Teaching The Babysitter Ch 02

When I walked back into the house Alexis was still standing by the front door, clearly nervous about what today would have in store.

"Okay, how are you feeling?" I asked her as I walked towards Alexis.

"Uh... Nervous." she said as she stood there with her arms wrapped around herself.

"Yeah, that's understandable. Just try to relax and just enjoy the day, okay?" I said.

Alexis just nodded, avoiding eye contact.

"Do you want to go up stairs and I'll meet you up there in a minute?" I asked.

Alexis nodded again.

"Okay, why don't you go up to the guest bedroom across from the baby's room. I need to grab a few things and then I'll meet you up there." I said, gently rubbing Alexis' back to comfort her.

I watched as Alexis walked up the stairs, studying her hips moving back and forth as she climbed each step. Her clothes were baggy, so I couldn't see much of her figure through her clothes.

I can't wait to be hitting that soon.

I thought to myself.

When she had reached the top of the stairs I turned around and walked into my office and grabbed a shopping bag I had been using to keep the supplies I had been collecting over the past couple of days.

I opened the bag to make sure I had everything.

Condoms, lube, pills, wipes...

I pulled the box of erectile pills out, and took one, figuring it would take some time to take effect.

Before heading up stairs I went to the kitchen to grab a couple water bottles, figuring they could come in handy if things got really hot and heavy.

As I walked up stairs I could feel myself getting a little anxious. It had been close to 10 years since I had been with someone other than Julie. I'd never cheated on her, but here I was, about to have sex with our babysitter.

When I got to the guest room door I gently knocked.

"Come in." Alexis said.

I slowly opened the door and walked in. Alexis was sitting on the foot of the queen size bed, her hands tucked under her thighs. She was wearing her usual attire. Baggy sweatpants, and a hoodie.

I picked this guest room because it was the only one with an attached bathroom. This way Alexis and I wouldn't have to walk in and out of the room if we needed to use the bathroom. I had made sure that there were towels, shampoo, and body wash in the bathroom just in case.

"Hey, I got a couple things for us." I said as I walked over to one of the nightstands next to the bed.

I pulled out a box of condoms and set it down on the nightstand, "I wasn't sure if we needed these, so I figured I'd make sure we had some."

"Oh... I actually got some too." she said as she reached into the pocket of her hoodie and pulled out a 3-pack of condoms.

"Well, I'm glad you came prepared." I joked, hoping it would break the ice.

"I know some guys don't like using them, so uh... I actually started taking birth control a couple months ago. If you'd prefer to not use them that's okay too." Alexis explained.

Jeez, I hadn't even thought about fucking Alexis raw...

I thought to myself.

"Whatever makes you more comfortable." I saw, trying to contain my surprise.

Next I pulled out the bottle of lube and set it down next to the box of condoms, "Just in case we need some lube."

Then I pulled out the four water bottles I brought up with me, "I figured it was a good idea to stay hydrated."

Alexis actually chuckled at that comment, so at least I was finally starting to break the ice.

I didn't want Alexis to know about the pills so I left those in the bag and tossed it on the floor. Then I got laid down on the bed. Alexis sat there with her back to me so I patted a spot next to me. Alexis turned around to see what I was doing.

"Want to cuddle?" I asked.

Alexis stayed silent, but crawled up next to me and laid down. I wrapped my arm around Alexis and pulled her in tight. My nose filled with the distinct perfume Alexis would wear.

I rolled over onto my side so I was facing Alexis and I looked into her eyes.

"You okay?" I whispered.

Alexis nodded, "Yeah, I'm just nervous."

"Yeah. I get it. Do you want to kiss?"

Alexis froze and looked into my eyes for a moment and then slowly nodded.

I leaned my head in slowly and planted my lips on Alexis'. It wasn't just Alexis' first kiss, it was my first time kissing someone other than my wife in nearly a decade. It was strange. Alexis' lips were plump and full. They felt nice against mine. Our lips remained locked for a moment before I broke the kiss.

I pressed my forehead into hers and whispered, "How was that?"

Alexis looked into my eyes again and bit her bottom lip, "It was really nice."

I leaned in again and kissed Alexis. We kissed for a while, before I started to explore her body with my hand. First I felt along her back. I let my hand slowly drift down her back until it was on her ass. Since she always wore baggy clothes I never knew what her body looked like. But as I touched her ass, feeling the curves I had imagined, my imagination didn't match reality. I was surprised when I felt how firm her ass was. I gently squeezed it and Alexis inhaled sharply.

