Last night I got a little adventurous.... here's a passage from my Journal entry from this morning.... "Last night the increasing urge for anal play finally became so much that I had to give in. I showered and cleaned myself out and washed up the toys that I intended to use then got on my bed and setup my webcam on the laptop and began, for a lack of another term, fucking myself. The two smaller dildos that I use are extremely comfortable, but I felt like I needed more. The larger dildo, roughly the size of a average sized dick, is usually too much and I've never successfully managed to get it started, just couldn't get past the pain. But last night I bared down and braved the pain and managed to get it in. It hurt a lot at first and then the pain decreased to a manageable level, and I actually began enjoying it." I just thought that some of you might enjoy reading it.
My wife used to peg me, we started out with smaller ones with lube. Eventually we worked up to life size dildos with big heads. Don’t force it, it could cause damage but yeah it definitely feels great. Now you just need to try sucking it before you take it lol
I had a dildo years ago that was large. I was like you just could get past the pain and I tried. I liked the way it streched me almost like it was teasing me, but it just wouldn't slide in my ass. Until one day I had my homemade fuck me in the ass rig setup. I had been using a more normal size dildo for a while and switched to the big one. I had my make shift rig locked so it would'nt move, that way I could lay on my side and push back on it. I had been pushing back and forth on it for probally 30 minutes or so just letting the haed of it strech me. Then to my suprise it popped in and slid in about four inches, before I could do anything I strarted pumping cum to the point of all I could do is lay there in a puddle of cum with this big dildo in my ass. It took a few minutes to get over what had just happen and pull it out of my ass. Like I said earlier it would just tease me, it wouldn't always slide in, but when it did I always got the same results.
It shouldn't be painful at all , if you do it things correctly. Once you get warmed up with the tip, your asshole should be relaxed enough to accept the whole thing. Like anything else Practice makes perfect. My wife would screwthe head of the dildo right in my asshole and allow me to relax on it. I have easily taken dildos larger than her wrist, and her gloved wrist too. Plenty of Lube helps too.
With plenty of lube and relaxing I've taken some long, thick dildos and cocks. Relaxing your anus is the key, once it's in and your stretched open that asshole of mine wants a good deep fucking.