My first time receiving anal and getting a facial

"The initial playing gets more serious."

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Hi, this is the story of how I got my first cock up my ass, and first cum all over my face.

I had been giving Thomas regular blowjobs and handjobs for a while now. We had worked out a sort of a deal. He’d come over to mine twice a week and I would suck him off while he watched porn. In return I would get to play with whatever part of his body I liked, and cum on him, provided I lick it off again. I was also allowed to take some pics, but no face. And no, I won’t be uploading them here, for the sake of anonymity. As far as my family was concerned, we were best friends, which in a way, we were.

This occured about 2 months after the first “incident”. He came over my house, as usual, and after my family went out, as usual, we started to get down to business. He had stripped off and was watching porn while I was working on his balls. I started to blow his cock, but he stopped me after only a few minutes.

“I wanna try something,” he said.

I looked up at the computer screen and saw he was watching a guy giving a girl anal. “You wanna buttfuck me?!” I exclaimed.

“Yeah, I’m intrigued. I wanna try it out.”

“But don’t you need lube for that?”

He proceeded to pull out a bottle of lube from a bag he’d brought with him.

“But don’t you need condoms as well?”

He proceeded to produce a packet of condoms from the same bag. Clearly this wasn’t just an impulse. He’d been planning this well enough in advance to acquire lube and condoms.

“Hmm, ok, I’ll try it, but I want something in return,” I said.

“What do you want?”

“I want you to give me a blowjob,” I stated.

“Dude! You know I’m not gay!”

“I don’t care. A straight guy wouldn’t want to give me anal. You’re bi-curious at the least.”

“Dammit, fine, I’ll give you a blowjob.”

I stripped off the rest of my clothing. 

“Right, get on your hands and knees and I’ll lube you up,” he said.

“Oohhhh no! Blowjob first, anal later,” I replied. I was NOT gonna let him get cold feet after he’d cum.

“Dang, fine. Sit down then and I’ll get started.”

I sat down on the same chair he was sitting on moments before with a smirk on my face. I’d wanted a blowjob from him for quite a while. He sauntered towards me, balls swaying from side to side, making me all the more horny.

He knelt down at my feet and tentatively grabbed my throbbing member with his hand and started to give me a handjob.

“Hey, handjob wasn’t the deal. Blowjob. Put it in your mouth,” I said.

“Hold on, I’m working myself up to it.”

And fair enough, after about 20 seconds of staring at my cock he licked the tip, then put it in his mouth and started sucking. He didn’t seem revulsed or anything, he seemed just a bit shocked, as if he was shocked at doing this, or shocked that he liked it. I did notice he used his free hand to play with himself while doing it. I think he probably enjoyed it more than he let on.

Meanwhile, I was in heaven. It was a sloppy job, and he didn’t really know what he was doing but I loved it all the same. I was so horny and worked up that just having his lips around my 7″ cock felt amazing. I lasted a few minutes, not too long, maybe 5. As I said I was incredibly worked up.

He was quite surprised when I came, despite my exclamations of ecstacy. He didn’t swallow. He got up and spat it out into a nearby cup I’d forgotten to take back to the kitchen.

“Euch, that stuff tastes weird!” he said, a strange look on his face.

“Hehe, I dunno, I quite like it,” I said, panting. “Pass the cup here.”

He passed me the cup and I poured it into my mouth, swallowing the cum. It tasted of both my cum and his saliva, a winning combo. Luckily I’d only had water in the cup earlier else it might have tasted a bit stranger.

“C’mon then, I’ve done my bit, I want what I’ve earned.”

“Fair enough,” I said. I got onto the bed face down and folded my legs underneath me so that my asshole had easy access. I put a pillow under my head to make myself comfortable. I waited only a few seconds before I felt his fingers probing my asshole, lathering it with lube.

“Just go easy on me okay? I’ve played with my ass a bit but I’ve never taken anything like your cock up there before,” I said, just a little bit scared.

“Don’t worry, I’ll take it slowly,” he said as he slipped on a condom and lubed his cock up.

He stepped closer to me and felt my ass with his hands before rubbing his cock up and down my asscheeks, and prodding my hole ever so slightly, as if teasing me.

I relaxed as much as I could, I’d heard that would make things easier. He slipped the tip of his cock into my ass. I breathed in sharply and he stopped moving altogether. I didn’t feel much pain, only a very small amount. As I stated in my last story, he had a long, thin cock; perfect for buttsex. I’d breathed in out of excitement as much as anything else. However he thought otherwise.

“Sorry, are you okay?” he said.

“I’m fine, I’m just a bit excited. Never done this before, y’know?” I replied. “You can keep going now.”

So he kept going. Slowly, ever so slowly did he slide the rest of his 8″ length into my ass. Eventually, after about 2 minutes, he was ball deep into my ass.

And GOD it felt amazing. I was being stretched just the right amount, and he’d put plenty of lube on so there was no friction, and his cock went in sooooo deep. It was perfect. I let out a slight ‘aah’ of pleasure as he reached maximum penetration, then a slight ‘ooh’ as he began to pull out. As he was pulling out I started to feel a bit empty, but the fullness returned once he’d started going back in. He kept a slow pace up for a few minutes till he realised how much I was loving this. I know I say this a lot, but I never wanted it to end!

He started to pump a bit faster and harder, and I encouraged him by aah and ooh-ing louder and louder the harder he got. Eventually he was really giving me a good fucking. My aahs and oohs had melded together into a constant ‘aa-aa-aa-aa-aa-aa’.

“Matthew!” he said. (That’s the name I’m going to pretend is mine.)

“Uh! Yeah?” I replied shortly.

“I’m gonna cum soon. But there’s something else I wanna try. I wanna give you a facial.”

This was something I also wanted to try.

“Uh! Okay, before you-uh-cum, pull out-uh-and I’ll turn around.”

Now he really went to town on my ass. He doubled his speed. My eyes practically rolled into the back of my head and my fists clenched around the sheets on my bed. Suddenly he pulled out, and as soon as he did I turned around. He’d already gotten the condom off and was straddling me. I was lying down with his cock in front of my face. He was rapidly jerking himself off. I felt like I was looking into the barrel of a gun. This was the first time I was going to watch him actually cum. His precum was already dribbling onto my chin.

Then he came. His eyes bunched up, his hips thrust forward into his hand, and his load spurted onto my face. It went around my lips, on my forehead, my nose and my cheeks. Luckily none got into my eyes. As he finished he rested backwards, sitting on my chest. His ass felt good right there. He offered his fingers for me to lick clean, which I did.

“Go get my phone,” I said. “I want you to take a picture of me drenched in cum.”

He got my phone and took a picture. He showed it to me and I liked what I saw. I was building up a bit of an album of our debauchery.

Of course, the anal and the facial had gotten me going again. I quickly cleaned my face with my hand, licking up as much cum as I could and licked what little cum was left on this still throbbing cock.

“Lie down,” I said. “I’m horny again.”

As far as I was concerned, I still needed to cum on him. It was part of the deal. This time I straddled him and came on his chest, so I could suck his nipples while I licked up my cum.

After I was done we just lay on my bed for a while, exhausted. It had been a long half hour or so. We both felt a bit dirty after so we took a shower together and I got to feel all over him as I washed him off. He didn’t return that particular favour though.

Thanks for reading. If there’s anything else you want me to write about just leave a comment below and if I’ve done it, I’ll write about it.

Published 13 years ago

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