Lessons In Love: An Older Man, Younger Woman Romance

by Arlo Arrow

  "As many as you want. Now let's try to get across the street in one piece. Hold onto my arm, now."

  I sounded like an old father figure, but hopefully, she saw me as more than that. Not that being a father figure was wrong. Younger females liked that about older men—their fatherly wisdom and sense of protection.

  We visited a perfume place, and she picked out some fruity and floral perfumes. Such delicate taste, the sign of purity.

  Ms. Hawthorne's scent still haunted me.

  I had to keep an extra eye out on what she wanted to get because she didn't want to spend my 'hard earned money'. The day whittled away, and the last store was Emma Loire's Lingerie.

  Cecilia halted in front of the shop just as I was about to waltz in.

  "Something wrong?" I asked, looking at her frozen in place.

  "Um, lingerie. I don't really . . . well . . ."

  I folded my arms. "You're not shy, are you? Such subtle curves deserve to be spoiled."

  She looked down at her feet, flustered. I pictured her in lingerie, calling my name, in heat for my touch.

  I guided her inside on my arm.

  I already had my eyes on a few pieces I knew would look stunning on her.

  "Let's try this," I said, picking out a lavender and pink hued lace lingerie set. Cecilia gawked at the price tag and I gave her that 'don't even say it' look.

  She sighed and gave me a small smile and rolled her eyes. "Fine. How about you do me a favor, George? Pick this stuff out for me. I never really got into the whole lingerie thing. Never really needed to."

  I grabbed her by the waist and whispered into her ear. "Now you do."

  The small shivers of her body sent shocks to my cock.

  I left her speechless.

  After I rang up a three-thousand-dollar bill, I took Cecilia further into the mall.

  “I thought we were done?”

  "There's one more place I want to take you, Cecilia," I said, holding the collection of shopping bags in my hand so she didn't have to.

  "Where?" she asked, flashing those big eyes at me.

  "Follow me," I said, walking to the escalator.

  The mall here boasted many good views, a glass ceiling, lots of crystal chandeliers, and water ponds throughout.

  Cecilia enjoyed the scenery and even threw a penny into a wishing pond. I wonder what she wished for.

  The stores started to get smaller as we walked down to a shop tucked in the back. It was painted all black and had tinted black windows.

  "What's this?" Cecilia asked, looking at her reflection in the windows.

  "Come inside." I pushed open the door and led her inside Remmy's Toy shop. It was an adult toy shop, and it had the best things money could buy.

  There was one thing I wanted to get from here for Cecilia.

  "Whoa! Are those dildos?"

  I chuckled. "I'm surprised you know such a word," I teased.

  "I do, only because of Alison . . . and, well, the internet. But why are we here? I don't want anything from here." Her face was red.

  "No, but I do."

  I went over to a rack of boxes and picked one out. I heard this brand was the best. It was a bullet vibrator that I could control by remote up to a hundred feet.

  "W–w–why're you buying that?" she stuttered.

  "For you. I plan to punish you if you don't get answers right in my class. Especially after all this tutoring."

  I bought the eight-hundred-dollar vibrator and stuffed it in one of her bags. It'd attach well to one of her brand-new thongs. It came in four sizes, each in pairs.

  We exited the shop, and Cecilia kept looking around as if someone were going to see us.

  "Mr. Dent?"

  Cecilia bolted off to the side and disappeared into a random shop.

  I turned around and saw Steven Heech, the dean to the university I was working at.

  "Fancy seeing you here," I said, nodding my head.

  "Shopping for a girl, aren't ya? Was that her? The one who ran off?"

  "No, that was just my niece. She wanted to spend quality time and break the bank. But I love her, so . . ."

  "Good. Good man! You need a wife and kid of your own. I bet Ms. Hawthorne is hitting you up, isn't she?"

  We began to walk, and I kept it at a slow stroll so I didn't lose track of Cecilia.

  "Yes, but I'm not interested in that."

  "That? Well, I don't blame you. She goes with guys who have the air of money."

