What the hell was I doing here?

Oh, I knew why I was here. The only reason I was back in school was to get a college degree that I never bothered to get because I didn't need it. I was 40 years old with almost 20 years of work experience in the field and now my employers were looking for some stupid piece of paper from a college. Now? What the hell for?

There were better things for a man my age to do than to be on a college campus with a bunch of 18 to 21 year old students. I looked old and I felt old.

What the hell was I doing here?

I morosely sat at one of the tables in the middle of the classroom. I arrived early to make sure I could find the math class. The campus was like a mouse maze. Math was my third class of the day and was in the late afternoon. My employer "graciously" was flexible with my work schedule so I could take these classes. It was the one time I wished my employer was its usual hard ass and wouldn't approve training. I didn't want the time off to go to school. Not this type of school.

Most classes on my schedule were basic requirements that I took way back in high school. I knew this shit yet I had to take the classes anyway. Stupid regulations. I was sure these rules were to force students to take more classes than they needed so the school could make more money off you.

The room started to fill. Behind me sat a too skinny girl dressed like the latest tramp starlet. My guess was the girl was as easy and as slutty as the starlet she imitated. Any boy who touched that girl better have a ready supply of penicillin. An obvious boyfriend/girlfriend couple came in. I bet they took every class together and thought it was cute. Kids! There were three older students like me in the class and while I was glad for them it didn't prevent me from feeling ancient in the midst of this sea of youth.

A girl sat down directly to my right. The teacher came in which briefly distracted me, but I couldn't help but refocus on the girl. She was a young brunette vision. She was simply stunningly beautiful. I tried not to stare as she situated herself at the table but it was difficult. Oh, if I were only a few years younger. Make that several years younger. Oh hell, if I were only her age!

She smiled. I smiled back then looked away. She was just a girl I reminded myself. She was 18 or 19 or 20 but she was just a girl. I glanced at her and turned away again.

I felt a lower stirring. Steady fella! She's too young. As much as I was interested in her, there was absolutely no way she would be interested in me. No way! Deal with it. My cock didn't listen. It became stiff and hard. Great! People will think I have a hard-on for math!

"Excuse me," a feminine voice said.

I turned my head back but it was a different girl. I scooted my chair up. The girl slipped behind and took the seat on my left. The room was almost full so there were only a few chairs left.

"Traffic," the new girl said.

I nodded understanding even though I couldn't relate.

This college girl had a face still under the siege of teenage acne. It wasn't excessively bad but most of the other college girls were cleared up by now. She was a little overweight and her long light brown hair was braided all the way down her back. Her hair would look better undone but it would probably be less manageable.

The teacher called role. The second name he said was Stephanie.

"Here," the beautiful girl on my right said.

Stephanie. I had a name.

Grrrr! So what if I had a name? What was the point? I was twice her age. I needed to get a hold of myself.

I raised my hand in acknowledgement when my name was called.

"Here," responded the girl on my left to the name Kayla.

The teacher ran through the syllabus and the class expectations. Yeah, yeah. Blah, blah, blah. When he was done boring the students to death, he let us out early.

By the time I gathered my notebook and shoved it into my backpack, Stephanie was headed out the door. I hurried but got stuck in a logjam behind other students. When I was outside, I looked around but she was nowhere to be seen. I had no idea which direction she went. Why was I concerned anyway? If I knew where she was then what significance would it be?

Math was a Monday, Wednesday, Friday class so I didn't see Stephanie until Wednesday. The teacher was motivated today, so I stayed focused on the material presented. It's not that I didn't notice Stephanie but I had more important things to occupy my mind.

This first week of school, I was thrilled to sit near such a beautiful girl. My rational thoughts kept me in check and grounded in reality. She was a pretty girl and I was an old guy back in school.

When I arrived to class the following week, Stephanie was seated directly in front of me instead. Students had dropped the course, so there were more seating options. She talked to the girl on her right and it sounded like they knew each other. I slid into my regular seat and looked at the back of Stephanie as she chatted. My eyes lowered to the separation between her pants and blouse which showed her back skin. It wasn't sexy or anything.

However there was something of interest.

