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HS Sweetheart Ch. 01

By: painter0987



HS Sweetheart: 1.First Night Facial

How can you ever forget your first love? I had to wait until I was a senior in high school, but I ended up living a dream of getting together with the girl on whom I had the biggest crush. I was a bit on the dorky side, and not so comfortable with girls, so most of the social types never really returned my interest. There was one girl who seemed interested in what I had to say. We worked together a lot on class projects and study groups. Maybe she was friends with me to help get a better grade, but she was intelligent enough to stand on her own and contributed a great deal to group work. I was 18 and of course horny all the time. This girl was my fantasy. She knew it, but waited for me to tell her before she made a move. When she did, it was the start of a long relationship that lasted well into college before it self-destructed. These stories are true and represent the sexual adventure roller coaster that was Mary Jane, my high school sweetheart.

Mary Jane had huge tits. Honestly, that was the thing that attracted me to her in the first place. I think everyone in the entire school was attracted to her tits. She was one of those wet dream types: short, slim and stacked. When I say stacked, I mean STACKED. She must have been a 38DDD, but with a 24 inch waist she looked like she was about to fall over. She wasn’t naïve about the appeal of her breasts. In fact, she used them to her advantage, flustering the teachers, flirting with classmates, and irritating other girls. They just couldn’t compete. Add to this hot figure the face of an angel and you have to wonder what she would ever see in a nerdy classmate like me. 

And yet she saw something. Or at least, she wanted me enough to encourage me to be more outgoing. Once I confessed my desire for her (though it must have been obvious) she responded in kind. . We were talking on the phone late into the night on her eighteenth birthday, and she convinced me to open up and tell her how I felt about her ‘as a birthday present’. Our conversations had often been sexual, but I always thought she just did it to see how uncomfortable I could get. Ever since my own 18th birthday in the fall, she had been teasing me about how I was legal and she wasn’t and that anything we did could be construed as statutory rape. That had been one of the things keeping me in check. I had been for the most part a ‘rules-follower’, so there was no way I was going to come close to breaking the law. She knew that, so used it to ratchet up the tension. As midnight passed and I was confessing to her how much I liked her and enjoyed spending time with her and thought about her all the time… I paused to say “Happy Birthday Mary Jane!” 

Her voice dropped into that sultry range that drove me crazy. “You know, now I’m 18. I’m totally legal.”

“Yeah.”

“Now there’s nothing stopping you from getting in my pants. And in my shirt.” She was teasing me. She let the implication hang there for a bit. “Now that we’re being honest about our feelings, I think it will be easier to move forward in other areas too.” Up to this point I had never had a girlfriend, let alone kissed a girl, so you can imagine what was going on in my teenaged head. 

Within a week, the opportunity was there. Mary Jane was the last of eight kids and so her parents were pretty bored of the child-raising thing by the time she came along. They spent a great deal of time out of the country and figured Mary Jane could handle things on her own. They were actually horrible parents. You leave a kid that looks like that alone and who knows what kind of trouble she could get into. Oh wait… that’s the whole point of this story. Thank Goodness for horrible parents that through neglect turn their children into sexual deviants!! 

Anyway, that Friday night, we ended up alone in her house after a show. I had told my parents I would be hanging out with some friends who had invited me to come over. Mary Jane was changing into jeans and a t-shirt and I was trying not to stare at her amazing body. My cock was getting harder and harder as she was telling me about who had done what with whom in the cast. I was absolutely in a trance staring at her tits. Suddenly it was quiet.

“What are you doing?” she asked. 

“Uhh.. nothing.” I tried to stay cool and hide the erection that was growing in my pants. “I was just staring off into space. Sorry”

“I don’t think so,” she said. “I think you were staring at my tits.”

I tried to downplay it, but the more she accused me the more she grabbed at them and then I noticed her start to smile.

“It’s okay. I want you to stare at my tits. That’s what they are there for. Go ahead.” She started to spin around and make provocative poses. When she leaned over I could see down her shirt and into that magical cleavage. “Do you like them?”

“yes…” I responded meekly.

“What? I can’t hear you.”

“Yes. I like your breasts.”

She started to laugh. Mary Jane came up close to me and repeated what I said. “You like my breasts? I don’t think so. These aren’t breasts.”

I looked up at her with a question. It was really hard not to just stare at her chest right in front of my face. Her nipples were starting to poke through her bra and shirt and that smile was coming back again. Then she started to explain my mistake by referring to other girls in our class.

“Do you really think these are breasts? Come on, give me a little credit. Natalie has breasts, nice ones in fact. So does Christy. Rachel and Michelle do too. Well… I guess you have to give Michelle the benefit of the doubt. Do you really think these are the same as theirs?”

“Uhh.. no?”

“Good. I’d hate to think you didn’t recognize what was in front of you.” She started to take off her shirt. “What we have here are the best” she was grabbing them and lifting them towards my face “biggest” she started to reach behind her to undo the clasp on her bra “finest” snap.. it started to fall away “largest” her hands were squeezing them as her bra fell away “TITS in the entire school.” My cock was about to rip through my pants. She looked down and noticed. Again the smile. “You can call them tits, hooters, knockers, jugs, or whatever you want.” She stepped closer until my face was about an inch from her cleavage. I had given up on looking at her face and was staring right at that beautiful rack in front of me. “But when you call them breasts I think you are selling them short. “Now… what do you have to say for yourself” With that she dropped her hands and placed them on my shoulder. 

It was heaven. Her triple-D’s bounced away from her chest and she gently pulled me towards her cleavage. I had enough time to say “I love your tits” before I was buried in them. She straddled my legs on the bed and pushed me down on my back. She let her tits hang in front of my face and I attacked them with my lips, tongue and hands. She ground into my crotch. I could tell she liked what she felt of my cock straining inside my pants. I wasn’t sure what to do. 

“Mmmm… feels like you have something big too.” And she reached down to start taking my pants off. Before I could react, she had undone my zipper, reached in, and started stroking my dick. “This is amazing.” 

“Oh.. Mary Jane. What are you doing?” I wasn’t stupid, just inexperienced. 

“Don’t you know? Haven’t you done this before? With this cock I’m surprised you haven’t had most of the girls in the class already.”

“Ummm… no I haven’t.”

She must have sensed my hesitation and fright because she immediately knew. “You’re a virgin?” 

“Totally.” I was sure she was going to stand up and put her clothes on. Instead she smiled and pumped my cock.

“I always wondered what virgin cock tasted like”

“Wha…”

It seemed like slow motion. She pumped my cock a little harder, leaned down, opened her mouth, and took my cock inside. It was amazing. Now, with 10 more years of experience, I can say that it was one of the best blowjobs I ever received, and not just because it was the first. But it was heavenly. Her auburn hair tickled my leg as her hot mouth moved back and forth over my cock. Her tongue was doing some sort of dance along the bottom and every time she pulled back she gave a loud smacking kiss to my cockhead. 

“Do you like it?” she said with a grin as she stroked my cock with her hand and brushed it against her cheek.

“I love it! I’ve never..” I trailed off, not wanting to admit just how inexperienced I was.

After a few more bobs and licks she pulled off again “You’ve never what?” I think she expected more compliments.

“I’ve never felt anything like this.” If it hadn’t been for her constant stroking and just how hot her tits looked framing my cock I might have lost my erection from nerves. If anything I was harder than ever seeing my cock resting in her cleavage.

“I love your tits.” I couldn’t believe I was saying it. But she responded. She cradled my cock between her jugs and started rocking back and forth. I was nice and slick from all the sucking, so I slid in and out even as she applied pressure from the side. 

“How about this? Do you want to titfuck me?”

“MMM.. Wow. Your tits are amazing. They surround me and .. oh God!!!”

The last part was cut off as she dipped her head down to suck on the end of my cock that was protruding between her tits and had been poking her in the chin. I thrust my hips up to enhance the titfucking and she moaned in pleasure.

“That’s right baby.. you want to fuck my tits, don’t you? Do you want to pump your cock between them while I suck on it? I love the way your hard cock feels between my melons.”

Her dirty talk sent me into overdrive. 

“Suck my dick. Yeah.. that’s right. Wow this is the most amazing thing. You are so hot with your mouth around my cock. Keep sucking.. yeah.. yeah.. look at me while you suck me. Show me how much you love my dick in your mouth. Grab your tits too, Mary Jane. Let me see you squeeze those jugs while you go deeper.”

I thought I had said something wrong, since she backed off. But then she said “Deeper? You want deeper?” And she dove back down, only this time she didn’t stop. She didn’t come back up and instead kept pushing down and down until her lips were touching my balls. Her tongue snaked out and played with my balls as her throat caressed my cock. She disengaged and pulled back. With another smile, she went back. Again. And again. And again. Finally I was moaning louder and louder and calling out her name. 

“Are you ready?”

“I feel like I’m going to explode!”

“Perfect.. I want you to explode. I want you to let yourself go and just explode for me.” Her hand reached for my cock and started stroking faster and faster. She started staring at my cock and repeating over and over again “Cum for me baby.. cum just for me. I want your cum, I need your cum, give me your cum.” I was climbing higher and higher and then I felt the peak and the tightening in my balls. She felt it too.

“Oh yeah baby.. cum for me. Let me see you explode.”

I wanted to warn her that it was going to be messy. But I was too busy letting my eyes roll back, my toes curl up, and screaming out “I’m cumming!!!”

Then I was awash in the most amazing feeling. My eyes closed instinctively and I felt like I was flying. I also felt like my cock had turned into a cannon as spurt after spurt of cum shot out of my dick. Mary Jane was moaning between my legs. I could feel her tits rubbing against my leg and her hand kept pumping my shaft.

“Oh yes baby” she moaned. “Give me all your cum. Give it to me.” I kept shooting. She kept moaning. “More More More Ohmigod this is a lot of cum”. 

I stopped paying attention to the world and just let myself fly.

When I opened my eyes again, I think it was about a minute later. I was still spasming from the orgasm and Mary Jane was still milking my cock for more cum. She gently squeezed from bottom to top and licked up the little amounts that came up. She was moaning to herself and grabbing at her own tits. When she looked up at me with a smile I almost spontaneously came again. She was absolutely covered in my cum!

There were streaks of it from the top of her head to the bottom of her tits. She was licking her fingers and gathering it from her nipples. She was still purring to herself. I must have been staring.

“Do you like what you see? Do you like your cum on my face?”

“Ohhh God…”

She started to pout. If you thought a busty teenager with cum on her face was sexy, try keeping your cool when she pouts. Her bottom lip stuck out and little strands of my cum created a little spider web in the newly created space. As she spoke I could see some of the cum still in her mouth. “Does that mean you don’t like it? I guess I did a bad thing and we’ll never do that again.”

“Oh No.. Mary Jane that isn’t it at all. I loved it. You look amazing. I can’t believe it! I want to do it again! In fact.. just looking at you has me wanting to do it again right now. I can’t believe how sexy you look covered in my cum!”

That must have been the answer she wanted to hear. She grabbed for my cock and started stroking and licking it. I could feel her breasts against my legs and her nipples were hard little points. I reached down to feel her tits better as she swallowed my cock again. Her tits filled my hands to overflowing and I found myself grabbng at them as if they were pillows. Her moans around my cock told me she liked it. I pulled her up off of my cock and switched places with her, placing her seated on the bed as I knelt in front of her. I immediately dove for her breasts. I was mauling the left one as my hand explored the right. I soflty kissed her nipple and brought all of that titflesh together and licked both of them together. “MMM.. I love your tits.” I said through a mouthfull of wonderful hard nipple.

She pressed the back of my head, pulling me further into her tits. “Oh.. baby.. I love it. My tits are so sensitive today.” I looked up at her as I flicked her nipple with my tongue. Her head was thrown back and she was moaning.

As I was looking at her, she came out of the moan and looked straight into my eyes. I could see the cum shining still on her face. She saw me looking around her features and directed my face to the depths of her cleavage.

“Ooh Yes.. right there. Make it nice and slick and wet. You’re gonna fuck these babys with that hard cock until you give me another load of cum! Keep licking.. Oh yes! I want your cock between my tits! Stand up baby and give me a proper boob bang.”

How could I turn her down. Her cleavage was glistening as I stood up with a raging hard-on. She leaned forward and brought her tits around my cock. “Now baby.. fuck my tits and cum on my face.!”

And so I did. I started slowly.. easing in and out as she increased the pressure on the sides of her tits. Her moans spurred me on and my rhythm picked up. Her dirty mouth didn’t hurt either. Just watching that beautiful face under a load of cum spouting out phrases like “Use my tits” “Gimme that cum”, “I want more cock!” was a huge turn on. She had streaks of cum all over her face. There was one spurt that ran straight up the middle over her nose and forehead and into her auburn hair. Two more rose over her left cheek and pooled above her eyebrow. Another similar on the right cheek. Three or four didn’t make it all the way to her forehead but left pools of cum around her mouth and cheeks. She had cum in her hair on top and on the sides as she had pointed my cock all around her face like a cum machine gun. This was what I was looking at as I pounded my cock in between her massive boobs. 