  I wasn't surprised that her reputation wasn't so smooth.

  "Well, I'm off to get my shoes waxed and a haircut. Enjoy your day!" Mr. Heech waved and strode off in the other direction.

  I backed up and went over to where Cecilia was hiding.

  "Cecilia?" I called out.

  She came out of hiding and looked at me with the saddest eyes.

  "See? This is a bad idea."

  Chapter 7

  Cecilia

  When I woke up the next day, I mulled over how awkward the rest of the day was yesterday. I kept myself mostly silent and looked at all the things he’d bought me. There was so much at risk with us, yet here I was, still here, willing to take things from him, willing to let him take me.

  He was an addiction, and all addictions are hard to kick. It wasn’t because of the thing he bought me either. It was because of that sense of protection that I felt around him. I was cared for, and for a second, I felt loved.

  He didn’t have to run off to a job for ninety percent of the day, then come home and say goodnight before going to bed.

  George was like the only family I had left. And I didn’t want to leave his side. This aching in my heart wouldn’t go away either. We even bumped into the Dean yesterday.

  The box to the vibrator George bought me was still on the floor near the bags of stuff from the mall. I nearly got the courage to take it out, but then I felt . . . weird?

  Today was a new day, and I decided to wear my first set of lingerie. It was the lavender and pink hued one George personally picked out yesterday. It fit me nice and snugly and gave my breasts a nice push up. Alison was going to notice.

  And the thong, wow, it really felt like I was wearing nothing at all. I turned around and looked at myself in the mirror. The lace made me look more mature and sexy. I even threw on that garter belt I picked out but soon took it off since I planned to wear skinny jeans. I made sure I packed my things up in one neat bag, including the vibrator.

  George knocked on my door, and I reached to put on my clothes, but instead, I left myself naked in my lingerie and told him to come in.

  “Cecilia—oh! You’re wearing your lingerie. It looks stunning on you.”

  “It does, thanks. You have really good taste.”

  “Yes, I do. Especially if you’re here,” he said, winking at me. He wore suspenders with tan slacks today. He also had his sleeves scrunched up to his elbows and his glasses sitting low on the bridge of his nose. That salt and pepper hair of his was simply the cherry on top. Here I was, naked, and there he was, fully clothed, still as sexy as he could be in the nude.

  “There’s one more thing you’re missing, darling.” He moved over to my bag of stuff and pulled out the box of small bullet dildos, or whatever they were called. “Let’s put this on you.”

  “Wait, what?” I exclaimed, stepping back. I thought I’d sworn myself off him. Now he was going to put a vibrator inside me, and I was feeling more than willing to let him?

  “Come here. Remember what I said?” He approached me with a sadistic smile laced on his face. “About the punishment?”

  “Yeah?”

  “Well, it’s this. Any time you don’t answer a question right, I’ll buzz you. Don’t want your classmates seeing you squirm and orgasm in your seat, do you?”

  Why did I forget that he had this side to him? He was eating me out not too long ago, and if it weren’t for that old goat, Ms. Hawthorne, he probably would’ve taken my V-card too.

  “N-no!” He grabbed me by the waist,
lifted me, and pulled my panties down. The sensation of his hands on my thighs and ass made me damp. Then the cold touch of the small round vibrator hit my entrance, making me throb for more.

  Even the small size of the bullet vibrator inside me filled me up. What on earth would George feel like with such a huge dick?

  No, bad thoughts. Bad thoughts.

  The silk to my panties felt more erotic sliding up my thighs now that the vibrator was inside me.

  Oh, God. Alison knew the sound of a vibrator really well. If she found out, if she even had a suspicion, she could pull the truth out of me like a magician.

  “Good, there we go,” George said, patting my ass.

  My whole body burned with embarrassment.

  It took all the confidence, will, and strength to get up off the bed and throw on my clothing.

  “Um, the water has drained out of the streets now, and today, I have class.”

