Filthy Coach: An Older Man Younger Woman Romance

by Amy Brent

  That’s why I was still a virgin. I didn’t want a clumsy excuse for a first time with someone my age, just to get it out of the way. I wanted someone that knew what they wanted, someone that could show a more dominant side with me. I was the smartest kid in school since the beginning and it seemed like a lot of people did what I wanted as a result. I needed a change for that and my virginity was a subject that I would be stubborn about.

  I pretended to listen to the conversation as I picked at my plate and daydreamed about James, knowing that he was the man that I wanted.

  CHAPTER 3

  James

  I heard the alarm go off and took a deep breath. I wanted to go for a long run and I looked beside me to see that Amber had left. She was good about taking off when the sex was over, almost as if she was never there. It had been a great night and she’d been a willing recipient to my cock that was hardened by a young dangerous girl.

  I imagined Tory’s messy hair piled on top of her head as I felt my body responding and reached down to give myself a little tug. There was something in her eyes that went against her clothing and appearance, a need that I didn’t see often in a woman. It was something that screamed for me to take care of it but I knew that she was off limits.

  I jerked off in the shower despite the numerous positions I’d had Amber in last night. It felt good to shoot all over the blue tile and I jerked forward with it as I tried to picture her naked. She looked like she had some decent tits and I wondered if her nipples were large or small. Did she liked them sucked or bitten? Jesus, I was fucking hard again and I rinsed off and changed into my shorts and tank top to jog in before practice.

  It was still early and the sun was just rising as I hit the city streets. There were always a few people around running along with me, but for the most part the city wasn’t alive quite yet. This was the best part of the day in my eyes and I took it in as I set an even running pace. I listened to the alternative rock playing in one ear and stared forward as I tried to think about my team.

  They were a good group of guys ranging in age from just out of college to a few years in. They worked well together and for the most part, focused on the game. I sometimes had to ride their asses to pay attention to the moment but that was part of being young. I thought I had forever in my career when I was younger, but it turned out that I didn’t and I wanted these guys to appreciate every moment. I never had kids with Wendy but my team was like a whole group of them to me, despite my young age.

  I stopped at a light and jogged in place for a moment as I watched a woman move in front of me, my eyes dropping to her ass in the tight black running pants that she wore. I eyed her slowly as I waited for the light to change and she moved in place as my eyes rested on her neck with her hair pulled up into a ponytail.

  Honey colored hair…I wondered if this was Tory as the light changed and she jogged across the street in a fluid motion, much different than what I’d expect from the girl in the baggy shirt that I saw yesterday. Her ass was round enough to move with the running, but tight enough to make me hard all over again as I followed her. She jogged to the next corner and moved to the right to enter the gym, and I watched her every movement as she disappeared from sight.

  I did hear someone say the name Tory as the glass door closed though and I wanted her even more now. I considered working out instead of jogging, since it was the same gym that I belonged to keep working out separate from the team and my job. I settled for running a bit longer and then going in for a quick workout, as least as much as I could before I had to be at the stadium.

  I stepped into the gym and glanced around as I headed to the treadmills. I didn’t need to jog more but I wanted to see her again and I took my spot on the machine, turning it on as I took another look around. I was acting like a horny teenager but now that I caught more of a glimpse of her, I was even more turned on by her. I reminded myself of Wendy and the hell that I was in because of her.

  The hell I’d be in if I was caught with the owner’s daughter was far worse than anything that could happen in divorce court. I’d lose my job, possibly my career. Gary would blacklist me from the NFL.

  I needed to calm my shit down and pretend that she didn’t exist. There were plenty of women that I could spend some time with and Tory was never going to be one of them.

  I was getting into a good run on the treadmill and watched the news as I started to relax. I was almost done when I heard laughter and looked over to see a group of women leaving a class, dressed as skimpily as they could be and still be decent and sweaty. Tory walked behind all of them as she tugged a large tank over her black sports bra and raised her arms over her head. They headed to the door to leave and I looked away as her head swiveled my way.

