[Anal] Her first time Anal

[eugene0]

My wife will tell me about her past sex life and I always enjoy hearing about them. I asked about anal and dbl penetration one night and she stopped and thought for a couple of seconds and replied.
Other than you . I was 25 with my first husband,he was my only “anal sex”. He had asked and begged so she finally agreed to try. He was very generous with the oil/lube, but it hurt bad as doggy. She was not ready to quit so she tried on the bottom, but he was to excited and tried to pound her really hard really fast( no control), she then tried to ride it and said it was at least toleratable but still quite painful. She was a trooper and let it go until he came in her ass but , she never did it with him again. She did say that in high school she let a guy slide his hand in her shorts and he touched her asshole and she was ready to let it go in but he stopped not knowing how far to take it. In college she had one guy who would eat her and then put his finger up her ass, but she didn’t feel comfortable giving him her ass to fuck.

[mysweetie61]

Until 2016 I never had anal sex. My ex-wife and past girlfriends would not allow me in the back door. I was able to get a finger in my wife once.
My current friend were chatting about our past sex life and I told her I never had anal sex my entire life. She fixed that the following year when I took her and her son to a friend's cottage. I couldn't sleep so I sat in the living room couch. She came out and asked why I wasn't sleeping, I said too much thinking. She fixed that by going down on me and getting me rock hard. Then she pulled down her shorts and said go in the back. This is my present to you for taking us here. That was history and I found out she loves anal as much as a pussy fuck.
The third or forth time as I was ass fucking her I asked her about her first time getting ass fucked. She said the guy she went out with a few years prior introduced her to anal sex. She said it was so painful the first time that she cried. She said she didn't like it because his cock was so thick and 9" long so it hurt in both her pussy and ass. He would fuck her ass regardless if she was in pain or not.
She said my cock was short of 6" and not as thick that's why she likes me ass fucking her

[rudolfm]

Using lots of lube is a big mistake. It makes it easier for him to push his way in, but she gets more pain as he can push in before she relaxes. Those idiots that barge in ruin the fun for the women, and that leads to them never wanting anal.again.

[cuck4annie]

As a freshman in college, my wife was sodomized twice. once by accident when her boyfriend was fucking her furiously and slipped out and entered her un- suspecting asshole. Apparently he told his friend Peter about it, and about how she was open to experimenting after trying cocaine. Peter and Annie were just study friends, both were nerds and became sexually attracted to each other. She confessed to me about doing a line or two with him and reluctantly agreeing to anal sex to show her gratitude for his generosity, and hoping to get more, she consented. She told me how it hurt. He was too young and inexperienced to go slow. All he had for lubrication was his excited precum as he forced his way into her. I hate him for ruining her for the rest of us (me).