"Like that?" I whispered.

"Mhmmm" Alexis moaned.

"Want to feel me?"

She nodded, so I took Alexis' hand and guided it to my ass. She wasted no time feeling me up, grabbing my ass.

Alexis and I were now making out. Our tongues exploring each other's mouths. I decided to push things further so I let my hand roam over to her flat stomach. When Alexis didn't move my hand away I continued to move it up until I could feel the bottom of her breast. I paused for a moment, giving Alexis a chance to push my hand away. When she didn't I moved it up so my hand was cupping her entire breast.

Similar to her ass, Alexis' baggy clothes concealed her boobs. As my hand felt her breasts through her hoodie I noticed how firm they were. They were also a decent size, approximately the size of my hand.

I could sense Alexis' breathing change, it was now much more shallow, like she was enjoying me playing with her breasts.

Alexis still had her hand on my ass. I figured if I was feeling her boobs, it was only fair to let her feel my cock. I took her hand and pulled it off my ass and placed it on my crotch. At first she just rubbed it, so it wasn't long before she was squeezing it. I was wearing gray sweatpants, so as Alexis' hand squeezed my cock it felt like she was wrapping her hand around my shaft.

"Mmmm" I moaned.

Our making out was now heavy. Alexis was really into it. Whatever ice there was between us had now melted and she was really getting into it. So much so that soon she grabbed my hand and moved it from her boobs down to her pussy.

I ran my hand over the crotch of her sweatpants trying to find the opening between her lips. When I found it I started to run my middle finger between her lips, through her sweatpants.

"Oh!" she moaned.

"Does that feel good?" I whispered.

"Mhm." she moaned into my mouth.

Just then I felt Alexis' hand reach up into the waistband of my pants. She stretched it slightly so her hand could slip inside. I could feel her warm hand grab my bare cock.

I let out a soft moan as she started to rub my cock with the palm of her hand.

I then opened my eyes and stared directly into Alexis' big brown eyes.

"What do you think?" I whispered.

"It feels nice. It's so hard and the skin is so soft. I also didn't think it would be so big." she whispered.

"Mmmmm..." I moaned as she continued to explore my member with her bare hand.

I was lost in the sensation of this 19 year old girl playing with my cock. It was the first new hand to touch my cock since before Julie and I started dating. It felt foreign, but was extremely erotic to think about.

After a while I got up off the bed. Alexis laid there, anxious about what I was about to do. I reached for the hem of my black t-shirt and pulled it up over my head and dropped it on the floor, revealing my bare chest and stomach. I've always been a little on the athletic side, but I've put on a couple pounds since becoming a dad. I wasn't fat, I was still a healthy weight, but definitely not in prime condition.

Alexis laid frozen on the bed studying my topless body.

My chest had a thin patch of hair with a happy trail that flowed over my stomach before disappearing in the waistband of my sweatpants.

Next I pinched the waistband of my pants and boxes and pulled them down past my knees. Before standing up to do the final reveal for Alexis I kicked them off my ankles and onto the floor, next to my shirt.

I stood up, giving Alexis a prime view of my naked body. Her jaw hung open and she saw a naked man for the first time ever. She could now see my hard cock as it sprung out from my body. It wasn't massive. Maybe 6 or 6-1/2 inches long, just above average I've been told. Julie hates pubic hair and refuses to give me head unless I shave it off. Today was no different.

"You okay?" I asked.

"Uh-huh" was all Alexis said as she studied my dick.

I laid back down next to her and her eyes continued to roam all over my body.

"Do you have any questions?" I asked, rubbing my dick in my hand.

"Can I... Can I touch it?" she asked.

"Of course! It's not like you haven't already." I joked and removed my hand from my cock.

Alexis timidly moved her hand to my dick and started to crudely play with it. Her eyes were locked on it, refusing to move or look away.

"Is this how I am supposed to do it?" she asked.

"Do what?"

"Make you cum."

"Oh, you want to give me a handjob?"

Alexis just nodded her head.

"Here, let me show you." I said as I pulled her hand off my dick and placed it on my thigh.

I showed her how to stroke my dick. Wrapping my hand around it and sliding it up and down with a slight circular motion once my hand reached the head. Alexis was fascinated watching me jerk off.

