Babysitter Takes My Virginity

Literotic asexstories – Babysitter Takes My Virginity by magicman60,magicman60
³”A babysitter! I’m 18, I don’t need a babysitter!” I screamed.

“Now John, lower your voice.” Mom said. “It’s more like someone to keep you company and help you watch the house. I know you still talk to Sandy once in a while, it should be fun.”

“Yeah, I talk with her, she USED to be my babysitter.

“Besides Son,” Dad added, “we need someone to make sure you don’t have a steady stream of girls coming and going out of here.”

I know he was trying to lighten the situation, but I just rolled my eyes, stormed off to my room and slammed the door, throwing myself on my bed.

“Have a great vacation!” I yelled sarcastically through the door.

Just then the doorbell rang. I heard Sandy’s voice although I couldn’t make out what she was saying.

“Bye honey.” My mom said, My only answer was to flip off the door.

About 15 minutes went by and I heard a light rap on my door.

“John? I know this sucks for you, can I come in or you come out? Let’s talk about how we can make this bearable for you.”

“Doors open.” I mumbled, sitting up on the side of my bed.

She opened the door and stepped inside. The only good thing about having her here was she was drop dead gorgeous. She was about 5′ 6″ with shoulder length blonde hair, deep brown eyes, with lips just full enough to make you want to kiss them. She had on a vee neck t-shirt that showed a nice amount of cleavage and denim shorts.

She sat next to me and started talking.

“I knew you would hate this and I almost told your parents no, but the money was decent and they said they would find someone else if I didn’t do it. I figured it would be better to have a friend here than a stranger. My thought is to take care of the house and as long as you don’t plan on doing anything really stupid, I’ll leave you alone. Who knows, we might even have some fun along the way.”

“I guess when you put it that way, it’s not so bad. Will I need to tuck you in at night, because I heard you old people go to bed early.”

“Old? You little punk! You know damn well I’m only five years older than you.”

She playfully punched me in the arm, so I hit her with my pillow. She then pushed me down and started tickling me. I slid out from under her and stood up. She got up as well and I couldn’t help but notice her nipples pushing out against her shirt. She noticed me looking and looked down at herself.

“These things have a mind of their own.” She giggled.

I felt my cock swelling and grabbed a pillow to hide myself. Sandy noticed before I could completely cover up.

“Oh shit! I’m sorry, I didn’t mean to…I’ll give you a minute. Come on out to the living room when you’re ready and we’ll watch a movie or something.”

She walked out, closing the door behind her. I thought about jerking off real quick but I knew if I took a few minutes, she would know what I was doing. I was slowly deflating, so I rearranged myself and walked out.

“I’m really sorry Sandy, I didn’t mean for that to happen.” I did notice she had put a light jacket on.

“No, it’s cool. We can’t control what our bodies want to do. Let’s make a deal, if our bodies do things without our consent we don’t make a big deal out of it, or worry about hiding it.”

“Deal, then why are you wearing that jacket?”

Sandy smiled as she unzipped her jacket.

“Until we made the deal, I wanted to save you any embarrassment. Oh, and just so you know, it doesn’t bother me if you look at my body. I’ve worked hard to look like this, and I’m proud of it.”

We sat and watched TV for a little while in relative silence.

“John, can I ask you a personal question? You can ask me anything after.”

“Sure, I guess.”

“I know you went to an all boys high school, how much experience do you have with girls?”

“Not a whole lot.”

“Have you ever had a date?”

“I had a date for the prom.”

“How did you find her?”

“The other half of the campus is all girls. We were kind of assigned dates.”

“Wow, how romantic.” She said sarcastically.

“So, you’ve never even really kissed a girl?”

I felt myself turning red. “We were allowed to kiss her cheek at the end of the evening, so I guess the answer is no.”

“Don’t be ashamed, you can’t help how you were raised. Do you know anything about sex?”

“Just from what I’ve seen on my computer.”

“So jerking off to porn. It’s all good, I do it too.”

Thinking about her masturbating make my cock begin to stiffen.

“How about you?” I asked. “What have you done with a guy?”

“Fair question. Well, I’ve certainly done more than kissing. I started with hand jobs, moved on to sucking dick, then full on fucking, and finally letting a guy cum in my mouth. I haven’t given anyone my ass yet because I want to give my ass to someone very special, someone I trust to take their time and to stop if I don’t like it. I’ve poked around back there myself a little. I think I will like it. I’m sure I’ll find out someday.”

