His New Boyfriend

by Roughwreck

2 Sep 2023 7189 readers Score 8.9 (54 votes) PDF Mobi ePub Txt


The beginning of all this is not so extraordinary...

It starts with a single, simple, hookup a long while back. This little otter and I met up in the middle of the night to tussle in the backseat of his car. We talked, we kissed, we sucked, I fucked him over his backseat, and we talked again. All-in-all he and I had a great time. In the following weeks, we kept in contact as best as we could, but as he lived over an hour away our busy schedules made another encounter difficult. Eventually, we simply drifted away from each other and our affections fizzled out. Such is life. 

Then fast forward to a few weeks ago...

He hits me up and we get to talking again. He has a new boyfriend that he would like me to meet. While he and I had only hung out that one night he remembered all the things I had said about the threesomes I've had, the threesomes I wanted to have, and when he and his new partner had both discussed and agreed that they were open to that sort of thing he had thought of me. Of course, I was interested. 

The three of us start a group chat and over the next few days, we are sharing, flirting, and laying down the groundwork for us to all meet up at a motel. They come off as a cute couple. Two younger guys that had connected online over music and had really hit it off when they met up. Their relationship was still young but they were open to exploring more together and a threesome with a daddy was too exciting to pass up. The one I had met wants to get fucked again but while his new boyfriend is eager and excited for the threesome experience, he is still very new. They had been taking it very slowly together, and he had never had anything more than a few fingers inside him. He is worried that he will not be able to bottom for either of us, especially me due to my size. I assure him that penetration, or the lack thereof, will not stop all of us from having a good time. We all agree to just go with the flow, and that no one is pressured to do anything they don't want, or can't, do. All is well. 

Eventually, we met up and everything was going as planned. Within minutes of arriving at the cheap motel, we were tangled up together, having a blast, and really getting our money's worth on that motel room. I was bouncing between the two of them, letting my fingers and tongue do the work on each in turn, savoring them both, careful not to leave either out. At some point, I end up between the virgin's legs and the little guy is begging for it. Grinding into me, hard and desperate, his body telling me exactly how badly he wanted all of me while he muttered the filthiest things.

"I think our boy here wants to get fucked" I said and the little virgin whined up at me, confirming it with his hips rolling into mine. When his boyfriend said to "go for it" I didn't hesitate. 

I was gentle. More gentle than I ever prefer to be and more so than I have been in the past. I promised not to hurt him and insisted he tell me if I did. I told him he could trust me as I began to rock myself inside him, guiding him to "push out" as I pushed in. Slowly I teased and prodded with my tip, popping it in and out of him and then giving him an inch before taking it away only to give him more on the next push. I left little kisses and nibbles on his neck in between whispers in his ear. Telling him the entire time how good he felt and how good he was being, all while I fed more and more of myself into him. 

Finally, I felt his grip around my base, my nuts pressed up against him, and I felt his whole body shudder underneath me. I congratulated him, told him how tough he was, and how impressed he had made me, and rolled myself against him. Slow, shallow thrusts, deep. Stirring him gently while he whimpered into my neck, his little cries tickling my ear while I began to fuck. The hard part was over. 

As his body relaxed for me I increased my tempo, the length of my strokes, and the strength of my impacts. Before long I was truly digging him out, giving myself over to my instincts, meeting the desperation in his hips with my hungry thrusts. He was looking at me like he was terrified but from his lips I heard every licentious dirty thing that crossed his mind telling me to go on. We were face to face writhing together, verbally encouraging the other for more. 

When I told him I was close he begged me for it, calling for me to cum inside him... And then his boyfriend joined the rally and gave me his blessing to breed...

...I had forgotten he was there entirely, I had been so focused on leading the little virgin I had failed to see what I was really doing. The magnitude of it did not occur to me till it was almost too late. My orgasm had already begun to thunder towards me, the pieces fell into place as it swelled inside my body, and when I realized I had actually just made the man beside me watch as I deflowered his lover the storm hit and I exploded. I came hard, and loud, driving as deep as I could, pulling my whimpering little partner close, crushing him against me as waves of ecstasy rolled over us. 

I could feel my organs still pumping as I righted myself and began to draw away. I gave a few deep thrusts for good measure and then collapsed backward on the bed, my eyes fixed on the wet pink place where I had left my seed, watching it ooze out onto the sheets. 

I sat back and watched my two compatriots come together, caught my breath while they coupled in front of me, using my fluids for lubricant. There was no need for them to be gentle now. They fucked fast and hard and before long the little not-so-new-anymore cumdump was wrapping his legs around his boyfriend, begging him to add his load to my own.

I cuddled up between them as they lay there panting next to each other, finished and exhausted. It's what I had come to do in the first place, to be shared. We spent the better part of an hour intertwined and being tender. Caressing, kissing, teasing. Eventually, it would lead to another round, and later another after that before we fell asleep together in that big motel bed, but nothing came close to that first bout when we still had all of our energy and our vigor. 

I don't vividly remember everything we did, I cannot recall the finer details of all the other times I fucked them both that night. I can only recall, with almost photographic recollection, the look on that little fella's face when I gave him his first breeding while his boyfriend watched.