I saw thin red straps that said loud and clear to my heart and my thoughts that she wore a thong. I imagined her standing before my eager eyes. I developed an instant erection.

Stephanie had a shapely ass. Stephanie had a great ass! I noticed feminine figures all the time because I was a guy after all, but I couldn't remember seeing a nicer and better ass.

"I hate my brother," said Kayla.

"What?" I responded. I reluctantly tore my eyes away from Stephanie's ass and looked over at Kayla.

"My brother. He's so stuck up. He thinks he's so great."

"Why's that?"

"I don't know."

Of course she didn't. Why did I ask? Better yet, why would I care?

I'm tired," Kayla said.

"It's a long day," I sympathized.

"It's hard to get here from work."

"Yeah?" I said with feigned interest.

"I work at Burger Barn on Madison."

"I see," I said. "Madison?"

"You know, the one that way," she pointed.

What the hell was I doing here? It was bad enough I was back in college but I had to put up with conversations like this? I glanced at Stephanie then down at her exposed thong. Okay, I could put up with Kayla's stupid ramblings.

"I don't live near the college," I answered.

I pointed at the teacher when he came in which cut off her inanity.

Stephanie always sat in front of me and I always looked forward to seeing her red thong. She must have owned several similar pairs. Red was obviously her favorite color. Were the thongs a matching set with a same colored bra? I guessed her tits were about 34Bs. Not super-sized but a decent size for a young skinny college girl. Her tits would be a pleasing handful.

Yet it was always her ass that drew my attention. I considered myself a "tit man". I loved bigger tits but ones that weren't too big. Smaller tits on certain women looked fantastic, but my preference were tits that looked a little too big for the size of the woman. I also loved the sight of a beautiful pussy. A tastefully shorn bush accented a pussy like frilly lace on panties. That was the best look in my opinion. My thoughts returned to her ass. Stephanie's ass must look wonderful when naked. It was the perfect shape. It was the perfect ass.

I never thought about having anal sex except when I watched it in the occasional porn video. As soon as the movie was over I went back to thinking about fucking pussies and sucking tits. However Stephanie caused frequent daydreams on what it would feel like to have my cock in her ass. It must be terrific. It must be awesome.

In class, I occasionally made small talk with Stephanie but that was it. She was age 18 so a freshman. I didn't expect more from her than talk though I secretly hoped for more. I wanted to be somewhere private with my hands caressing all over her perfect ass and maybe, just maybe, with my cock in her asshole.

Sitting behind Stephanie was always the highlight of my day.

My lowlight of my day was my regular small talk with Kayla. She regularly complained about her brother, her parents, her job, and her lack of sleep.

"You could go to bed earlier?" I daringly suggested.

"I have to study," Kayla said.

"Do you have too many classes? You could drop one."

"I'm in high school."

High school? WTF?

"What are you doing here?" I asked.

"I'm earning college credits. I'm 16."

"That's cool," I said. Sixteen? No wonder she was so daft. The two or three year difference between college girls and a high school junior was significant.

"I have an English report due tomorrow that I haven't started and I also need to study for my history test."

If she dropped this college math class, she would have more time. She was busy enough with high school, but it wasn't my place to tell her she wasn't ready for college.

A month into the semester, we had our first test. We received our grades back during the following class. I got a 95 percent. When I had come out of the test, I thought the best I did was a C.

"How did you do?" Stephanie asked.

"Better than I thought I would," I said. "How about you?"

She grimaced and said, "I got a 'C' ... barely."

"At least you passed," I consoled.

"Math is so confusing. Why do I need to take this class anyway?"

"I know. I don't want to take it either but I need it to graduate."

"You got a good grade though."

"I'm pretty good with math."

"You got an 'A'." She pointed at my exposed test score. "You are great with math."

"Keep studying. You'll do better."

"I studied and studied yet all I got was a 'C"," she lamented.

An idea flashed in my mind. An idea that made me want to slap my head hard and shout loudly, "Doh!". Slapping my forehead would be a stupid thing to do, so I refrained from the action.

"What if we studied together?" I asked. My heart beat a little faster. "I'll help you."

"Really?"

