Alexis crawled up my body until I could feel her pussy rubbing against my cock. I was so turned on I could have just fucked here senseless right then and there, but I knew this was her first time and I needed to be patient and move at her pace. I grabbed onto Alexis’ ass and lifted her up. 

“Okay, reach down and guide me in.” I explained, “Now, take your time. Don’t rush things. Don’t worry about it. I’m going to cum. I just want you to get used to this, okay?”

Alexis nodded and grabbed my dick and guided the head so it was against her moist opening. 

“Now it might hurt for a while after I first enter you. That’s normal, just take your time.”

Alexis nodded again. 

“Okay, when you’re ready.” I said as I let go of her ass, allowing her to begin lowering herself down onto me. 

I could feel the resistance of her pussy as she began to slowly lower herself onto my cock. I could see her face wince in discomfort. She stopped a few times and raised herself off my dick before trying again. 

After the third or fourth attempt I finally felt the resistance give way and a slight popping sensation. She was extremely tight, maybe the tightest pussy I had ever been in. 

Her face winced in pain. 

“It’s okay, it’s going to go away soon.” I said, rubbing her shoulders. 

She just nodded with her eyes closed, a tear rolling down her face. 

She lifted herself up off of my dick and she let out a sharp gasp. Then she slowly lowered herself down onto my dick. This time she managed to get all of me inside her and she exhaled in relief and finally opened her eyes. 

“That’s it, all the way in” I smiled. 

Alexis smiled back, “It’s so big!” she moaned. 

“They get bigger!” I teased. 

“Oh my god, no thank you!” she laughed. 

Alexis put her hands down on my chest and started to raise and lower herself on my cock. She was a little awkward for a while. Just kind of rocking her hips back and forth or jumping on my cock. It didn’t feel amazing, but I didn’t mind. I was enjoying being inside her. I just laid there and let my hands feel up her lush thighs and ass while she experimented. 

I could tell the pain had subsided and she was starting to enjoy it a little. So I decided this was a chance to help her out. 

“Can I show you something?” I asked.

“What’s that?” she curiously asked. 

I grabbed onto her hips, “Let me know if it starts to hurt or I’m going too fast, okay?”

Alexis nodded, anxious about what I was going to do to her body. 

I slowly guided her up and down on my cock, showing her the motion that felt good to me, as well as her. 

“Mmmm.” she moaned. 

“See how much better that feels?” 

“Mhmmmm.” she moaned, her hands now feeling up her breasts as she rode me. 

“Now, when you bottom out I want you to rock your hips back a little and then forward before you come back up.”

She did as I said, but she was timid.

“A little further next time, okay?”

She raised herself up and then down on my cock and when I was all the way inside her she rocked her hips back so her clit lightly brushed against my pubic mount and my cock pressed up against her g-spot.

She immediately slumped down in pleasure. 

“Oh my god…” she moaned. 

“Feels good, right?”

She nodded her head yes, her face wincing.

Then she rocked her hips forward and lifted herself off of my cock. 

She continued to do this for a few more minutes and she was clearly enjoying this. Maybe even getting close to having an orgasm. 

I did my best to keep myself from cumming. I tried thinking of something else, I even made her stop for a moment so I could back down from the point of no return. All of it was futile though. I could not stop thinking about how I was fucking a new woman for the first time in a long time. It wasn’t just any woman either, it was our 19 year old babysitter who had never had sex before. 

As Alexis continued to ride me, I decided I couldn’t hold back any longer. 

“I’m going to cum.” I grunted.

Alexis tensed up and I could tell she was a little worried about what was about to happen. I wanted to explain things to her, but I couldn’t. I was too focused on my own orgasm. 

“Fuck, ugh!” I grunt as I passed the point of no return. 

A moment later I grunted again as I began to fill the condom with my cum. Despite me already cumming a little while ago, all the edging and resisting had helped me build up a pretty big load. I could feel the cum filling up the tip and start to fill up around the head of my cock. 

“Ugh! Slow down, please.” I moaned, grabbing on to Alexis’ hips so she couldn’t move anymore. 

