Last Virgin Hole
My wife had sex with many guys, and I was a virgin when we first went out. I knew that she wasn't a virgin, and she asked me if it bothered me. I told her that I didn't care. I knew that she had several cocks both in her mouth and pussy before me. She told me that she had never been fucked in her ass.
I really liked her and fell in love with her. After dating for a year, I asked her to marry me. She said yes and told me that I could take her anal virginity on our wedding night. I thought that it was sweet that her last virgin hole would be mine.
About a month before our wedding, we went out drinking and met up at the bar with a guy that worked with my fiancée. My fiancée and I got really drunk and we went to his house since it was walking distance to the bar. When we got there, he suggested that we play strip poker and soon we all were down to our underwear. Then he won two hands and both my fiancée and I were completely naked. I wanted my fiancée to see his dick and I suggested that she bet a blowjob. She lost and then I watched as my fiancée sucked his cock and he came in her mouth. She looked at me and I thought that she looked so sexy with his cum in her mouth and on her lips so I kissed her. While I was kissing her, he pushed her onto her back and stuck his cock into her cunt. Soon, he rolled her over and I actually watched without stopping him as he stuck his cock into her virgin ass. After he came in her, I got on top of her and stuck my cock into her dripping ass. It felt great and I came quickly.
The next morning, we walked back to the bar to pick up our car. While driving home my fiancée started crying and said that she was sorry since I hadn't gotten to fuck her ass first. I told her that I thought that her workmate would fuck her last night, and I had actually wanted to see another man fuck her. I also told her that it was even better when he fucked her butt and that he should tell her that he was first in her virgin butt. My fiancée then wife often went to his house and they fucked. Soon, he invited two more guys and they would often keep her for the entire weekend and fuck all three of her holes. I enjoyed kissing her mouth, licking her pussy and ass after she came home on Sunday.
First gf was open to everything but wanted to save her pussy for her husband. She was a blonde cheerleader with b cup tits and a fairly small tight ass. When she got horny it was on. Went swimming and we couldn't keep off each other. Eventually got nude and she was sliding my dick between her lips. She turned around and pushed her ass into me. Played with her tits when she said she wanted my cock in her ass. Grabbing my cock and pushing my tip into her she moaned. Pushing in slowly she went all the way down and waited a second. Asking if she was okay she started grinding before doing a few strokes. Moaning she asked why we didn't do it sooner. Didn't last long till we both came. After that whenever and wherever we could I fucked her ass. She loved oral too but didn't want to taste her ass on me. After me she married an underclassmen. Still gets me to know what a slut she is and that I got her ass first but also jealous since I know her tight pussy is just as good.