The Anal Trainer Challenge

Here at Prowler HQ there’s one product we get asked about more than anything else: the Colt Anal Trainer Kit. Comprising of three pliable but plugs (the smallest starting at 4.7”), we know that there will be countless seasoned bottoms out there who will be sniggering at the thought of such a tiny sex toy. However, there are many guys who find the idea of taking even the slightest of dildos a pretty frightening ordeal. Hence we have numerous nervous customers asking what’s the best way to start, what lube to use, how much it will hurt, the list goes on! 

So in order to answer all of these beginners’ questions, we are getting one of the newer and more ‘resistant’ members of staff anally trained! 

We’re providing the said member of staff (who wishes to remain nameless!) with the Colt Anal Trainer Kit and giving him three weeks to get up to the largest size plug, that’s one plug per week. Can he do it? Well, week one is up! We’ll be posting his first report tomorrow.

Week One

So, I have been nominated by my fellow colleagues to take the Anal Trainer challenge. Over three weeks I’ll be working my way through the Colt Anal Trainer Kit in an attempt to broaden my sex life. It was pretty much a unanimous decision in the office that I should be the one to test this out because:

A: I’ve never been a bottom before.

B: I’ve started dating a guy who wants to fuck me.

C: Apparently I wince every time we get a new batch of dildos in.

Day One: I’m all ready for the first day of the challenge. My colleagues waved me home with my training kit and some Liquid Silk. The first plug measures 4.7” in length, starts off at the size of my index finger (see picture) and widens to roughly the size of a small carrot. I’m lubed up and mid wank, so as ready as I’ll ever be. Pressing the end of the plug against my hole feels good and slowly but surely it’s making its way. I’m getting into in now and push a little harder. I’m starting to wonder what I’d been making such a fuss about, this was feeling good! I soon climaxed and pulled out the plug placing my fingers next to my hole so I could measure how far I’d got. Just under an inch. Not quite as impressive as I first thought, but a start at least.

Day Two: Right, with a fresh new confidence for arse play, I’m feeling that I can take a significant amount more tonight than I did before. As before, I warm up and make sure I’m well lubed. I go for the plunge, things are feeling good so far, I pull it out just to see how far I’ve got this time. Again, just under and inch. I work up a rhythm with the plug then force it in as far as I can. It hurts. A lot. I think maybe I’m trying to run before I can walk. 

Day Three: A well deserved day off for anal recovery.

Day Four: After telling someone in the office about my last disastrous attempt with the plug, he’s suggested I use some anal relaxant (as his nick name is “Fisty” I think he probably knows what he’s talking about). Using Pjur’s BackdoorRelaxing Anal Glide an 2-in-1 lube and relaxant, I get to work. Learning from last time I push as much as I can but as soon as I start to tense I stop until I’m more relaxed. After I’d cum, I took the plug out and I was about half an inch away from getting the whole plug in. Good work!

Day Five: Today was the day! Taking this little plug has become a bit of a routine this week, so I was just going about my business (still using the 2-in-1 relaxant) and just enjoying it without even thinking about how far in it was. Then, all of a sudden, it reached the tapered part before the base. It was completely in, but also felt great! Giving it a wiggle once inside gave a great sensation and it wasn’t long before I came. So the week one challenge is complete, although I can’t help think that I’ve got to go through all the same trials again next week with plug number two…

The Anal Trainer Challenge: Week Two

Day One: Like a good athlete, I have been keeping up with my training before this week’s big event. I’ve surprised myself the last couple of days at how quickly I’ve become accustomed to the smallest plug in the set. But my colleagues are starting to ask how far I’ve got with the challenge and I have to sheepishly admit I’m still on plug no. 1. This evening plug no. 2 beckons, so I warm up with the first plug (which is now a very comfortable fit) and then start with the next size. I’m a little less concerned this time around as although the second plug is a significant increase in size from the first, the tapered shape of the plug means it will start off from where the last plug finished. And from last week’s experience I know I don’t need to force it all at once, I can build up slowly. So tonight I just took it slowly and managed about an inch of the new plug. Doesn’t sound like much, but I felt more aware of my limits this time around and know it won’t be long before I can get further.

Day Two: Not really feeling it today, so having a night off.

Day Three: Again, not really feeling in the mood to have a butt plug inside me, but feel I probably should just to keep things on track. Like last time, I start off with the smallest plug, which fits with ease and then began on the larger sized plug. I got to pretty much the same point as before when I felt it was getting uncomfortable so decided to stop. This all seems rather frustrating as I’m used to feeling the buzz I get from the smaller slimmer plug when it touches my prostate, so I go back to this one to finish myself off.

Day Four: One of the boys at work asked how the anal challenge was going. I told him I hadn’t really been getting into this week and he suggested using it with a partner during sex as you can get into it more easily when you’re most horny. I’m staying at my boyfriend’s tomorrow, so have another night off from training and pack the anal kit in my over night bag as a special treat.

Day Five: As I work at Prowler, my boyfriend has become accustomed to me bringing back many weird and wonderful products to test out. So when I pull the anal trainer kit out from my bag he wasn’t all that surprised. After a mini domestic over who got to use the medium sized plug (he ended up with the largest one) we got down to business. We are very much still in the honeymoon period, so things got hot pretty quickly. As we lubed up we enjoyed some mutual arse play. Now I was in the mood! This time there was no warming up with the smallest plug, I was straight in there with the medium one. And my co-worker was completely right about practising with it during a sex session. I was way more receptive to being pushed further with the plug and relaxed into the whole thing much more. Doing it with my partner also felt like much less of a chore and much more like a sexy treat! Needless to say it wasn’t long before the whole plug was in me and we came to a big sticky climax. So, at the end of the second week I’m on target with two down and one to go…

The Anal Trainer Challenge: Week Three

Day One: Oh my. There’s quite a leap in size between the second and third plug in the Colt Anal Trainer Kit. But seeing as I’ve come so far, I’m not going to stop now! So, nothing new for day one of the new plug, I just took it easy and got to a couple of centimetres. That will do for today.

Day Two: I think the scariest thing about this new plug is more the girth than the length. I’ve been using loads of lube and even used the Pjur’s BackdoorRelaxing Anal Glide again, but I’ve made little progress.

Day Three: Right. I’ve had another discussion with my colleagues and they have recommended using ID RelaxXXX: Anal Spray to help me on my way with the challenge. The relaxant spray doesn’t contain any chemicals, which means there’s less chance of irritation, and is designed to relax the rectum with out losing sensitivity. Using this spray really helped. I noticed pretty much straight away that as I pushed the plug in, I wouldn’t tense as hard. I got significantly further than the previous two nights which was good. However I felt a little uncomfortable for about an hour afterwards, so might have to take it easy.

Day Six: The last couple of nights I didn’t get that much further with the plug. So to try and keep things fresh I gave it a go in the company of my boyfriend. We prepped in the usual way, plenty of lube and relaxant spray and set down to business. I find using a plug with someone else infinitely more fun than on my own, but sadly there was still a limit to how far we could get the plug. It wasn’t going to work. But, never one to give up, I tried something different. Taking my boyfriend’s cock. This was quite a big deal for me as it’s something I’ve never tried before, but I’m happy to say it was a complete success! After the best part of three weeks using rubber plugs, having a cock in me was a completely different experience. I’m not saying that I’m going to become a power bottom anytime soon, but it was definitely enjoyable.

So, in summary, I may have not managed to complete the entire anal kit in three weeks, but it has helped me to loose my “bottom” virginity. The boys at work will probably say I could have done the whole lot, but I’m counting it as a big success!