Suddenly I felt the tingling rising in my balls. Something was grabbing onto my insides and trying to get out. I tried to warn her. “Mary Jane.. oh baby.. your tits.. oh baby.. I’m gonna cum.. I’m gonna fucking cum for you”

“Cum for me! Cum for me!”

I don’t think she realized how close I was. The first shot cut her off in the middle of a “Cum for mmmm!” It splattered against her chin loud enough for me to hear it and started dripping back down onto my cock. The lubrication made the titfucking easier, but she quickly pulled my cock out and pointed it directly at her face.

Another spurt glanced off to the left and draped over her right ear and across her cheek. It actually went all the way to the wall behind her bed! “Yes!” she screamed. “More cum! More cum! I want all the cum inside your cock! CUM ON MY FACE!!!” While she was going crazy over my cum, I shot out another rope, this time aimed right into her mouth. She immediatley swallowed and opened up for more.

I grabbed my cock from her and started jerking it off onto her forehead. I moved forward a little and made her lean her head down so I could deposit the rest of my load on her head. She LOVED it. “Oh yeah.. jack off on my face! Give it to me like you like it. Cum on my face! You want to cum on my forehead? Oh.. it’s dripping down my face.. more more more!!!!” I must have had seven more spurts of cum that I draped across her forehead so it would evenly drip down. I found that I loved the look of cum on a girls face. There was something primitive and sexy and absolutely submissive about her begging me to drop a load on her skin. 

“Wow.. amazing again. I think I have to take a break now.” My cock was already getting a little deflated even as I kept stroking it towards her outstreched tongue.

She was gorgeous. Sexy girl, bright smile, huge knockers, and two loads of MY cum on her face. She smiled at me and asked if I liked the view.

“It is a work of art” I replied. “When do we get to do this again?”

She laughed and said “soon I hope. I have lots of ideas for what to do with that cock. It’s a regular fountain. We might have to wait, though. I’m a little tired.”

I looked at the time and realized I needed to get home.

She saw the clock too and agreed. “You should go. If you get grounded how will I teach you how to fuck and eat pussy??” she said with a monster grin that made my dick rise again. “Easy boy.. no more tonight.. I’m worn out too. Now get dressed and go home and get some sleep. I like my cock well-rested and full of cum.”

I leaned down to kiss her. Our tongues mingled in the middle as I grabbed her tits one last time. To return the favor she swallowed my cock as I was standing up. After a few bobs she stopped and said “Just something to remember me by. Good night baby.”

With a grin I pulled on my clothes and got ready to go home.

“Aren’t you going to wash that off” I said.

“Maybe later.. I want the last thing you see of me tonight to include the work of art you created on my face.” She blew me a kiss, walked me to the door, and sent me on my way towards home.

On the drive home I contemplated the evening’s events. This was the first time I had been sexual with a girl in any way, and I had managed to come away with amazing images, fucked the hottest tits in town, and twice cum all over my girlfriend’s face. Not only that, I had a near promise that I would lose my virginity soon. My mind was racing as I got home, snuck in quietly, and climbed into bed. I drifted off to sleep imagining how hot it would be when we had another chance to get together and she followed up on that offer to teach me how to fuck and eat pussy. 

I turned out that I had to wait another week, but it was well worth it. 

HS Sweetheart Ch. 02



This is a continuation of my sexual life story. It started with a night of wonder as my busty new girlfriend displayed her love of facials and titfucking, but had to end early before I could actually lose my virginity. Mary Jane promised me she would teach me what I needed to know, and I looked forward to the next time we’d have a chance. 

The rest of the weekend turned out to be a bust (or in this case the total lack of anything resembling a bust). Mary Jane’s parents came back unexpectedly on Saturday afternoon from their Alaskan cruise and I had a few family obligations of my own that kept me busy through Sunday afternoon. Mary Jane and I would talk on the phone, but the presence of her parents in the house made it really awkward. She said that her parents were really strict when they were around and expected their daughter to behave properly and in a way that brought respect to her family. The stupid thing about their stance was that they spent more than half the year out of town leaving their ‘pure and innocent’ 18-year old daughter home alone. It was pretty weird how different she was just because her parents were around. 

We met at the parking lot at school Monday morning and Mary Jane greeted me with a huge kiss. She wrapped her arms around my neck and nearly jumped on top of me next to my car. I could feel her tits press against my chest as our tongues did a dance in each other’s mouths. I instinctively reached my hands down and grabbed her ass, to which she responded by moaning into my mouth. She pulled back, looked at me, and then purred into my ear “I missed you so much”. She ground her hips a little on my now hard cock.

“I missed you too.” I said. “I’ve been thinking about you non-stop since the other night.”

Our embrace was starting to attract attention. I could hear the catcalls and yells from our friends as they congratulated us on finally getting together. Although I was a bit shy, Mary Jane was driven by the attention and resumed the fierce kiss with which she had greeted me. 

I was starting to get a little light-headed from the surging hormones and was worried I would forget where we were. My hands were already itching to get to her massive tits. I pulled back and said “We really should stop. I don’t know how long I can control myself.”

She agreed, looked at her watch, and ground against my cock one more time. “Oh well… I guess you’ll have to wait. See you in class!” And then she ran off, leaving me excessively horny, distracted, and euphoric. 

The next few days were torture. She wasn’t allowed to date during the week while her parents were in town, so the only times we could see each other was at school. She took full advantage of my 18-year-old hornball status to drive me crazy during the week. She would constantly stand just close enough to me that her tits would lightly rest against my arm or my side. For a girl like Mary Jane, that didn’t really take much. Her 38DDD’s jutted out from her chest for the world to gape at. I knew she did it on purpose. We found a quiet spot for a brief moment on Wednesday during our lunch period and she grabbed my hand and brought it to her chest. I grabbed onto her left tit and said “Damn, Mary Jane, my hands have been thinking about these tits all week.”

“Mmmmm… I love the way you touch them.”

I leaned in closer in case anyone was nearby. “Of course, my cock has too. When do I get to titfuck you and come on your face again?” With the last statement I squeezed a little harder and brushed my other hand along her cheek until my thumb popped into her mouth.

“You’ll get your chance, naughty boy. I wouldn’t want to disappoint you. My tits are aching for your hard cock. My parents are leaving for Taiwan on Friday. They’ll be gone for two weeks. I’m thinking I should have a little cock for dessert every night.” Her tongue snaked out and licked around my thumb. “You know what I like best about dessert? The frosting. And I like to get messy. I always seem to end up with frosting all over my face when I have dessert.” Our breathing and groping was getting hotter and heavier. Teenage hormones can sometimes be a real distraction. 

Someone was approaching, so we disengaged and attempted to strike up a casual conversation. They passed and headed to the parking lot. Just then the bell for the next class period rang and hordes of students cascaded out of the buildings. Just before she got lost in the shuffle, Mary Jane shouted out to me “Friday!!” Then she winked, spun around and took her DDD’s elsewhere. I was again left wanting her with nothing to do about it.

Finally, Friday rolled around. I had to walk around all day holding books in front of me, as my cock wouldn’t stay down. I got a note from Mary Jane in Physics that said only “Friday”. The messenger tried not to look confused; since that would have given away that he had read the note. I grinned and watched the clock for the rest of the day, waiting for the end of school. I had told my mother that I would be going to a study group at Mary Jane’s house after school to work on an assignment. They were still pretty clueless about our relationship and accepted this as good study habits. 

The bell rang. In a fog, I made my way out to my car. I don’t remember if anyone talked to me, since I had a severe case of sex-on-the-brain. My only thoughts were of Mary Jane’s smooth skin, big tits, and hot mouth. I was unbelievably excited imagining the delights that lay in store. We both had been looking forward to this all week. She greeted my at my car with a smoky deep kiss. 

“You taste good” I snuck in between heavy kisses.

“I missed you lover,” she moaned.

She pulled back and stepped away, glancing down at my crotch. “I see you really did miss me,” she said with a grin. Her tongue lightly licked her lips in a sexy way that made my cock lurch towards her. “Easy lover.” She stepped back towards me. After making sure no one was looking she unzipped my pants and reached in to stroke my cock. She moaned appreciatively and whispered in my ear. “Give me a twenty minute head start. I want to slip into something more comfortable after a long hard day.” She gave my cock a not-so-gentle squeeze at the words ‘head’, ‘long’, and ‘hard’. She licked my earlobe, kissed me on the cheek, zipped up my pants, and walked off towards her car. I watched as she waggled her ass at me, exaggerating her already sensual walk with a little extra hip action. I resisted the temptation to chase after her and fuck her on the hood of her car in the broad daylight. She was practically asking for it! All I had to do was find something to do for twenty minutes and heaven would be mine.

Twenty minutes later I pulled up to Mary Jane’s house. I had spent the time getting some flowers and picking up a milkshake from a fast food joint. I knocked on her door and waited anxiously. I heard that musical voice say “It’s open!” I opened the door and locked it behind me. 

“Mary Jane? Where are you?” I called out.

“I’m back here!” I heard. I headed through the house towards her parents bedroom. When I walked through the door I was greeted by Mary Jane in silky lingerie sitting on the edge of the bed. I could see why she had chosen to move back here. The lighting was much better and the bed was immense. My parents had a king and this was much bigger than that. She leaned back, sprawled on the bed, and rolled around, showing me every angle of her hot body. 

“You’re gorgeous,” I said. My cock was starting to get hard just looking at her. “I brought you some flowers.” I held them out to her and then placed them on a little table by the door to the room. 

She put on her best southern belle accent, “Why Thank You! I always appreciate a man who brings his lady flowers.”

Mary Jane looked stunning. The lingerie was sort of a silky sun dress, though it was long enough to conceal whatever underwear she was or wasn’t wearing. Throughout all the action of the week before she hadn’t taken off her pants, so the sight of her legs was amazing.

“Nice Legs,” I said.

The material clung to her body and supported her massive tits. The little spaghetti straps were pulled tight over her shoulders and her tits were pressed together. Her cleavage seemed to be endless as it started just below her neck and disappeared into the dress. I must have stared at her chest for a while before I said “Nice Tits.”

She smiled, arched her back at me and said “Thanks. I wasn’t sure if you’d notice” The maneuver had pulled the material taut across her jugs and displayed her hardening nipples through the fabric.

As she waved them slowly back and forth I could tell she was staring at my cock through my jeans. She seemed to like talking dirty before, so I thought I would try to turn up the heat a little.

“How could I not notice? They’re pretty much the first thing I see when I look at you. Your tits are amazing, Mary Jane. They cry out to me about how much they want to be touched and caressed, kissed and licked.” 

Her nipples were getting harder and her breath was becoming heavy. My cock was also responding and her eyes remained glued on the hard rod that was extending under my pants. I kept going.

“Every time I saw you this week I had to stare at those wonderful tits. I guess I’ve always tried to stare at them, but now I knew what they really looked like under your clothes. Now I know what they feel like in my hands as I squeeze them and feel them.”

I started to step closer to her and her eyes remained fixed on my cock. Her hands had started to creep up the dress, and she was softly playing with one hard nipple through the fabric. The other hand was practically mauling her other breast. As I got closer I could see the lust in her eyes growing. I wasn’t really sure about what I was doing. I just knew that the closer I got, and the more I talked, the hornier we both were getting. 

“I’ve been thinking about those big tits all week. I’ve been walking around with a boner in my pants most of the week just remembering last week.” I finally stepped in close enough to touch her. I could tell that she had showered and put on perfume in the time she had asked me to wait. She smelled perfect and from this angle I could see further down her dress. My cock lurched at her as I reached down and squeezed one of her tits. 

As I continued to talk about my dreams from the previous week, I reached down with the other hand inside her dress and pulled her other tit out. I played with the nipple and lightly stroked her cheek. She was looking with an almost animalistic lust at me and seemed to be quivering all over as I caressed her tits.

Suddenly, she reached up with her hands and rapidly unbuckled my belt, unzipped my pants, and pulled my pants and underwear onto the floor. She came down off the bed to do this and ended up on her knees with my hard cock casting a shadow on her face. I had to let go of her tits and instead started to stroke her hair. She grabbed my iron cock and felt it pulse under her fingers. She started stroking with both hands, moaning all the while and talking to herself in some unintelligible language. As she stroked more and more she started to become clearer. I pulled off my shirt and was soon standing completely naked in front of her.

She continued to whisper to my cock. “I’ve missed your cock so much. After that first taste I’ve been thinking about sucking you. I wake up each morning and wish I could feel it in my mouth and I imagine going to sleep at night with a hard cock in my grasp.” 

I was starting to moan a little louder now that she had started talking. She leaned forward and started licking all around the head of my cock. She then started to lick down from tip to base and lightly fondled my balls.

“Your cock is so big, baby. I love the way it feels against my skin.” She was rubbing it around her face. That left both her face and my cock glistening from the licking she had been delivering. “I love to lick your cock. I love to stroke your cock. I love to suck your cock!” With each exclamation she was getting more and more worked up. She was stroking faster and faster and finally dove down and engulfed my cock in her mouth. I could only hold onto her head so I wouldn’t fall over. 