  There was no way I would make eye contact with her.

  There was no reason to, since nothing could happen.

  CHAPTER 4

  Tory

  I started to see James around town. We went to the same gym and I’d see him jogging on the road the same time of morning that I was out. I always looked at his muscled legs and tight ass with hunger in my eyes. I even thought that I drooled sometimes. I never saw him look my way or acknowledge me and it made me want to try harder.

  I knew that Christmas coming. Daddy always threw a huge party at the mansion and invited the team and everyone involved with them as well as several other celebrities on Christmas Eve and I needed to up my game by then. He didn’t notice me right now and there was no other man that I wanted. I was working out a lot more and doing yoga before classes, just to tone up my already athletic body. The closer it got to the holiday, I had some more time off and I hit a salon one day when I was Christmas shopping for my family. I cut off my long hair to a long A line bob and added some caramel lowlights and lighter blonde highlights to the strands. It looked beautiful and I felt like a different person as I stared in the mirror. I left with a smile on my face and felt the eyes on me as I hoped that I could affect James the same way.

  I went home with all of my bags and unloaded them from my Lexus to the door before bringing them upstairs to my room on the second floor. I was the only one on my level and I had a lot of privacy. I unpacked the gifts and also a dress that I’d purchased for the party as I held it up with a smile. It was going to make everyone give me a second and a third look.

  I didn’t anticipate my parents cock blocking me.

  I was in the red dress with the spaghetti straps and tight bodice that ended mid-thigh with a sexy ruffle. I was doing yoga enough to have toned up enough to rock this outfit and I bought some makeup to make my eyes pop with a dark smoky look. My hair was sleek and soft around my shoulders, something that Mom had falteringly accepted after I explained that a friend wanted a salon day and I agreed. Wasn’t it cute?

  My glasses were on the dresser and I had my new contacts in and some stiletto black heels. I turned to leave my room and my father was staring at me with a deer in the headlights look. “Tory, what the hell is that you’re wearing?”

  “You look great too, Dad.” I smirked as I spoke and looked over his crisp suit as my mother walked in wearing something similar to my dress, except that it was silver. “Really? Did you see her dress?”

  “Tory, there’s so little to that. Don’t you want to cover up more?” She fidgeted and I looked between them.

  “Mom, I am turning twenty-one next month. I think it’s time that I start trying out something new. I’ve been a nerd all my life and I want to be a woman,” I told her as my eyes flashed.

  “Is this about a man, sweetie?” Mom asked and I rolled my eyes. They’ll never know the truth.

  “No, it’s about me. I want to have some fun with clothes for a change.” I spun around. “Everything is covered. Nobody is going to see any more than this, because that’s not what I’m looking for. I just want to change my style a little bit.”

  “Fine, just…be careful.” Mom turned and left the room on her own silver stilettos as Dad looked from the doorway to me.

/>   “Are you sure? You know who’s going to be here tonight and they don’t all have great reputations. I think I prefer the innocent version of my daughter, to be honest,” Dad told me as he came over and hugged me. “Prepare for your brothers to act like guard dogs.”

  “I know,” I replied as I added a layer of clear gloss to my lips and pulled my door closed behind me. They were likely at the bar in the game room and I smiled as I wondered if James would be here.

  We walked downstairs and I started to greet the arriving guests, feeling my parent’s gazes on me as our friends told me how different I looked tonight. They used words such as sexy, gorgeous, stunning and so many others that made me blush and thank them as my hopes rose higher. Would James think the same thing? I’d masturbated to him so many times in my room at this point that I forgot my own name sometimes and tonight was going to be the night I got him. I bought sex toys in the mail to use as I moaned his name night after night. I had to have the real thing.

