Met My Match and She's Half My Age

As a regular patron at the end of the bar in my local watering hole, surprises are few and far between. The bartenders and I share a rapport that extends beyond mere pleasantries, with some of them knowing more about me than just my drink preferences. Typically, I occupy my usual spot, scrolling through Facebook on my phone while enjoying a few beers or glasses of whisky. However, this Saturday evening brought forth a different crowd than the usual scene. Although Greek life has largely faded from the local campus, a handful of off-campus sororities and fraternities still make their presence known. This night, they were in full swing, celebrating one of their events here. The noise level surpassed my usual tolerance, but in a bar, you take what you get without much point in complaining.

A group of rowdy fraternity brothers monopolized our Touch Tunes machine, blaring the latest hits from 'WAP' to 'You Think You the S*** (Fart)'. The bartender, Erin, and I exchanged incredulous looks at the choice of music these youngsters favored. Nonetheless, I remained seated, occasionally glancing at the news on the TV behind the bar and engaging in casual conversation with fellow patrons. With nowhere else pressing to be, I found entertainment in observing the eclectic crowd. At this moment, I couldn't help but be somewhat impressed by the unabashed forthrightness of today's youth. Some were remarkably transparent in their intentions towards the young women present. It reminded me of my own college days, although my approach was more nuanced, driven by genuine affection for the girls.

As the night wore on, the crowd gradually thinned out, and I was summoned to assist Erin in replacing an empty keg. After completing the task, I returned to my barstool with half a glass of Knob Creek and melting ice. Not to boast, but my physical stature seemed to attract attention from the remaining young revelers; I overheard a few comments as I made my way back. Taking my seat, I acknowledged their remarks with a nod. One of the frat brothers approached me, inquiring about my bench press. I explained that my strength came from manual labor rather than gym workouts. His initial impression seemed impressed, but upon learning of my working-class background, his respect diminished, and he returned to his friends.

Glancing over at the group, my attention was drawn to a stunning blonde. Her seductive gaze seemed to pierce right through me, accentuated by the alluring flip of her hair. Seated slightly apart from the conversation, she caught my eye. Observing her nearly empty drink, I signaled Erin to refill it on my tab. She acknowledged with a glance, raising an eyebrow followed by a smile and a wink. Returning my focus to my glass, I took another sip, inadvertently licking my lips as a drop of whisky trickled down the side. Suddenly, I sensed movement beside me, accompanied by the heavenly scent of perfume. Turning, I was met with a closer look at the captivating beauty who had held my attention all evening. Seated beside me, she crossed her legs and greeted me with a smile. Her name was Hannah.

As Hannah and I exchanged introductions, I was taken aback by her genuine interest in my profession. It turned out her father worked as a general contractor back in her hometown, giving her a solid understanding of the industry and its terminology. Curious about her presence at the bar, she explained that she was here to celebrate a few friends' recent 21st birthdays, though she admitted to feeling disconnected from their conversations. Our discussion shifted to her major in Education and her aspirations post-graduation. It was evident she was driven and saw her time away from her Tennessee hometown, particularly in Altoona for the past three years, as a chance for personal growth.

Throughout our conversation, I couldn't help but notice Hannah's subtle accent, which added to her charm. She confessed that it had been more pronounced when she lived at home, but her time away had softened it considerably. As she spoke, she occasionally bit her bottom lip, a gesture that intrigued me. When I inquired if everything was alright, her candid response caught me off guard. She admitted to feeling incredibly horny and expressed a desire to leave the bar.

Surprised by the sudden turn in our conversation, I stumbled over my words, offering to assist her in any way I could. Without hesitation, she took my hand and led me towards the exit, bidding farewell to her friends with ease. Despite a few incredulous looks from the fraternity boys, I paid them little mind. Offering a smile and a wink to Erin, I wished her a pleasant weekend as we stepped out into the night.

As I followed Hannah, my gaze lingered on the sway of her sundress with each step, my curiosity piqued about where the night might lead. Uncertain but open to whatever lay ahead, I embraced the spontaneity of the moment.

She turned and grabbed my tee-shirt and pulled me over to the walkway between the bar and the storage shed behind. The walkway was only used by employees to carry the kegs and cases and garbage in and out, so rarely anyone else used it. She pushed me up against the wall and started kissing me, biting my lip in the process. She reached down and grabbed the bulge in my pants, making a surprised gasp in the process. I put my hand on the back of her head, pulling her hair slightly and fighting her tongue with mine. Her free hand worked its way up my shirt as she rubbed one of my nipples and down my stomach. I was nearing a full erection fighting my jeans for escape. I placed my hand firmly on her ass and squeezed her cheek before spanking it.