By now my cock was rock hard and making quite the tent in my jogging shorts. Sandy’s nipples were hard again and she was absently running a finger over one.

I had agreed to our deal so I didn’t try to hide it. I think I actually wanted her to see it.

Suddenly Sandy realized what she was doing and pulled her hand away from her nipple.

She looked at me and noticed my state of arousal.

“Thank you for not trying to hide that from me. I guess we both got turned on by my sexcapades. Have you ever measured your cock? It looks pretty big from what I can see.”

“Just about seven inches. Is that big?”

“Not huge, but bigger than average.”

I was just about to excuse myself to knock it down.

“Do you need to take care of that, and can I watch?”

“You want me to jerk off in front of you?” I said in astonishment.

“Yeah, it would be hot! I really want to see your cock. At least show it to me and then you can go off in private if you want to. I’m really horny, so I’ll do it with you if you want. Pull your clothes off and I’ll get naked too. You’ll finally get to see a naked girl in person.”

I hesitated for a second, but the thought of seeing Sandy naked pushed me on. I stood and peeled my shirt off. I was in good shape due to playing sports all through high school. I could tell Sandy liked what she saw by the way her eyes widened when she saw me shirtless.

“Keep going.” She urged me on. “I promise I’ll get naked after you.”

I pulled my shorts down and my cock sprang straight out. As I stepped out of my shorts she slid closer to me on the couch to get a better look. Her face was only inches away. I was hoping she would grab my cock or even put it in her mouth, Luck was not with me at that moment.

“You have a beautiful cock! Some girl is going to be very happy someday. Now I have to keep my promise.”

She stood up and pulled her shirt off over her head, revealing her awesome tits. Her nipples were erect like two pencil erasers.

“Look all you want before I take my shorts off, then you can stare at the rest of me.”

I kept looking back and forth between them, studying every little bump. I so badly wanted to touch them, but that was not part of the arrangement.

“Before I lose my pants, I’ll be right back.”

She ran off to the bathroom and returned with two towels. I was mesmerized watching her boobs sway as she walked. She threw one towel on the couch.

“John, drag that chair over here right in front of the couch.”

I did as I was told and she tossed the other towel on it.

“Now for the big reveal!”

She pushed her pants to the floor and stepped out. She raised her arms above her head and slowly rotated around, bending over to give me a good look at her ass.

“So, am I worth jerking off over?”

“You’re prettier than all the girls I’ve seen on the internet!”

Sandy smiled and bent over to spread the towel over the couch. I realized what she was doing and spread the towel over my chair.

“Hey John, that ass is almost as nice as your cock!”

Sandy sat on the couch and slid her ass almost to the end. I slid my chair as close as I could. Sandy put her feet on my armrests, opening her pussy up for me to view.

“See how wet my pussy is? I told you I’m horny.”

She opened her lips so I could peer directly into her. She ran her fingers around her lips, then slid a finger deep in.

“Don’t be shy, grab that cock!”

“I’m just afraid I won’t last very long.”

“I don’t care if you cum in five seconds. I want to see your cock fire it’s load. We can always do this again.”

I wrapped my hand around my cock and slowly slid my hand up and down. Sandy had two fingers buried deep in her pussy and was sliding them in and out. Her other hand was pawing at her tits, twisting one nipple then the other. Just watching her made me want to cum.

Sandy’s eyes tried to stay glued to my crotch but she couldn’t help but close them occasionally because of the pleasure she was giving herself. I was doing the same, trying to see as much as I could.

She released her tits and brought her hand down and began rubbing her clit.

“John, I’m going to cum for you! I need you to cum for me!”

My hand started flying up and down my shaft. I knew I would cum in seconds. Sandy started moaning and her body was shaking.

“Oh fuck, I’m cumming!” Sandy screamed as her body went rigid.

This was more than I could handle and my cock erupted. Streams of cum shot out of me. I didn’t think I would ever stop. When I did I was covered in a white mess from my chest to my knees.

Sandy chuckled, “Well, thanks for sharing.”

She leaned toward me and scooped up a glob of cum with her finger that had landed on her leg. I almost came again when she brought her finger to her lips and sucked her finger clean.

Mmm, tasty. I guess I should offer you a taste of me.”

She took the two wet fingers that were in her pussy and leaned forward and extended her arm. I leaned in and took her fingers into my mouth, I cleaned up every bit of her flavor that I could.

