The first two chapters of this story are under samchandler.
https://www.literotica.com/stories/memberpage.php?uid=1353643&page=submissions
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Charlie, my gay roommate, and I, uncertain but probably bi-, continued to have oral sex pretty frequently. Here was someone, and a friend, who wanted to have my dick in his mouth and I certainly enjoyed it there. Charlie was only about 5-7, thin and a bit feminine, but his erection was big and I could only get the head in my mouth. I learned from him to firmly hold the bottom of his shaft and run my tongue under the head and around his swollen knob. I flicked my tongue down his shaft and back up where I took his helmet into my mouth. Jacking him lightly with one hand, sucking his head, tonguing him, I soon tasted pre-cum and a few moments later he came filling my mouth with his cum. Some dribbled past my lips but most I swallowed salty and musky. Whenever we came from a blow job, we would kiss pushing cum back and forth in our mouths. It seemed like this was the most intimate part of out love making.
A few days ago, late at night with the door to our dorm room locked, we were in his bed. We were naked and facing each other. I bent my head and ran my tongue over his nipple. Charlie's nipples were small and light colored but in my mouth I felt his swell and the tip harden. I fondled his erection at the same time and he let out a low moan. I kissed down his stomach.
And then I did something that late surprised me. I ran a finger tip down over his testicles and then further to his anus. I had never had this done to me, never knew that this felt really good. I found the pucker of his hole and caressed it with my finger tip. I pushed my finger in. It easily went to my second knuckle. When I rotated my finger against his sphincter, I heard a grunt.
"That's what I wanted."
I pushed my finger in as far as it would go and began finger fucking him as well as making circles with it. I bent over and took his erection in my mouth sucking gently as I continued to finger him. Charlie began to make small thrusts with his hips fucking my mouth as I fucked his anus.
"Put another finger in." And a second one slid in easily. My finger tips felt the soft lining of his rectum and when I got to a certain spot Charlie bucked his hips and let out moan of pleasure. I concentrated on fingering that spot. Charlie's breathing quickened and the head of his penis grew more swollen. And then he came with kind of a whimpering moan. I had to press my other hand against his stomach so that he didn't shove his dick down my throat. I'd never seen him come so forcefully. When he fished he lay back still breathing heavily. I scooched up to him and softly put my lips on his. I opened my moth and pushed his cum into his mouth. We lay like that for a bit French kissing and passing his cum back and forth in our mouths before swallowing.
"Well you seemed to like that."
"Yeah, that feels really good."