Teenage Anal Virgins

Dan and Tim are eighteen and nineteen year old guys who are members of the Surf Life Saving Club that I'm a member of.  Last week I caught Tim on his knees just about to suck off his teenage friend. It was a Friday afternoon and they expected to have the equipment sheds all to themselves, Tim was on his knees when I walked in on their naughty act.  They were terrified that they were in trouble.  Instead of being in trouble, the two young guys came back to my place and started their sexual education. That first Friday was all about oral, I sucked them off, they sucked me off and they sucked each other off. They need more practice but they received a passing grade for their first lesson.

Joking aside, I remember being a horny young guy; experimenting, fooling around, feeling guilty, not sure if I was weird and hoping I wouldn't be caught.  It would have been so much easier if I had someone to guide me and tell me that my feelings were completely normal.   Luckily for Dan and Tim, they have me to point them in the right direction.

As the guys were leaving my house after our first sexual lesson, I told them that instead of risking getting caught or in real trouble risking getting caught having sex in public, they are welcome to come over to my place anytime.

It was during this conversation that Tim asked me was if I had tried anal?  Yeah, I've tried anal once or twice (I was once fucked by ten guys in one session - which I have written about on my blog).

Their teenage eyes lit up and asked if anal was as good, or even better than sex with a girl?  I told them that anal sex (with a guy or a girl) is pretty amazing, it is tighter than a pussy of course.

Then I told them that being the guy getting fucked is what really turns me on.  This was news to them.

I told them that I loved being fucked in the arse and that I have often cummed without any physical touch to my cock.  Spontaneous anal ejaculation.

The guys seemed surprised, they asked me if it hurt?  I told them if it is done wrong it hurts, but if you take it slow, and use lots of lube, it can be amazing. They both seemed very interested in this news, particularly Tim who seemed like the more adventurous of the two.

It was Tim who then asked me if they could come over to my house next Friday and maybe try some anal stuff, for the first time.

The next seven days were a horny torture for me. I jerked off three of four times a day, minimum, I would wake up horny thinking about getting to fuck these guys, then I couldn't get to sleep because I was thinking about these two guys fucking me.

Friday finally came around, I backed off pleasuring myself the day before so I was ready to roll.  The guys had messaged me during the week confirming Friday and they sounded very keen/horny as well.

As we arranged, the guys walked up to my house from the beach about 2pm on Friday.  The timing was planned to give us a few hours before my friends would knock off work and potentially drop in unannounced and my neighbours work a nine to five so they wouldn't interrupt us either.  If anyone walked in on me fucking two recent high school graduates, it would be difficult to explain since I'm not out of the closet, to most people.

All week I had been fantasizing about these two fit young guys and seeing them walk up to my back patio shirtless, wearing some loose shorts my cock hardened up immediately.

I welcome the guys in to my house and they both commented on my jockstrap.  Jockstraps are not an Aussie thing at all, maybe they are more of an American thing.  I told the guys that the jockstrap would give them easier access when fucking me.  There was nervous laughter.   Before pouring us all a drink I reminded them of my house rule, speedos only. They complied and dropped their shorts and if I thought they couldn't get any hotter, they did. Both had semi hard cocks that were growing and their little lycra speedos weren't hiding anything.

Standing around my little kitchen breakfast bar we chinked our glasses and I raised a toast, to anal sex.  More nervous laughter but in those couple of minutes our three cocks has all grown to full, one hundred percent hard.

Then I asked them, who wants to fuck me first?

They were both keen so I actually flipped a coin.  No kidding, I flipped a coin to see which of these guys would loose their anal (top) virginity first. Dan called tails and won.  I passed a condom to Tim and told him to put it on his teenage friend.  Dan helped by pulling his cock out the leg of his speedo and Tim started to roll the condom on. It was cute, his hands were shaking a little bit. With the condom finally on, I handed Tim a tube of lube and told him to lube Dan's cock up nice and slippery.

Using both his hands Tim went from lubing up his friends cock, to effectively giving him a handjob and Dan was enjoying it.  While I was enjoying the show, I knew Dan wouldn't last long and I wanted him in my arse.

I came around to their side of the breakfast bar and after separating them, I made Dan back up and I bent over the kitchen bench. My arse had been prepared and was shaved smooth, the jockstrap I was wearing gave Dan easy access and he didn't need instructions. I felt one hand on my left hip and I'm assuming he was using his other hand to guide his cock towards my anal entry.

Dan's cock head slipped in to my arse nice and easy.  He moaned but managed to restrain himself and asked me if I wanted him to go slow? I told him to go as hard as he wants.  I also told Tim to put a condom on and be ready because I didn't think Dan would take too long.

Before I could finish telling Tim to get ready, Dan slid his cock all the way in. He pulled back and just started hammering away.  Horny teenagers.

Dan managed to tell me how good it felt and how tight it was and then... it was all over.  Hahaha.  I wasn't counting, but I don't think he managed ten full strokes.  He collapsed on my back huffing and puffing and apologized for cumming so quickly. I was totally fine with it and didn't expect anything less. Before Dan could catch his breath, Tim was trying to get him out of my arse so he could have a go.  I did manage to tell Dan to pull out slowly which he was gentlemanly enough to do. Then, maybe five seconds later, Tim was inside me.

What is it with young guys? Tim just slipped his cock inside me and went hell for leather. It was like the two of them were in a competition to see who could cum with the least number of stokes. I'd say it a dead heat as Tim's moans got loud and he collapsed, spasming on my back in about ten stokes. I was thinking that maybe I would cum from these guys fucking me but I didn't have time to even warm up. It is OK, were were just getting started in this anal class.

I instructed the guys to go and shower and to clean each others arsehole. They were to make them so clean you could eat off it, because that is what we were going to to next.