Sandy took the towel from the couch and tossed it to me.

“Here get cleaned up, you made quite the mess.”

I wiped myself off then went into the bathroom to properly clean up. I came out with my cock bobbing out in front of me.

“You’re still hard?” Sandy asked.

“Well, that was the most incredible thing that has ever happened to me, so yeah I’m still turned on.”

“Okay, then come sit down and we’ll let things relax and take it from there.”

I sat in the recliner and Sandy reclined me back.

“Close your eyes and chill for a bit, if you still need to, you can jerk off again.”

I closed my eyes, but images of what we did was still running through my brain. I could feel my cock still throbbing. I knew there was no way I was going down soon.

Suddenly, I felt something warm and soft pushing against my lips. I opened my eyes and saw blonde hair hanging over me. I realized that Sandy was kissing me.

She stood up and asked, “how was your first kiss?”

“Amazing! I’m not complaining but I thought we were only going to get ourselves off.”

“I changed my mind. I thought you could use some basic skills for when you get a girlfriend. If that’s alright with you.”

“I’m all yours! Teach away.”

“So because your parents are going to be gone for about a week, I’m going to be your mock girlfriend. I’ll show you some pointers and take it from there. I was going to show you how to kiss a girl goodnight, but I think it would be better to do that clothed That would be difficult with this guy showing no signs of going down, so…”

Sandy reached out and grabbed my cock. I couldn’t believe my cock was in this beautiful girl’s hand.

She whispered into my ear. “Relax and enjoy.”

She ran her fingers all over feeling every bump and vein. She reached over from the top, hooked her fingers lightly under the head and gently pulled up.

“Sandy, that feels awesome!”

“I’m glad you like it. I can’t wait to feel your hot cum all over my hand.”

She started pumping my cock, alternating the speed from barely moving to making her hand a blur. This being the first time someone besides me had touched my cock, I could feel my orgasm coming quickly.

“Sorry, I’m gonna cum soon.” I gasped.

She slid her other hand under my balls and gently rolled them around.

She leaned in real close and whispered. “Good, I want to make you cum. Blow that cum high in the air. Cover my hand.”

That pushed me over the edge. I shot my cum straight up. I felt it falling back onto me as I continued to blast into the air. Sandy kept slowly stroking my cock even after the last drops oozed out.

Her hand was totally covered in a layer of cum. She managed to squeeze a few more drops out of me.

Then to my surprise, she brought her hand to her mouth and licked and sucked her hand clean.

“I hope you don’t think this is gross, but I actually kind of like the taste of cum. I know a lot of girls won’t touch the stuff, but I don’t mind at all.”

“I think it’s awesome! I thought only the girls in porn videos pretended to like it.”

“You mean like this?”

She scooped my cum from my belly and opened her mouth and stuck her tongue out. She let the cum dribble onto her tongue and turned to me as if facing a camera. She made a big swallowing motion then showed me her tongue again to prove it was gone.

“Yeah, just like that. If you ever decide to go into porn, I’ll be your biggest fan!”

“Thanks, but that’s not going to happen. Now let’s go get cleaned up again and get dressed. Then I’ll teach you some dating etiquette.”

We met back in the living room. Sandy told me it was time to learn.

“Okay, so this is a very important rule. If you go to pick your date up at your house, never ever sit in your car and toot the horn. Always go to the door, otherwise you will piss off her parents. There could be some exceptions to this rule, but you’re smart enough to figure it out.”

“Next lesson is kissing. You bring a girl home and walk her to the door, how do you know if you should kiss her?”

“Um, ask her?”

“You could, and some girls would think that is sweet, but if you’re interested in kissing, and you may not want to if it was a shitty date, but lean in and see where it goes. You might have her turn away and shake your hand to a full blown make out session, or anything in between. So want to practice?”

I jumped at the chance!

Sandy took my hand and we walked to an inside doorway.

“So this is me.” She said, “I had a really nice time.”

“I did too.” I replied as I leaned in.

Sandy turned her head, patted my shoulder with her left hand and shook my hand.

“Okay, we’ll like I said I had a good time. Can I call you again?”

“Now don’t ask that if you don’t mean it.” Sandy warned.

“No, if I actually had a good time, I can try for a kiss the next time.”

“Nice! Now let’s try again. Come in for a kiss.”