I held her there until my orgasm passed and then I let go. The two of us collapsed in the bed. 

“Fuck, that was amazing.” I moaned breathlessly. 

“Mhmm…” Alexis moaned, “Thank you for being my first.” 

She kissed me on the cheek.

“No, thank you for trusting me with such an honor.” 

I kissed her on the lips and we laid there, coming down from our first time together. There was something relaxing about the feeling of Alexis laying on top of me, breathing heavily against me, my cock still inside her.

I zoned out for a moment, but was snapped back to reality by the feeling of my cum pooling at the base of my cock. 

“Oh crap, I need to get up.” I said, worried about my cum possibly coming in contact with her pussy. 

Alexis slowly rolled off of me.There was a brief moment of worry when I first saw my dick after it had been inside her, without a condom. 

I looked over at Alexis, who had a scared look on her face. I quickly sat up and looked around and found the condom sticking out of her pussy, with cum spilling out of it and running down her ass. 

I breathed a sigh of relief and carefully retrieved the condom from her pussy. 

“I think we’re okay.” I joked, holding up the condom like a prize I had found. 

“I think you were so tight you must have pulled it off when you rolled off of me.” I explained.

Alexis, now relieved, laughed and held her hand up by her face with a slight bit of embarrassment. 

Now that we had avoided a potential disaster, I got off the bed and walked into the bathroom. Tossing the condom in the trash can next to the toilet. I grabbed some toilet paper to wipe the mix of cum and lube off my cock. That’s when I noticed some blood at the base of my cock. 

Right, she was a virgin, I thought to myself. 

I managed to get some of it off, but some had already dried. 

I thought, maybe this would be a good time for a shower.

I poked my head into the bedroom, “Hey, I’m going to take a shower if you want to join me?” 

Alexis looked around, checking herself out, “Yeah… That sounds nice. I’ll be there in a moment.”

I turned around and started the shower, letting the water warm up before stepping inside. The shower in this bathroom was a normal size shower/tub combo, so I knew it would be a little crammed with the two of us in it. Instead of a shower curtain it had a sliding door with frosted glass for a minimal amount of privacy.

I watched as Alexis’ silhouette entered the bathroom. It looked as though she was walking gingerly, as I’m sure she was feeling a little pain and discomfort after her first time. 

“Hey, Alexis?” I called out.

“Yeah?” she said in a worried tone. 

“I just remembered something.” 

“What’s that?” 

“I’m not sure if this applies to all women, but Julie always likes to pee after sex.” I awkwardly explained. 

“Why’s that?” Alexis asked in a skeptical tone.

“You know, I couldn’t tell you. Something about getting an infection or something? I don’t know though.” 

“Oh… Uh… I guess it couldn’t hurt, right?” Alexis said nervously. 

I watched as she limped over to the toilet and lowered herself onto the toilet seat. I started to rinse off, but I could hear the sounds of Alexis peeing just a little bit before the toilet flushed. A moment later she was opening the sliding door and joining me in the shower. 

This was my first chance to see all over her naked body, which was ironic in a way. We had just done one of the most intimate acts yet I still hadn’t seen her fully naked. 

“Okay, spin around. Let me see your butt.” I teased as I held up her hand like we were doing some kind of ballroom dance. 

Alexis giggled and spun around, letting me get an up close view of her ass. It was one of the nicest asses I’d ever seen. Her cheeks were full and protruded from her back like two big buns. 

“You have a gorgeous body.” I said, “It’s too bad you always hide it under those baggy clothes.” 

“Yeah, my dad is really strict and doesn’t like it when we wear clothing that is too revealing. Ideally he would make us wear these long dresses, but I always hated them. When I started playing basketball in school I found that I could get away with sweats and a hoodie because they didn’t show any skin. So that’s what I wore everyday.” she explained.

All this talk of her strict parents kind of made me nervous. What if they found out what we were doing over here? It’s not like she lived far away. Her dad was a very imposing man, a big Filipino man with broad shoulders and a bald head. He’d make a great bouncer at a bar or something. 

