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My Very First Time Anal

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Without being asked he came up to my place, the doorman could easily tell my hair was mussed, my lipstick messed up, and my boobs weren't placed back in my dress very well.

I looked and my date hadn't bothered to zip up his pants. In my place I tried to recover and ask if he wanted a drink, when I turned back for an answer he was totally stripped and opening the drapes to the balcony so we could be seen.

He told me to take off my clothes right there and I did it without question hoping I was going to get at least one orgasm out of the evening.

I confess I'd planned on sex yet since it was our first time out together, so I was in full growth between my legs.

It wasn't pretty. He asked if I had lube and I said I only had Vaseline, no vaginal lube, but I was wet enough. He went and got the Vaseline, and rubbed it on his cock.

I told him he wouldn't need it. He replied that it was for me not for him. With that he bent me over the back of my couch and I started screaming, he stuffed his socks in my mouth and said that he want' fucking that forest of a pussy but he was going to fuck me.

He pushed it into my backdoor and it was hot and searing. After he was done he made me stand there even wiped up a bit of blood from my anus and showed it to me.

Then took his belt to me. I was crying, my ass was red and swollen and I noticed he was hard again. He forced me on the floor face down, and fucked me again.

I came, not only did I get the biggest O I've had in my life, I had 3 of them while he banged me in my backside.

Now I beg him for it in my butt, suck him in public when he wants, let him fuck me in the front door anytime, anywhere, and beg him for anal sex.

He gives it to me but not enough. I now have two other guys who will do it to me that way, and I have several orgasms everytime I get a cock pistoning in and out of my butthole.

I think back that I started letting the first boy fuck me at 14, and I've missed out on 31 years of sheer bliss. I'm a buttwhore now totally, unwavering, submissively, giving my butt to any cock I can.

I even went back to one of my ex husbands and let him do it to me. I met this Korean woman who was in her early 30's. Good looking, tight body, great legs and ass, and huge tits.

She was very chatty, and eventually after becoming a bit of a regular asked me to come back at closing time. I came back and helped her close up and as we were turning the lights off she opened her blouse and kissed me.

I grabbed those huge tits over her bra kissing her as I worked my hand under it to push the bra up over her tits. DD size tits that were very firm, with very little sagging and the most perfect dark brown areolae and nipples.

I kissed her nipples and sucked on them and they grew to 1 full inch in length. She unzipped me and pulled out my cock and I bit her nipples and hiked up her skirt to reveal no panties.

She had the sideways growing pussy hair that a lot of oriental girls have and the most perfect beautiful pussy lips and ass I'd ever seen.

She wanted to go to her place which was only a few blocks away. First I had to stop at my office next door and finish a few things. She went with me and in the elevator I told her to take off her blouse and bra.

She didn't wince, didn't make a face or sound, she just did it. She started to put the blouse back on and button it up, I told her to leave it open.

No one was in the building as it was very late. When the doors opened we walked into the hall and I pulled her skirt up. Getting into my office I did what I had to do one handed as I had one hand on her ass the whole time, and most of the time had one of those nipples in my mouth.

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The [person] I was dating at the time came out to me as MTF [male-to-female] trans. While I was shocked finding this out, it was kinda nice.

I got to explore a little of lesbianism and the dominant kink of mine I was all down for this kind of scenario. I really enjoyed being on the giving end of pleasure, in that sense.

I'd love to do it again, but my current BF isn't into it, which is fine. LOL I got to at least play it out once! It can def keep your sex life interesting My partner and I didn't have much experience with anything other than 'vanilla,' so we experimented with loads of things.

Turns out anal was something that we found interesting and different. It feels more naughty, like doing it on a sofa. Go into anal relaxed It was about four weeks after having our daughter.

We were a little wary of PIV [penis-in-vagina] sex, but were feeling sexy. We had never done any anal play before, but my husband said that he wanted to finger my ass, so I said OK.

Then one thing led to another, and we did it. It went well. I'd tried anal with exes and he could never put it in because it was too painful.

I just relaxed and let it happen. It was pretty enjoyable. No soreness, blood, or poop. And take your time.

So, once upon a time, I never thought I would want to ever try anal. But when you meet someone you love and care about and trust, and they really want to try, you also want to try for them.

First few times were awful. We had to stop. And stop.

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My Very First Time Anal
My Very First Time Anal
My Very First Time Anal

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My Very First Time Anal

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