I like to think I’m pretty broad minded generally. I try not to judge others and accept that people have different tastes and preferences, particularly when it comes to punting and sex in general. But in truth I’m probably quite conservative and have quite vanilla tastes sexually. I’m my younger days I was never out there shagging anything that moved, I was in long term relationships and always remained faithful. Even now, having gone past mid forties and heading to the next decade I’m still quite happy to get a blowjob and shag a pretty WG in missionary. I have recently developed a slight kink in that I get turned on by feet, particularly if they have a faint whiff of being walked on and unwashed for a short time. But still I’m a quite simple guy who likes a girl with a pretty face, nice body and will just lie back and let me fuck her. So why did I wake up this morning and decide to get fucked up my arsehole by a girl with a big black strap-on dildo? Really, I have no idea.
I’ve had a couple of meets with a very hot Polish WG called Angela while in Krakow and had a great time. First meeting was just a straightforward covered blowjob and a shag in a few positions and it was really very good. The second meeting she ordered me to lick her pussy until she came and then we fucked. Once again it was extremely enjoyable. She mentioned in one of our chats after sex that she enjoyed giving pleasure to guys and her strap-on action came up in conversation. It’s something that I have been curious about, but never considered trying. I had planned to see her again before I left and, as I liked her, wanted to make it memorable.
I had concerns. Angela was a pro, in every sense. She’s been in the game a few years and offers a wide range of services. Also having met her twice I knew she cared about pleasing her client so I trusted her. But, but. I worked with a guy a few years back that had ripped his arsehole, he wouldn’t tell me how, and it sounded pretty unpleasant. What if that happened to me? Can you even walk into a Polish A&E department and insist that they stitch up your shredded ring piece? I did a little research. Looked on Google to see what could go wrong (please for your own sake don’t do that with the default setting as “images”), I had a look on porn hub, for a much less factual but more pleasant result, and I looked up a page from some “health” magazine giving tips (wash your arsehole and use lube seemed to the the headlines..). Fuck it. Why not.
It was a morning meeting, I had about an hour to get ready. This has actually been on my mind last night and I’d taken the wise decision to take it easy on the beer, following a couple of morning afters which had involved heavy pebble-dash sessions before breakfast. So I was in fairly good shape. I had a shower. Gave the ring piece a good clean. Realised the ring piece is an extremely well developed piece of apparatus for water proofing, so went in with a Radox coated digit. Now my finger isn’t that big and this felt like a tight fit. Hmmm. I went a stage further, unscrewed the shower head and gave the old poop shoot a good rinse out. That’s as clean as it’s ever been. So I dressed and headed out to Angela’s flat.
Having met a couple of times we were quite relaxed in each other’s company, but I felt quite tense. She made me a coffee and playfully put her feet on my thigh as we drank, but I was nervous. Nervous of both asking for this and of having a big dildo ripping my sphincter open. As we finished the coffee she suggested that I should shower ready for the sex. It was now or never. I have no idea why I get embarrassed talking about what I would like to do with a girl that I’m paying, but I still do. “Erm. Remember you mentioned that you had a strap on…?”. Her eyes lit up as if I’d told her she had won the lottery. “Yeah. I can do that. You want Dom as well?”. There was something menacing and perverse in her eyes. Fuck, I was scared again, but too late. I explained that I’d never done this before, but I trusted her (that sadistic glint returned in her eye), so just a little dildo play would probably be fine. She smiled and explained she could use her finger to relax me then when I was comfortable she could gently use the strap-on. I relaxed a little and went to the shower.
One cleaned up she asked me to sit and started to give me a blowjob. This wasn’t so bad, quite normal. After this she asked if I wanted to fuck her before the strap-on action started. First rookie mistake, I didn’t follow her lead and said no. She asked if I wanted to be fucked on my back or in doggy? Erm… doggy I guess. So there I was, on all fours, arse raised in the air, waiting for a girl I’d been wanking off to for a year (I follow her instagram) to fuck me in the ass. As I was waiting she unveiled the beast and strapped it on. Fuck me. It was huge. I’d say it was an eight inch long, girthy black dildo with realistic veined effect. It looked like something the police used to use during the miners strikes in the eighties. I went back to a state of terror.
She applied lube to her finger and slowly eased it in, wiggling it around gently. This felt ok. Still a little tight, but ok. When she was happy I was relaxed she put a condom on King Kongs finger and lubed it up. She told me she was going in and I made the mistake of looking in the mirror at the side of the bed. Fucking no way that thing was going to fit in me. But she was pretty adamant. I forced myself to relax and took it like the bitch I clearly was. She was a gentle lover… at first. Easing her massive member into my innocent starfish. Just the tip at first, then slowly easing in. Once mostly in she started to fuck me in earnest. Picking up the speed, thrusting her hips into me, holding my hips are pulling me deeper into her. I looked in the mirror again, thinking “no, that can’t all be in me” to see her spitting into my crevasse to lubricate if more. She was really driving the full length of the thing into me now, reaching around to wank me off while she was doing it. She looked like she was really enjoying it, and it wasn’t entirely unpleasant. It felt a little uncomfortable, but not painful as I had feared. I’d hoped there might be a lightbulb moment where I got a sudden understanding of why people enjoy it, but it
didn’t happen.
I asked if I could fuck her to finish and her disappointment was obvious. She took off her humongous phallus, cleaned up the excess lube from my rectum and applied a condom with her mouth. She sucked me until I was fully hard and we went into my normal vanilla missionary. She didn’t need any lube, so she must have been somewhat aroused by her deflowering of my sacred area. It took me a while to climax, but when I did she seemed impressed by how full the bag was.
She cleaned me up. We chatted. She told me she was disappointed that she hadn’t made me cum while fucking my ass, and with that my time was up.
Conclusion
Not really sure what the conclusion is if I’m honest. I’m happy to have tried it. Also if your a strap/on virgin and happen to be near Krakow then Angela will definitely look after you. I think on balance it’s something that’s been ticked off the list. On a positive note I am currently sitting on a very hard wooden barstool and not in any real discomfort, so result. I mean, obviously, it still feels a bit like I’ve been fucked up the arse by a massive dildo, but I guess that’s to be expected.