  “Especially mine. Make sure you’re early. Come, let me drive you—”

  “No, I’ll be walking.” And he wasn’t going to make me do otherwise. Not this time. “You know why.”

  “Are you sure?” he asked, folding his arms.

  “Yes,” I said. I was fully dressed and took my bag. “Thank you. This was a really nice experience . . . Mr. Dent,” I said, changing up the formality between us so I didn’t get confused in class.

  “Of course . . . Ms. Winters.” And he understood it too.

  He walked me to his door and looked to make sure that Ms. Hawthorne wasn’t sleeping by it or anything stupid like that.

  Leaving his home to return to that small stifling dorm was going to be hard. But I had a future to secure and a family to take care of.

  “See you in class, Ms. Winters.”

  I nodded my head. “You too.”

  I scampered down the steps, skipping the elevator, and kept myself aware of my surroundings. Suddenly, a strong vibration rocked my pussy and I nearly tripped on the sidewalk and fell. He must’ve been smiling like a devil right then.

  It went in different pulses and beats. I thought this was an in-class punishment.

  I dragged my body upright and hurried down the street. This new sensation sent chills up my spine and froze my nipples hard. George now had access to that intimate part of me.

  Beep, beep.

  “Huh?” I turned around, my heart beating. I thought it was Ms. Hawthorne, but instead, it was Alison in her silver Mercedes.

  “Hey, girl, get in!” she hollered, popping the passenger door open.

  I got inside and threw my bag in the back.

  “Ohh, is that from the mall north of here? All of those stores are ridiculously expensive. You hiding a sugar daddy from me?” There we go. She’d started already digging at me for answers.

  “No, my parents came into a small chunk and blew it on me and some other random things.”

  “Good! Nothing like being a little spoiled sometimes, right?”

  “Right. Being spoiled felt good . . .”

  And it wasn’t the money part either, but having someone tend to you and look after your feelings. That was a lot.

  And speaking of George, I prayed to every God that existed that he couldn’t operate the vibrator this far.

  I was still damp from the first few seconds he’d taunted me.

  Alison drove back to the dorm and parked. She helped carry my bag, looking through it at the lingerie.

  "Ohh, look at you, all kinky."

  "Stop looking," I chided, swatting at her shoulder.

  "Wait, is that a garter belt?" she asked, rifling through the bag with her hand now.

  "Oh, Alison!" I groaned. "Why do you have to know so much?"

  "Because I'm a nosy little bitch and I love it."

  I sighed and rubbed my forehead. Alison was a rich daddy's girl, and she always got what she wanted.

  And I got to experience what that was like. Even if it was for a few days, it was fantastic.

  We got to our dorm and Alison placed the bag on the study table.

  "Let's see what else you have in—oh, my God. No, you didn't!" Alison yelped.

  To my horror, she pulled out the opened box of bullet vibrators and examined the box closely. "Holy shit, these are like crazy expensive. I didn't know you were into vibrators," she whispered in shock.

  At least she kept her voice down.

  I snatched the box away before she noticed that the remote and one of the bullets were missing.

  "Yeah, well. A girl has needs, you know?" I stuffed the box in a drawer and a random thought about using it on my nipples ran through my head. How did I get this perverted so quickly?

  "Sure do. And speaking of needs, guess what? I might have a new boyfriend soon! And he's super smart. Not the jock kind either, but still good looking," Alison said as she swooned on my lower bunk.

  "Good, what's the name?"

  "Not telling. At least not yet. I need more confirmation."

  "You're so weird, Alison." I chuckled. "Well, let's get ready for class. It begins soon."

  Alison got off my bed and grabbed her bag. She always kept it light. The only thing heavy on her was one simple textbook.

  "I'll meet you there. I have to stop by the library. You know, act like a responsible adult and get some book to write a boring report about."

  Alison swung out of the room with a dramatic arm to her forehead.

  "Spoiled brat!" I called out after her.

  I heard her chuckles disappear down the hall.

  I needed to run an errand myself. There was a special calculator I needed for pre-calculus. It was a graphing calculator and the price on that thing made me faint.