“Well that’s too bad.” I said.

“Can I get some water?” she asked. 

I realized just then that she’d just been standing there naked with no water.

“Oh shoot! Of course!” I exclaimed as I leaned against the wall to give her space to pass me. Like I said, the shower was small, so in order to get by me she had to rub her body up close to mine. I could feel my still hard dick (thank you, pills) rubbing against the top of her pubic region. Her pubic hair teasing the underside of my shaft. 

After she passed me I stood there and watched her rinse off. She put her foot up on the edge of the tub and used her hand to rinse the area around her pussy. I could see a pool of pink forming around her feet and I knew that that was blood from me breaking her hymen just a little bit ago. 

“I can’t believe that it fit inside me.” Alexis said, nodding at my dick. 

“Why’s that?” I asked as I jiggled my cock. 

“It looks so big. I can’t believe they can get even bigger!” 

I laughed, “Well, they do. Trust me.” 

Alexis shook her head, “That sounds so painful!” 

I laughed again. 

It was really hot watching her rinse off in the shower, being able to see all of Alexis’ naked body move around. I kept noticing Alexis sneaking glances at my cock, which remained hard the entire shower. 

“What do you keep looking at?” I teased. 

Alexis quickly looked away, trying to hide the fact she was fixated on my cock. 

“Come on, you can’t pretend you weren’t looking at it.” I teased again.

Alexis laughed in embarrassment, “Okay, you busted me.”

“Do you like it?” I asked.

“Mhm.” 

“Do you want to touch it again?” I teased, holding it in my hand like a gift for her. 

“Mhm.”

I stepped forward and Alexis reached out and gently touched my cock with her fingers. It twitched on contact and Alexis startled back. 

“It moved!” she exclaimed. 

“That means it felt good.” I explained. 

“Oh. Really?” she said as she stroked my cock with her fingers again. 

She looked up at me to see my reaction and we instantly locked eyes. There was a brief moment long standoff before we both lunged at each other for a kiss. We began to furiously make out. Alexis had both hands on my cock which was sandwiched between us. I let my hands play with her breasts. 

“Put it inside me.” Alexis whispered. 

I was surprised to hear such words from her mouth. I figured she would be too sore to want to have anymore sex the rest of the day. 

“You sure?” I asked.

Alexis nodded her head as her hand began to stroke my dick. It was like some switch had flipped and she’d gone from a shy and innocent girl to a cock hungry woman. 

“Okay, let me go grab a condom.” I said. 

I started to pull away from Alexis, but she grabbed my arm.

“No!” she exclaimed. “I want to feel you raw.” 

I gulped. The primal side of me screamed, do it!. However, the logical side said, No, don’t you don’t know if she’s actually taking birth control.

The last thing I needed was to knock Alexis up. What the fuck would her parents do then?

“Please, I promise I’m on birth control. You don’t need to worry.” Alexis begged. 

Do it!, the primal half of my brain screamed. 

If you knock her up, Julie and Alexis’ dad are going to murder you… the logical side of my brain reasoned. 

“Come on, really, I promise.” she begged again. 

Without further hesitation I grabbed the back of Alexis’s thighs and picked up her tiny frame and pinned her against the wall. 

Alexis was stunned by the sudden outburst of aggression that she hadn’t been expecting, but that quickly wore off as she wrapped her hands around the back of my neck and began kissing me. 

She was in control of us making out while I grabbed ahold of my shaft and started to seek out the opening of Alexis’ pussy. I could feel her pubic hair tickling the head of my cock while I searched for her velvet opening. Then I felt her pubic hair give way to her wet and silky entrance. 

“You sure?” I asked. 

The question was intended just as much for me as it was for her. 

Alexis looked into my eyes and nodded as she bit her lower lip. I didn’t need to ask twice, so I thrust my bare dick into her tight pussy. 

“Oh my god, yes!” Alexis moaned. 

“Ugh…” I grunted as I struggled to stay upright as it felt like every drop of blood in my body was rushing towards my cock. 