"Sure," I said. She didn't say 'no'. I quickly tried to come up with logistics. "Um ... what days are you free?"

Crap! I should take the lead and make suggestions.

"I go to school full time," she said. "I don't work, so evenings are best."

"Tonight?" I ventured.

"Um..."

Too early. Too quick. "Friday?" I quickly countered. "Oh, you probably have a date."

"I'm not seeing anyone. Friday is good."

Yes! What was I happy for? She was 18. I was 40.

"Coffee shop?" I suggested. "How about The Cup?"

Stephanie interrupted, "Over on 7th? I love that place."

"It's a date then," I said.

Did I just say "date"? She didn't react to it.

"I didn't do very good on the test," Kayla said. She had listened to the interchange between Stephanie and me.

"Oh, sorry," I mechanically replied.

Wow! Friday! Stephanie and me!

Stephanie arrived at The Cup fifteen minutes late. I was mentally prepared to stay a long time with the hope she would show up.

I waved to get her attention.

"Sorry," she said as she sat down. "I didn't expect traffic to be so bad."

"It's Friday," I said.

"I'm never out on Friday."

"Never?" I questioned.

"Not never but not very much. Sometimes I go out with friends."

"On a date?" I asked.

"No," she said. "I don't have time for a boyfriend. Besides all the boys are jerks."

I'm not a jerk. At least I didn't think I was. Maybe she'd have time for me? Yeah, if I was half my age. Sigh.

"What do you want to drink?" I asked.

"I don't have money right now."

"I'm buying."

"Don't do that."

"Why not?" I asked. She didn't answer. "You can tell me what you like or I can guess. Either way I am buying you something."

"Could I get a frappezilla?" she said faltering.

It was a little more expensive than the coffees but not that much more. If that was what she liked, then that was what she would get.

"Certainly," I said. "Be right back."

Ten minutes later we sat at the table sipping our drinks and studying math. We stayed over an hour. The first half Stephanie struggled but by the time we left she had a strong grasp of the concepts.

I walked Stephanie to her car.

"Thanks for your help," she said when we reached her 15-year old Toyota.

"This was really fun. I had a good time."

"Me, too. Thanks again." She turned to unlock her door.

"Do you want to meet here again next Friday?" I asked. I felt like a shy 13-year old boy asking a girl out for the first time.

She turned back to face me.

Before she had a chance to say something, I hastily said, "We can go over whatever Mr. Marks taught that week. I'll buy you a drink again." Crap! I was pathetic. Any college boy acted more mature and more sure of himself than I acted right now. "Check your schedule and let me know." Shit! I needed to let her respond! I needed to shut the hell up.

"Okay."

"Great!" I said too loudly. I felt so awkward. I couldn't believe I was acting this way.

"Bye. See you Monday."

"Yeah. Okay. Bye."

I stepped away so she could back out of the parking spot. I waved as I looked at her one last time. I turned to watch the taillights disappear.

She didn't say "no". That was good. With a spring in my step, I headed to my car.

"Stupid brother," Kayla whispered under her breath as she bustled in five minutes after class started. She sat down heavily.

"Yeah?" I whispered back. I knew I should ignore her and not say anything but it was against my nature.

"He's supposed to pick me up from work. Mom had to come and bring me to school."

"At least you made it," I encouraged.

"Kyle's skipping class to go on a date."

"Oh?"

"My parents won't let me date."

"You're only sixteen."

"It's unfair."

I pointed at the front of the classroom to advocate focusing on the teacher.

"I just won't let my parents know when I have a boyfriend," she said with determination.

I'd switch chairs if I wasn't seated directly behind Stephanie and her lovely, shapely ass.

Mr. Marks gave a test on Wednesday and Stephanie did well. A low 'A' but an 'A' nonetheless. Kayla was very pleased with her C minus.

"Would you like to meet Friday at The Cup anyway?" I asked Stephanie as soon as class was dismissed. There wouldn't be any new material to study yet. "How about if we don't talk math and just talk?"

"Ummm..." she faltered.

Damn! She was going to say "no".

" ... okay."

"Same time?" I said with excitement.

"Sure."

"Frappezilla?" I asked as soon as Stephanie arrived. "Or something else?"

