Today I [F, 18] lost my anal virginity to my boyfriend [M, 18] in the shower (period sex, anal play)

My boyfriend came over last night after being gone for the week. He got here pretty late, so we ate dinner and almost immediately fell asleep after. We usually sleep naked, but I was anticipating my period, so I wore Nike shorts with a pad to sleep.

When I woke up this morning, my boyfriend was cuddled up against me. I wanted him so badly. I checked my pad and realized I hadn’t started bleeding yet, so I grabbed his hand and started sliding it into my shorts. He perked up and hesitated, surprised that I was letting him finger me because I usually avoid period sex due to the mess. When I told him I hadn’t started bleeding yet, he immediately started up again. He took my shorts off, leaving me naked, and started rubbing my clit. I wanted him to be fast, since I was afraid of bleeding on my sheets, so I moved his hand lower and he went into my pussy with two fingers. I gasped when he went in me, my pussy hadn’t gotten any attention while he was gone. Then he started to push up deeper into me, fingering me with the “come hither” motion (my favorite). My eyes went wide when he hit my g-spot. I felt like I was in heaven. He tried to bring me back to reality by kissing me on the lips, but I couldn’t come back. My eyes remained wide and slowly rolled into the back of my head. And then I realized… I needed more.

I pulled his hand out of my pussy. He was shocked, until he saw me reaching for a condom from my nightstand. He started insisting that he just keep fingering me so he could please me.

I grabbed the condom, and I started telling him how badly I wanted his cock inside me. He’s still hesitating, but I’m watching him get harder the dirtier I talk to him. I asked him how wet I was, and he showed me his soaked fingers. I grabbed his hand and stuck his fingers in his mouth. As he was sucking on my juices, I put a condom on his dick. Once he cleaned up his hand, I immediately pulled him down on top of me. I positioned his cock inside of me, and he started going in and out of my now dripping wet pussy. I wrapped my legs around him and used them to push him into me deeper and faster. I grabbed the back of his head and pushed his lips onto mine. He started struggling, pulling out of my rhythm. He tells me that he needs to slow down because he was going to come soon if he didn’t.

“Then come inside of me,” I say, putting him under my control again. We start moving together again, him kissing me and pumping into me whenever I pull him closer. But again his rhythm slowed down. His body begins shaking and I start to feel his cock throb inside me. His orgasm is peaking now, and I force him with my legs to keep going in and out of me, faster and faster, until he stops cumming.

He pulls out of me, shaking, looking at me like I’ve given him the world. He pulls the condom off his cock, ties it up, and throws it away. He started cleaning himself up with a tissue and hands me one to do the same. I wipe myself down and I’m shocked because I realized I had soaked the sheets with how wet I was. That’s when I noticed it wasn’t just cum – I had bled all over my sheets. I got up and started wiping up what I could. I managed to get a lot of blood out with baby wipes (that I also keep in my nightstand for when things like this happen). I put my shorts back on, and my boyfriend and I laid down and started cuddling again.

I look at him and tell him how sad I was because I still wanted him so badly, but I didn’t want to make a mess. He turns to me and says, “we could do it in the shower… Or in the ass.” I laugh with him because we had only recently started doing butt stuff (we have both stuck only two fingers in each other’s ass at this point), so I thought anal was way out of reach. Boy, was I wrong.

Anyway, we had recently bought a lot of butt plugs to experiment with (and because there was a deal if you bought more). He had already placed one of those plugs inside my ass the previous weekend. So I joke with him and tell him that he’d have to get to my level before I could move up to anal. He agrees and offers to try, and I laugh because I thought he was joking… He had just came and now he wants more? But he started pulling out our lube, baby wipes, and our smallest butt plug. I get excited as he lies back and spreads his legs in front of me.

I started wiping him down a bit with the baby wipes, and I see his eyes grow with desire every time I pass over his asshole. Then I pull out the lube and started coating my middle finger and his asshole with it. I spend a couple more minutes massaging his exterior until he gives me the okay to go inside.
I go inside of him and he gives a sharp gasp. I stop, but he tells me to keep going. I rub my finger in circles, not even having my first knuckle in. He tells me to keep going, and I do, making circles with my finger until I’m all the way in him. I start doing the “come hither” motion to him and he gasps again. I stop, and he grabs my hand and starts pumping my finger in and out of his ass. I ask him if he wants more, and he says yes. I pull my middle finger out and I start lubing up out butt plug. He starts touching his asshole and begging me to hurry.