Don’t get me wrong. Alexis felt amazing during our first time having sex. However, entering her raw felt like an entirely new plane of existence. 

Maybe it was because it was the first new pussy I had been in since Julie and I started dating. Maybe it was because she was tighter than any other girl I had previously been with. Being inside her raw was like nothing I had ever felt before.

After I slid the length of my member inside her, I sat there briefly appreciating the moment. Then I realized that I was in control now. So… I let Alexis have it. 

I started to thrust inside her as hard as I could (without slipping and falling in the shower). With each thrust I could hear our skin slapping together, the thud of her ass being driven into the shower wall. 

“Oh! Oh my god!” she screamed as she held on for dear life. 

“Fuck! Ugh!” I grunted breathlessly as I furiously pounded into her body like my life depended on it. 

“Oh my god! Please! Slow down!” she screamed. 

I opened my eyes and could see Alexis wincing in paint. 

I thought to myself, right, she had just lost her virginity. She’s still sore and tender and here you are about to pound her through the shower wall.

I immediately stopped to give her a breather.

“Sorry, I got a little carried away.” I joked. 

“Wow…” Alexis sighed, “That was incredible, but I can’t right now. It’s already a lot just taking your dick. I need to work up to that.” 

We both laughed, at least she was a good sport about things.

I gave Alexis another moment to recover and then started to thrust into her again. This time with slow, methodical strokes. She must have liked this much better as she wrapped her hands around the back of my neck and started slowly kissing me. 

It was a really sweet and tender few minutes. I was holding a slow and steady pace with my thrusting and Alexis was giving me the most tender moments. It was less like I was teaching her about sex, and more like two lovers finally coming together. 

I didn’t want it to stop and I could feel my orgasm building. While I was inside her without a condom, I still wasn’t sure how I felt about cumming inside her. My mind was still conflicted about the entire thing. 

What I did know was that if we continued having sex like this, I wouldn’t last long. I knew the decision to cum inside her was going to be made spur of the moment. In our current position I wouldn’t be able to quickly pull if I suddenly decided not to cum inside her. 

I needed to switch. As much as I was enjoying this position, I had to make a change.

“Want me to do you from behind?” I asked. 

“Like?” she said, confused about what I meant. 

Perfect.

“Here, let me show you.” I said as I lifted her off of my cock and gently set her down so she was standing. Her legs must have been weak and they instantly gave way. The only thing preventing a complete collapse was her catching herself using my shoulder. 

I gave her a moment to regain her balance, then I guided her so she was facing away from the showerhead. I motioned for her to bend over, sticking her plump ass out against my crotch. 

“Okay, now use the wall to support yourself.” I said, and she reached out with both hands and pressed them against the shower wall. 

“Okay, here I go…” I said. 

I took a step back and reached down between my pelvis and her ass to grab onto my dick. I rubbed it up and down her slit, again feeling her coarse pubic hair against the sensitive skin of my dick. 

After a couple of strokes I managed to find her opening again. I glanced down, wanting to see what it looked like as I entered her. I could see her dark brown asshole, surrounded by little wisps of hair. Just below I saw the bulbous head of my dick resting against the swollen entrance to her pussy. 

I put one hand on the small of her back and grabbed onto my dick with the other. Then I slowly started to push inside. As I pushed I could see her puffy lips part and engulf the head of my dick. Once her pussy had completely engulfed the head I let go and grabbed onto both of her hips and continued to slowly push inside her. 

“Ohhhh…” she moaned and her head dropped towards the ground. 

“What do you think?” I asked as my pelvis pressed up against her ass. 

“It feels… so different!” she exclaimed. 

I wanted to start pounding her again, but I reminded myself that this was all still new to her. I needed to be gentle with her. So I started to slowly slide in and out. I would steadily increase my pace until my thrusts were making her firm ass bounce just slightly. 

“Oh my god, you feel so big!” she exclaimed. 

Which was true for me. She felt way tighter, which always seems to be the case when I’ve fucked women from behind. 