I leaned in and this time our lips connected.

She backed away and said to me, “You need to relax your lips. You’re keeping them all stiff. They need to feel softer. Put your finger on my lips.”

I did as I was told.

“See how tight my lips feel? That’s how you’re kissing. Now touch them again.”

Once again I touched them, it felt as if my finger was sinking into them.

“Let’s try again.”

Again our lips came together, this time she didn’t pull back. We kissed for several seconds.

“Wow, you’re a fast learner! I think it’s time to add some tongue. Leave your mouth slightly open and follow my lead.”

Again our lip touched and after a couple seconds I felt her tongue pushing into my mouth. I pushed mine into hers and soon our tongues were dancing with each other.

I’m my opinion, this was going beyond learning to kiss and into making out. She pulled me closer and I wrapped my arms around her drawing her in tighter.

I felt my cock growing again. She must have felt it as she started grinding her hips against me. I was hoping maybe she would jerk me off again. I didn’t dare to hope for more.

Her lips left my mouth and she began kissing my neck. I never thought that it would feel so good! She unbuttoned my shirt and started sucking on my collar bone near my shoulder. She leaned back to look at me.

“There, you have your first hickey. I put it there in case it doesn’t fade by the time your parents get home.”

Doing what she asked, I followed her lead and began kissing my way down her neck. She pulled her head back, giving me full access to her neck.

“Do it! Right there, give me a hickey. I don’t care if anyone sees it.”

I sucked on her neck for several seconds then looked at my handiwork. I have to say I thought I did pretty well for my first time.

Sandy pushed me back.

“Wow! I think you’ve got kissing down! Now I’m going to teach you patience. Even though I could feel your hardon, sometimes you have to end a date without getting off. So, for the rest of the evening we can snuggle up on the couch, make out a little and watch TV. Okay?”

“Yeah, that works, I mean I can’t help it if I stay hard.”

“That’s okay, I like knowing I make you hard.”

The rest of the evening was spent watching movies, with a little making out mixed in. I had a feeling that she would notice when I would start to soften and make out more with me.

After a while, she reached over her head, stretching.

“I’m off to bed.” She announced. “Thank you for not pushing to get what you wanted. More lessons tomorrow.”

She hugged and kissed me with my cock poking at her belly. She went to the guest room and I went to my room. I told myself I wasn’t going to masturbate, but after fifteen minutes of my cock refusing to go down, I grabbed ahold jerked it with visions of Sandy’s hand wrapped around my cock and covered in my cum.

Next morning, wearing just my boxers I made my way to the kitchen, following the scent of bacon. Sandy was in front of the stove wearing only a t-shirt and panties.

“Good morning John. I hope you slept well. Did you masturbate last night? I did. Are you ready for more lessons today?”

“Um, yes to both.”

“I see you’re ready to get started, judging by the tent you’ve got going.”

“Well I’m eager to learn and I have to admit, I’ve got a bit of a crush on the teacher. What are you teaching me today?”

She just smiled and dropped a plate of food in front of me.

“I jumped the gun yesterday when I jerked you off, but we’ll be going to second base. Yes, that means you get to touch these today.”

She pulled up her shirt and flashed her tits at me. I damn near spit my food back out. I felt my cock pulse and thought I might cum right there. I suddenly lost my appetite and wanted to get straight to my lessons.

“Eat!” She ordered. “You’re going to need your energy. I have plans for you!”

I ate as fast as I could without choking. I quickly ran to brush my teeth and found Sandy on the couch. She patted the seat next to her so I sat. She lifted my arm and slid under so my arm was around her.

“Just start by doing what seems natural, and tearing my shirt off isn’t it.”

I started stroking her hair then kissed her on top of her head.

“Mmm, nice.” She purred.

I sat her up and brought my lips to hers. She eagerly opened her mouth and our tongues snaked around together. My hand slid lower and brushed past the side of her tit. I kept going and slid my hand up under her shirt and rubbed her tight stomach.

Her hand dropped to my thigh and slid up just under my balls. I so wanted her to touch them!

I slid my hand up further and stopped when I hit the bottom of her boob. She didn’t stop me so I slid up and cupped her tit. I squeezed a little, feeling her nipple harden under my palms.

I felt her hand rest on my balls through my underwear. She then squeezed my cock and I thought I was going to cum in my shorts.

I started lifting her shirt, she raised her arms allowing me to pull it over her head.