"A frappezilla, if it's okay."

"Of course!"

I fired question after question. Stephanie enjoyed talking and answering everything I asked. Stephanie was the younger of two sisters. Older sister Sara was 22, married, and just had a baby. Stephanie spent a lot of time talking about her new 3-month old nephew, Brandon. Stephanie was very excited to be an aunt.

We met at the coffee shop over the next two weeks. Some of the time was spent on math and some of the time was spent socializing. As I learned more about Stephanie I became more personal.

"I haven't dated a whole lot," Stephanie answered my question. "I get asked out a lot but I say 'no' a lot. I'm too picky."

"Nothing wrong with that," I said. "You're being smart. When the time's right."

"It's not like I haven't done it," she said with annoyance. "I had a boyfriend I liked a lot. We did it several times and then he decided he wanted to try someone else."

"I didn't mean to say you're a virgin," I said. It was a lie. I indeed thought she was saying she was a virgin. "The guy was a jerk! You're beautiful and sexy!"

"Thanks," she said and blushed softly. "It was a long time ago. It was before last Christmas."

That was less than a year. I guess to an 18-year old that seemed like a long time.

Before we knew it, it was almost 11 PM. We talked for nearly four hours. I easily could have spent another four hours with her.

I walked Stephanie to her car again. I stayed a step or two behind so I could watch the sway of her ass in her skirt.

"What?" she said when we reached her car.

"What what?" I replied.

"Is there something on my butt?" She tried to look back as she wiped it with her hand.

I'd volunteer to rub my hand over her ass but she didn't have anything on it to justify my action.

"No."

"Then what were you looking at it?"

How did she know? How could she tell? I forgot about the sixth sense women have.

"Uh ... I had a really good time tonight." I answered with a diversion.

"I had a great time tonight," she said directly to my face with a smile. "Thank you."

"You're welcome."

"I was wondering..." I said.

She filled in, "I would like to go out again. We can make it an official date."

Yes!

"Tomorrow?" I asked.

"Sure."

"Dinner? My place?"

"Okay."

Wow! WOW! Fantastic!

Stephanie said, "So what were you staring at?"

"Uh ... well ... you have the perfect ass. I've never been as fascinated by a girl's ass as much as I am with yours."

"So I'm just a piece of ass?"

"No, no!" I countered.

She laughed. "Dinner tomorrow."

I leaned in. She closed her eyes and pursed her lips. We kissed. It was fifteen seconds of wonderland.

I was glad my car was an automatic. I drove home with one hand on the steering wheel and the other hand caressing my hard-on through my pants.

Stephanie was dressed casually when she arrived at my house. Wow! She was in a black tank top that exposed her black bra straps and a little bit of belly. She wore dark blue shorts that fit perfectly over her perfect ass. She looked magnificent. My cock immediately grew hard.

"What?" she said to my stare. She became self-conscious.

"You are so beautiful," I said when I came out of the spell of her enchantment.

She smiled meekly.

As she followed me into the backyard I said, "I have steak on the barbecue and baked potatoes in the oven."

She followed me to the barbecue. I lifted the lid and checked on the steaks.

"How do you like yours?" I asked.

"Medium," she said. "That one looks almost done." She pointed at the smaller one.

"A little bit more," I said after I lifted the corner to check.

"What can I do to help?" she said.

Well, she could take off her shorts but I said, "You could get us drinks. The glasses are on the kitchen table. The table is all ready. We just need ice and whatever you want to drink."

"Water is okay with me," she inserted.

"Me, too," I said. "Make it two. I have bottled water on the bottom shelf of the fridge. I like extra ice."

Stephanie headed off. I watched her beautiful ass exit into the house. Why couldn't I get my eyes off her ass? I was almost obsessed with how perfect it was. Okay, I was obsessed.

When I returned with two steaks on a plate, Stephanie was doing the dishes.

"Stop that!" I chided.

"I just want to help."

"You're my guest," I replied, "and I'm not a helpless male."

My eyes dropped to her ass. It was so perfect.

"You're staring again," she said.

"Sorry," I said, feeling flustered by my lack of control.

"I like it. I'm flattered."

