Taking [m]y religious teen g[f]’s anal virginity

I’ll preface this story with a little background information.

Living in the south, there is no shortage of girls with daddy issues. When I first met my girlfriend and we started to get serious, I had to get her father’s “permission” to date her. Had the full sit-down conversation about how I’ll treat her right, have her home on time, etc. She was very religious and so sex wasn’t something she was sure she wanted to do before marriage. But she was the most petite girl with smaller tits but a fucking outstanding ass. Her ass didn’t even make sense with the rest of her body. I believe it’s what’s made me a small titty/big ass man today. The petiteness was just extra to me as she would barely break 100lbs and so the idea of throwing her around excited me.

But as soon as daddy gave permission, she gave me the first blowjob of our relationship in my car after. She wasn’t great, lots of teeth and not a champ at deepthroating, but it felt like success after passing this age old test.

As we continued dating, sex became larger and larger of a conversation between us and after about a year of dating and countless blue balling. We finally had sex. In her room, while her dad was out of the house. It was great, we went two rounds and it was like I awoke something in her. She would eventually begin her “daddy” kink in which she would refer to me as daddy during sex. I knew this was coming but I was pretty into it so fuck it.

We would fuck whenever and wherever we could. Lunch breaks, before her parents got home from work, in between church services. But being in HS, it was tough. We had a spot, that thinking back on it now was VERY public, in a nearby park.

Moving forward.

We ended up at the same Uni. in college as we continued to date. The sex got better and better as she slowly opened herself up to me more and more. She got on birth control, we lost the condoms and never looked back. College was a huge step in our sexual freedom as all we had to worry about then was a roomate or two.

Eventually I got to asking her about anal. She was pretty turned off by the idea but didn’t entirely shoot it down. We just didn’t know how to ease into things.

One night, coming back from a campus party, we came back to a roomate-less dorm. We instantly starting fucking and as we eventually switched to doggystyle, I got the idea to use my thumb. Her petite ass was just too irresistable and I had to know how it felt to be in it.

I started by just placing my thumb over her asshole, slightly applying pressure. At first, she immediately grabbed my forearm, but I felt her pussy grip me harder than ever. She relaxed her grip, but didn’t fully let go. As if to tell me, okay lets see where this goes.

I began applying more and more pressure, not quite inside yet but certainly enough for some extra stimulus. She came and she came hard. The kind of orgasm where she actually asks you to stop thrusting for a second so she can catch her breathe. It was next level hot and I’d never seen her cum like that.

Eventually we continued fucking doggy. Her body was so tight and small but that ass shook like jello. I spread her, spit down and began thumbing her again. Except this time with a purpose. I was balls deep in her pussy with I pushed my thumb through her ass and heard her gasp so loud that the surrounding dorms had to of been within earshot.

She turned her head back to me with this embarassed look on her face. But at the same time, I could tell she was fucking loving it, just too shy to admit it.

I pulled out and asked her if she wanted to try anal again. As she sat up from being on all fours, she covered her face. All but her shy smile as she gently says that I can. I lay her on her side and we get into a spooning position. I began kissing her neck as she mentally prepared herself for a new awakening.

Being unplanned (also young/dumb) we did not have lube, so I spit into my hand and covered myself in as much as seemed right. When I felt we were good, I began trying to finally breach this new sexual experience. I knew to go easy on her at first so I did. It took us a little while to finally get the tip in but when I did. I was a new man.

I finally had her tight ass around my cock. I began inching in more and more. In and out, slow and gentle. She kept her hand on my hip as safety incase she needed to push me out. After some time she relaxed a little more and she was taking me fully. This petite little thing was taking 6+ inches in her ass, first time. She was such a good girl. Not to mention I believe I’m a bit thicker in girth than average. She was really taking it all. All the time spent in church finally felt worth it.

She wasn’t outright enjoying it. There weren’t any natural moans, she didn’t cum as I fucked her ass. This isn’t porn and taking a dick up the ass is probably pretty weird. She did her best to at least make me feel like she was loving it. So sweet of her. I’m not an idiot, I didn’t continue pounding her ass as I pleased. I pulled out, reapplied our “lube” and went back in. Except this time, I reached my hand over her in between her legs.

I put her knee over mine and I began rubbing her clit as I slowly began fucking her ass again. This time, I felt her ass tighten up on me. We were finally getting somewhere here. I didn’t want it to be all about me and I definitely wanted there to be a second time so I knew what I had to do.

Dating for over a year before having sex for the Lord meant we got very handsy and I got very familiar with fingering. So as awkward of an angle as it was, I began fingering her, applying pressure up inside her which I knew makes her squirt. As I began getting a rythm going, I’ll never forget what she said as she shyly covered her face again.

Saying to me, in her shakey voice, between moans “Daddy, I’m so confused right now” and not a second later, she gasp for air and I knew it was about to happen. Her asshole began tightening and relaxing with her pussy as she began to climax. I went balls deep in her ass as she became overwhelmed and sexually confused by all this stimulation.

She eventually squirt all over my twin-xl bed, breathing heavily after she finally came down from her high. She got hers, now it was my time to finish. I rolled her on her stomach without leaving her ass and began proneboning her. I got the most breathtaking view as I spread her ass and saw myself fully taking her ass as mine.

I came deep inside her, which was cause for yet another gasp. But it turned into a slight moan as I think she finally felt like she’d been a good little daddy’s girl for me. I pulled out and tried to keep her ass spread to see my hard work, but she turned right back into her shy self again and covered up. Was a shame, but the deed was done.

We did anal a handful more times over our relationship and lots more thumb/fingers in the ass during casual fucking. I’d finally broken this godly petitle little daddy’s girl into my own personal slut.

Source: reddit.com/r/gonewildstories/comments/mafe2j/taking_my_religious_teen_gfs_anal_virginity

14 comments

  1. Nice. Very well written. Must be nice to be called Daddy by your HOT LADY.

  2. Fucking AWESOME girls have a hard time taking my cock in their ass hopefully she enjoys it more for you. Can’t wait to hear more

  3. You achieved something other men will never experience in their lifetime. Be proud of yourself and her.

  4. >a year of dating and countless blue balling

    Not super into the way you’ve phrased that. Y’all were in high school and this sounds a bit too “pressured into sex”-y. It all seems to have worked out, but not being ready is a genuine thing.

  5. Fuck yeah man, tiny petite chicks with small tits and awesome ass are THE BEST

  6. I wouldn’t think spit would be very good.. I will say my first anal was with an ex girlfriend and we didn’t plan it either. We were having missionary sex and she would squirt when she came. So she came a lot, it left a small puddle so I have her get on all fours doggy style. I nuzzle my cock near her asshole and she tells me to stick it in. First time ever for me and it was fantastic. Her juices made it super slick. It was a unique feeling. You feel the ring going in but not much inside. I didn’t last long. Great sex. She was crazy in bed and crazy in real life. Ugh.

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