It was an amazing sight. Her auburn hair parted and allowed me to see my cock disappear into her red lips. She had also taken the time to put on makeup and had on a bright red shade of lipstick. Now that red was starting to smear and come off on my cock. She slurped back and forth and I felt her tongue dancing on the underside. Her moans were almost as loud as my own. She was stroking along with the head job and I felt like I was absolutely flying. 

“Oh yeah Mary Jane! Suck my cock! It feels so good when you stroke me with your hand and mouth like that!”

She looked up at me and pulled off my cock with a ‘pop!’ “Do you like to fuck my mouth?”

I pulled against her head with my hands that were holding her hair and forced my cock into her mouth. She opened up with a smile and relaxed her jaw until I was all the way in. “You know it! I love to fuck your mouth. It’s amazing to see my big dick disappear down your throat.” I was stroking back and forth, holding on to her head. She mostly let me do the driving and just let me fuck her mouth. I think I might have gotten too rough since she let out a little squeal and twisted away from my grasp. 

She looked up at me. Her hand reached out to grab my cock and started stroking. It was super slick from the layers of saliva from her mouth and she slid back and forth effortlessly. Her lips were swollen from the blowjob and the lipstick had smeared a little across her mouth. 

“Oh baby Mary Jane you are unbelievably sexy.” I moaned as she stroked me and licked at the head of my cock. “I can’t believe that my fantasy girl is kneeling here before me sucking my dick.” I nudged the back of her head again and she resumed her bobbing on my cock. One hand started to play with my balls and I moaned even louder.

“Do you like that? Do you like it when I play with your balls?” She dipped her head and started licking my balls. Meanwhile, her stroking hand accelerated and started straight out jacking me off. I could feel my orgasm approaching. I was about to slow her down, thinking that I wanted to save it for the night ahead, when she said. “Mmmm.. I can feel your balls getting tight. Are you getting close? Don’t hold back lover. I can tell you’re getting close to cumming. Let me have it. I want to have your cum.”

She took up a position with her head under my cock and her face turned up toward me. She licked her lips and continued stroking my cock and playing with my balls.

“You want my cum? Where do you want it? Do you want me to cum in your pretty mouth? It worked so hard for this. I’d love to explode inside that mouth and give you the cum that you brought out of me. Maybe you want me to cum on your hand. I know you hate to make messes, especially in your parents’ bedroom. If I cum in your hand it should be easy to clean up.” I was egging her on. She knew it, but it still made her hot. And what made her hot, made me hot.

“Baby, you know what I want,” she responded in her smoky sexy voice. “I want you to shoot your hot delicious cum onto my face right here right now. I want it hot and I want it hard and I want it messy and I want it now!” Her face and the exposed part of her chest was turning red as she got more and more turned on. I could feel my orgasm approaching.

Mary Jane kept up her coaxing. “Come on baby, cum for me! I want to watch it shoot out the end of your hard cock and spurt towards me. You’re right. I worked hard for this cum. I want you to spray my face and get it every where.”

I couldn’t take anymore.

“Cum on my face!!!” she yelled one last time, feeling my cock start to jerk. 

“Here it comes!!! Here comes your prize! I’m gonna explode on your angel face right here in your parent’s bedroom. Aaaaaahh!!” 

I moaned as I shot my load onto her face. She smiled and opened her mouth to receive my cum. She was absolutely beautiful. I kept my eyes open with some difficulty and watched almost removed as my orgasm coursed through my body. My cock jerked with spasms and each jerk was followed by another volley of cum that arched toward her face. The first shot was so strong it hit her on the forehead between her eyes with an audible ‘splat!’ and bounced back from there down her face tracing a straight line from brow to chin. I jerked again and another shot lifted up and curled over her left ear and into her hair. She was twisting her head around and moaning “Yes baby, cum all over me. Cum on me!” The third and fourth were back to back and one ended up dripping down her cheek and the other a little higher across the bridge of her nose. One more strong one arced its way diagonally across her lips. 

After that spurt she said “cum some more baby. Cum some more for me.” She opened her mouth and started stroking my cock directly into her mouth. There were a few more weak spurts into her mouth before only little droplets were coming out as she stroked. She said a muffled “Thanks lover” and closed her mouth. She made eye contact and audibly swallowed. 

She kept milking my cock and watched as small amounts of cum continued to dribble out. What was already there was starting to slide down her face. She was a mess. There were streaks of cum across her face and down her nose. She had it dripping down onto her huge tits as she begged for more. "Come on baby... cum all over my face!" 

I ran out of gas and had to sit down. It was a shame to back away from Mary Jane as she quivered on the floor under another load of my cum. 

"Why do you like that so much, Mary Jane?" I asked. 

"It's sexy." she replied. "When I go and look at my face in the mirror I see a woman who loves sex and is ready for more. It helps to get me revved up for more to know that even at the very end of your orgasm, I am running fast and hot. What do you think of my new look?"

"I think it is awesome. I never would have thought to do that, but now I think about it all the time. Every time I see you I think about your face and tits covered in come."

"And I think about your monster cock sliding down my throat. There isn't anything wrong with a little fantasy."

I continued. "And when I go to sleep I get these visions of drowning you with load after load of cum"

"Mmmmm..." she purred. "That sounds yummy".

"I know that it looks sexy, but where did you get the idea to try it in the first place?" As I spoke I thought that the answer could have been another boyfriend that did it to her and I was about to hear about someone else's adventures on Mary Jane's face. "You don't have to tell me if you don't want. I'm just curious..."

Mary Jane hesitated for a moment. I could tell she was contemplating what and how to tell me. I was sure I was about to hear about some guy at camp or her previous boyfriend or just someone else instructing her on the joys of sex. 

"Umm... I'm not sure how to say this. I just think facials are really sexy. And they feel good. It is so hot to sit in front of your spurting cock and feel the warm cum splashing on my skin. And so far, yours is really tasty too."

"So one day you just said... 'gee I wonder what it is like to get a facial?'" I wondered out loud again. She was avoiding my questions with more about how much she liked getting facials, and I was getting really turned on hearing her talk about it. I almost stood up in front of her again, but I was hoping this time she'd let me fuck her. 

"Are you ready again?" She was ogling my raging hard on that was pointing right at her. "We need to do something about your hyper sex drive!"

"I agree!" I was ready for anything.

She opened her arms and beckoned me forward. I was expecting another blowjob, but she pulled me down onto the bed with her. We ended up face to face with our arms and legs wrapped around each other. She kissed me with a warm sweet open mouth kiss that I still remember. Her tongue reached out to me and gave me little licks across my lips. I responded in kind. After a little bit of the tongue tango, she pulled back to breathe. I leaned down and started kissing her neck. She loved it as I slowly licked her smooth skin and grabbed at her breasts with my hands. I tweaked her nipples and lightly squeezed. 




HS Sweetheart Ch. 02



"Mmmmhh. That feels soooo nice." She was putty in my hands.

It was time to push the envelope.

"You said you were going to teach me how to eat pussy. Are you ready?"

Her eyes flew open and she attacked my mouth. I think her tongue went all the way to the back of my mouth and her hands were all over my body. "Oh baby! Am I ready? This is going to be fun!!"

She stood up in front of me and did a little shimmy that made her tits jiggle. Then she pulled the skimpy dress up over her head and threw it across the room. She was standing completely naked before me. Mary Jane slowly turned around and asked “Do you like me?”

I couldn’t say anything. I was absolutely dumbfounded. Her body was perfect. Her ass was round and firm, and her stomach was thin without being to muscular. Her pussy was the icing on the cake. She had trimmed her pussy hair into a little heart shape. She kept her legs close together so I couldn’t see much between them, but I reached out to grab her hips and pull her closer to me. Her nipples were just at mouth level so I attacked those first. I flicked them with my tongue and then sucked hard on her tits. I kissed all around her boobs and then started licking my way along the bottom curve of them. I figured this would be a sensitive area. The underside of her tits was always covered by a bra and hadn’t received much attention in our play up to this point.

I was right. She immediately moaned and pulled my head further into her tits. “Oh lover that is so nice!” she whispered with her eyes closed. 

I started to feel slight pressure on the top of my head so I kept moving down her body until I reached her belly button. I swirled my tongue inside as I lightly caressed the skin of her back and sides. As I kissed lower and lower I could feel the heat coming from her pussy and hear the moans from her throat. I wasn’t really sure what I was doing, but I decided I was going to just press on and make it up until I either messed up or got it right. Either way, I had the hottest girl in school naked in front of me waiting for me to attack her pussy.

I put my hands on her legs and slowly slid up her thighs. Her legs parted reflexively and she slightly thrust her hips forward. The skin on the inside of her thighs was silky smooth and practically pulled me higher towards her pussy. The heat called me on and my fingertips lightly grazed the area between her legs. At first I just felt skin and short hair. I wondered what all the fuss was about. And then her pussy lips opened.

She was hot. And wet. And moaning. All of a sudden a heat that was indescribable surrounded my fingers. She let out a loud moan “Oh baby!” and nearly collapsed into my arms. I held her up and did a little more exploring of her now exposed sex. I spread her lips apart and basically moved my fingers around until I found the places that made her moan the most. Her legs were quivering and she finally pulled away and sat down next to me. 

“Are you sure you want to do this? Isn’t it gross?” she said. This from the girl who still had traces of my cum in stripes across her face.

“Please. I want to play with your pussy. Show me what you like.”

“Okay,” she said shyly. This was the first I had really seen her act this way. Normally she was the aggressive instigator. But this had reduced her to a shy little girl.

She slid back on the bed until her head was against the back wall. She spread her legs and beckoned me towards her hot and dripping pussy. From this angle I could see more of what was there. I could see the hole of her pussy, that legendary promised land, towards the bottom of her sex. I moved forward and reached out with my hand. She was still dripping wet. I slid my fingers toward her hole, and encouraged by her moans I pushed a finger inside. She writhed beneath me essentially riding my finger. It slid in and out. Inside was pure heat. A velvet boiling glove wrapped my finger. Outside was cold and I kept wanting to get in. But the passing back and forth was pleasure. Her pussy gripped my finger as it slid in and out. I pushed in with another finger and tried for three before she stopped me.

“Touch me here, too.” She guided my other hand up to the top of her pussy, where the heart of her hair came to a point. “This is my clit. Rub it baby.” Her tones had taken on a gentle quality. This was a far cry from the sexual tiger that had been begging for my cum on her face not so long ago.

I rubbed where she indicated and a hard nub rose up out of its hood. I treated it basically the same way I would her nipple. This was apparently a good idea. As I had a couple fingers of my left hand sawing in and out of her pussy and my right hand was strumming at her clit, Mary Jane’s body went rigid and she started to scream. If I hadn’t just been led to my own mind-blowing orgasm, I would have thought something was wrong. Instead I kept going until she relaxed and looked lovingly into my eyes.

“That was nice,” she said. “Where have you been hiding?”

“I’m right here. And I’m all yours,” I said with a smile. 

She pulled me closer and then pushed my head toward her pussy. “Lick me, baby,” she whispered.

I rearranged my body so I could lick her pussy. I first kissed the skin of her thighs, feeling them quiver beneath my lips. Then I lightly licked from bottom to top her exposed pussy. She moaned and pulled on my head. “Mmmmore.” I licked some more, concentrating a stabbing motion into her hole and a flicking motion at her clit. Either one elicited the same moan. I mentally flipped a coin and went with her clit, but I first slid a couple fingers into her pussy hole. Before my hand had been palm down, but because of my position, it was now palm up. So in addition to poking in and out I naturally was doing a sort of ‘Come here’ gesture with my fingers. My tongue flicked out at her clit much as my fingers had before, only now she could feel hot breath on her skin as well. 

I had read in Penthouse or some other porn mag that the key to eating pussy was the alphabet. I never understood until now. I started licking her clit in the shape of the letters of the alphabet. It was instantly successful. I wasn’t even on ‘D’ before she started moaning louder. I looked up to see that the hand that wasn’t on the back of my head was mauling her own tits. Her head was thrown back in pleasure. She was moaning, but most of it was unintelligible. 

While my fingers were thrusting in deep, I found a more solid patch of her upper pussy wall. I caressed this momentarily was rewarded with a low and powerful moan. I did it again and the moan got louder. I figured I was onto something and just started rubbing that spot repeatedly. Mary Jane kept babbling about how good it was and I kept rubbing. When I got to ‘Z’ with my tongue I decided to keep going with the lower case letters. 

Apparently Mary Jane really liked lower case letters. When I started the tail of ‘g’ her body went stiff and I felt her get even wetter inside. My fingers felt like they were being squeezed repeatedly and her legs started pressing in on my head. She pulled me close to her and let out the most wonderful drawn out sexual moan I had ever heard. I just kept wiggling my fingers and sucking on her clit while she rode through her orgasm. She practically pushed me away muttering something about "too much." She lay there with her legs slightly spread and one hand grasping her right tit. The other was on top of her head as she shook all over. 