With the butt plug all lubed up, I pushed his fingers out of the way and slowly started to insert it. He kept telling me to go deeper and deeper until the whole thing was in him. He tells me to keep going, but when I told him I couldn’t, he looked at me with wide eyes. He started wiggling around, feeling the butt plug rub inside of him with every different move. Then I grabbed the butt plug and started pushing it in and out of him. At first he was really into it. He was moaning, even, and thrusting towards the plug. But then he got nervous and stopped. He told me to stop, and to take the plug out. I guess he had just gotten paranoid, and it made him tense up. I slowly pulled the plug out of him and he grimaced. I wiped him and the butt plug up with baby wipes. We went back to cuddling for a little longer. Then I suggest to him that we go take a shower, since I’m kind of covered in blood and shit at this point.

We get into the shower together. We start washing each other. I put soap all over his body and then started rubbing my body against his, kind of grinding on him. He pulls me closer and whispers to me that he wanted to finger me. We rinse the soap off each other, and then he props me against the wall. At first he tried fingering me by just leaning over, but he couldn’t get the right angle since I’m so much shorter than him. I put my left leg up and push my foot against the opposite wall, so now he has perfect access to me. He starts fingering me again with his “come hither” motion. I start rubbing my clit with my right hand. I realized once again that I needed more. I pulled his fingers out of me and stick my left hand in my pussy.

After getting my fingers nice and wet (from cum and blood), I slid one into my ass. My boyfriend went back to fingering me. With my clit, g-spot, and asshole all being stimulated, I started to come very soon. But I started to lose control of my body, and my foot slipped off the wall. I fell onto my boyfriend, and he caught me. I wasn’t able to finish off my orgasm, so I was left hornier than before.

We went back to cleaning ourselves a bit. But then I saw my boyfriend’s cock and noticed he had gotten hard from fingering me. I pulled him close to me. I started rubbing his head up against my clit. I felt his cock get a little slippery from my pussy. At this point, he whispers to me, “I want to take you.” So I try to shove his cock inside my vagina. Once again though, I’m too short for this to work. I try lifting my leg up again, but I’m still not high enough. I start to shrug it off, telling myself it’s a bad idea anyway since we don’t have a condom (even though I’m on the pill… I just like having a condom as back up). But then I realize that I would be fine if he was in my ass because we didn’t need a condom then. I start to turn around, and I started to try to push his cock into my ass. I had never done anal before, and I’ve only ever had a butt plug that’s about the size of two fingers in me. I realize while trying to shove his cock in me that this could go very badly considering we didn’t have any lube and that I hadn’t been built up to this point, but my desire throws that reason out of that window. I wanted him in me so badly. I turned around and looked at my boyfriend.

He seemed confused, wondering why he still couldn’t go in me because he thought I was still trying to stick him in my pussy. But then he finally penetrated me, and I watch his eyes grow wide. I whisper to him, “you know you’re in my ass, right?” and he stops breathing. I’m surprised at this point because I thought I would be in huge pain, but I was actually quite comfortable. I wanted him so badly that I guess I had relaxed enough to take his cock in my ass without lube. I started pushing myself closer to him, stopping occasionally because I grew a little uncomfortable from a little pain. But then I realized I almost had him completely in me, and my desire peaked again. I thrust my ass against his pelvis and my legs started shaking. I had just taken him in my ass for the first time. We both were short of breath, not believing what was happening, but we started thrusting together. He had his hands on my hips, pulling me in and out of him. He stopped really soon, asking if he could come inside of my ass. I told him yes, hungry for more, and he started thrusting into me again, but slowed down after seconds because he already started coming because wasn’t used to how tight my ass was. I pick up the pace for him until he stops orgasming and pulls out of me.

I turned around and looked at him with disbelief. He looks just as shocked as I was. Why? We had never had shower sex before. He had never came in me without a condom before. And most importantly, we had never done anal before. We quickly cleaned up and turned off the shower. After we dried off, we started kissing passionately, both still high off of what had happened. “I think you have officially taken me,” I told him. “You came in me… in my ass. Nobody has ever done that before.” He smiled, started laughing a bit, and shook his head, “yeah, you’re mine.”

Finally, we calmed down and cuddled for a bit. Then we decided to go celebrate by getting IHOP. There’s nothing like celebrating the loss of your anal virginity with pancakes ;)

[My ass right after I got out of the shower](https://imgur.com/a/R0jw2)

Source: reddit.com/r/gonewildstories/comments/51284a/today_i_f_18_lost_my_anal_virginity_to_my