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This Is How You Don't Get Pregnant

I thought I'd share this after reading so many confessions here.

When I was 16 I had already had sex a few times. I loved to cum. I loved being licked and penetrated but was so scared of getting pregnant that I hardly ever allowed boys to fuck me unless of course they had a rubber. Then my classmate Lisa got pregnant even though her bf used a rubber. After that, there was no penis getting in my vagina, no matter how much I wanted it. I couldn't even ask my mom to get me on the pill because good Catholic girls are all virgins you know. Then I met Danny. He was a junior while I was just a sophomore but he liked me. I was totally in love with him. He was so cute and strong, and had the nicest hands I ever had on me. After a week of being bf and gf we started to do more than kiss. I would suck him off every chance I got. I enjoyed it but once he came that was it. Nothing for me. After a few weeks of that he wanted to fuck but I said no way. When I explained that I wanted to more than anything but didn't want to get pregnant he made a suggestion.... Anal. I was like, no way! He eventually convinced me to try it. I have to admit, I'm glad I did. I could just leave it at that bit I know y'all might like to hear the details. It's been about 20 years but I can still remember it pretty well. So here's how it went...

He was smart enough to take his time. Until now the only oral that happened was me sucking him off, which I loved. I have always loved sucking cocks and still do to this day. But I digress... We were in his room and we get naked. He sucked on my nipples for a bit and was rubbing my pussy which was amazing. Then he had me turnover and lay on my stomach. I was so nervous, if he hadn't gotten me so worked up, I wouldn't have gone any further. Then he was massaging my butt, which felt really nice and I relaxed a bit. Then came a big surprise, he spread my butt cheeks and started licking my butt hole. It was exquisite! I came on about 30 seconds. I was shocked. My pussy was flowing without any kind of direct stimulation. He stopped for a second and laughed saying, I guess you like that. I'm like oh yes please don't stop. He licked me for a few more minutes and I came two more times. Then he asked if I was ready to be fucked there. I was scared honestly, but also curious. If licking me there felt so good, maybe getting a dick in there wouldn't be so bad. He had some lube in a kind of big bottle and put some on his finger and rubbed it into my butt hole slowly. It felt nice. Then he slid his finger in and put more lube in me for a bit. I was loving it. I might have cum again bit was still a bit scared. Then he got on top and I felt the head of his cock start to go in. It really felt nice. It was a lot bigger than his finger but was warm and squishier than a finger. He was really gentle and took his time. It was a bit weird feeling at first. But felt good at the same time. It hurt a little too but not more than the first time I put a carrot all the way in my pussy when I popped my own cherry. My pussy was flowing juice out like a river now as inch by inch he slowly put more and more cock in my butt. It stopped hurting all together after just a couple minutes. He was now going all the way in and back and it was amazing. He kept asking if it hurt, I said no, no, it's nice, I like it. So he started fucking me a bit faster. It was it a couple of minutes really and I felt him tense up and shoot in me. WOW! I exploded. I squirted all over his bed. I screamed and screamed yes yes fuck me!!! I loved it. He collapsed on me and we laid there for a while catching bout breath while he throbbed inside my butt. I told him I loved him and he could do that to me anytime he wanted. He fucked my butt three more times that day within the next two hours. He never lasted muchore than five minutes or so. But I didn't care because I never came so much with all my masturbating.

We were bf and gf for about 6 months. I eventually let him fuck my pussy with two rubbers on which made it last until he got tired of it then he would butt fuck me til he came. I preferred it in my butt though and still do to this day.



by Anonymous on Jun 10, 2021 at 9:11 AM

Great story! Would love to hear about how you discovered masturbation :)

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by InSayShabell on Jun 10, 2021 at 10:27 AM

How I discovered masturbating... Riding my bike. LoL honestly. I didn't know that my clitty was any bigger than anyone else's until highschool. But when I got my first 26" road bike the seat would stimulate my clit. I had my first memorable orgasm riding that bike. I was 13 and rode that bike everywhere. I used to sneak out to the shed to sit on it at night. I would straddle the seat and just rock back and forth on it. One time, my dad caught me sort of. I was just about to cum for the third or fourth time and he opened the shed door and asked what I was doing. I am sure he had an idea. I told him I just loved my bike so much I was pretending to be riding in the tour De France. He laughed and said sure honey, now get in the house.

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by Hunchback on Jun 10, 2021 at 11:41 AM

That’s so darn sweet. All first time sex stories should end like that. Did you carry on with anal sex with other bf’s or husbands or was it hit or miss?

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by Anonymous on Jun 10, 2021 at 1:02 PM

I made my BF pull out and either cum on my tits or all over my feet since he was always playing with them.

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by Anonymous on Jun 11, 2021 at 1:41 AM

You were lucky your bowels didn't open up.
That would have been quite a mess over the 2 hours he executed multiple reentry.

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by InSayShabell on Jun 11, 2021 at 4:33 AM

It's hard to reply to y'all since you can't really reply to replies. But I'll try to answer your questions and comment on you comments.

I love anal sex and have since I started doing it. I'm not much of a squirter but if I get a big enough cocknin my butt the right way,bit can be shower time. LoL
The first day we did anal I did go to the bathroom after the first session, if you ever did it, you'd know you get the feeling that you have to go. I emptied out his cum and everything else do I was pretty clean. I learned to give myself enemas when I knew we were going there. I keep all my openings very clean. Even though I don't have a partner now I do have a fucking machine that I use often. I have fucked myself anally with it for over an hour before. But usually 20 minutes of getting my butt pounded with my 9" dragon dildo and my kong dildo in my pusy will take care of my needs.

Missy, I understand letting your bf cum on you but I love swallowing it whenever I can. Just not after anal. I don't do ATM. But I will lick a girls butt hole all she wants.

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by Anonymous on Jun 11, 2021 at 12:02 PM

I wasn't that young the first time that I had anal sex, and it was with my son. I had been divorced for about four years and my son I began to develop this flirty mother and son relationship which we both enjoyed and was teasing and fun. Well, we also liked the allure of our doing something more intimate together, so one day we bravely did and it was wonderful!
Of course after that we started enjoy having sex regularly (our big secret!).
Then one day, just for fun, in the living room, we were going to do it doggie styule. So I got on my hands and knees, and he got on his knees behind me. With my bare ass presented to him, I gteased and asked which hole he wanted. He laughed and put his penis into my vagina., which was what I expected.
Then after a minute, whne his pnens was nice and slick and lubricated, he pulled out and proceeded to inserted into my butt! I was so surprised! didn't have a chance to object or to say anything as I found myself being fucked that way.I never done that even with his father! I was even more surprised by how unbelievably stimulating htis was. I reached my hand down and quickly masturbated myself to an incredible orgasm and then he finished and ejaculated in my private hole.
That was some of the most exciting sex that I had ever had, and now I regularly indulge in that pleasure and my son loves it, too!

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