"Are you okay?" I asked. Honestly I was a little worried. I thought maybe she was having a seizure or something.

"Baby.... Baby... Amazing... Oh..."

She wasn't being very coherent, but her writhing hot body was getting me really worked up. I took her hand and guided it to my hard cock. She immediately grasped onto it and started stroking it in time with her moaning.

"Oh baby... you're so big!" She opened her eyes to examine her treasure.

I actually was feeling bigger than usual, and I was so turned on I didn't know what to do. Her eyes were glued on my shaft and her small hands gliding up and down. Another post-orgasm shudder shook her body. Her eyes turned smoky and she looked at me.


"After that orgasm, I'm totally and completely yours. Whatever you want, you get."

She pulled me in for a kiss. I could feel the heat from her pussy radiating against my leg. My cock was poking into her stomach. I wanted to fuck her so bad, but I didn't know how to say it.

"Anything?" I asked.

"Anything. You name it." A beat passed. "So, baby, what do you want? Do you want more of what I've already given you?" She stroked my raging cock.

"Well sure... but maybe we could..." I trailed off. I couldn't say the words.

"Maybe we could what?" She looked at me with that grin that said she knew but wasn't going to say. She started grinding her pussy into my leg. "You have to tell me. If you don't tell me how will I know what you want? What do you want?"

"I want you" I said weekly. I was building up the courage.

"What about me?"

My cock was already near to exploding when I finally burst out, "I want to fuck you!"

"mmmm... now that wasn't that hard. Okay... we can fuck, but first you have to put on a condom."

Oh no! I didn't even think to bring a condom! 

She saw my look of fright and saved the day. "Don't worry lover, I thought we might end up having sex, so I picked up some condoms". She reached into a drawer by the bed and took one out of a box. She opened it up and helped me roll it onto my cock. I was so excited my cock felt like a bar of iron. I couldn't remember ever being this hard!

She rolled us over until she was straddling my stomach. My cock was straining up behind her and I was involuntarily thrusting my hips gently into the air.

"Now, I'm going to give you what you want. But I have a secret for you." As she said this she started to move backwards. She reached behind and grabbed my cock, lining it up with her hot pussy. As I felt the tip of my cock get warmer, she let go and brought the top half of her body against mine.

"Are you ready?" she whispered in my ear.

"Oh god yes! I'm ready."

"Are you ready to fuck me?" She started rotating her hips around, taking just the tip around in a circle. She didn't give me a chance to answer. "It doesn't matter. I'm ready to fuck your long hard cock!"

With each word she dropped a little further down my shaft until she was completely impaled on my cock. She lay still, moaning in my ear for just a moment. Her tits were hot pressed against my chest and her tongue played lightly with my earlobe. Oh... and her pussy was hot hot hot hot hot around my cock. I felt like I had enveloped myself in a pool of hot water that was throbbing and grabbing at my cock. 

"Your pussy feels so good around my cock Mary Jane!"

"Oh baby... your cock feels so good in my pussy!"

Then she started moving. She held herself up with her arms and used her legs to rock back and forth on my cock. She stared into my eyes and let her tits dangle across my chest. After a few minutes of undulation and rotation around me, she slid up my cock just enough for me to get cold in the air then impaled herself fully on my rod. “Oooh,” she breathed. “That fills me up so nicely.”

“This is the most erotic thing I have ever experienced, Mary Jane,” I said as I brought my hands up to cup her melons softly swaying in front of my face. I played with her nipples and watched her face as she dropped over and over again onto my cock. 

She shifted backwards slightly and I could feel the top edge of my cock grinding against the top of her pussy. The look in her eyes said that her clit was getting stimulated and she really liked it. It was surprising not to hear her talking, especially since up till now she never missed an opportunity to talk dirty when we were together. She must have been so into it that she couldn’t even speak. I broke her out of her reverie by pinching a nipple and reaching back to grab her ass.

She looked down at me, leaned in to kiss me, and then started jack hammering her hips above my cock. She pistoned up and down so fast I couldn’t figure out how she was doing it. She started to whisper in my ear. “Ooh baby it feels so good. I like the way your cock fills up my little pussy. Can you feel me grab onto you? Can you feel how hot you make me?”

“I can feel it. I love it.” I could tell she was getting close to a climax from her ragged breath. I wasn’t really so close because of my huge orgasm earlier, but I loved the way she looked as her climax washed over her. “Go baby... ride my cock. Don’t stop Mary Jane.” I wrapped my arms around her and helped her by pushing her ass down on my cock every stroke. I kept whispering in her ear to keep going and how she should let herself go, and she kept moaning and saying my name over and over.

Finally the dam broke and I could feel her get hotter and tighter around me. Her pussy squeezed my cock and she thrust her tits into my chest and moaned. She pounded down one more time and I felt my cock lodge deeply in her pussy as she came around me. I held her as the shocks and aftershocks subsided, then started thrusting again with my cock up into her pussy. It was basically reflexes at this point. I was so turned on watching her cum that I was actually pretty close myself. My cock was operating on autopilot and it didn’t need any mental direction to get moving into this hot tight pussy.

Mary Jane smiled and kissed me and rolled us over so she was on her back. “That was amazing lover; your cock just gave me my third big orgasm of the night!” She breathed deeply, trying to catch her breath from the aerobic effort of riding my cock. “Now its your turn. Come on baby! Your cock feels harder and bigger than ever. Are you ready to fuck me now?”

She started to pull me into her and thrust her hips up at me. It wasn’t too difficult to figure out what to do. I pushed in, then pulled out. Then repeated that over and over. I tried to mirror her hip rotations by including a few curved strokes. I experimented with clockwise or counterclockwise and she liked all of them. The best thing about it was watching her tits shake. When I went straight out and back they shook violently up and down her body. But whenever I came in on an angle, they responded in the opposite direction. I wondered briefly if they hurt her but then got distracted by the hot pussy engulfing my cock and the heaving titflesh. My cock was getting harder and I started thrusting into her with even more abandon. Her legs were wrapped around my back pulling me into her and her arms pulled gently at my back. Her moans and calls to me egged me on even more.

“Come on lover! Fuck me harder! I love the way you fuck me. Fill me up with your cock. Are you ready to cum for me? You know what I like. Don’t waste your cum in that condom. When you are ready pull out and we’ll put that cum to a good use!”

“Mary Jane you are so hot,” I cried out as I slowed down and enjoyed the feeling of her pussy grabbing onto my cock. “I still can’t believe this is happening to me.” In response she grabbed on with her pussy a few times and thrust her tongue into my mouth. 

Somehow the tongue thrust sent me over the edge and I felt the beginnings of an orgasm approaching. As instructed I pulled out and started to take off the condom. At first Mary Jane was disappointed I had pulled out, but then she saw what I was doing and started encouraging me.

“I want your cum! Take off that condom and come put your cock between my tits.” She slid down the bed and let me straddle her chest. She pushed her boobs together provocatively and I placed my raging hard-on in the deep valley of her cleavage. My orgasm was rapidly approaching and her offer of another titfuck sent further towards my explosion. She gripped my cock with her tits and I thrust in and out of her cleavage. “Fuck my tits baby. Fuck these massive jugs with that long cock like it was a pussy or mouth. Come on baby, do it harder than that. Just ram your cock between my tits! I can feel it throbbing and pulsing. You are so BIG! Give me that load of cum I can feel it pulsing!! I want a pearl necklace!”

“A what?” I hadn’t heard the term before.

“A pearl necklace. Shoot your cum between my tits and around my neck. It’s the best kind of jewelry a girl could ask for.”

“Especially a cum-a-holic like you,” I said jokingly. “Okay.. one pearl necklace.. cumming…” I thrust in harder. “right…” I could feel the cum pressure building in my cock. “Up!!!!” I grabbed her tits on both sides and thrust in until my cock was poking out the top of her tits. She looked straight into my eyes as my cum started shooting.

“AAAHHHH!” I moaned. I returned her loving stare and only felt my orgasm rage between her large tits. I heard the cum splash against her neck as my dick twitched over and over again. My hands relaxed on her tits and let my cock up enough to send a powerful volley up onto her face. It nearly went up her nose and landed just below her right eye. She started laughing and reached up to grab my cock. As she milked my cock for the last of the cum, I surveyed the damage. Indeed, it looked like a pearl necklace. There were streaks and ropes of white cum all over her chest, and it looked like a necklace of cum extending back to her shoulders along her neckline. A large pool had collected in her cleavage, either from the weaker spurts at the end or from slowly drifting down her chest. She moaned with pleasure to her self and I complemented her “You look really hot Mary Jane.” 

“Thanks, love,” she replied. She started to spread the cum around with her hands, rubbing it into her tits like it was lotion. In the end her entire chest was shiny with my cum. She scraped off the rope on her cheek and licked it off her hands with the rest of the residue from her chest. “Wow. You sure do cum a lot. Have you always cum that much?”

I slipped off of her. “I don’t know. Up till now it has only been me. I never came that much before. I think it has something to do with you. You get me so hot that I just want to explode. You must keep me horny and thinking of you all the time, because by the time I get to cum it is like I have been holding it back for a week!”

“Well you just keep thinking about me. You’ll have to think even harder now, because I don’t think I can stand to wait another week for another dose of your cock. I think I finally wore you out.” With the last statement she was looking at my shrinking and deflating cock. I wanted more, but my cock was momentarily out of commission.

“I guess we’ll have to wait for another time, then. I probably should get home. My parents may like the idea of studying, but they might not appreciate when I study all day and never come home for dinner!”

We got dressed and cleaned up what we could in her parents’ bedroom. At the front door, Mary Jane gave me a lingering hot kiss and grabbed my crotch through my jeans. In response I took her tits in both hands. We laughed and she told me “I’ll be waiting for more of this.”

I said “You’re amazing Mary Jane. I don’t know if I want to know, but I can’t help but wonder how you came to like all of this stuff.” I wasn’t so surprised about the fucking. Doesn’t everyone like to fuck? It was the cum covered faces, pearl necklaces, and titfucks that confused me. Sure, they had been regular components of my wet dreams for years, but I didn’t think girls would actually think about it too.

She winked back at me. “All in good time, lover. I’m not like all the other girls. You should be thankful for that.” She blew me a kiss, smiled, and closed the door.

As I walked away, my cock surged at the thought of the next time we would be together. I thought, “Without a doubt I am thankful. Thank goodness for busty teenagers who love cum sprayed on their faces and cocks deep in their pussys. Or at least thank goodness for the one who just helped me lose my virginity!”




HS Sweetheart Ch. 02



On the way home I had to force myself to think about baseball and mowing the lawn so I wouldn’t walk into the house with a raging hard-on. Not an easy task given what I had just experienced. Somehow I managed.



HS Sweetheart Ch. 03



Chapter 03: Porn Stash

This story is a continuation. See chapters 1 and 2 for an introduction to Mary Jane and our sexual adventures.

For the rest of the weekend, I found excuses to slip out of the house and meet Mary Jane at her place. We spent most of the time naked exploring each others bodies and fucking in nearly every room in the house. My appetite for this newly found pleasure of sex seemed to be limitless. I was young then, and managed to cum four times on Sunday afternoon: once each in the kitchen, living room, shower, and back in Mary Jane's bedroom. Each of those times was a little different. We were starting to expand our sexual horizons. We would try new positions, usually suggested by her. I had no problem just attacking her as soon as I saw her, but she always liked to change positions as we fucked. I would be in a hot groove banging her with my hard cock from above, when she'd say "Let's do it doggy-style!" and turn over on her hands and knees. Or, I'd come to her from behind and end up fucking her with her bent forward over a table. Then she'd want me to lie down so she could ride me. She just always seemed to be thinking of the next way and angle to get my cock inside her. 

She put just as much variety into giving me head. Sometimes she'd just stretch out on the bed next to me, or kneel before me as I stood. She once let me slide in and out for about 20 minutes with her head hanging back over the edge of the bed. I stumbled across the magic of '69' as she started reaching for my cock as I ate her pussy. The moans caused by my licking disappeared as the hot sucking on my cock started. It took me a minute to realize, and then it seemed as natural as walking. Mary Jane kept coming up with more and more creative ways to go down on each other. She wasn't very heavy, maybe 110 including at least 15 pounds of those massive DDD's, so she suggested I stand up as we were '69'ing and hold her up while she sucked my cock. It was amazing. The gravity defying blowjob was intense and I think the blood rushing to her head made her suck even more deliriously than ever. 

As much as we both loved watching my cum shoot onto her face, for the magic of the moment we sometimes did it a little differently. I discovered that I loved to watch her face as she swallowed a big load of my cum. With her lips stretched around my spurting cock, I could see her eyes open wide at the feeling of my jizz filling her mouth. She would then stroke me firmly with her hand into her mouth. She would always pull off, sit back, and swallow it all down in one go. She never failed to give me a big smile afterwards. 