“Hey, stand up for a second John.”

We both stood up and she pulled my underwear down leaving me naked. I reached out and pulled on her panties. I knelt in front of her and pulled them to the floor, leaving me with an incredible view of her naked pussy.

Sandy stood me back up, wrapped her arms around me and kissed me, pushing her tongue into my mouth. We were pushing up against each other. My cock was trapped between our bellies.

Sandy broke the kiss and grabbed my hand.

“Do you want to feel my pussy? She whispered in my ear.

The best I could manage was a hoarse “Yes”

She brought my hand down to her crotch. I rubbed over her lips, I could already feel the wetness from inside.

“Hold on for a second.” She said.

She walked to the couch and laid back.

Spreading her legs wide she said, “Come sit between my legs and explore.”

I sat down and tentatively reached for her pussy and gently massaged her outer lips.

“Don’t be shy,” she urged, “do whatever you want. I’ll stop you if you do something I don’t like.”

I opened her lips and could see her pink wetness. I noticed the little bud of her clit sticking out. I rubbed around at her entrance and my finger got wet. I knew that was a good sign and that she was horny. I pushed my finger slowly into her depths until I was as far into her as I could go.

“Go ahead and feel around in me, it feels good.”

I explored her insides, adding another finger. Her breathing was getting heavier and I noticed her nipples were erect.

I started moving my fingers in and out of her wetness. I was slowly pumping in and out.

“Faster John! Finger fuck me good!”

I pistoned my fingers as fast as I could into her. I used my free hand to play with her tits, rolling her nipples between my fingers.

“Fuck! That feels so fucking good!”

I knew she had made me cum with her hands, so I wanted to return the favor. I released her tits and used my thumb to rub over her clit. Her hips were moving all over the couch but I kept up with her, fingering her pussy while rubbing her clit. She arched her back, bringing her ass off the couch.

“Oh fuck, I’m cumming!”

She collapsed back down to the couch and pushed my hands away.

“Damn, where did you learn to do that?”

“I guess maybe I watch too much porn.”

“I think it must be just enough. You gave me an incredible orgasm!”

I was feeling very proud of myself, when she pushed me back so I was laying on the couch.

“I was going to take this slower, but fuck that. I wanted to do this since I first saw this cock.”

She got down between my legs and quickly engulfed my cock. She bobbed up and down a couple times then stopped.

“Just so you know, I want you to cum in my mouth. You don’t have to warn me, just let it go when it’s time.”

She licked and kissed the length of my shaft, even licking my balls a little. When she got to the head, she drove down as fast and deep as possible, even choking herself a little. This was a feeling I had only imagined before. Reality was way better than my imagination.

Being my first blow job, I soon felt the pressure building and knew I couldn’t hold back very long.

A deep groan came from my throat and I started pumping streams of hot cum into her mouth. She kept her lips sealed tightly on my shaft and continued to swallow as I kept filling her mouth.

When I finally stopped, she continued to suck a little, coaxing every drop out of me.

She sat up and smiled.

“You gave my swallowing skills a real workout! That was quite a load.”

“So,” she continued, “training is officially over.”

I felt crestfallen, figuring there would be no more fun.

“No silly,” she giggled, “I’m not done with you, we’re just not going to be doing this in steps anymore. We’re going to just go for it. Now come over here and eat this pussy!”

She grabbed the cushions from the couch and threw them on the floor. She laid back and opened her legs wide.

As much as I wanted to taste her, I was still wanting her tits. I climbed on top of her and started kissing her neck. I kissed on both sides then slowly worked my way down.

I got down to her magnificent tits and started sucking on her nipple. I moved over to the other one and took it in my mouth. I continued south pausing at her belly button. I tickled it with my tongue. I couldn’t wait to get to her pussy so I continued the trip down quickly.

I wasn’t sure of what to do and I hoped Sandy would give me pointers if needed.

I kissed all around her outer lips, enjoying her natural smell. I licked at her slit. My tongue slid inside of her and I got my first taste of pussy. I was hooked immediately. I went at her like a starving man, lapping up all the juices I could find.

Sandy grabbed ahold of my hair, holding me close to her pussy.

“Yes John, that feels so good! Work on my clit now.”

I turned my focus to her little bud. I alternated between licking and sucking on it. It wasn’t long until she started to shake.

“Oh fuck yes!” She screamed then fell limp.

