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Story: Best friends

Posted 09-14-2016 at 05:00 PM by CSasha
Updated 09-22-2016 at 04:58 PM by CSasha

A couple years ago I had met Amy, the best friend of my life. What we weren't already doing together, we were talking about deliberately. We really understood each other, often enough without any words. When we grew up into adolescent, our friendship deepened even more, as we confessed our interest in boys to each other. We shared who caught our attention for which reasons, who aroused us and why. I remember a phase were we asked boys to pick something up for us, which made them bend over with their rear pointed towards us. We judged their butt curves visible through their tight pants. What a blast. Often we laughed ourselves to tears. For me there wasn't any reason to keep anything for myself, not even sexual fantasies, events, actions and plans. She never betrayed that trust. I can say the same about me.

So one day the topic changed to sexual service to boys in general, techniques and even the weird stuff they knew from porn and sometimes dared to hesitantly ask for. At the time, we both didn't have a boyfriend ourselves, but were still exploring an adventure here and there. We enjoyed our youth. Still we expanded our horizon until we were talking about deepthroat, taking in a man's penis up our throat, likely triggering the gag reflex, discomfort deepening on the cock's size and length, and for the brain part, a slight humiliation of being a fuck mouth.

We were at Amy's place then, when we wondered who of us could hold a deepthroat for how long. Just out of curiosity. I didn't have counted on the one adventure I had explored the technique, and neither had Amy.
"Let's find out.", Amy proposed, "I have two dildos here." It took me by surprise, but I had learned that a dared 'Yes' could bring me much delight and insight, and make me grow as a person. So I nodded. Amy revealed a small box from under her bed, opened it and put out two dildos, an average sized one and a black thicker and longer dildo. She took the pale-skinned one and gave me the black dildo, putting both with their suction cups on the floor, where we were sitting comfortably. My eyes compared the different sized objects. When they focused Amy, she said: "Oh come on, I only have these two. You prefer bigger cocks anyway, don't you? Let's make it a contest." She grinned at me. Of course she was right, but it was going to be a totally unfair contest then. From her telling I knew she had more experience than me, and sometimes had even trained it on her dildo. But there was nothing at stake, so I nodded again.

Amy got a watch and put it in front of us, clearly showing us the time including the ongoing seconds. We leaned over our dildos on the floor, ready to go for it. We looked at each other, then on the watch. Clearly we were waiting for the second counter to reset to zero. There it was. We gulped our dildos. Amy went right to the balls and looked quite comfortable with it, while I was even nearly a second too late on my balls. I felt it pressing in my neck right from the start, and I had to fight my gag reflex. From the third second on my eyes started to water. I glanced over to Amy. She looked back. Was that a glimpse of a smile on her deeply filled mouth? At least her eyes didn't water. 'No fair', I thought, 'Right as I had said from the beginning.' Finally I had to let it go at around ten seconds. I gasped. Amy continued two more seconds and came up fresh and happy, provoking me with a wide grin at me. "No fair!", I told her, "Yours is way smaller than mine, though you have more practice." Amy rolled her eyes: "Oh come on. Don't be a killjoy. I won." But at the same time she backed off, soon to say: "Okay okay. You are right. But be happy that you have the big one." She slipped closer and comforted my back. "Hey, I have an idea. You think you can't do better because of the size, right? How about a bet then?" She had my attention. Since our last bet, which I had lost, I had to do an embarrassing dare. Despite I had enjoyed it a lot, I still wanted to get revenge on her. Friendly revenge. She was going to enjoy it, too, and it wouldn't break any of her limits as she hadn't broken mine. After we settled out the stakes and conditions, I agreed. I would try again, doing my best on deepthroating her big black dildo. If I couldn't hold it for at least twenty seconds, I would win and Amy would have to do a dare of my will. Otherwise I would have to do. Again. But I was very sure at least now I couldn't just double my record. Frankly, I already had done my best.

So I got ready to try again, Amy at my side. Both of us watched the clock going to zero, then I pushed my mouth on the dildo, this time at least quickly reaching the balls. My tears watered more quickly and intense this time. My throat still aching from the first time repelled. But I kept myself together. At seven seconds, I thought I might not even get to the ten, but I also didn't want to disappoint my best friend. If I wouldn't make it to at least ten, how should she trust me to not have cheated? On the other hand since she was my best friend, she would take my word no matter the evidences.

On nine seconds, I was nearly about to come up. Maybe I would even make it to eleven, but twenty? No way! Suddenly Amy grabbed my arms and held them behind my back. She raised them up by the hands, leaning her upper body onto my head, keeping me down. I struggled against it, but her grip was too tight. Ten, eleven, twelve and more. The seconds passed while I helplessly mumbled into the dildo balls. Tears streamed down my face. My drool increasingly flooded the floor. I gagged several times. Amy still punished every intended move up with intense pain in my arms and more force on my head. I gulped several times, feeling the tough object in my throat, not getting it down or out any bit. The dildo remained deep inside me. My struggle faded away in exchange for a resigned state of being pushed down. I rolled my eyes up to look at the clock. Eighteen, nineteen, twenty. Amy had won, but she still held me down. Why didn't she stop? Twenty-one. Twenty-two. More tears, more drool, more gagging squirting snot out my nose. Amy whispered to me: "You are my best friend. You are doing great." At twenty-five she let me come up until the dildos tip had come out of my throat. Then she rammed my head into it again, out and in, as fast as she could. I gagged on it, having a changed feeling over it. Amy was throatfucking my head onto her big black dildo. I bet it aroused her, while I only suffered like the object she used me as.

Then she relieved me. Immediately she turned me around and fully embraced me, taking her hand on my head and petting me down my spine, holding me tight. The watch had reset the seconds to zero again. I returned her hug. She knew about my fantasies of being forcefucked, and she knew my limits as well. Months ago we had talked about the possibility of having her dominate or fuck me, but she had never done so far. "Thank you, Amy." She felt warm. "You are welcome, Alice."

Ten minutes later we had tea, and I could laugh about it for the first time. Amy had showed me how much she had been turned on by it, but also showed interest in my well-being. In fact she was taking very care of me within the next hours, physically, mentally and socially. It came with a sore throat though. I slowly became aware that I now had to perform another dare of her. Oh my.

In the evening we went shopping, highlighted by a giggling tour through a sex shop's dildo department. At my place we had popcorn while we watched some deepthroat porn and made fun of it and the boys we had had so far.


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