Over the next few weeks we had the opportunity to get together two or three times a week. On one occasion I opened the door to her house to find her naked on her knees with her mouth open. I closed the door quickly and remarked "Wow, what a sexy new statue. I absolutely love the melons on this thing! It almost looks lifelike." 

I watched as Mary Jane struggled not to respond and her nipples hardened. She had mentioned something a while back about the idea of how sexy some statues were and how she was surprised more people didn't try to have sex with them. I didn't want to spoil her illusion, so I tried not to touch her. I did however walk close to her and start a running commentary on her appearance.

"Such a nice ass on this statue. I imagine this one would look really hot on her hands and knees. I suppose I'll have to settle for just knees. And the way her mouth is open and turned up, it looks like she's waiting for something to drink. Those tits are just amazing. I bet the sculptor had a little fantasy going on when he made this. No one really has tits that big and that firm. If they were real I bet they would wrap my cock in a blanket of warmth..."

Her breathing was picking up but she still hadn't moved or said a word. While I was behind her I described her sexy hair and back, and simultaneously unzipped my pants and pulled my cock out. It was already getting hard. I stroked it gently as I circled her. When I got back in front of her face I stood in front of her, jacking off to her hot body. Even though it was a real person sitting there, I still felt a rush of excitement at the idea of jacking off to a sexy naked statue. I imagined being outside and coming across this vision of lust. I started stroking faster and aimed my dick at her face.

"This girl is so sexy. Her boobs are hanging down and sticking out. I bet I could fuck them and still have enough cock left to cum on her face. Oh yeah... this girl really wants it. She's just sitting here waiting for some nice man to drop a load of cum on her." I stroked my cock back and forth and drove myself closer to the finish line. "I wish there were real girls that looked like this. But I probably never see them because their boyfriends keep them inside all day fucking their brains out. Oh yeah... but this girl is gonna make me cum!"

I stepped in closer and rested the crown of my cock on her bottom lip. My pole jerked in my hand and I started to shoot spurt after spurt straight into her mouth. I could see it pooling inside building up until it was almost overflowing. I gave one last stroke and the last spurts caused a little bit to flow out of her mouth and go cascading down her chin to her tits and then legs. 

I was still moaning and stroking as she broke out of her pose, swallowed hard, and wiped up the cum that had spilled. "Thanks baby... that was perfect. It was so hot to watch you jack off in front of me. I had a mini-orgasm without any touching at all!"


I helped her up and she went and put on some clothes. I pouted a little, but zipped up when she said "We can't just be naked all the time. I get cold sometimes, you know?"

I was experiencing so many new things. She had guided me through all kinds of positions and I had enjoyed every one. She had such excitement about sex that I was still bugged by the question of how she came to enjoy this so much. She introduced new positions and new ways to get cum out of me that I hadn't come up with in my wildest wet dream. 

"Hey Mary Jane, Remember how you had me fuck you from behind while you made dinner last week?"

"Yeah. That was fun."

"And how you let me fuck your throat when you lay on the bed and let your head hang over the edge"

"Mmmm yeah let's do that again!"

My cock started to twitch again, but I wasn't going to be distracted again. "And what about all those times you have begged me to shoot my cum on your face?"

"You're really getting me hot. Maybe I should keep my clothes off after all if you're so into making another mess of my face."

"Where do you come up with this stuff? All I think about is just getting you naked and fucking ourselves senseless. I guess I just never thought a girl would be so into all of this." I was a little afraid of the answer. If she freaked out I could be ruining an amazing thing. It might be news I didn't want to hear about a previous boyfriend teaching her the ropes, so to speak.

"What's so wrong with me if I like it? I can't help it if I want your cock juice spread on my face. I miss you fucking me when you leave me at night and I try to think up new ways to get your cock in my tight pussy. If we do the same thing every time your big cock might hurt my tiny little pussy. This way I spread it around... sometime from the front, sometimes from the back, sometimes on top, sometimes on bottom, sometimes standing.... Mmmm... I'm getting really hot just talking about this!" She started to rub her pussy with her hands through her clothes.

She stopped with an thoughtful expression. "Do you like that I'm so sexually creative?"

"Definitely! I just worry that it comes from some unhealthy mental state."

"Oh come on," she replied. "You don't care about my mental state as long as I let you fuck my tits." She grabbed at her tits for emphasis. I loved it when she did that.

"That might be true," I wondered aloud. "You do have really big tits. It can sometimes be a distraction. Just look at how you keep getting B's in physics despite never completing a lab. You always wear that tight low-cut dress and stand really close to Mr. Persons on report card days. I'm surprised he doesn't mark your card with DDD's!"

"A girl's gotta do what a girl's gotta do! Besides, I have these tits, so why shouldn't I be able to use them?" she replied.

I chuckled, "I'm fine with that. I just think that the best use for them is to have them pressed around my thrusting cock."

"Mmmm... sounds good, wanna go again?" She started to pull up her shirt. I waited until I could see the bottom of her bra-clad tits before I stopped her. 

"You're trying to distract me with sex again. What are you hiding?"

"Do you really want to know why I'm like this?"

"I confess I'm a little worried, but yes, I do want to know," I nervously replied.

"One last chance... Are you sure you can handle knowing what inspires all this sexual energy?"

I gulped and nodded.

She stood up and said, "Come with me." She grabbed my hand and led us towards her parents' bedroom. I remembered the time not-so-long ago when I headed through this door a virgin and left a man. As we walked she started talking, "Everyone thinks that my parents are just the greatest people. They're active in the community, go to church regularly, and participate in PTA functions. That is, when they are in town. But my Dad is a real hypocrite."

I was getting worried. Really worried. By the topic and direction I was getting sure this was going to come to a child sexual abuse issue. Had her father abused her? Was he still abusing her? Did she let others abuse her to take the place of her father?

She continued. "He goes to church and tells other people how to bring religion into their lives. He talks about being pure and innocent and lectures me on how I should behave in a proper and moral way." She reached their bedroom closet and turned on the light. She pushed aside some clothes and cleared away the shoes against the wall. "It's so funny when I hear people talk about how fine and upstanding he is. When he comes home he's just a regular guy."

She pulled gently on a tie hook and the wall slid aside several feet. "A regular guy who loves porn." The hidden compartment was another room that was nearly the size of the walk in closet in which we stood. It contained boxes of magazines clearly labeled with all the major titles. Along the walls were rows and rows of some sort of container. "And I'm just the daughter who found the stash of the guy who loves porn."

I also had gone looking for and found my father's porn stash when I was a young teenager. He had a few anniversary Playboys but that was about it. It was less than nothing compared to the warehouse of porn I was looking at.

"What is all this?"

She stepped into the hidden closet and pulled out a few magazines. "He has a little of everything. Mainstream, swingers, fetishes. You name it, it is here. I don't know where he gets it, but he always has the latest issues." She walked to the wall and pulled out the drawer on one of the compartments. "My favorite... the videos."

In each drawer was about 10 video cassettes. I did a quick calculation and figured that if all the compartments were full, he could have nearly 10,000 videos stashed in this hidden closet!

I gasped "There must be thousands of them!"

"Well, right now he has about 1500," she replied. "Most of these are empty." She went to the other side of the room and pulled out a drawer to illustrate her point. Empty. "When they go out of town I come back here and make a few choices and then make sure to put them back where they were before they return. I get so turned on watching porn. Just thinking about acting out some of the scenes gets me hot and wet. My favorite part is the end where the guy ALWAYS pulls out to cum on the girls face. I guess there is no way to fake an orgasm when the director expects spurts of jizz flying through the air."

She looked back at me a little sheepishly. "Is this okay? Are you okay with this?"

"Mary Jane, I was so worried it was going to be something else. Compared to all those other options this is fantastic. In fact... this is fantastic on its own. I have to wonder why you didn't show me this sooner. Did you think I wouldn't approve? I certainly approve of everything we do together." I was trying to calm her down and let her know I wasn't mad. An idea sprung into my head. "Why don't we watch one together?"

She broke into a big grin. She hugged me and then asked "What's your pleasure? I haven't seen all of them, so I can't really tell which are good."

"Whatever you want. I know absolutely nothing about videos."

She picked out a few videos and some magazines and closed up the hidden door. We made our way to the den and closed all the curtains. With the lights down, she slipped the first video in. "I think you're going to like this one. I've seen it hundreds of times. I think you'll see why it's my favorite." Mary Jane put the movie in and sat down with me on the couch. I had never seen a real porno before, so I was pretty nervous, but I didn't want her to know.

I don't remember the name of the movie. I do remember that the scene opened with a woman negotiating a business deal with a man in some office space. Within moments of the opening, her already revealing suit was on the floor and her large tits were on display. My cock leapt in my pants and Mary Jane immediately reached down to palm my hardness. She snuggled up close to me. I put my arm around her back and reached around to caress her breast through her shirt. I was so shocked by what I was seeing I wasn't really thinking about what was going on in real life. The woman on screen was now completely naked and the man was stroking his cock while she played with herself. My caresses of Mary Jane's tits grew into groping and she was playing at my zipper to release my cock. The man was now kneeling in front the woman and eating her pussy. She had her head thrown back and was playing with her tits, just as Mary Jane had done when I went down on her. 

"Wow," I thought, "She really does learn her stuff from these movies."

My arms were reaching further down her body to grab at her ass and hopefully stroke her pussy. The same motions brought her upper body closer to me and pushed her head down. As Mary Jane opened her mouth to take in my cock, the man in the video stood up and stripped out of his clothes. It was a little weird to be doing and watching at the same time, but it was an extreme turn on. I pulled Mary Jane off of my cock and told her to get undressed. "They aren't wearing any clothes, so why should we?" I implored.

In moments we were naked and in each others arms. I immediately started fingering her hot snatch, strumming her clit and then driving two fingers deep into her hot pussy. She had her hands on my chest and was lightly caressing my skin, moaning into my mouth. She pulled away from the kisses, and turned to watch the movie. I kept playing with her pussy as we watched the woman on her knees bobbing furiously on the man's long cock. Her style and technique seemed familiar, especially the way she would whip her tongue around the head of his cock while looking up at him. I could almost feel what she was doing. Then I realized... I HAD felt what she was doing!

"You really learned a lot from these, didn't you?" I asked her while she continued to rock on my hand.

"Did you think I was so good because I'd been around a lot? That's just a rumor. Sure I've had sex before, but it isn't like you've heard. You probably heard that I had sex with the quarterback at a college party and gave a blow job to John Peterson on the bus back from a theater convention, right?"

"Uhhh... Actually, yes." I hoped she wasn't mad, but I had heard all that and more. She was rumored to be one of the most sexually active students in the school.

"It's all lies. That's what happens when jealous girls try to ruin another girls life. I used to get upset, but I learned to just deal with it." She said, with a proud determination. "I realized that every new rumor meant that someone's boyfriend was caught staring at my tits in class or saying my name while with another girl. I know I attract a lot of attention. I just save the goods for the best. I'm not giving out this love to just anyone!"

With that she started stroking my cock. She turned back to the screen to watch the blowjob in progress. "I just love this blow job. I love the way her mouth slides down his pole and she smiles. I can tell she loves it, or at least it's a convincing performance. What's the difference really? His cock is long enough to stroke and suck at the same time." She turned to look at me. "Just like yours, baby." 

I smiled and said "Shut up and suck my dick already!"

"I thought you'd never ask." 

It was like watching a mirror. Mary Jane had just about memorized the blow job in the movie like a dancer learns choreography. Every dip, every lick, every thing was exactly the same. I LOVED it! "Oh god, angel! This is too intense!" I moaned toward the back of her head. The combined slurping noises of her on my dick and the porn stars going at it filled the room. My balls started to twinge as I could feel my orgasm approaching. I normally lasted longer than these few minutes, but the combined stimulation was too much. Mary Jane could sense it and pulled back. I thought maybe she wanted another cum facial, but she left my cock alone completely and stood up from her position by my side. 

She turned around, facing the TV and then backed up to sit on my lab. With her hands behind her to steady her, she spread her legs, and impaled herself slowly on my cock. My orgasm had backed away, so I wasn't in danger of exploding. However, I now had a hot view of her ass, arching back, and my cock disappearing into her pussy from behind. She started to rock on my cock, with her hands on my knees and feet on the ground. I helped by supporting her ass cheeks with my hand. She moaned in approval. I could feel her fingers on my balls as she played with her clit. 

I grabbed at her ass and helped her up and down my cock. The only problem with the position was she was completely blocking my view of the television. I didn't really care; I was busy staring at her luscious ass and watching my cock slide deep into her hot and wet pussy. I encouraged her "Come on baby. Ride my cock. Show me how much you like to fuck me. Let's see that ass move."

At that she really started pounding her ass down. I slid closer to the edge of the couch and she ended up basically standing over my cock. I didn't need to support her any more and she just went to town riding up and down my pole. She moaned on every upstroke and gasped as I filled her on the way down. 

"Mary Jane, I can't see. Why don't you tell me what's going on? What are they up to?" I knew talking would get her hot, and might help her to ignore the amount of effort she was exerting bouncing on my cock.