“Come here, I want to taste myself on your mouth.”

I moved up her body and started kissing. She licked all around my mouth, cleaning herself off of me. My cock was still hard and bumping against her pussy.

Sandy looked me straight in my eyes as she reached for my cock.

“Are you ready for this?” She asked.

“I would be honored if you would be my first.” I replied.

“Okay, but I don’t want for you to just plow into me, fucking me. I want you to make love to me. There will be time for fucking later.”

I nodded in agreement as she guided my cock into her pussy. She let go when I was about half way in. I continued to slowly push in until I was fully in her. I remained motionless just enjoying the feeling of being in a woman.

“Are you enjoying being in a vagina?”

“Yes, but mostly because it’s yours.”

“Aw, that’s sweet.”

She pulled my face to hers and we started kissing.

“You’re allowed to move in me you know.” She softly chuckled.

I pulled back and slowly slid back into her, each movement sending new waves of pleasure down my cock. We continued kissing as I moved in and out of her. It didn’t take long until I could feel myself getting close to cumming.

“Sandy, I can’t hold back much longer!” I gasped.

“It’s okay Baby, let it go. I want you to fill me with your sweet cum.”

That was all it took and I was blasting my load deep into her pussy. After I came back to Earth, I laid on top of her, exchanging little kisses with my cock still in her.

“I’m sorry I came so fast. It couldn’t have been good for you.”

“To be honest, you lasted longer than I thought you would. I’m just happy I’m the one that claimed your virginity. Next time will be better.”

“Next time?” I asked with a smile.

“Oh yes! I don’t believe in one night stands. We’re going to do this a lot until your parents get home.”

At that moment, my cock had softened enough to pop out of her.

“Okay, let’s get cleaned up. Here’s my new rules, you’re going to get your pillow and bring it to my room. You’re sleeping with me until your parents get home. Also anytime you want to cum, I have to be involved, if you just feel like jerking off, I’m watching. My body will be available for you pretty much anytime. Are you good with that? I want to make you into a super lover before this week is over.”

“As long as we keep doing this, I’m good with just about anything.”

“Anything? Oh good! How about you fuck me again right now?”

I looked down at my cock that was pointing at the floor.

“I’d love to but…”

“I’m just kidding, instead of staying in the house, how about hiking down by the river? I’ll buy lunch after.”

She let me drive her car and we parked at the beginning of the trail. I was happy the parking area was empty, that meant there shouldn’t be many people around.

We walked by the river and at one point we had to cross a little stream of water. I jumped over and held out my hand to help her over. Once she crossed, I held onto her hand as we walked along.

“How backward is this?” I thought. “I’ve been in her, but this is the first time holding hands.”

The thought of being in Sandy instantly got me hard.

“Um, Sandy?”

She looked over and I pointed down.

She laughed and asked, “What brought that on?”

“Thinking about us this morning.”

“I’d love to take you into the bushes and knock it down for you, but if you wait until we get back, I have another first for you.”

“As long as I don’t have to go into the restaurant like this, I can wait.”

The strain of the hike quickly made my hardness diminish. After a nice lunch we got back to the house.

“I’m kinda sweaty from the hike, so I’m going to freshen up. Meet me in our bedroom after you clean up too.”

I went to wash up, liking the way “our” bedroom sounded.

I walked naked into the bedroom, my hard cock leading the way. She was naked on her back. I couldn’t help but wonder what could be new after making love earlier in the day.

“Come lay beside me before we do what I have in mind.”

I slid next to her, excited to find out what was next. I noticed my cock was pulsing with every heartbeat.

“I enjoyed the hike today, and I really enjoyed seeing that I get you hard by just thinking about me.”

“As beautiful and nice as you are, how could I not get an erection thinking about you?”

“That’s so sweet! I just thought of something. I’m going to ask you something and the answer will make no difference about how I feel or what we do. So, have you ever jerked off thinking about me before? I mean you were like thirteen the last time I watched you, and we’ve been talking right along since.”

I felt myself turning red.

“Yes, I used to peek out of my room and watch you. I started when I was twelve, and to be honest, most times after talking with you, I would come home and get off thinking about you. I even jerked off to you last week. I hope you don’t think I’m a perv.”

“Nope not at all, that’s why I asked. I’ll be honest too, there’s been a dildo in me a few times while thinking about you.”

“Now before we get too creepy with each other, do you like my tits?”

“Of course I do, they are awesome!”

