My first anal was with a guy I barely knew and I came with him all the way in
I’m 18 and I had only done regular sex before last weekend. I went home with a guy after hanging out at his friend’s place. We started on his bed like normal. He fucked me on my back until I came, then he pulled out, added a lot of lube, and asked if he could try my ass.
I said yes even though I was nervous. He had me on my stomach with a pillow under my hips. He rubbed lube around my hole, then pressed the head against it. The first push burned. I told him to wait. He stayed there with just the head in until I nodded.
He worked it in inch by inch. I could feel myself stretching around him and it felt huge. When he finally got all the way in I had to grab the sheets. He stayed still so I could get used to it, then started moving slow.
Once it stopped hurting it turned into this full, deep pressure I hadn’t felt before. He reached under me and rubbed my clit while he fucked my ass. I came harder than I did the first time, shaking with him still buried in me.
He kept going after that, a little faster, until he slammed in and finished inside my ass. When he pulled out I felt how open I was. I stayed on the bed with lube and cum running down my thighs, kind of shocked I had actually done it.
I’ve been thinking about that stretch ever since. I already want to do it again.