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….

Staying at Kip’s our usual routine is to get into the hottub about 5pm, it is just getting dark here then and that is our first adult beverage for the day (otherwise we might start drinking at midday).  The last 3 days we’ve been in this routine, if we snowboard we are usually home by 5pm and if we are working we are obviously here.

But…. two guys having a drink in the hottub, we only ever wear speedos of course, after a couple of things things normally end up with one or more of us getting an erection and since we have a fuck buddy in the hottub we usually fix that erection.

After we have fucked or sucked each other off we generally have a shower and start cooking dinner.

I’ll be here for another couple of weeks if anyone wants to partake in our afternoon routine.

It is a week until I leave for Colorado for my snowboarding trip with Kip.  For those of you guys who are new, Kip is my server admin and he is the guy that keeps this blog and all my sites online.

Kip started working for me a few years ago, he was recommended to me and at the time I was looking for a competent server admin and their sexuality or age or sex wasn’t important.  Lucky for me, Kip is a couple of years younger than me, he is openly gay and he LOVES SPEEDOS!!!!

While Kip has been working for me, I’ve visited him at his place in Breckenridge, Colorado and he has come down and stayed with me here in Australia.  During those trip Kip and I have been wonderful fuck buddies.

I’m looking forward to the trip and seeing Kip….. did I mention he has a hottub?

Earlier this week I had a booty call from Alex and we fucked each others brains out – it had been 3 weeks since we had caught up in a fashion where we could get down to our speedos.  It has been about 18 months since Alex’s first ever gay experience (which you guys have enjoyed reading I hope) and now we both have a great chemistry in the bedroom.

This lead to one of the members asking me the other day if I’d ever consider being in an ‘official relationship’ with Alex and my first reaction was ‘no’ because I’m not sure if I’ll ever be ‘out’ and I’m pretty sure Alex is even further from being ‘out’ than I am.

But, saying that, although we haven’t been ‘exclusive’, we have been primary sexual partners for 18 months now and particularly since Alex’s girlfriend broke up with him.

In my perfect world I think I’d love a girlfriend who either let me play with Alex or joined in and played with Alex, I’m not sure I’d ever want to cheat on someone if we were in a serious relationship and the few times during my life when I have been in a serious relationship, cheating has never been something I’d consider…. it is just more fun if everyone joins in.

I’d be interested to hear what you guys think…..