  Alison probably had one made of gold.

  I got my financial aid card and packed my bag for class so I could go straight there after the bookstore.

  Make sure you get there early echoed through my head. What was he going to do, vibrate me to death so I could soak this already thin lace between my legs? I'd leave a wet spot for sure.

  I glanced in the mirror and reminded myself that I needed to change clothes. This would always be my lucky outfit though.

  Today I was feeling frisky. Lace lingerie, a vibrator, and a thong. So I opted for another pair of skinny jeans in a turquoise color and instead of a turtleneck, I wore a cute midriff-baring shirt. College girl. Wow, just a few little changes and suddenly, I looked hot. I wondered if George would like this?

  The weather was cooler today as the season began to slide into fall. The summer heat and rain had been a horrible mixture this year, and I was happy to see it begin to go.

  There weren’t many students on campus today since Friday was an off day to have class.

  Good, that meant no long, horrendous lines at the book store.

  On my way there, Ms. Hawthorne came up the steps, staring me right in the eye. I held the little staring contest she was throwing and frowned.

  "Good after—"

  "You little tramp," she hissed, "I know what you're up to."

  I stopped and backed up near the rail of the steps.

  "Excuse me?" I gripped my bag harder.

  "You and Mr. Dent. You're sleeping with him, aren't you? That's a bad idea. You two could get in a lot of—"

  "Eww, screw you! I'd never put someone's job at risk."

  A sickness grabbed my stomach when I realized that I had done just that.

  "Oh, you would. I see what you're doing. And it had better stop!"

  Other students went past us, and she smiled, acting like we were having a light conversation. When we were alone again, her face switched back to evil bitch mode.

  "Next time I get a marker, let him retrieve it," she growled before stomping up the stairs.

  Slut.

  But then again, she probably thought that about me too.

  The air in my lungs was shallow. Maybe she really knew? And if it was that obvious then maybe I should break it off? No, I wasn't going to let someone bully me like that. I had that problem when I
was young and I wasn't a little whiny kid anymore.

  I arrived on time, meeting Alison at the door with a smaller book in hand.

  "Did you study?" she asked. "You know there's a test today."

  "Yeah, I did. Gonna ace it too," I said with every bit of confidence. Even though I was spoiled for a few days, I still got really good tutoring and felt like I was prepared for the rest of the semester. Too bad he was only going to be here one semester. I'd have given him a good review and taken another one of his classes.

  I entered the classroom and George shot me a dark look. In his hand was that small black remote that belonged to the—ahh! He pushed a button, and I jolted, dropping one of my books.

  "You okay?" Alison asked, picking my book up and placing it at my seat.

  "Yeah, I'm fine," I said, feeling the walls of my pussy vibrate and rattle with jolts of electric pleasure.

  The rest of the students took their seats, and George got up to start the lecture. Right as he did, the door opened, and I anticipated Ms. Hawthorne sticking her heavily foundationed face in.

  Instead it was the dean, Mr. Heech.

  "Sorry to disturb you, Mr. Dent. I just need to grab Ms. Winters for a second."

  "No problem. Bring her back soon though. There's a test underway," he said in a straightforward, no bullshit kind of voice. As a matter of fact, he sounded irritated.

  Mr. Heech motioned for me with his hand and I got up to leave the class.

  Once I was out into the hallway, he led me to his office.

  "Is there something wrong?" I asked Mr. Heech, who kept quiet.

  His office wasn’t far from my pre-cal class, but it was unnerving that he didn’t say a thing until we reached his office. Was this about Ms. Hawthorne? Was she going to give me trouble?

  “Dean Heech? Is everything alright?” I asked. I was walking on eggshells.

  “Yes, it is. I only wanted to check up on our Enderton’s scholarship recipient. How’re classes going?” He sat right next to me instead of the chair behind his desk. This office began to feel too small for comfort.

  “Good, there’s a test going on so—”

  His hand landed right on my thigh and slid up.

  No.

  I jumped out of my seat.