Then I pulled my hand back and let Alexis try. The first few strokes were really rough, almost painful. So I stopped her and told her to loosen her grip a little. The next few strokes were nicer. I thought about grabbing the lube on the nightstand and putting some of that on her hand, but I felt a glob of pre-cum form at the tip of my penis and slid down onto Alexis' hand.

She gave my dick a curious look, "Was that the cum?" she asked.

I chuckled, "No, honey. That's just pre-cum. It's like cum, but that's not it."

"Oh. Okay." she said, still looking confused.

Watching Alexis stroke my dick, any dick, for the first time was hot. I continued to release pre-cum and the increased lube made her strokes feel better and better. After about 15 minutes or so I could tell I was getting close.

"Okay, Alexis. I'm getting close." I moaned.

She instantly became nervous and adjusted her position.

"Okay. Uhm. What should I do?" she asked in a panicked tone.

"You're doing fine. Just keep going and I'm going to cum soon." I grunted

Alexis nodded her head.

"Just a heads up that it's probably going to shoot pretty far. So try not to get any on your clothes." I grunted between her strokes.

Alexis shifted herself back, extending her arm out further as she continued stroking my dick.

"Ugh! Here... I... Cum..." I moaned.

A moment later I began shooting long ropes of cum straight into the air. Alexis, fascinated watching a guy cum for the first time, leaned in close to get a better look and turned my cock towards her right as another spurt of cum escaped from my dick. It landed on her hoodie and she immediately let go of my dick and tried to wipe it off with no success.

I stroked my dick through the rest of my orgasm and Alexis tried to clean the cum off her hoodie. After I finished I collapsed back onto the bed.

"It's okay, Alexis. Don't worry about it."

"Will it go away?" she asked.

"Maybe, but it'll probably leave a white mark."

"Nick, I can't go home with this. My parents would kick me out!" Alexis exclaimed.

"It's okay, we can put it in the wash and it'll be done before you leave." I said, reassuring her, "It's not like you're going to need that much today."

Alexis giggled and playfully slapped my arm, "Stop it! I don't want my parents to find out."

"Why? You're an adult?" I asked.

"Yeah, but they're super strict. If they knew I was doing this today they would freak out."

"Really?"

"Mhm. They're like super catholic and want all of us kids to wait until marriage." she explained.

"So what made you decide to not wait?" I asked in a curious tone.

"I don't know. I guess I just wanted to know what it was like."

"Hm. So what do you think so far?" I asked, trying to gauge her feelings so far.

"It's kinda fun. I like it."

Alexis cuddled up next to me and we laid there for a while. I think Alexis knew that soon it would be her turn to take off her clothes and I could sense her growing anxiety at the idea. I decided to try to push things further.

"Why don't you take off your clothes and I'll get them in the wash?"

She laid there silently, her anxiety causing her to breathe faster.

"Well, it's just my jacket that needs to be washed." she said looking down at the cum stain on her hoodie.

"That's true. I can still put it in the wash now if you'd like?"

Alexis hesitated for a moment and then pulled the hoodie up over her head and dropped it on my lap before laying back down, now with just a white t-shirt and sweatpants on.

"Okay... Be right back." I said as I got up out of the bed with Alexis' hoodie and walked out of the bedroom naked. As I was walking down the stairs to the laundry room I thought about how strange this was to be walking through the house naked with the babysitter up in the guest room, nervously waiting to be fucked.

After I put Alexis' hoodie in the washing machine, I returned to the guest room upstairs where Alexis was waiting. While I was gone she got under the covers. She was now laying on the bed with the covers pulled up past her shoulders. I wondered if she was naked under the covers, so I looked around the room and noticed a pile of clothes on the floor. My cock twitched in the air at the thought of Alexis being naked under the covers.

I walked over to the other side of the bed and grabbed the top of the covers to pull them down, but I stopped myself.

"Want me to get under the covers with you?"

Alexis nodded shyly, and I pulled down the covers, keeping Alexis covered. Then I got into bed and pulled up the covers. I immediately rolled over to wrap my arm around Alexis. I could feel her bare stomach and my cock immediately twitched.

I leaned in to kiss her and we began making out again. My hand started rubbing her flat stomach, but soon I was sliding it up towards her breasts. Just before I reached them I pulled away from our kiss.

"Can I touch them?"

Alexis bit her lower lip and nodded.

My hand gently slid up over Alexis' boob and again my cock twitched. The last time I had felt boobs that weren't Julie's was at my bachelor party. I started to breathe deep with desire. I wanted to jump on top of her and fuck her right then and there.

