Andy and Me – First Time Part 2 by *****

“Are you sure…?” He asked hesitantly. “It’s a big thing… but yes everything seems to say it will feel amazing and as…”

“Andy!” I interrupted. “Let’s fuck.” I stated bluntly. “I am sitting here horny as all hell and I am willing to do almost anything at this point.”

I saw him swallow and fight hard to keep composed. “Wow… ok! Let me get the lube out I have.” He went over to his bedside draws and got out a bottle of lube. He then got on the bed with me. “So, which way are we doing this? I mean who first…?”

“Fuck me first.” I said, red hot and so very horny. “Just.. be gentle at first ok? Then, I’m gonna fuck you. Let me get comfortable.”

I got on all fours and crawled over to the end of the bed, so I could grab the headboard and exposed my virgin anus to him, wiggling slightly. “Well I’m ready for you.” I said looking over my shoulder. I saw him lubing his cock up before hesitating to lube my ass, but after a couple of seconds he seemed to pluck up the courage to do so. It felt cold on my hot skin and I suppressed a moment of nervousness wondering about how much it would hurt. I assumed it would but any pleasure would, hopefully outweigh it. I felt him move up to me and grab one side of my hips and I was overcome with dirty thoughts as I realized by best friend was about to fuck my ass.

“Sure you are ready?” He asked a final time.

“Oh god yes!” I gasped out. “I’m so ready…”

Suddenly I felt his cock slowly probing, making sure he was ready before slowly pushing into my ass. I suddenly gasped as he entered and gripped the headboard for support. “Are you ok?” He asked in between his own moans.

“Yes… it’s just… god, keep going.” I moaned, yes there was pain, but over the top of it and more powerful was an inexplicable pleasure which grew as he pushed further in. Then suddenly, he stopped and I realized my ass was full. His full length was in my ass. My best friend had his entire cock in my ass.

“Wow… oh my god!” I heard him exclaim.

“Are you ok?” I asked.

“Oh yes. It feels… fucking amazing. So tight and hot.”

Slowly he began to pull out and I wondering if that was it, but slowly he began to fuck me. Thrusting in and out, we were both gasping and moaning and I started to respond to his movements. I would pull away when he was thrusting out and I would push back when he thrust into me. It was ecstasy.

Eventually he started to slow down and I knew he was getting close to cumming so I started to move more, making sure that there was a bit less control on his side of when he came. I felt his cock throb and knew he was ready to blow. He thrust all the way in me, before I felt him freeze, his breathing heavy.

“Are you close?” I asked.

“I…I…I can’t move. If I move I am going to blow.”

“Ohh ok. So I shouldn’t do this?” I said innocently as I started to gyrate my hips. The throbbing increased.

“Oh god, you need to stop or I’m really going to cum…”

“Andy, I want you to fill that remaining space in my ass. Cum in my ass.” I demanded as I started to move up and down on him.

“Ohhh fuccckkk!” He held my hips tight as he exclaimed, then he pulled almost all the way out, then slammed all the way back in. I felt his cock swell and then he blew inside me. His cock throbbed and with every throb more cum filled my ass. Eventually he pulled out and I suddenly felt empty, it was a strange feeling. But now I wanted my turn, I wanted to fill him.

“That was…”

“Amazing!” I said finishing his sentence. “But it gets better because it’s time to swap.”

“Does it hurt?” He asked slightly worried.

“A bit, but the pleasure takes it away. It does feel strange at first though. How do you want to do it?”

“Like you.” He said determined.

“Ok then.” I grabbed the lube while he got himself into a comfortable position. He seemed to take my lead and moved to the head of his bed. I lubed my cock and then I lubed up his ass without hesitation.

“Ready?” I asked, so desperate to fuck him.

“Ready.” He replied smiling sultry at me over his shoulder.

I held onto his hips as I moved to press my cock again his sphincter, quickly feeling if I was in the right position. I was.

“Ok…” I said before slowly forcing the head of my penis into his ass. I heard him take a deep sharp breath.

“Are you ok?”

“Yes… its just like you said…”

I slowly thrust my cock in to Andy’s ass and I was surprised how tight it was. The pleasure was incredible as his hot, tight ass gripped my cock even with the lube.

“Holy fuck!” I gasped as I went all the way in. He grabbed the headboard and moaned. I slowly pulled back before thrusting back in. I was in my best friend’s ass and it felt amazing. I was trying so hard not to cum as I realized how dirty this felt. But I fought it back as I started to fuck him slowly, I wanted to enjoy this for as long as I could. It became a rhythm and Andy moved with me. We were both moaning and gasping as I thrust into his tight ass. But eventually my orgasm approached. We seemed to both last the same amount of time. I slowed down and he seemed to realize like I did that I was close.

“How close are you?” He asked through a gasp.

“Very. A couple more thrusts and i’m going to explode and it will be an explosion…”

“Ok. Don’t pull out. Just bare with me a second, I need to move.”

I was puzzled as he moved around. Eventually I was forced up against the wall his bed was against. He looked back at me and smiled. “Perfect.” He said.

Suddenly he pushed back against me and I realized that I couldn’t move back any further. He was fucking me!

He slid up and down my cock as my orgasm edged up.

“Andy, keep that up and I am really going to cum!” I said desperately. A small part of me wanted him to stop so I could last a bit longer, but the rest of me wanted to fill his ass with my sperm.

“Hmmm. Good!” He exclaimed as he pushed my cock all the way in. That took me right to the edge.

“Any movement…..” I said gasping.

I heard the teasing in his voice. “Movement like this maybe?” He started to wiggle his hips and suddenly I went over the edge.

“Holy fuck!” I gasped loudly. My cock throbbed and I didn’t even try to hold it back. I exploded in his ass. Over and over again sperm erupted from my cock and filled his virgin ass. It was wonderful.

We both collapsed on the bed.

“That was… unreal.” I said. “I never thought it could be THAT good!”

“I know, what I read doesn’t prepare for that.”

We smiled at each other before I wondered what time it was. I got up and got my phone. It was very late and I needed to be up early.

“Look it’s late and I need to be up at like 6am. Mind if I just sleep here?” I asked, not wanting to move from tiredness and orgasmic bliss.

“Hmmm sure thing.”

* * *

My alarm went off at 5:50am. We had slept in the same bed and I turned if off quickly as I didn’t want him to wake up. But I heard him get up anyway and I felt guilty about waking him up.

“Don’t worry, I was awake anyway” I heard Andy say. “I could hardly sleep.”

I hadn’t had that much sleep either. Everything that had happened kept playing through my mind and somehow, I knew that I could have cummed at least one more time a few hours after we had tried to sleep.

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