  I was near the bar in the game room telling my brothers to stop acting like overprotective apes as I saw him enter, dressed in a sexy suit with his hair mussed perfectly. I made eye contact and watched his widen as he took me in with a hungry gaze. I excused myself from my brothers and walked across the room, lifting my head as I met his eyes and passed him with a brush against his body as I felt his erection. I felt my thong dampen as he inhaled my cherry blossom scent and walked up the stairs, offering him a fine view of my ass.

  I’d never felt so powerful in my life.

  CHAPTER 5

  James

  That little bitch had the upper hand. Seeing Tory’s body squeezed into that red dress with a hint of her cleavage made my body go rock hard, and I headed to the bar for a whiskey on the rocks to ease the tension in my body.

  I watched her at the gym for over a month now, working her body to perfection. I slipped in my fight to not want her more and more each time but reminded myself of what would happen if I took a taste of her. I jacked off nightly to try and work her out of my system. I fucked more women than I normally would, just to scratch the itch that Tory caused in my body but nothing worked.

  Tonight, I knew that I was damn close to giving in and I finished the drink in one burning gulp as I heard Gary’s voice. “James, good to see you. Thanks for stopping by.”

  There was a part of me that knew it was a bad idea. I’d seen Tory’s new hair and had a feeling that she was changing herself to be the woman that she hid until now. “No problem. I don’t have to be anywhere until tomorrow. How are you?”

  “Doing well,” Gary replied as some of the team came over and we started talking business. The team was heading to the Super Bowl and we were slotted to win. For the life of me, I could not focus on it. The Super Bowl was a dream of every coach and every team and I was thinking more about the girl in the red dress. The girl that was forbidden to me, that could take away all of those dreams. I asked for another drink and excused myself to get some fresh air outside.

  My skin was hot and I felt like my tie was choking me as I stepped out onto the extensive back balcony. It was cold but I needed the reality check and I stepped forward and leaned against the railing. I inhaled the cold air in deep breaths as I closed my eyes, downing the drink before I set it down on a glass table close by. I heard a door open and turned my head to see a woman silhouetted in the doorway in a dim light. It was Tory and she raised her arms over her head as I dragged my eyes over her body. “Hi, James. Having fun?” Her voice, mature over the last time we’d met, traced over my skin and I sucked in my breath.

  “Your dad throws a great party,” I offered as she laughed and stepped forward. I knew that the party was inside, several feet away from us. I think that she knew it as well and was working that in her favor.

  “So do I,” she offered as I shook my head.

  “You’re my fucking boss’s daughter, Tory. I can’t do this with you.” She smelled so good and I inhaled the sweet scent of her skin. Tory was right beside me now and I looked over her shoulders and down to the hint of cleavage that she was giving me. “You’re too young.”

  “I am old enough for you. I want to be dominated by a man that knows what he is doing,” Tory told me, slipping her hand in mine and pulling me over to the room she’d come from.

  “What is this place?” I asked as I looked around the room with a bed and some furniture.

  “One of the pool rooms as well as a guest room. We have many of them so nobody will think about coming out here and looking for us. Everyone loses themselves at these parties and there can be a lot of scandal that goes unnoticed.” Tory closed the door and walked towards me as she locked gazes with me in the light of the room. “My brother fucked an entire group of cheerleaders one year, one by one. I didn’t see them and nor did anyone else, but I heard about it the following month. They all think that I’m the nerdy girl that doesn’t notice anything, but I notice everything.” She slipped her hand between my legs and found my cock hard and throbbing for her.

  “You were beautiful the first time that I saw you,” I groaned as her fingers tightened and stroked me. “Fuck, Tory.” I clenched my fists before I reached out and took her arms and forced her hands away from my body. “This is wrong. So wrong.”