Feeling her breasts over her hoodie didn't do them justice. Now that I could feel her bare breasts I admired how nice they were. They were a perfect shape, soft yet firm, just big enough to fill your hand. I felt around and found her eraser sized nipples and gave them a gentle squeeze.

"Mmmm..." Alexis moaned into my mouth.

"Your boobs are so nice." I whispered into her mouth between kisses.

"Mmmm, I'm glad you like them." she moaned again as I continued to play with her nipples.

"Can I suck on them?" I asked.

"My boobs?" Alexis asked with a concerned face.

"Yeah."

Alexis froze and bit her lip while she thought about it, then she shook her head no.

"I'd rather not right now."

"Okay! That's fine, whatever you're comfortable with."

Alexis sighed in relief, "Thank you." she smiled.

I continued to play with her nipples, but I was curious what her pussy felt like.

"Can I touch you down there?" I asked.

Alexis nodded and I started to slide my hand down her stomach towards her pussy. Soon I could feel some pubic hair on my fingertips and I knew I was close to the promised land. Her entire pubic area was covered in a short patch of hair. The hair even ran down onto her lips. As my hand explored her pubic region I tried to visualize what her pussy looked like. Her lips felt thick and full. I imagined her standing there, two puffy lips between her legs, covered by a patch of public hair.

I decided to see how far she'd let me go, so I took my finger and rubbed it between her lips. Eventually my finger brushed up against her clit and Alexis let out a sharp gasp.

"Oh my god!" she moaned.

She laid there trying to catch her breath as I continued to explore between her pussy lips. I let my finger brush up against her clit again.

"Oh my god! That feels so good!" she moaned.

I looked at Alexis who had her head tossed to the side and her eyes closed. I knew what I wanted to do next and I wanted to see the look on Alexis' face when I did it.

I took my finger and pushed it against the opening of her vagina, feeling it slowly give way as it engulfed it. It was very wet and very tight. I wasn't used to having my finger inside such a tight pussy. As my finger entered her, Alexis' eyes shot open with surprise.

She turned her head to look at me, staring right into my eyes.

"Does that feel good?" I asked her.

All Alexis could do was nod her head.

"God, you're so tight."

"Uh-huh" she peeped, as her mouth remained open.

When my finger bottomed out I started to slowly pull it out.

"Ohhhhh" she moaned as she felt my finger slowly slide out of her pussy.

When just the tip of my finger was left inside her, I pushed back in.

"Oh my god, I feel so full." she moaned.

I chuckled, "Well, my dick is a little bit bigger than my finger."

"Oh my god, I don't know if I can take it. Fuuuuuuck." she moaned.

It was the first time I had ever heard Alexis curse.

I continued to finger her with my index finger. I would have tried to put a second finger inside her, but she was way too tight and I was afraid of hurting her. I did use my thumb to rub against her clit to provide some additional stimulation.

I could tell Alexis was really getting into me fingering her pussy. She started to buck her hips against my hand.

"God, please don't stop. This feels so good, Nick!" she moaned.

Suddenly she buried her face into my chest.

"FUCK! I'm going to explode!" she screamed, "Oh god! Oh god! Oh god!"

I could feel her pussy convulsing on my finger and her hips started to buck more erratically.

"Damn it, this feels so good!" she moaned.

I could feel her pussy getting wetter and I figured she was having an orgasm, which might have been her first.

Alexis continued like this for a few minutes before she reached her hand under the covers and grabbed my hand, preventing me from moving it.

"Please stop. I'm really really sensitive down there."

"Oh yeah?"

"Mhm" she said, nodding her head that was still pressed against my chest.

"I think you might have just had an orgasm."

"Mhm... I think so too." she said, catching her breath.

"Have you ever had one before?"

"I don't think so..."

"Well, I'm honored to have given you your first orgasm." I kidded.

I slowly removed my finger from her pussy and rested it on top of her pubic area. The two of us laid there while Alexis came down from her orgasm. I was gently stroking her back, admiring her soft skin.

Out of nowhere Alexis said "Can I try sucking your dick?"

I looked down at her.

"Yeah, absolutely. Today is all about trying new things." I said, smiling at her.

"So what do I do? Just go down there and suck on it?" she asked.

"Pretty much..."

Alexis pulled the covers up over her head and slid down the bed. I could feel her straddle my leg as her hairy pussy rested on my leg.