“Mmmm baby, you feel so tight.” I grunted, my teeth grinding together as I tried to resist the urge to cum in her right then and there. 

I continued to fuck her like this for a few more minutes, but I was quickly approaching my climax. I knew I had at most a few moments to make a decision. Do I cum inside her, or do I pull out? 

My pullout game has never been strong. I imagined what it would be like to fill up this young nubile woman with my seed. To watch it leak out of her after I pulled out. 

Then I imagined having to explain why Alexis was pregnant to Julie and Alexis’ dad. 

Fucking her without a condom is risky enough, I thought to myself. 

I decided to play it safe. I thrust inside Alexis a few more times and right as I felt like I was going to blow my load inside her I pulled out and erupted all over Alexis’ ass. 

“Ugh! God! Oh my god!” I grunted as I watched my cock paint white streaks of cum all over her bare ass. 

When I finished cumming Alexis stood up and turned around. She gave me a passionate kiss, wrapping her arms around my neck. 

“That was amazing!” she exclaimed. 

Then she slid by me and rinsed her ass off under the shower. I watched as my cum slid off her ass and onto the shower floor. 

“I think you should rinse that off.” Alexis winked, pointed at my cock. 

It was glistening with a mixture of Alexis’ juices and a tinge of blood. 

“Good point.” I said, stepping forward to rinse off my dick. 

I turned the shower off. Alexis got out first, grabbing a towel and drying herself off. I followed shortly after her. By this point we had been messing around all morning and I was starving. 

“Are you hungry?” I asked Alexis. 

“No, I’m starving!” she exclaimed. 

I laughed, “Okay, want to go get some lunch?” 

“Please!” 

“Alright, let’s get dressed and we’ll go for a drive.” 

We both walked into the bedroom and to our respective pile of clothes on either side of the bed. We watched each other as we got dressed, discussing what we wanted for lunch. 

Alexis started by putting on her panties. They were an innocent looking pair of boy shorts. White and dotted with little pink hearts. Then she put on her white sports bra, followed by her sweat pants and her t-shirt. 

Her hoodie was still in the wash, which was a good reminder that it needed to be moved to the dryer. 

After we finished getting dressed we went downstairs, I moved her hoodie to the dryer and then we got in my car and drove to lunch. I didn’t want to go to a place nearby, in case someone ran into us. So I drove a little further. We had a nice sit down lunch at a Mexican restaurant.

While at lunch I felt my phone vibrate. It was Julie.

Julie: How’s everything going?

Me: Good. Taking a break and getting some lunch. 

Julie: Is Alexis enjoying my husband?

Me: I think so?

Julie: Have you done the deed yet?

Me: Yup

Julie: 👍

After lunch we drove back to the house. As we were walking back in the house, I heard an alarm going off. It was Alexis’ cellphone. 

“Ooops, that means it's time for me to take my birth control.” she mumbled. 

She pulled off a tiny backpack she had on and reached into the front pocket and pulled out a small silver sheet of birth control pills. She tore one out, put it in her mouth and swallowed it. 

Maybe she was really telling the truth about being on birth control, I thought to myself. 

“So, what now?” Alexis asked, “Back upstairs?”

At the moment I was exhausted, having cum three times, and full from lunch. 

“I think I need a break.” I chuckled. 

“Why? Did the virgin wear you out?” she teased. 

We both laughed.

“Maybe. I could really use a nap though.” I said, stretching my arms over my head and yawning loudly. 

“That does sound nice. Want to go up stairs and take one together?”

It was like she read my mind, “Yeah. Let’s do it.” 

We both walked up stairs to the guest bedroom. The sheets were a tangled mess, but we fixed them enough that we could sleep under them. I took off my pants and t-shirt, leaving me in just my boxer briefs. Alexis, seeing me strip down to my boxers, pulled off her shirt and pants, leaving on her bra and panties.

We both got under the covers and spooned. I was the big spoon and Alexis was the little spoon. Our bodies fit nicely together, like puzzle pieces. I wrapped my arm around her and within seconds we had both fallen asleep.