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Married housewives looking nsa mature women wants My partner is the one who broke me in the first time. I can relate to your issue because I'm a boy with a tight hole, and my partner is a rather "gifted", so much so that I him "tuna-can." What's good about him is that he's also had the experience of being a top times before. Your top should be a VERY patient, and previous experience would be a great help. With really good lube (of all that I've tried, I like Eros the most), he used his fat fingers first and just waited until my sphincter got used to it (one sign that you're getting used to it is when your involuntary tightening muscles start relaxing). He'd do this times, until I was getting very comfortable with that sensation. He'd stick one finger in, keep it in place just past the 2nd sphincter muscle, and he'd let me tighten my sphincter muscle around his finger WITHOUT MOVEMENT from his finger. After about 15 seconds, he'd take it out, and I'd start tightening my muscles again. After that, he'd put his finger in again, and we'd repeat the entire process as times until I get control of my muscles not tightening. One key thing as well is lots of communication; you should be able to trust each other, and say to each other how it feels. My first experience was NOT painful at all. But don't expect to not hurt when it's your first time. It's bound to happen somehow, you just have to train your mind to control your sphincter when it contracts, because that's when it hurts. Once you get control over your sphincter's contracting muscles, and once you're able to completely relax and get used to the sensation, you'll be on your way to a great ride. Speaking of which, it's time for me to get ready. noons are our favorite times to get on with it. I do an enema everytime, and a vibrating butt plug to help me loosen up everytime. Of course, I've done this hundreds of times, so I'm used to it. Frankly, when I first thought of doing it, I thought there was no freakin' way. But with LOTS OF, communication and good lube, it's going to be a very great experience. Good luck! -Your bottom-friend