Even by an "old" guy like me? I kind of wanted to ask that but I also didn't want to remind her of our age difference.

At dinner, Stephanie said after a couple of bites, "This is really good."

"Thank you," I said. "And dinner is made especially good with such pretty company."

"Gag!" she replied.

"Seriously."

"Thank you but 'gag!' all the same."

I smiled as I stared into her face. What a beautiful and wonderful girl!

Stephanie insisted on helping clean up the kitchen and remaining dishes before we retired into the den. She didn't want to leave them all to me. I said I didn't care but the stubborn girl wouldn't listen.

"I don't have to be anywhere else tonight," she said when we were done with the dishes.

Oh.

Wow!

My cock became raging hard.

"Do you want to go to the den or..."

" ... or go straight to somewhere else?" she finished.

"The bedroom?" I got the nerve up to stop dancing around the subject.

"I'd like that."

"You would?" I said uncertain of my ears.

"Uh-huh," she said and nodded.

I took her hand and guided her back. My cock throbbed every step of the way.

In the bedroom, she slipped out of my hand and faced me. We looked at each other with the knowledge of what we were about to do.

"Stephanie..." I said to break the awkwardness. I took a deep breath to calm my excitement. I pointed at her shirt and asked, "Do you want me to... ?" I left the rest of my question about her clothing unspoken.

"Let's kiss first," she said.

"Sure."

She slid onto my bed. I quickly followed. My lips sought hers. Soon she was on her back and I was half on top of her. Our moans filled the room.

I sat up and pulled on her shirt. She sat up and I took her shirt off. She lifted my shirt off then worked on my pants while I reached behind to undo her bra.

In a couple of minutes, we were fully naked with the bed covers pulled back. I was fully on top of Stephanie and between her open legs.

"Ohhh!" she moaned when my cock rubbed over her pussy while we kissed. "I'm so horny. I'm going to cum fast!"

I broke our kisses and adjusted my body. My cock slid into her engorged pussy lips and I pressed forward.

"Oh, yes!" she moaned out. "Yes!"

I pushed fully in. It felt wonderful to be inside her. Stephanie slowly writhed beneath me and her moans increased in frequency and intensity. I stroked only twice before she cried out in orgasm. I stayed motionless as she gasped hard while recovering.

"Wow!" I said.

"I've never cum like that before," she said. "Sorry to cum so fast. You still feel very good inside me. Go ahead and fuck me."

"I liked seeing you like that," I said.

I started with slow strokes.

"That feels really, really wonderful," she said.

I loved my sensations being inside Stephanie but my mind drifted to something else. I guess it didn't hurt to ask. The worst that could happen was that I continued to do what I was doing which felt extremely good.

I said, "This may sound strange, but I want to fuck your ass."

I paused my motion with my cock fully deep in her pussy. My cock continued to throb as if it had a mind of its own.

She didn't answer right away. At least, she didn't instantly scream "Hell no!". I looked into her face below and gave her a weak, hopeful smile.

"I don't mean to treat your ass as a Holy Grail and I've never had anal sex before but..." I lapsed for words to explain my reasons.

"What's a Holy Grail?" she asked.

"Uh ... well ... it's a..." I struggled to define it for some reason.

"Is it something special?" she interjected.

"Very special," I agreed.

"Okay," she said. "You can fuck my ass."

"Really?" I replied. My voice sounded too high-pitched to my ears.

"I want to give something special to you."

"You already have," I affirmed. I slowly pulled out and reinserted my cock in her pussy.

"I'm okay with doing it. Maybe a little nervous."

"I'll take it easy. It's a first for both of us. At anytime you want to stop just say so."

"Okay," she said with a smile. "So what do we do first?"

Now that the "if" of whether we were going to do it was resolved, it was time to work out the mechanics.

"Get up on your hands and knees," I said as I pulled my cock out and sat up on my knees. Normally exiting a pussy before cumming was incomprehensible but tonight was ... well ... special to reuse that word.

"So like doggy-style?"

"Yeah."

Stephanie got in position. I got behind and pushed my cock back into her pussy.

"Mmmm," she moaned, "That feels great but that's not my asshole."

"Just getting my cock nice and slick first."