In between moans and quick breaths, Mary Jane filled me in. "He's ... fucking her now... she's spread on the table and he's... beside it holding her legs... spread out. He's taking his time... fucking her pussy and watching it slide out slick and wet... Oh... and now they're moving. He's sitting in the chair and she's straddling him..."

"You mean like us?" 

"No... she's facing him. That way he can suck on her tits..."

I thought maybe her tits would get jealous if the woman in the film was getting attention. I sat up partially and reached around to grab them. They were heavy in my hand and I supported them as she bounced up and down. 

"oh yeah baby... bounce my tits for me... Squeeze them while I ride you." She cried out. I pressed them together and into her chest. I knew from previous times with her that her boobs were so massive compared to her frame, that when they were pressed into her chest, they looked almost ridiculous. I kneaded them and told her to keep up the description. 




HS Sweetheart Ch. 03



After a few minutes of moans and gasps, she started again. It was clear she was distracted. Her hot pussy was getting slicker and her riding was getting more irregular. It was hard for her to catch her breath. "They've moved again... now she's standing leaning over the desk and he's pounding her from behind..."

"Like we did at the dining room table?"

"Yeah... in fact exactly like we did at the dining room table... She's practically sliding all over the desk as he takes her."

This time I suggested the new position. "Mary Jane, angel, are you getting tired? I love looking at your ass and back while we fuck. I want to fuck you doggy-style, rock your pussy from behind."

She didn't need much convincing and slid to the floor in front of the TV. She looked back at me and spread her pussy lips from below. "Come on stud, give me the long hard cock. Fuck me like an animal! Grab my ass and give me a good pounding!"

I kneeled behind her and slid easily into her tight hole. The few seconds break had eased my growing explosion, but sliding back in nearly brought it on again. I waited a few seconds, knowing that the angle here would cause just the right pressure to bring on a monster orgasm. I watched the film and waited while the couple there fucked in a similar position. Finally, after some more ass waggling (with my cock attached) for encouragement, I started fucking again. 

We went on like that for just a few minutes. I was really building up a load of steam and she was moaning with her head on the floor. Her tits were pressed against the carpet and her back arched to meet my cock. I grabbed her hips and pulled her back into each of my thrusts and groaned. 

Mary Jane said, "Here comes the best part. I'm amazed you've lasted this long. Usually I've cum at least twice by the time we get here." I knew from the times she paused to shiver and grip my cock extra-tight that she had had a few mini-orgasms along the way. "Watch this... this is amazing..." she slowed her thrusts back at me and just stared with awe at the TV.

The man said something unintelligible to the woman and she immediately got up from the desk and kneeled before him. I had an idea what was coming, but I just wasn't prepared for the sheer magnitude of cum that leapt out of the guys cock and coated the starlet's face. She opened her eyes wide and had enough time to say "Cum on my face baby... give me your cum all over my face" while he stroked his angry red cock before the first volley hit her. 

By the time it was over, the woman was dripping. She was licking up his cum from her hands and sucking the last of it out of his cock. This was the source of her inspiration. "Wow." I said, still sliding in and out of her.

"Yummy. Let's see that again. Are you ready to blast my face at the same time he does hers?" She grabbed the remote and rewound. I was so amazed at the intense facial I had just witness that I was literally ready to explode.

"You better get your face over here quick or you're going to be cleaning my cum out of the carpet if you want it." I was so close.

She started the movie again just as the woman was begging the man "... cum all over my face!" Mary Jane joined in "give me that spunk! Let me bathe in your sperm! I know you have a big load in there I could feel it in your balls as I fucked you. Now give it to me."

That was more than enough convincing for me at that point. I watched the tape and tried to mimic the porn stud's moves as he sprayed his juice. My orgasm was intense and I could feel my balls contract. I sprayed my cum out onto Mary Jane's lips and cheeks with the first spurt, and then directed it to hit right between her eyes. I pumped my cock some more like he was on the video, and I found that it helped to build up pressure behind my next spurt. It hit her above the left eye and tracked back across her face to her right cheek. I was still going strong. The next shot needed to go into her open mouth, so I aimed and hit on the first try. After that the guy was shooting a few more across her nose and eyes. I let the explosion keep rolling and she grinned as the cum landed across her eyelids.

"Yes baby! More More More! Gimme All your CUM!!" she was screaming just like the porn star, only Mary Jane was much hotter and much more real. 

"Come and suck it out of me Mary Jane." I deviated from the script a little, but I wanted to get my cock back into her mouth before this was over. Her eyes opened and she gobbled up my cock like she had been thinking the same thing. Her sucking was intense and my cock was almost too sensitive. When I was done cumming for good, I leaned back and sat on the couch. I hit the pause button as the woman's cum-covered face filled the screen, a big smile on her face.

"Mary Jane, I think we did a good job. You look just like that woman."

She spun around, and then went to look in the mirror. I heard a gasp and then "Oh my god! It's so sexy! You have the most amazing cock and the best cumshots ever!" She ran back in and hopped down next to me. She brought her face close to mine and asked "How do I look? Am I sexier than her?" she gestured at the screen.

"Sexier than whom? Compared to you that woman is totally worthless and without sexuality." The cum was starting to drain down her face. "I wish I could take a picture to keep this image with me at all times. I guess we'll have to keep refreshing it so I don't forget."

She grinned and got up. "Stay right there. I'll be right back". In a minute she returned with a Polaroid camera. She knelt down between my legs and grabbed my cock. "Go ahead. Take the picture. You can have something to remember the best facial cumshot in the history of the world!" I snapped two pictures back to back, and gave one to her and kept one for myself.

"Mary Jane... I am the luckiest man alive. Please tell me I'm the only one that gets to experience this with you." 

"Remember, despite what you might have heard, I'm not that kind of girl. This body and face and mouth and these tits and everything else are 100% all yours to do with as you wish. All you have to do is say the word and its yours."

I was too worn out to ask for anything that time. But I could imagine all the sexual pleasures this girl could hand out. My mind was racing, but my cock wasn't going to rise anymore that day. "I think we'll have to wait on that. I don't think my dick is ready for more just yet. Maybe we should get cleaned up and go catch a movie... a regular movie."

"Sure thing, lover. I'll go wash up and get dressed. Can you bring the videos back to my room?"

We headed out the door to a movie. I spent the entire film kneading her tits under her shirt. I tweaked her nipples during the loud parts so no one could hear her gasp. Every now and then we looked at each other, smiled and shared a deep kiss. We were the usual 18-year old lovers, but we also were sharing visions of Mary Jane's face dripping with my cum. She leaned her head on my shoulder and whispered into my ear "I love your cock."

I dropped her off at her house after she sucked me off again in the car. She swallowed my load and thanked me for the evening. I was going to tell her about the little bit of cum she had spilled onto her chin, but I let her walk away. I figured she was running so hot and horny, she'd see it in the mirror when she got in and orgasm on the spot. 

I was right.



HS Sweetheart Ch. 04



This is the fourth in a multi-part story about my early experiences with sex. For complete background, see the previous sections of the story. While these ‘HS Sweetheart’ stories are mostly true, I have changed names to protect the not-so-innocent. Please vote if you liked or didn’t like the story and send some feedback.

My memories of the spring of my senior year of high school are mostly filled with Mary Jane. I’m sure that I was deciding where I wanted to go to college and setting up plans for summer jobs, but all I remember is Mary Jane. Mary Jane started off the year, as she had for the past five or six years, as the object of my adolescent fantasies and dreams. Through some stroke of luck or divine blessing, her romantic attention finally turned my way. We started dating coincidentally around her eighteenth birthday in March, and as I’ve described, within weeks she had taught me almost everything there is to know about sex. I’ve since discovered that not all women hide within themselves sexual deviants just waiting for a chance to talk dirty and experience anything and everything sexual, but at the time that is exactly what I had. 

Mary Jane didn’t just love sex, she WAS sex. When she walked into a room, people looked at her and could feel it. I saw it happen to men and to women. First their eyes would linger just a little longer than necessary and Mary Jane’s figure. Then they would return their gaze to scan up and down her body a few times. I could always see their features soften a little bit as the stress from whatever was on their minds melted away at the presence of the vixen standing near them. The last step was always the biggest turn on. No matter how old or what gender, as long as they were old enough to be thinking about sex at all, all people given enough exposure to Mary Jane, would start to fantasize. I would watch as their mouths relaxed and tongues came out to lick their lips. Depending on the weather I would watch nipples harden on women’s breasts and bulges grow in men’s pants. Watching it all made my own dick stiffen slightly. Even if these people weren’t turned on by her in particular, she made everyone around her think of sex. 

Of course, for me thinking of sex and thinking of her were one and the same. As soon as I saw her 38-24-34 hourglass figure approaching, my thoughts drifted off to the times we had spent together worshiping each others bodies. She liked for me to fuck her tits and cum on her face on a regular basis, and allowed me to fuck her in any position I could name or describe. We had plenty of opportunity, since her parents were often out of town and her father owned one of the finest porn collections I’ve ever seen. We liked to watch the movies and duplicate the scenes. We had a few that were our favorites that we watched frequently, but occasionally she would send me to pick a new one randomly from his porn closet. As you can imagine, she was a distraction at school. It got to the point were I had to make sure to sit in front of her, where I couldn’t see her, so that I would be able to concentrate on the class instead of imagining new ways to get my cock buried in her willing body.

We were finally completely out about our relationship. My parents weren’t too thrilled about it, mainly since they wanted me to focus on my school work. I think it was just that my father spent a little too much time looking at Mary Jane, so my mother didn’t like to have her around. It was good to not go sneaking around and lying, but unfortunately my parents now monitored my activities a lot more. Rightfully so, they worried if we had too much undisturbed time alone together. We made up some stories, and while they thought I was staying late at school for band rehearsals, I was usually watching Mary Jane’s tits bounce as she rode up and down my cock.

As the year came close to ending, the only thing on any junior or senior’s mind was prom. I luckily had my date all lined up, but I wanted the night to be special. I knew I was practically guaranteed another sexual romp with Mary Jane, but I still wanted the night to be special. I had saved up from my allowance and odd jobs throughout the year and arranged to have a limo drive us to dinner and then the prom. I also got us reservations at a really fancy place where I was sure we wouldn’t run into anyone else. I was proud to walk around with Mary Jane, but I didn’t need all those eyes staring at our every move and word. I had kept the plans for the evening a secret, so I was looking forward to her reaction when the limo pulled up in front of her house with me in the back. 

When she answered the door I couldn’t speak. She always looked great, but she had clearly gone to special effort this time. Her hair was done in spiral curls that fell about her face, and the only make-up I could detect on her perfect face was the glossy bright red lipstick. The dress was unbelievable. Mary Jane often had problems finding good clothes because of her petite frame and busty measurements. She had found a dress that made her look like a movie star. It was a sparkling emerald dress with matching heels, and though it seemed to defy gravity, it was strapless. It was simultaneously modest and sultry. The design wasn’t so outrageous, but the fact that it was containing her magnificent bosom without any straps made it a vision of sex appeal.


“Ummm… I’m up here,” she said with a smile. It was her classic ‘stop staring at my tits’ line. 

I managed to extract my eyes from her cleavage and headed up her chest, intending to look her in the eyes. She was still smiling, and my eyes caught on her ruby red lips. She was still talking and I suddenly was fixated on the red lips, white teeth, and pink tongue. I knew from experience the pleasure that lived in that mouth, and I started to deliberate taking her inside and getting in a quickie before dinner.

“Hey! Up here!” I saw that sexy mouth say. “This isn’t going very well. Do you need a cold shower??” I finally broke the spell despite lingering thoughts of a circle of red lipstick around the base of my cock..

Her beautiful eyes smiled back at me. “Sorry… I was just a little distracted. You look great! Where did you get that dress? It’s amazing!”

She put on her best Scarlett voice “Why Thank You! This old thang? I found it in my sisters closet and made a few alterations. You like?” She spun around, showing me the rear view. 

I laughed and said “a few alterations? That must be an understatement.” Her sister was a B cup, tops. “I love the dress. Are you ready to go?”

“Yes, just let me get my purse and we’ll… is that a limo?”

“Your chariot awaits, my lady.” I had practiced that line for a week. I think I nailed it as she promptly took my arm and we walked down to the car. I helped her in and then climbed in after. I motioned for the driver to proceed and then settled in next to Mary Jane. 

She leaned against me, pressing one of her tits into my arm. I always wondered if she knew she was doing it. Either way it turned me on. “You seemed a little distracted back there. Is something wrong? Is something on your mind?”

“No, nothing’s wrong. That dress is just amazing on you. I saw you open the door and my brain kind of froze.” I knew she wouldn’t mind. In fact she usually took it as a complement.

“What’s so distracting about this dress?” she asked. As she did, she leaned forward slightly, exposing even more of her cleavage to me. 

“It’s just really sexy.”

“What’s so sexy about it? If you don’t tell me, how will I know what to wear in the future?” She got really close and my face was only inches from a wide expanse of titflesh. “You can tell me, what is so sexy about this dress?”

