I have started writing about 18yo Tom’s first threesome, stay turned for some of the details.  I was wondering though, when was the first time you received anal?  How was it and did you like it?

Working up to my first anal was pretty slow, I remember masturbating and playing with things in my butt after I sucked cock for the first time.  My attitude was, other people are doing this, maybe it is a turn on.  I was right.  Although occasionally it hurt a little after my orgasm, playing with my arse definitely made me cum quicker and then when I was receiving a blowjob, any touching of my butt hole made me cum quicker as well.

While this was mostly with guys, I did have some girls who were happy to finger my while sucking me off which was awesome.

It was years though before I worked up to taking a cock.

So, I’d love to hear your stories on your first time taking a cock in the ass….

I left you guys off a couple of days ago just as Tom came while Alex was lubing his cock up in anticipation of fucking me.  I was excited to have this 18yo virgin fuck my arse and I was all ready when Tom unloaded in the condom that Alex had just put on him.

Tom was a little embarrassed but to be honest I thought it was pretty hot that he came that quickly.  He took off the condom and pulled up the front of his speedos.

Alex was rock hard though so I asked him if he’d fuck me.

Grabbing another condom off the kitchen counter, Alex pulled his cock out the leg of his speedos (we couldn’t do this for Tom because his competition school speedo was so tight).

At this stage I was still leaning over the breakfast bar in the kitchen.  My red arena speedos were still on and up but I had undone the drawstring…. I love pulling speedos down a guys butt and I thought Tom might have enjoyed it.

Instead of Tom, Alex got to do it once he had the condom on and had lubed up his cock.  Tom was now sitting on the other side of the kitchen bench.

With both of my hands on the kitchen bench, I spread my legs and bent over.  Alex pulled down the bum of my red speedos but my cock was still in the front of the speedo.  As Alex shuffled up behind me I felt him lead his cock to the opening of my arsehole…. I moaned and begged Alex to fuck me.

Slowly Alex got the head of his cock inside me.  I looked up and saw Tom sitting there watching all of this rubbing the front of his tiny speedos.

Once Alex was ‘balls deep’ he started to fuck me.  With his hands on my hips Alex was fucking me hard!!!  I was trying not to cum, I wanted to fuck Alex in front of Tom.  It wasn’t as quick as Tom but Alex didn’t last long – hahaha.  Maybe I just have that effect on guys or maybe it was sitting around in speedos with boners for 20 minutes that got these guys close.

Alex came and as he cooled down he leaned over me and I could feel his panting breath on the back of my neck.

Now it was my turn to fuck Alex…….

I completely forgot to tell you guys that Alex did ‘drop by after work’ the other day.

Since I left for Colorado (a month or more ago now) Alex did have his own Grindr hookup, I’m so proud of him, but it was oral only so it has been 4 weeks since Alex had a cock in his arse.  Is it possible for an arse to get tighter?

Maybe it was just in my head but when Alex got on all fours in my bed…. his butt was super tight!!!  I had to relube it just to get in and he was moaning.

This week Alex has Wednesday/tomorrow off work so I think we are going to go for a surf up at Birdie Beach and some outdoor anal (and oral) activities will be included.  I might see if I can find a third to join us if anyone is interested.

OK, bed time for me – talk to you guys tomorrow.

Kip doesn’t quite have the same level of speedo tan that Alex has, Alex is swimming a couple of times a week during his lunch break and is wearing speedos so his speedo tan is just perfect…. but Kip does have a great arse.

I don’t know about you guys but I reckon guys have better arses than girls, generally speaking of course.

This morning (Saturday) I woke up reasonably early and I started doing some work, I made a pot of coffee and took a mug into Kip’s room (we don’t sleep together), he was lying there wearing a pair of red speedos and the sheets had uncovered hit butt, he was lying face down and his arse looked just delicious.

I put the coffee down and went to find some lube and a condom…. that arse of Kip’s was just too inviting.

Kip woke up with my hands pulling down those red speedos.  I put my hand on his back to keep him down and squirted a big load of lube into his butt crack.  I pulled my hard cock out the leg of my speedos, put on the condom and rammed my cock into Kip’s arse.

Just another Saturday morning in Colorado……

The first pic is the speedos that I was wearing when I fucked Kip this morning.

As I mentioned in the closing of yesterdays post… Alex did come around for a Surf and Suck…. I just thought about it, Surf and Turf kind of makes sense too – hehehehe.  I’m so funny, I am texting Alex that right now though, I hope he isn’t in some important work meeting.

Here is a story (for members only – remember it is only $5 to join – click here) about Alex’s first ever fuck.  I had been taking it slow with him and I really wanted him to enjoy it and not be too sore.

This happened in July 2014 when Alex was living with a girlfriend.  How things have changed in those 18 months or so.  No days Alex can take a fucking like a champ…. but it all had to start somewhere.  I remember my first ‘bottoming’, do you guys?

Enjoy guys…..