I need a good time. I’ve been sick… and I need to take it easy. but I am missing a connection… a real connection that’s sexy, cuddly, warm, and dirty.  

I avoided anal sex for many years. I’ve had partners- that did not know what they were doing. I’ve finally met a partner I feel absolutely comfortable with. we went to a sex shop together- something I haven’t done in a very long time. I think that adult toys shopping experience is awesome- even romantic. we purchased a couple vibrating cock rings, lube, andddddd…. a tapered gemed anal plug. 

I put it in myself the first time. he kissed and caressed my face, head, and hair.  I used a lot of lube and took my time. the trick is to relax and flex your anal muscles- like you’re taking a shit- and apply a little pressure at a time. once you get over the thickest portion it sits nicely in your ass. the one we got had a very wide base and sat beyond/just outside my ass cheeks. the plug sits and feels like pressure in your ass. I was walking around with it in to get used to it.

I pulled it out after a few minutes. we talked about the experience. 

then we initiated regular sex. regular sex, for me, is rough/hardcore. while his dick was in my pussy doggy style… with each thrust, he eased the anal plug into my ass. as he fucked me he started to  pull and push the plug gently. I was vocal- communicated my comfort levels at all times. when I was comfortable with the sensation, he pulled the plug out and eased his cock into my ass. he started with slow thrusts, then they got deeper… and then quicker. my body, ass, adjusted very quickly to the sensation. it was a successful experience. I didn’t experience any real pain, only pressure from having his penis in my ass.

so the lesson is… use lube, take your time, used a tapered anal plug, and maybe use several different sizes to work up to the size of his cock. most importantly experience anal with someone you trust and feel comfortable with. and you can not avoid shit… accept that. put down a towel.