Even though I knew she wanted to hear it, I still felt nervous exposing my feelings to her. I guess that is all part of the game.

“Umm… It really shows off your body.” I thought that would do it, but she started to pout and pull away. She was always trying to encourage me to be more expressive. Once we got things going, I always managed to open up and say what was on my mind, but in general I was a very reserved, shy person. I knew it meant a lot to her if I could just stop holding back and let it out. “I mean…” I had to convince myself to go for it, “your tits look really hot!” I took her smile and nod as an encouragement to continue. “They really are pushed up and out. I can barely look without imagining them bursting out for me to play with.”

“What else, lover?” she knew there was more. “There was something else that kept you from looking into my eyes.” She pursed her lips and extended the tip of her tongue only slightly. 

“It was your lips, Mary Jane. They look so shiny and soft, and they contrast with the white of your teeth and pink of your tongue. It makes me want to get lost in your mouth. Okay… I confess, I was daydreaming of taking you inside and using that hot red mouth properly. I was imagining seeing those ruby red lips stretched around my cock.” It was making me hard to talk like that, and she could tell. She kissed the air in front of me and leaned close to my ear.

“Take it out,” she said with her smoky sexy voice. “Take out your cock.”

I had my rented tux unbuttoned and unzipped in seconds. My hardening cock stiffened in the cool air. Mary Jane brought her head down to my dick. She gave my cock a hot open mouth kiss on the head and then swirled her pink tongue around the rim. I moaned “oh yeah… this is so hot.” 

Mary Jane gave one last loud kiss then pulled away. I started to whimper just a little, but then she said “Don’t worry lover. I don’t want to mess up my make-up just yet, but I’m going to make all your dreams come true. I have a few surprises of my own in store for you. Just try to keep yourself contained until after the prom and then the real fun begins!” She whispered while casually stroking my cock. 

I wanted her to keep going, but I didn’t want to walk into the restaurant with a bulge in my pants, so I gently pushed her away and said “Unless you want me to explode before the party even starts, you’re going to have to go a little easier on my poor cock. He wants you enough as it is. I’m hardly going to be able to look at you without thinking of sex. Then again, that’s how it is everyday. I suppose I can do it for a few hours.” Then I started looking out the window and noticed we were close. “We should be eating dinner soon. Are you hungry?”

She looked me directly in the eyes and said seriously “I’m hungry for your cock. Do you think that’s on the menu?” She saw the shocked expression on my face and started laughing. “Sorry! Sorry, I know what kind of effect that has on you. I’ll try to keep the animal inside. Yes… I am hungry…”

“Good,” I replied, blushing slightly, “We’re here. Let’s eat.”

We had a fabulous dinner in a really fancy place. It was almost embarrassing how extravagant everything was. As expected, we didn’t run into anyone else we knew. As it was, Mary Jane was turning enough heads and causing enough controversies. I saw at least a dozen couples where the man was so distracted that the woman had to snap him out of it physically. There were even two couples who ended up storming out. On their way out, the women invariably glared at us and the men were always trying to get one more look at Mary Jane. All the excitement made me feel special for being close to her, but she always seemed to ignore it. I could never tell if it annoyed her or excited her to have that affect on people. 

While we looked at the menus Mary Jane whispered to me, “Are you sure you can afford this? Have you seen the menu?”

“Don’t worry. Get whatever you want, I’ve been saving up for tonight.” In truth I couldn’t afford it. I was going to blow a couple months of savings on this one evening. It was all worth it though, if there was some more ‘blowing’ going on before the evening ended.

“You’re so good to me,” Mary Jane said. “I just hope I get a chance to be good to you, too.” She winked at me.

I don’t really remember what we talked about at dinner. I just kept wondering what sort of surprises she was planning. We hadn’t discussed any plans or fantasies together, and she hadn’t mentioned anything earlier about this being a big night. By the time dinner ended and we were walking out to the car, I was burning with curiosity. As we walked I slid my arm down her back until my hand grabbed her ass. She jumped a little but then settled back down. 

“So, what kind of excitement do you have planned for us?” I squeezed her ass a little to encourage her to tell me.

“Now now, you know a secret is only fun as long as it is a secret. You’ll find out in good time.” She swatted my hand away and reached to hold it in her own hand.

“Can I have a hint?”

“Well… I was thinking that we could try an experiment. So it is going to be something new. I didn’t invent anything, it’s just new to me.” 

“Is it new to me?”

She looked into my eyes. “Honey, everything is new to you.”

We got into the limo and rode to the prom. On the way I tried not to stare at her. I was really turned on by all the anticipation and almost wanted to skip the prom and move straight into the after-prom festivities. She kept posing for me and giggling at my condition. Finally she slid over close to me and snuggled against my arm.

“I’ve really been thinking a lot about our relationship,” she started. “You really are something special, and I think that we have a really great thing going here.”

“Yeah?” I wasn’t sure where this had come from.

“I just want to be sure that you feel the same way, too. I don’t want to get too involved only to find out I was being a fool.”

I was not at all sure what she was thinking. She obviously had something on her mind. Every now and then she got a little insecure and needed to hear about my feelings. I was always completely sincere with her, and I had developed what I thought were true feelings for her. Looking back, I realize that those feelings in the beginning were helped a lot be the frequent and intense opportunities to get into her pants. At the time, however, I thought it was the real deal, so I told her.

“I’m completely there with you, Mary Jane. I wasn’t sure what was going on or how to transition from you being my ultimate crush to you being my girlfriend, but I think I’ve figured it out. I think about you almost all the time, and I only want to protect you and make you smile. You aren’t a fool. You’re my angel.”

“Really, I’m your angel?” she looked at me with perfect brown doe-eyes. 

“Yeah… my angel. You represent perfect beauty and love, and you watch over me when I sleep. How else do you explain how you end up in my dreams. At the same time, it’s my little secret that sometimes you’re no angel at all. And as long as you share that side with me only, you’ll be my perfect angel.”

She rested against my arm and said “You’re amazing. How did I get so lucky to end up here with you?” 

“I’m the lucky one, Mary Jane.”

“You just go on believing that, but I thank God everyday that you stand next to me and give me your love. I know I don’t deserve it, so I’ll do whatever it takes to keep you in my life.” She was really holding on to me now. Sometimes she got really scared about being alone. I think it was left over from rocky times in her parents’ marriage when she was five. She claimed her mother and father took turns staying away for weeks at a time, leaving in the morning and not coming back until the fight cooled off. Who knows what actually happened, but filtered through a five-year-olds need for security and permanence, it left her with strong abandonment issues.

“I’m not going anywhere, Mary Jane. I’m all yours.”

She smiled and said. “You always know what to say. And it always works.” She looked out the window. “We’re here! Wow, look at how they decorated it!”

We rolled up to the prom, got out, and made our way inside.

We spent the prom dancing with each other and talking with friends. Most of the conversations for the evening revolved around who was there with whom, and what everyone was wearing. Some girls had really gone all out and were wearing really fancy, though slutty, dresses. None of them came close, however, to matching Mary Jane’s sheer sexuality. No amount of leg slit or cleavage or skin-tight design could make up the distance. I felt like I was king of the school walking around the prom with this stunning beauty on my arm. Our dancing was getting really hot. On slow numbers I held her close to me. I could feel her breasts pushing into me, and I’m sure she could feel the hardness of my cock against her stomach. She was almost short enough to feel it against the bottoms of her tits, but not quite. As the evening wore on, we added some kissing and then a little groping to the dance routine. After a couple of hours, I had forgotten that anyone else was even there. I probably would have stripped her out of her clothes right there. Somehow I stayed aware enough not to make that mistake.

Mary Jane was also feeling more aroused. I could feel the heat from her pussy emanating out from between her legs. I asked her “Why are you getting so turned on?” It was a bit facetious, my hard cock had been poking her the entire song.

“Mmmhh… I’m just thinking about later.”

“What about later?”

She pulled me closer and brought my head down so she could whisper in my ear. “Are you ready to hear about my secret plans?”

“Yes. If you’re ready to tell me.” I had been imagining what it could be. The only thing I could come up with was that she was going to invite some other people into our hotel room and we would have an orgy. We had seen some movies with group sex in them, but we had never discussed it as an option. I was willing, I just wondered whether Mary Jane would recruit another boy or another girl, and who? Then again, maybe I was just completely wrong. “You said it was something new and exciting. I’ve been turned on all night wondering about it. What is it?”

As Mary Jane whispered, I could actually feel her nipples harden through all our combined layers. I could feel her muscles tense and relax as if she was having a mini-climax right there on the dance floor. “Tonight, I’m going to let you fuck me…” she paused, as if contemplating for the last time, “in the ass.” 

If I thought my cock was hard before, I was wrong. NOW it was hard. I could feel myself growing in my pants. I felt bigger than ever. My cock was throbbing just at the thought. “In your ass??” I whispered back. “Wow. I don’t know what to say.”

“That’s okay. I can feel how much that excites you. I’ve been thinking about this for a while. I saw it on one of my father’s movies and wondered what it would be like. I wanted to save it for a special time and a special person. Now that I know you feel as strongly for me as you do, there couldn’t possibly be a better opportunity.” Mary Jane let me stand up straight and held her body tightly against mine. We finished the dance and we made a quick exit. We were both ready and excited about the prospect of getting my cock into Mary Jane’s back door. 

We piled into the limo. Mary Jane told the driver where to go. Here was where her planning picked up and mine ended. She had reserved us a room at a hotel where we would stay until making the rounds of the after-prom breakfasts. She had gone to the hotel earlier in the day to drop off all the ‘supplies’ we were going to need.

“I have to admit I’ve been sort of practicing to get ready for this,” she said shyly.

“Practicing?”

“Well, I read in one of the magazines that it is easy to get hurt if you aren’t ready, so I’ve been ummm… preparing my body to take your dick inside me. I probably wouldn’t have had to bother but you’re pretty big and I was worried it would hurt. I got some lubricant they suggested and some condoms. I know we don’t have to worry about getting pregnant, but the magazine said it is better for everyone all around if we use a condom.”




HS Sweetheart Ch. 04



“Okay. I’m still amazed at this. Are you really going to let me in your ass?”

“I sure am. I want that long hard cock to fill up my ass and fuck me like no one has ever fucked me before. I want to give myself to you completely. I want you to know that I am 100% without a doubt all yours and that I have given every piece of me over to you.” Her breathing had deepened and I could tell she was getting turned on. 

“Knowing you, I’m surprised you’d want me to use a condom.”

“Why? I’ve always been a big supporter of safe sex. I never let you anywhere close to my pussy without putting a condom on.”

“Yeah I know, but how are you going to feel me pulse inside of you and deposit a load of cum deep inside your ass? I know how much you love cum. Would you rather I pull out like we do sometimes and cum on your face?” I was surprised we hadn’t torn each other’s clothes off in the limo. The sexual intensity was unbelievable.

She smiled and said “I already thought of that. I have a plan to get that yummy cum to fill up my ass. I’ve heard great things about how that feels.”

We got to the hotel, paid the driver, and went up to the room. In the elevator, Mary Jane grabbed my cock and slowly pumped up and down its length. “Wow baby. You feel extra big tonight.”

“I feel huge! Like we discussed I haven’t been with you or jacked off for nearly two weeks. Combine that from spending the evening with you and THAT body in THAT dress and I am so ready to explode I’m having trouble holding back.”

Mary Jane kissed me on the lips as the elevator doors opened. I middle aged man waiting to get on stared just a little to long at Mary Jane’s voluminous chest and was rewarded with a smack on the head from what I suppose was his wife.

We walked into the room. I followed Mary Jane in and before she could turn around, I put my arms around her and pulled her back against me. I could feel her press back into my hard cock, moving her ass around as my hands dug into her tits.

“Do you like my cock? Do you like feeling it against your ass?”

“Yes.”

I leaned down to kiss her neck and she moaned. She leaned her head to the side to give me easier access, but she was also giving me a better view down her dress.

“I have a great view of your tits. Do you like that I can see your tits?”

“Yes. Oh baby”

“Do you want me to touch them? Do you want me to grope at your tits and press my cock against your back?” I had been practicing in my mind this scene. I was planning on being more aggressive tonight, but I hadn’t counted on anal sex coming into the picture. 

“Mmmm Yes I want you to squeeze my boobs and use them for your pleasure. You can kiss them, lick them, bite them, fuck them. Ooohh… I know you want to fuck my tits.”

“I do want to fuck your tits. I want to lick them to get them slick and then slide my cock in between them. I want to fuck your tits until I have to cum. And then I’m going to give you all of my cum, just like you like it.”

“Yeah? How is that?” She asked, panting in my arms. Her ass was really writhing on my cock.

“On your face. I’m going to step back and let my cum fly all over your face. Isn’t that what you like?”

“Yes! Yes! I want it! I want to feel all of your cock juice spraying on my face. I want it to drip between my tits. I want to have it splattered all around my red lips so I can get it with my tongue. Are you going to cum on my face? You can right now if you want. I’ll just kneel in front of you and let you do it. You don’t even have to touch me first.” She was so worked up, it was time to drop the bomb. It was her own bomb, but I still liked the idea of her being too turned on to say no to me.

