The Bet

Anna and I have known each other for many years. Since the time we were in school. We even studied at the same university and, in fact, we were a couple for about two years back then. And now fate has brought it about that the companies we work for are collaborating. We hang out too, but lately, because she's in a relationship, we don't see each other much. We talk more on the phone during work hours and almost always about work. Of course, we met up twice and went out for a drink just to reminisce a bit about the old days, but nothing more. Anna is a very beautiful woman with a fantastic body, and very passionate in bed. When we were together we had amazing sex, but as people we were very different, so we broke up. Her big forte was the blowjobs she gave. They drove anyone crazy. She really loved giving blowjobs and was capable of deep-throating you all night without doing anything else.

One day a problem arose at work. The codes on an order that my company had placed with Anna's company were incorrect, resulting in a major problem for customers waiting for the merchandise. The phone lines were "on fire" as we said the mistake was the other company's while they blamed us. Anna and I spoke and each of us blamed the other's company. The conversation became quite heated, to the point where the situation almost got out of control. I don't know what came over me at that moment and I said to her: "I'm sure you guys are making the mistake. In fact, I'll even bet on it." "What are you betting?" she asked me. And without thinking much, I told her: "You'll give me a blowjob all night." "Mmmm, sounds good to me," was her reply. "But if you lose, what will you do?" she asked me. "Whatever you want," I answered without any hesitation. From that moment on, it became a personal race to find out who made the mistake. The hours passed and there was no result. In the evening, as quitting time approached, Anna calls me to say that our efforts would continue the next day and that the bet stands. She even told me what the price would be in case my company had made the mistake. "I think it's about time you learned to obey a lady's commands," she turned and said to me, and I immediately understood where she was going. The tendency she sometimes had to want to "dominate" men. I wasn't scared though and told her that whatever we agreed on stands.

The next day, while I was still searching to find the mistake, she called me a little before noon. Her voice lacked the confidence that usually distinguished it. "Yianni, you know, you were right after all. We found the mistake and it's due to a mix-up that happened in the warehouse. Your order was shipped elsewhere." She was speaking softly as if expecting to hear me celebrate. All I said to her was that in the evening around 8 I expected her at my place. And I hung up on her.

Indeed, a little before 8, Anna was ringing my doorbell. I was in the bathroom, however, and came out with a towel around my waist and opened the door for her. "Wait for me to finish," I told her, "you sit wherever you want, I'm coming." Anna was somewhat subdued. Perhaps she had been sure she would win the bet and would "humiliate" me as she had told me. As soon as I finished I went to the living room and found her sitting on the couch. I sat down opposite her in an armchair, untying the towel from my waist so she could see the "gentleman" she owed, due to the bet, to "serve." Calmly, with my legs open on the armchair, I told her to come close to me.

"Come here, my doll, come and you'll pay off your debt," I told her and grabbed my cock with my hand. It had started to "rise to the occasion," as I was eagerly waiting to feel the warmth of her mouth on it.

Anna, without a word, came on her knees and held onto my knees.

She was looking me in the eyes. I lifted my half-hard cock a little higher and

waved it, right in front of her face.

"Come on, bend down and give it the kiss you owe it, my hot one. A big kiss all the way to your throat like you've done before."

She cast her gaze upon it and bent down to kiss it. She placed her lips very softly on the tip and kissed it tenderly. "Good girl, my doll. Suck it now, to show me how much you love my cock." Anna was quite obedient in our erotic games and since she had decided to blow me tonight, I was sure we would enjoy it. Certainly this blowjob would be very different from any other so far. The whole process was becoming incredibly arousing. With one hand, she cupped my cock, as if she wanted to feel the blood flowing more intensely, and at the same time she sucked it hard with slow movements, always looking me in the eyes. As if she wanted to see how I surrendered to the games of her tongue. This scene continued for a few more minutes. Her mouth, with slow movements, "imprisoned" the entire cock and then released it abruptly. With her tongue she licked its entire length while every now and then she also took my balls into her mouth. "I've missed your little mouth," I told her and Anna moaned softly, a sign of arousal, which showed me she was ready to continue until I finished. I caressed her with the backs of my hands on her cheeks and ran my fingers over her temples and through her hair. I moved my fingertips lower, behind her ears, with my palms now resting on her temples. I grabbed her by the head.

"So far I've let you play, little one," I told her. "Time to fuck your mouth a little," and I stood up straight, holding her by the head continuously. She slowly opened her lips, looking me in the eyes. I pushed it into her mouth, which she accepted without resistance. I went in and out slowly and gradually I pushed it deeper inside her. I really wanted to stuff her like that while she looked up at me on her knees. It disappeared completely inside her mouth and she accepted it inside her with incredible ease. I took my cock out of her mouth and sat back down on the couch with my hands behind my head.

"Your turn, my hot one, to fuck your little mouth on my cock like the good slut you are. I want to hear you tell me what you want to do to me. Come on, say it and don't be shy," I told her. "You've gotten me so horny, baby, and I'm about to cum, but first I'm going to suck your whole cock that I've missed so much. And only after you cum inside me, and only then, will I finish too." It was the first thing she had said all this time. And the arousal was clearly visible on her face. The whole time I was fucking her mouth, little Anna was playing with her pussy and probably from the pleasure, she quickly reached just before orgasm. "Come on now, you little whore, with the horniness you have, I'm sure you'll suck every last drop from my cock. Take a deep breath and start to

go down as only you know how." She took a deep breath and started swallowing my cock. She took it down

inch by inch and opened her mouth wide each time she took a little more

inside her. As she sucked it deeper and deeper, I saw her eyes "pop" from the effort she made to manage to take it all inside. I grabbed her by the hair and pulled her head backwards. I freed her from my c... and stood up straight.

"How did you like that, you little slut, do you like it?" I said to her with a fierce tone. "Yes, my boy, I want you to tear my mouth with your c... and to cum inside my mouth," she answered and brought her face close to my c... again. She moved towards me with her mouth open. Without tilting it, she rested the little head on it and then suddenly took it all inside. She held it there for a little while, until she couldn't breathe and then spit it out of her mouth. She stood for a moment and looked at it and then looked at me in the eyes. She spat, as much saliva as she had gathered in her mouth from the licking, onto my cock and then cupped it with one hand. At the same time, she started sucking again. Quickly and with force, she continued her work for several minutes. Towards the end she was sucking with such passion, that my c... almost hurt. Then I couldn't take it anymore and without saying a word I came. Anna felt

an explosion of cum inside her stuffed mouth and swallowed it all. She didn't let a single drop fall out!

When she had cleaned my c... thoroughly and had now relaxed, after

the release, she slowly took it out of her mouth. Having been sitting on her knees for a while,

she didn't get up, she leaned back and rested her palms on the floor.

"Did you like it, baby?", she said to me and broke into a smile. "I liked that you paid your debt," I answered her. "There will come a time when I will win the bet and then woe betide you," she said to me and went to the bathroom. I heard the shower running and after a little while she came out completely naked. She winked at me and went to my room. The next day in the morning we both got up with difficulty to go to our jobs...