“Good, then grab that bottle on the nightstand.”

I reached over her to get the bottle and saw it was a lube of some kind.

“Now I want you to straddle me and put your cock right here.”

She pointed to the valley between her tits.

I got on her, placing my cock on her chest.

“Squeeze the oil all over your cock and between my boobs.”

After doing what I was asked, she pushed her tits together, hugging my cock.

“Good, now fuck my tits.”

I started gliding between her slippery globes, watching as the head of my cock poked out with every thrust. As she was pushing her tits together Sandy was rolling her nipples around with her fingers.

“Damn Sandy, this feels awesome!”

“I’m glad you like it! Do me a favor, when it’s time, keep pumping when you cum, that way you can cover my face and tits.”

“Will do!”

I continued to slide between her tits varying the speed until I felt that familiar feeling building up in me.

“I’m close Sandy, I’m gonna cum!”

She closely watched my cock as it pushed past her mounds. She opened her mouth and held out her tongue. I felt the first stream erupt between her tits. I continued to push forward and the next stream went all over her face. I managed to alternate until only a few drops dribbled out onto her neck.

She licked her lips then used her finger to scoop more from her face. She looked hungrily at me and motioned me to her. She took my cock into her mouth cleaning off all the cum and lube. I must have had a strange look on my face.

“The lube is edible.” She explained. “It’s actually fairly tasty.”

The next several days were a whirlwind of sex. We fucked in so many different positions and I don’t think there was a place on her body that didn’t get covered in cum at one point of another.

It was the last night before my parents were due home. Sandy got into bed with her ass in the air and elbows on the bed. We had done it like this before, but Sandy stopped me before I could enter her.

“I want you to know that you’re very special to me.”

“You’re very special to me too.” I replied.

I was just about to tell her I loved her when she continued on.

“Do you remember what I said that first day about someone special?”

My mind raced back to what was said, so much had happened in such a short period of time. It suddenly popped into my head.

“You said it would take someone special to get your ass. Does that mean you want me to…”

“Yes, you’ve given me all of your firsts, now I want to give you one of mine. You know where the lube is.”

“Before I do, I’d like to do something that I’ve wanted to do since the first time we did it doggy.”

“Okay, I trust you, don’t even tell me, just do it. Should I move?”

“No, stay just like that.”

I leaned in and dragged my tongue up the crack of her ass. Then back down and I concentrated on her little hole. Licking all around and over it.

“Oh! I wish you had done this sooner, this feels great!”

I continued working on her hole until it was slick with spit. I made my tongue as rigid as possible and pushed. I felt her relax and my tongue slid into her ass a little.

“Your tongue feels wonderful in me! I can feel my pussy getting wet from it.”

I dug around in her ass until my tongue got sore. I leaned back and rubbed my middle finger over her back door. I pushed and it slid right in with very little resistance.

“Oh fuck! What a strange feeling. I think I like it.”

I moved my finger in and out. She started pushing back against my finger.

“Do you want another one?”

“Yes, make my ass ready for your cock!”

I added a second finger in her ass. Once inside, I wiggled my fingers around. I was surprised by how much room there was in there once I got past the opening. I kept thrusting into her until she held up her hand.

“It’s time. I want your cock in my ass.”

I didn’t waste any time, I grabbed the tube of lube and squirted some on my cock and some on her ass. I rubbed the tip over her hole, making sure everything was completely coated. I pushed slowly forward, pausing when she let out a little whimper.

“Are you okay?”

“Yes, just go slow. I’ve never had anything that big in there.”

“Alright, just tell me if I need to stop.”

I continued to push forward, watching my head slowly disappear into her ass. Once the head made it past the opening, the rest slid in fairly easily. I stopped when I was buried as deep in her as possible.

“Good?” I asked.

“Yeah, it’s a weird feeling, but it’s good.”

“Okay, I’m going to keep going. Stop me if you need to.”

I pulled almost all the way out, then slowly pushed back in. I watched my cock slowly sliding in and out of her ass. At one point I pulled all the way out and noticed that her ass didn’t just snap shut, but was slowly returning to it’s original shape. I pushed back in before it closed.

“Sandy, this is such a different feeling than your pussy. It’s like your ass is squeezing my cock.”

The only reply I got was a grunt as she pushed back trying to get me in deeper.

Continuing to slowly fuck her ass, I could feel myself getting ready to cum.