I felt my jeans unzip and Hannah dropped to her knees. Before I could even react and look down, my cock was in her mouth. She gave a spirited blowjob, and I couldn't focus on anything because it felt so amazing. She was stroking the base of my cock with her hand and playing with my balls with the other as she took all of me in deep. I looked down and she threw more darts back at me with those eyes. She shook her head, which juggled my dick off of her tonsils. I told her I was close to cumming and she tongued my head before deepthroating once again as I felt my cock firing an orgasm down her throat. She swallowed every drop while looking up at me and as she backed up, she asked me if I was having fun. I told her yes, but I wanted to make sure she had fun too and asked if she wanted to keep this party going at my place. She obliged and as she stood up, I walked her to my truck.

I opened the door, and she pulled me in to kiss her, once again in a swordfight with her tongue. She reached around my head and this time pulled my hair as I reached under her sundress and felt her soaked silky panties outlining her tight pussy. I teased it with my fingers for a few moments before moving her underwear to the side and sliding a finger inside. It was extremely tight for my middle finger, but it almost sucked on it from how wet she was. I fingered her spot for a few moments before I dropped to my knees and started eating her pussy in the doorway of my truck. I heard some comments from the direction of the bar, but I was locked in with her thighs wrapped around my head. She was gyrating as I was tonguing her box, and I felt her shake as she started to cum. She was screaming in pleasure, and I am sure everyone within three blocks of the bar knew that she had just cum.

When I stood up, she pulled me in for another kiss and told me to get her to my house as quickly as possible. I walked around and got into the truck. I pushed the start and pulled out onto the road. It's a good 8-minute drive to my house and I don't think I have ever been this excited to drive home. Hannah slid across the center console and kissed my neck, sucking and biting in between her lips smacking on my skin. She whispered in my ear that she wanted me to fuck her pussy so badly and she pulled my hand down to rub on her lips again. She grinded around on my fingers before pulling them out and placing them in her mouth. At this point, I was wondering if I had what it takes to satisfy this girl.

We pulled into my driveway, and I walked around to get her out. She followed me up my sidewalk to the front entrance as I opened the door for her. I turned on the lights in my foyer and she looked around the house. She asked if I live alone, and I confirmed that I am single and I live here alone. She smiled and said 'Good' in a devious tone as she swayed her ass walking to my kitchen. She asked if I had any water and I got her a glass, filling it with ice and water from the refrigerator. She took an ice cube and placed it in my mouth as she pulled herself up to my countertop. She sat there with her leg up on my counter, clearly exposing her black panties as she rubbed her cunt with her other hand. I took the message and picked her up by her ass and pulled her thong off and spread her pussy and teased her with the ice cube as it melted away before I let my tongue glide up and down both sides of her lips before diving into her clit with reckless abandon. She screamed 'Holy Fuck!" as I really got into it. This pussy was perfect. It was shaved down and she tasted like strawberries. As she started to cum, I slowly slid 2 fingers inside and she started shaking and went into orgasm after orgasm.

I kissed up and down her thighs, licking the cum from her slit as I stood up and picked her up and fireman carried her to my bedroom. She looked up at me with those sexy eyes again and again until I laid her on the bed. She Immediately pulled me in and unbuckled my pants, telling me to put my cock inside her. I got it out and rubbed it up and down on the outside of her pussy before I slowly put the head at the edge of her opening. She surprised me by sliding down and her pussy engulfed my entire cock in a matter of seconds. I placed my hand on her breast and looked down as I plunged every rock-hard inch into her. I was fucking for speed and gave her a faster jackhammering than I ever did to anyone in my life. She was into it and dug her nails into my back. I pulled my shirt off and she scratched down my chest too, drawing blood. I sped up my pace even more and tried my best to get her off again. She pushed my chest up and told me to lie down. I listened and she climbed on top of me as I felt her gliding down my shaft, taking every inch inside. She told me several times that I have a huge cock and she wanted all of it. I told her to do anything she wanted with it. Saying this was the best ride of my life is an understatement as her pussy literally milked the cum out of me with her on top. I shot a massive load inside of her and I was still rock hard, so she kept riding. As she was riding, I grabbed her tits and played with her nipples. She told me that her nipples were a trigger and she got super turned on by those being touched. I felt that information could have been more useful earlier, but it was still good to know.

She bounced up and down harder and faster as my cock started to go limp and somehow, she came again for me. She laid down on top of me with my cock still inside as she kissed my face. As we were both nearly 100% sober, I got a much better look at this goddess in my bed. We asked why I am single because she thinks I am hot; I have a beautiful home and a massive cock. I laughed and told her that I am happy being single but can't believe someone as beautiful as her isn't taken. She said that fuckboys in college are a dime a dozen, but none of them know how to handle her. She explained how she has a thing for older men and meant no offense, but I fit that description perfectly.