  “It’s just one night, James. Nobody will ever know,” Tory’s eyes were alert as she stared at me

  I wrapped my hands around her body and pulled her close to me before I kissed her, feeling all of my inhibitions disappear as our tongues met in a wild dance. Tory groaned against me and nibbled at my lower lip as I cupped her ass and ground my cock against her. “I want to bend you over and fuck you harder than you’ve ever been fucked before,” I told her before I kissed her senselessly again. “I want that ass slapping against me as you scream my name.”

  “You’re the first person, James. I’m giving you my virginity tonight. I want it to be you that makes me come for the first time,” Tory said against my lips as I froze for a moment. “Think how tight I’ll feel around you.”

  I hadn’t had a virgin since high school and I swear that I hardened more as I plowed her mouth with my tongue. I pushed Tory back to the bed as I asked her if she locked the door and she cried out that as I found the zipper in the back of her dress. I pulled it down and the material pooled around her ankles as she shimmied her hips to force it to drop. Her full breasts were bare and small nipples hard for me as she slid her hands over her body to cup them.

  I stripped off my tie as I watched her and unbuttoned my shirt. Her eyes took me in hungrily and I slipped it off and loosened my pants before I stepped towards her.

  Our lips met as she wrapped her arms around my neck and fell back onto the bed. My pants were halfway down my legs and my cock pressed against her thigh as she rocked against me. Her pussy was hot and wet and I dragged my lips down her jaw and dragged my hardness against her needy folds. I sucked on her neck as she arched her back and pressed her hot nipples against my wife beater that I wore under my shirt.

  My desire for Tory released into an uncontrollable urge, leaving behind all sense and logic. I forgot that she was forbidden as I kissed my way down her body and dragged her skin between my teeth as she jerked against me. Her tits were pressed against me as I found her nipples and sucked hard as I pressed my cock between our bodies and fucked the lace of her thing. “James, oh God. I want you to fuck me so hard,” Tory begged me, sounding every bit the young woman that she was as I pulled up and looked at her.

  “Are you on anything?” I asked her in a hoarse voice as she nodded.

  “Bad periods. I’ve been on the pill since I was sixteen,” Tory told me as I slid my hands between her thighs and pulled off her underwear. She moaned as she spread her legs and I fingered her before sliding a finger into her tight entrance. “Make me come.” I stared at her as my thumb found her hard clit and stroked it as she dropped her head back.

  CHAPTER 5

  Tory

  The feeling of his hand stroking me and inside me was
almost too much to bear as I closed my eyes. This was what I’d dreamed of as my own hand stroked my clit and slipped inside of me in the darkness of my room. I knew that I was close and I begged him to make me come as he increased the pressure against me. I hadn’t lied about the pill but I wouldn’t mind a mistake. I wouldn’t mind a future with James and give him a baby. I would just focus on this right now, this night. It was going to be perfect and memorable.

  James moved over me and kissed my neck as he whispered that he would move slow for me. I knew that he would take care of me and that was in part why I chose him, though I preferred older men to begin with. He lowered himself between my legs and spread me open as I cried out and tried to lift myself to him. He pressed against my entrance and I slid my legs around him and pulled him down to me for a long kiss. That was when he slipped inside, little by little, kissing me sweetly as our tongues slid together slowly.

  Oh God, the pressure. He filled me and I grabbed his head and strung my hands through his hair. “Are you okay, baby?” James asked me as I nodded and begged him to keep going. He just had to move a little further and the pain would be over and I could enjoy this. I could have my dream.

  There was a sharp pinch of pain as me moved forward and I cried out as he stilled and looked down at me before he kissed me again. “I’ll stay here for a minute. You feel so good around me and I know you will love this in a couple of minutes. Just bear with me.”

  “I know I will. Just keep going,” I urged him and sighed as he slipped further inside. Pain blended into pleasure and I was soon wrapping my legs around him and rocking against him to feel him deeper and harder. Oh God, it felt so good and I never wanted him to stop. I felt something snap inside of my body and I was crying out his name as I came long and hard. I didn’t want him to wait but he swore that I was going to come around him so he could feel me.