair painfully. I felt like I was gonna drown on that hot thick substance and swallowed reflexively before sputtering. It tasted salty and a little bitter, but it seemed never ending as his cock kept pulsing violently in my mouth, filling it. I swallowed more, but also felt some leaking out and over my chin.

He finally relaxed his grip and let me off his cock. I was panting and could feel semen dripping off my chin. I was wide eyed looking up at him. “Fuck that felt good. Nothing like breaking in a new mouth for the first time. I wonder what your wife would think if she could see you right now?” He chuckled a little at that before continuing, “You did well for a first time, and I can see that you are starting to accept you role,” he said, his eyes looking down to my hard cock. My stinging face turned redder with embarrassment. “Now, thank me for letting you suck me, and then we can work on your punishment for not swallowing every drop like you were required to…”

Those eyes. So demanding and yet understanding. I had never felt so under another person’s power like I did in this moment and knew there was nothing I could do to prevent whatever punishment was forthcoming… The fear in my eyes was clear.

He smiled deeply…

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