"Oh, that's a good idea."

I slow fucked her pussy for about a minute then pulled out. My cock was glossy wet.

"I'm gonna put it in your ass now," I informed.

"Go ahead."

I placed the tip of my cock on her little brown ring. I pressed firmly forward. She exhaled stronger than typical which seemed to lessen her tightness. My cock head pushed in. I was excited about the progress, so I concentrated on putting more and more in her.

It happened. My cock was in her ass!

Stephanie groaned which helped me remember that I needed to be aware of her feelings too.

"Are you okay?" I asked. Please! Please, don't say "no"!

"It doesn't hurt. It just feels ... different."

She didn't say "no"! She didn't say "no"!

I looked down. Half my cock was in her ass. The constricted passage felt incredible around my manhood.

I slowly and gently began to thrust back and forth. I never took my cock out of her hole because it was evident that the hardest part of ass fucking was initial entry.

"Oh, Stephanie," I groaned in praise as the sensations filled my brain with intense pleasure. "You're so perfect."

"It feels good," she commented.

Cool!

I continued my slow thrusts while I lightly gripped her hips. I wasn't sure how long I could last but I was determined to make it as long as I could.

"Ohhhh!" Stephanie moaned and sounded partially surprised. "It's feeling really good. I think it's okay to push in deeper."

I immediately took the opportunity. My strokes became longer as I entered further down into her ass.

I groaned out deeply which was another way to say, "You are so wonderful."

She said while maintaining the previous surprise in her voice, "Oh, fuck! Oh, fuck! I'm gonna cum!"

My strokes became harder. The only effect it seemed to have on Stephanie was to intensify her sensations as evidenced by her moans.

"Ohhhh!" I grunted out but that was all I said because it was like my words were cut off. I held her tighter and drove in faster.

"Oh, yes," she cried out exactly like she did several minutes ago. She confirmed it with, "I'm cumming!"

"Me, too!" I groaned. I exhilarated over the knowledge that she came during anal sex.

My cock twitched hard. I held still inside her ass then gasped out as I released stream after stream into her depths.

"Oh, wow! Oh, wow!" she responded to my cum inside her hole.

I slowly pulled my cock out. I did it! I fucked Stephanie's ass! A fantasy came true!

She rolled to her back. I moved on top of her and kissed her lips. We kissed gently in post-coital bliss.

"I never expected that," she said. "I didn't expect to cum. It was amazing."

"I told you that you have the perfect ass."

She smiled at my compliment. I kissed her again. In a few moments, I broke away and slid down to kiss her tits. I had barely paid them any attention yet. A girl's tits deserved attention. I spent an indulgent amount of time kissing all over her tits and sucking on her nipples. She softly sighed to my attention. My cock rehardened.

"Do you want to go again?" I asked.

"Sure," she said happily. "Would you like to fuck my ass again?"

Honestly, it wasn't my thought even though she orgasmed and said she liked it. I imagined she would want conventional sex. But since she asked...

"Yes."

I got off her so she could move.

"How about this way?" she suggested. She pulled her legs back so that her ass was lifted.

It was very inviting but how long could she hold that position? I grabbed a couple of pillows to put under her ass.

When she was situated, I sat on my knees between her legs. I scooted forward so I was in range. I positioned my cock with my hand and slowly pushed back into her hole.

"Mmmmm," she moaned.

I looked down once more in awe at the sight of my cock in Stephanie's incredible ass. So perfect!

The position didn't allow deep thrusts but I could steadily stroke in her ass at a moderate rhythm. She continued to sensually moan. I knew instantly I could last longer this time because the novelty and my personal quest were gone plus her hole was already stretched to accommodate my cock. I constantly rocked back and forth and watched my shaft appear and disappear in her hole.

"Ohhhh!" Stephanie moaned a little harder.

"Feeling it?" I inquired.

"Oh, yeah," she confirmed. "You feel so good in my ass."

"I love your ass."

"I can tell," she said. I think she was going to say something more but she was interrupted by her own loud moan.

The thrill I received from watching her become more and more aroused caused me to push my cock firmer into her ass. I thrusted a little deeper, a little harder, and a little faster.