I started out with my ex wife...she always seemed to have the best orgasms from anal and I asked her how much better? She said, way more intense and a full body orgasm. I asked her to put a finger in me when she sucked my cock and she did it and got really turned on by it. I had already had fingered myself (an inch to two inches maybe, which was ok), and I used her toys when she wasn't around also, but I never had anyone to it to me while pleasuring my cock too...so it was way better than my finger in my ass. Then I said, that she could try one of her little vibrators on me...just not the ones that look like a cock, I'm not sure I am ready for that yet...I didn't want her to think that I was gay or anything. We tried her toys a few times, and finally, I told her, I don't care anymore, use something bigger, it really does feel damn good and I'm not scared to admit it anymore. So she used bigger toys on me a few times. I took her to San Francisco once, knowing damn well where I was going to take her and spring an idea on her. We went to China town, ate good food, shopped a little bit, then to Fisherman's Wharf for some treats, and then I took her on a drive and said, hey, look, Good Vibrations is right there. Supposed to be a really cool adult shop. So we went in and it was a nice place, and the people were really cool and she was actually enjoying herself. I suggested a few toys for herself, she picked one out and then I walked her to the strapon section...I asked if she would be willing to try one of those out? She looked excited but trying not to be excited and said, yeah, let's give it a try. So we got one and I couldn't drive fast enough the 70 miles to get home to try it out. Well, we started out with oral, then intercourse, then she used a toy on me while she 69'd me and then I said, "Ok, I really want you in me now". So she strapped up, looked amazing, and I was harder than I have been since the Army. Anyways, she got on top of me and fumbled around a bit and finally got it to start sliding in me and I got shivers from my cock, to my taint, to my asshole and up my spine to the top of my head. It was kind of a tapered toy and it kept getting bigger the deeper she went. She kept stopping because she was trying not to hurt me I guess....but I grabbed her ass and pulled her into me until she was against my back wall. Then she started to long stroke me slowly....all the way in, all the way out. My cock pulsed each time she changed directions. I started oozing cum...not just precum, but actual cum leaking out and about to travel down my cock. When she was pulling out, she kept the head still in, she leaned forward and got the head of my cock in her mouth and cleaned up the cum...when she was going back in, I said, "stop, right there...right there feels amazing...short stroke my ass", I am pretty close to cumming. So she started pushing and pulling out about 2 inches in and out. I started to stroke myself, and cum just started to ooze out of me. It just kept going...so she leaned forward again and put her mouth on my cock and I just exploded in her mouth. We used the strapon a handful of times, before the divorce. The second time we used it, she was having a harder time and asked me to go doggy so she could get a better angle. Well, she did get a better angle...but for her. She entered me, got about 10 good, long stokes into me and then she got silent. It was a bit eerie...but then I realized what was happening since I couldn't see her. She started to go a little bit faster, but shorter strokes and then a looooong inward gasp and she started to convulse. She had an amazing orgasm from fucking me in the ass. She said, "It came out of nowhere...I put it in, I got a tingle, and then it hit me like a ton of bricks" and lasted a solid 3 min. The actual climax was the looong gasp and convulsions...but the orgasm started literally right after she penetrated me. Anyways...Got a thick young GF now who uses toys on me, still won't give me the finger, but is willing to use a strapon if she could get over the anxiety of hurting me...and she has some lingering feelings that this kind of stuff is gay...blah, blah, blah. Which is odd because she has been having sex with girls since she was in middle school. I on the other hand, have had zero contact with a guy...except two times when I was really young and didn't know anything about anything. But since then...nothing. Anyways...I am going to finally buy a strapon and hide it from her until she is too horny to say no and make her fuck me with it.