“I’d like that.” I undid her bra and then grabbed one of her tits with one hand. With the other I reached around and plunged into her underwear where I easily found her hot and soaking pussy. This also had the effect of pulling her back further to press harder against my cock. “But first, I’m going to fuck you in the ass. I’m going to bend you over and fill up your ass with the long hard cock you feel pressing against you.”

“Yes!”

“I’m going to fill you up until you orgasm with my cock buried in your ass and then I’m going to fuck you. I’m going to fuck your hot tight ass and fill it up with my sperm.” My fingers strumming on her clit and nipple were making her dance against me. I could tell she was getting close. I knew she liked to start an evening off with an orgasm, so I didn’t let up and felt her build up to the big release.

“Do you want me to do that?” I asked her.

“Yes! Yes! Please do it to me?”

“Do what to you?”

“I want your cock in my ass! I want to feel it and fuck it. I’m ready for you to just fill up my ass with your pole. I’ll do anything for you. Fuck my ass!” With that I pushed Mary Jane so she fell on the bed. I turned her over and knelt in front of her steamy pussy. I immediately dove down with my tongue on her clit and started fingering her pussy hole. She was moaning about my cock and her mouth and her ass or something when I pulled my finger out of her pussy and started to press it into her ass. I figured that if she was ready for my cock she must also be ready for something smaller. The lubrication from her pussy helped and my finger slid in a couple inches. 

Mary Jane started moaning even louder and I’m sure she was pressing back against my finger. I stared pulling that finger out and then pressing it back it. As I did usually with her pussy, I added another finger. Fingering her asshole was amazing. It was hotter in there than in her pussy, much tighter, and so much more naughty it made the event that much sexier. I started really letting my fingers pound in and out of her ass and kept up my oral assault on her clit. Within minutes I had her writing around in one of the most intense orgasms I had ever seen.

“Yes baby Yes! Give it to me! Lick me! Fuck me! Oh my ass! I’m cumming! I’m cumming! I’m cummmmmmmmm ohhhh myyyy Goooood cummmmming!!!!” The last was really that long. Her ass clamped down on my fingers until I couldn’t move them. By the time she relaxed enough for me to pull away, her breathing had nearly returned to normal.

She looked at me with starry eyes. “That was amazing. I thought I was going to make the first move and then you just attacked me. I’m so proud of you! Whew! Any more surprises?”

I stood up and started undressing. “The only surprise left is how good you’re going to feel when it’s my cock instead of a couple of little fingers.” While I was taking off my clothes, she pulled a tube of lubricant and some condoms out of a bag she had stashed next to the bed. I gently stroked my cock to keep it hard while she opened up a condom.

“C’mere, we need to get that guy dressed for the party.” She beckoned for me to approach and then grabbed my cock. “But first, I believe you requested a ruby red blowjob, right?” She reached into her purse by the bed and pulled out the tube of lipstick. She applied a thick fresh coat and asked “How does it look?”

“Fan-fucking-tastic!”

“Don’t you mean ‘Mouth-fucking-tastic!’?” she made a kiss with her lips and I walked my cock right up to her face. She opened her lips slightly, stuck her tongue out and lightly flicked at the head of my pole. I used her tongue as a guide and thrust straight into her mouth. She let me slide in until I felt the back of her throat before closing her lips and massaging the underside of my cock with her tongue. I could feel her pressing her lips tighter than usual. Then she released and pushed me away. She was careful not to let my cock head drag against her lips on the way out. “Mmmm… that is a MUCH better way to get rid of the excess lipstick than using a tissue. How does it look?” She gestured to my rigid cock.

I looked down and saw a glistening pole with a ring of bright red lipstick an inch or two from the base of my cock. “It’s perfect, baby. Now get those lips back around my cock and see if you can’t get that red ring all the way down.” She responded brilliantly to my challenge. She never had trouble getting all 8 inches down her throat, but she usually needed a little inspiriation. “Yeah baby, take my cock. You like it in your throat. My dick is sliding all the way in. You look soooo sexy with my cock filling your mouth like that.”

“Mmmmph mmmph ammmamph” She mumbled back. 

“What? I can’t understand you. You have a long hard cock in your mouth.” 

She pulled off and said, “Are you going to fuck my mouth all night? What does a girl have to do to get some ass fucking around here?” With that she dropped my cock into her cleavage and gave me a few pumps with her tits before rolling the condom on. “Here, put some of the lube on that, and then put it on me.” She rolled over on the bed onto her hands and knees and then stuck her ass back at me. 

I was surprised at how, well, lube-y the lubricant was. I slid some onto my condom-covered cock and was amazed at how slick it was. I climbed on to the bed and made my way behind Mary Jane. I put some more lubricant on my fingers and started to rub it into the outside of her pink puckered asshole. She moaned “Mmmm… that feels good. Put it inside, put it inside.”

With a grin, I positioned my almost painfully hard erection in front of her steamy pussy. I wanted to give her a real thrill, so I simultaneously slid my lubricated fingers into her asshole and my raging hard-on into her cunt. As her heat enveloped me I sighed and moaned. She let out a gasp and a “Ooh!” as I filled both her holes. I left my cock in place and greased up her ass with my fingers. I added another finger just to make sure she would be stretched enough for my cock. “Does that feel good, Mary Jane?” I asked.

“Yeah… it feels nice. Kinda weird, but really nice. It’s especially nice to have my cunt filled up while you do that.”

I started stroking with my cock. I was really taking my time with long easy strokes. I pulled almost all the way out and then pushed slowly until my balls were resting against her clit. She was moaning softly and pushing back on my pole. I pushed my fingers deeper into her ass until I was sliding in and out without any difficulty. I knew it was going to be hard to get in with my cock, but I wanted her as ready as possible for my anal invasion. “Are you ready baby?” I asked gently.

She turned her head to look at me with her deep brown eyes. “I’m ready lover.”

I gave her a few more thrusts deep into her cunt and then put the head of my cock at the entrance to her ass. Her pink, starry, asshole awaited my penetration. I wasn’t really sure what to expect, but I was smart enough not to expect to slide in. I started to gently push my cock into her asshole. I didn’t get anywhere at first, but Mary Jane obviously loved it. Then, slowly, her ass opened to let the head of my cock in. Once her hole had expanded around the head, it was much easier to slide the rest in. I stroked in and out, slowly, getting a little more of my pole in her ass each time. Now Mary Jane was moaning even louder. By the time I was fully embedded, I could feel her fingers on my balls as she stroked her own clit. I sank all the way, fully up to the hilt in her back door. I waited there while she got used to the feeling. “How is that?”

“It’s amazing. You fill me up. I’ve never felt this full before!”

“I can’t believe you took me all the way in your ass! It is so much tighter than your little cunt, I’m not sure I’m going to be able to move.” I was really worried we would never get out of this, her ass was so tight.

“You better be able to move! How else are you going to fuck my ass?!” With that she started rolling her hips slowly beneath me. I matched her motion by pulling back and then pushing back into her ass. Eventually, her asshole loosened its grip on me and I was sliding in and out like I was fucking her pussy. Only when I looked down at her body, I saw the ultimately erotic sight of my big fat cock stretching her asshole. 

The pleasure was intense. Her ass squeezed me and I started to really ram my cock into her. It didn’t sound like she objected too much. She kept up urging me to fuck her harder and to give her all my cock. I didn’t want to let her down. The only downside is the whole experience was driving me faster and closer to orgasm than usual. 

“Baby I think I’m getting close.”

“Mmmm yes… I want you to fill my butt with cum. Let me feel your cock cream pour into my ass!”

It all sounded well and good to me, but I was wearing a condom. She would be able to feel the throbbing as my cock expanded and then twitched its way through what I expected would be a powerful orgasm, but wouldn’t actually get any cum inside her. She shouted out “Take it off! Cum in my ass!”

Could you say no to that?

I kept stroking and she started shuddering and I knew her climax was upon her. At the last moment, I pulled out, and tore off the rubber. As my cock started to throb, I placed just the tip of the head at the entrance to her back door. It was still gaping slightly from my assault, but was already starting to pull itself closed. The sexy sight pushed me over, and I sent four spurts of semen into the darkness of her bowels. Her shouts of encouragement excited me a little too much and I lost my aim. Several bursts of cum arched their way over her ass and splattered across the back of her head and shoulders. “Don’t waste it! Cum in my ass!” she looked back at me almost glaring. The last of the errant spurts was on its way, and caught her on the nose and lips. That put a smile on her face, but she still wanted it inside her. This time I lodged the head inside her shrinking asshole and stroked out the rest of my orgasm. By the time my cock was done shooting, I was exhausted. We lay down together on the bed, cuddling. 

“That was wonderful Mary Jane. How was it for you?”

“I think I found a new favorite thing. I can’t believe how awesome that was. Awesome and naughty… You just fucked my ass!”

“I wouldn’t want to be naughty. We should try to be good people,” I said, egging her on.

“I like it! Being naughty makes me feel alive. I love the feeling, whether I’m sucking your cock, letting you fuck my tits, riding up and down your pole, or getting fucked in the ass, that no one knows what we’re doing here and we can be as naughty and nasty as we want.” She was getting both of us turned on again. Her ass was rubbing back against my growing cock. I reached up and fondled her tits, making sure to pinch her erect nipples. I kissed her neck where she liked and she moaned against me. 

“Do you want me to do it again?” I asked her. My cock was poking her in the back. I didn’t wait for an answer. I repositioned my cock and slid it into her reddened asshole. It was slick and open from the earlier cum and fucking, which also made it even hotter. We were on our sides, so there wasn’t much leverage, so I turned Mary Jane on her back and got on top of her, missionary style. Only I don’t think the missionaries were encouraging women to take cocks in the back door. The angle made it tighter, and this way I got to watch her boobs bounce around. Mary Jane tried to confine them, but even grabbing them with her hands didn’t help. “Do you like it?” I asked.

“I love it baby. I love it. I love the fact that your dick is buried in my hot ass. I can wrap my legs around you and fuck you in all kinds of new ways. But my pussy is lonely. We can’t do this all the time or my cunt will start to feel empty.”

I realized I had forgetten to put on another condom. “Oh shit! I forgot about a condom.” I started to pull back.

“Don’t stop! It’s okay… we don’t need it. Just don’t stop fucking my tight little ass!” She grabbed onto my arms and pulled me back in. “That’s it. Just keep on pushing that lovely rod into my ass! Do you like watching my tits bounce? Is that a turn on? Does it make you want to fuck them?” 

“You know I love fucking your tits.”

“Don’t stop what you’re doing, keep that cock in my ass. But you promised you were going to fuck my tits. My poor titties are feeling neglected.” She was pulling on her nipples and mauling her own jugs. 

“But for now I’m fucking your ass… Oh man… I’m already getting close… Your ass is just too tight!” With that I pulled out of her ass and started stroking my cock. I let out a groan and watched as my cum shot out, just as strong as the first time, only this time it sailed to the pillow above her head. 

“Too high! Aim lower! Cum on my face baby!” Mary Jane shouted as she cupped her tits together and up to get them in the line of fire. I let out a few more volleys of cum that hit their target, touching down in stripes that ran from her nipples up to her eyebrows. This orgasm felt like it was coming from the depths of my balls, and I shook as I shuffled up her body to let the remaining spurts drop onto her cleavage. When I was done she had a thick pool of cum gathering at the top of her tits. I scooped up a bit and fed it to her. 

“Here you go,” I said. “Just because my cock was in your ass doesn’t mean you don’t get to eat my cum.” I fed her the rest with my fingers. She licked my fingers like she was starving for cum. I even scraped it off of her face until all obvious cum was gone. She still had some that had made it into her hair that I couldn’t get to. 

Before we left to go to some of the after-prom activities, we jumped into the shower to clean off the evidences of the evening. We messed around in the shower, but Mary Jane admitted her ass was a little sore. I strummed her clit with my fingers until she nearly collapsed in my arms. We headed out the door, ready to face our peers with the secret knowledge that we had crossed into a new level in our relationship together. No longer was Mary Jane the experienced one and me the shy naïve one. We now were on equal footing. 

She looked up at me, kissed me and said “You keep impressing me. I can still feel your cock inside me. I’ll walk around that party tonight with you on my mind.”

“And in your ass?” I finished her thought.

“Yeah… just know when I smile at you… that’s what I’m thinking about.”

“I’m going to have to avoid looking at you. If I know what you’re thinking, I might not be able to keep from getting turned on. And we don’t want me walking around a room of horny teenagers with a bulge in my pants, right?”

“No we don’t. You save that cock for me.”

“Only you.”

“Don’t forget, you still owe me a tittyfuck. I still want to feel your rod thrusting into my chest.” She gave me a kiss and took my hand.

We headed off to the party, content with our relationship and excited about the adventures we’d had and the adventures yet to come. Given all we had done, I could only imagine where there was left to go!