We laid there for what seemed like hours talking when she got up to go to the bathroom. I laid there and heard the shower start up, so I walked in and asked if she needed anything, she opened the door and grabbed my cock and pulled me in with her. She stood there stroking my cock and kissing my chest, softly biting my nipple and running her fingers across my tattoos. I built my house with a massive walk-in shower with wall jets and a waterfall. She said she couldn't resist when she saw it. We stood there, deeply kissing under the hot water as I picked her up in my arms. I started playing with her pussy again as my hands were wrapped around her thighs. She kept squirming down until she could feel my cock knocking on the door until she could slide it in. She bounced up and down on it and didn't miss a beat kissing me. I was pumping from underneath and flexing my dick inside her. The shower was so hot, but I couldn't feel anything other than her warm pussy riding up and down on every inch of my manhood. I have a small bench built in, so I backed up and sat down with her still on top. She put her feet on the bench and lifted off slowly while 'frog-hopping' up and down with me still inside the whole time.

She told me to stand up as she turned around, putting her ass in the air for me to slide it in from behind. I shoved it in and smacked a handprint on her right ass cheek. She screamed, "Fuck! Olly! Do it again!". I matched the other cheek up with another smack. She pushed back in between my thrusts, and we teamed up for some of the hardest deepest fucking I've ever had. I reached under and squeezed on her left tit and nipple with my right hand on the wall to gain a little extra leverage and she is screaming out in pleasure. I look down at her asshole winking at me with every pump, so I place my thumb on the outside of it. I hear her say 'Do it" as I put my thumb inside her asshole. She goes into orgasm immediately and her reaches under to rub her pussy as she cums again and again. I pull my thumb out and she is moaning about how amazing this is. We finish cleaning up in the shower and I ask her what she wants to do now. Expecting she may want a ride home; I toss on a pair of grey gym shorts and a t-shirt. She asks what I am doing and to come back to the bed. Confused, I look at her and said I figured she'd want to go back, and she responds that she isn't leaving this cock until the morning unless she must. I told her I am spent and won't be able to cum again. She laughs and says, 'challenge accepted'.

At this point, I am thinking I may die of exhaustion as I haven't fucked like this in probably 20 years, and I am not at that point physically anymore. She rolls over, naked in my bed and closes her eyes, so I start to fall asleep too. It's around 4AM and I figure the night is over. I am rustled awake in what seems like 10 minutes later and I feel a warm sensation on my cock. I open my eyes to see her pussy hovering over me. She is shaking her ass a little to tease me awake and apparently, she had been sucking my dick for a few minutes before I woke up. I finally got my bearings and woke up to start tonguing from her pussy to her asshole. She takes a break from my cock and says, 'Good morning sexy!' before taking it back in. I spread her cheeks and tongue fuck her asshole and tickle her pussy with my fingers. She is moaning louder and louder and humming which made my dick feel amazing. I switch up and focus on her clit while sticking the tip of my finger in her asshole. She is throat fucking my dick to the point where I think this girl isn't going to be able to speak again.

She spins around on top of me and puts me back in her pussy and starts riding me slowly. I jokingly ask if she's tired from last night and she tells me she had one hell of a calf workout, so she's taking it easier this morning. I pump from underneath, and she says 'ah, that's what I need'. I fuck her for about 5 minutes before flipping over on top of her and plowing her in missionary for another 10 or so. I hit the right spot, and she starts shaking and screaming, so I go faster and faster until I feel her gush again. She grabs the back of my head and kisses me, biting my lip again, this time almost drawing blood. She asks me if I'm going to cum again and I told her I am pretty sure I have nothing left in the tank. I stand up and she tells me to lie down. I'm still rock hard, so I listen to her. She climbs on top of me, and I see her perfect back with a small butterfly tattoo on her right shoulder.

I feel her come down on me, but it's a different, smoother feeling and much tighter. I look down and realize she put me in her asshole and was riding me in reverse cowgirl. I can almost feel myself instantly turn the corner for another orgasm, but I try to hold off as long as possible. She is going up and down slowly and I try not to move so I don't hurt her. I ask if she's ok and she says she's fine. I feel her hand moving fast, so I know she's rubbing her clit and trying to cum too. I asked her if she's close and I reached around to help her. She says she can cum when I tell her to, but she is waiting for me to go first. All eight inches are deep in her asshole, and I realize she also put some warming lube on me, so it's a whole different sensation. I feel her pace speed up and I know she is trying to finish me off. Her legs reposition and suddenly, her asshole constricts around the middle of my cock and I explode in her ass. She goes into a convulsive orgasm and is loosening and tightening her asshole wrapped around me. I reach around to her pussy, and she is soaked, and I quickly realize that she squirted.

She tells me that she has never squirted in her life, but after last night; she knew it was something she could try now or never know. I asked if she ever had anal before and she said only with toys, but she admitted it hurt more at first until the lube coated all of my dick. I felt bad because I know it had to hurt, but she said it was all worth it. We composed ourselves and I gave her a pair of my sweats and a hoodie, and she gave me her thong as a memento. We hit a local diner for a good breakfast, and I took her back to her apartment. I will say this in closing, Hannah rocked my fucking world, and I am dangerously close to asking her to take a teaching job in our school district and moving in with me.