“Sandy, I’m gonna fill your ass with cum soon!” I panted.

“Then fuck me like never before! Pound my ass!”

I held onto her hips and slammed into her as hard as I could until I couldn’t hold back any more. Even as I came, I tried to thrust into her until the last few squirts. I buried deep into her and held still, waiting for every drop to be deposited into her.

“Damn John, that was better than I hoped. I guess I like getting my ass fucked. Can I ask a favor? Apparently, no matter how much I liked it, it doesn’t make me cum. Will you eat my pussy?”

“Gladly.” I replied.

I removed my cock from her ass and rolled her onto her back. I dove between her legs and attempted to touch every inch of her pussy with my tongue. I enjoyed the taste as she became wetter and wetter. Her hips were bucking towards my face as I dug my tongue as deep as I could into her. She wrapped her legs around my head, holding me in place.

“That’s it! Eat that pussy. I want to cum all over your face!”

I began to spend more time on her clit, rolling it around with my tongue.

“Oh fuck yeah! That’s it. I’m cumming!”

Sandy squeezed her legs tight around my head as she came. She held me there until her spasms subsided. She kept her legs draped over my shoulders as her breathing slowed.

“If I’ve learned anything about you in the last week, I’m guessing that you’re still hard and wanting more?”

“You’ve learned a lot. Still hard. Check. Want more? Always.”

“Do you want to put it back in my ass even though it’s still full of your cum?”

“Yeah, I would love that!”

“Okay roll me up with your shoulders and fuck my ass again.”

I rolled her back until my cock lined up with her ass. I pushed forward and it slipped in easier than the first time. I pushed in until I was balls deep. Knowing now that it didn’t hurt her and she actually liked it, I started thrusting into her at a higher speed.

This was different because I could look in her eyes as I made love to her ass.

“Sandy, I love being in you, and I”

I was planning on finishing with “I love you too.” but she cut me off.

“I love you being in me as well, I can’t wait for you to fill my ass up with more of your sweet cum”

Never wanting to disappoint, I began thrusting harder. She must have started clenching her ass because suddenly it started to feel even tighter. Soon I was having that familiar feeling and knew I was going to erupt.

“Oh fuck Sandy, I’m cumming!”

I can’t imagine how much cum I pumped into her ass that night, but between the two loads, there must have been a lot.

After I pulled out she rolled off the bed and quickly went into the bathroom to get rid of it. I went and cleaned up as well and met Sandy back in the bedroom.

“I guess that’s a wrap on this week. I don’t know what time your parents will be back tomorrow, and I don’t want them to walk in and find us all tangled up together. So we’ll get the sheets washed and just hang together.”

“I guess that makes sense, but tangling up together sounds like so much more fun!”

“It does, but we can’t risk it.”

We kissed goodnight and fell asleep with her in my arms.

In the morning we got the house all cleaned up and started a movie. It just finished and we were looking for something else to watch.

“Um, Sandy, I’ve been wanting to say something for a couple of days, so let me get this out, okay?”

“Sure, what’s up?”

“I have really enjoyed this week with you and not just for the obvious reason. I really like being with you. So I guess what I’m trying to say is that I think I love you, and I’d like us to be together.”

She just stared at me for a few seconds before saying anything.

“I’ve really enjoyed being with you too. I’m sure it feels like love to you, but it usually doesn’t happen that fast. As far as being together, how do we explain that to your parents? Hey, you’ve been paying me to be here, so I thought I’d start dating your son?”

“We could say because we were hanging together, we discovered we like each other and want to try dating.”

“Well, that might work but you’re heading off to college in the fall, and I’m off to finish my degree. We would never see each other.”

I felt crushed. It seemed as if my world just collapsed. Sandy must have noticed the look on my face.

“Hey look, we have the rest of the summer. We can go out as friends once in a while, and if we happen to end up in the back of my car, all the better. Then we’ll see what happens after the first semester.”

Just then my parents walked in, dragging their suitcases behind.

“Hey John!” My dad said. “I’m glad to see you didn’t spend the whole time in your room. How did it go?”

It went alright. We have some things in common so it wasn’t terrible.”

“Great! Sandy, this is for you.”

He handed her an envelope.

We went out a few times over the summer, but wouldn’t you know it, at college I started dating a girl in my class and was sure glad of all the lessons Sandy taught me. As for Sandy, she ended up engaged by the time I saw her again.