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It was the usual Wednesday night shift, calm except for the orders I received here and there, quiet except for the soft humming of the regulars and tranquil except for the sensual Jazz playing in the background. The cold February Chill was kept outside by the heating and the low lighting created the alluring vibe that the bar was known for.
My name is Alex, I'm 22 and I'm studying to get a degree in business. I've been mixing drinks in this bar for a few months now and I've been enjoying every shift of it. It was a downtown bar, in the heart of towering office buildings. Most of the customers were successful careerists hitting the bar to forget about the stress of their jobs.
I shared busy weekends with Jordan, an experienced bartender who helped me learn the skills that the job required, and I worked alone on the quieter nights of Monday and Wednesday. I came to relish the predictability of the place, the way the same faces would come and go, and the fact that I became too familiar with their drinks. The salary was also much higher than what I was getting paid when I worked as a waiter in coffee shops near campus, and the patrons were evidently more generous with their tips.
Beyond taking time to get familiar with the art of Drink mixing, everything else about being a bartender felt natural to me. During my interview for the job, my boss, a man called Eric, said that I had a swagger that he liked. I'm naturally confident with very little cockiness, I'm quite sociable, well spoken and I get called a charmer a lot.
I also know that my looks help me a lot. I'm of Hispanic descent, so I'm blessed with a natural tan, my hair is dark, soft, and rich. My most handsome facial features are probably my eyes, which are hazel, and I have come to learn that they leave quite the impression, especially on the ladies. I'm tall at 5 ft 9, and with an extensive gym routine, I developed a strong build that was not overly muscular.
On this Particular Wednesday night, I was behind the counter cleaning a set of glasses when the door swung open, a gust of cold air sneaked in first, followed by a group of middle-aged women, all dressed to kill. First, there was the group's leader, Rachel, a corporate lawyer with a penchant for dry martinis. Next to her was Tina, a doctor with the most beautiful of smiles. Then there was the ever-so-elegant Linda, a journalist who loved to drink gin and narrate the most outrageous of stories.
As gorgeous as these women were, however, my eyes were focused, as they always did, on their friend the realtor, Trudy. To my eyes, she was the ultimate mature beauty. Her brunette hair was a wild web of curls that cascaded over her shoulders. Her round face speaks of a life well lived. Her eyes were deep brown, and the wrinkles that fanned out of them only added to her allure.
The brown leather jacket she was wearing was open, revealing what I assumed, due to how tight it looked, to be a bodysuit. It was brown and it clung to her like a second skin. The bodysuit's turtleneck might have done its job of hiding her chest, but it did nothing to hide its grandeur. They looked massive, and I often wondered about how it would feel to bury my face in them. The fabric stretched taut over her, showcasing that her belly was not flat nor toned but was of a softer tone. It was of a woman who felt comfortable in her own skin to flaunt her body with confidence.
Her hips could turn faces even if she hid them under the most modest of skirts. That night, however, they were on full display, accentuated by a pair of skin-tight jeans that she somehow squeezed herself into. The jeans hugged her fairly narrow waist down to the widest parts of her hips. The fabric stretched over her rounded butt exhibiting the rare mix of firmness and softness that had my fingers itch to reach out and squeeze. Her thighs were thick and strong, and as she walked further, I took notice of the boots that the denim was tucked into. They were knee-high, made of the finest brown leather, and their heels made her already impressive height even more daunting.
The women claimed their usual spot in the corner booth, a place where they could see and be seen, but it also offered them a level of privacy. I developed a closer relationship with the ladies over the months. They hit the bar every odd weekend, and they were a fun bunch to be around. They loved to banter, to tease, and to flirt, and I interacted with their playful conversations. They were all married with kids except for Trudy. She had two teenage girls but has been single since her divorce from their father a couple of years prior.
Trudy and I had chemistry from the very first time we met. Ever since, I might've glanced at her body more than I should at times, she might've touched my biceps a bit longer than she should on a few occasions, and our eyes certainly met way too much throughout the night whenever she was around. Her friends teased us about it, but things, as electric as they were at times, never moved beyond the fun banter.
I always kept things professional, I respected Trudy and her friends, and I knew my limits. I enjoyed the banter, and as much as I fantasized about pushing my luck further, I didn't want to ruin what we already had or make the situation uncomfortable.
I wiped my hands on the apron I had on and put on my charming smile as I approached the ladies.
" Ladies, what a pleasant surprise. To what do I owe the honor of your midweek company?" I asked them. It was the very first time that they paid the bar a visit during the week since I started my job.
My answer came from Rachel, the leader of the pack. "It's Trudy's birthday, darling. The big four-oh!".
I was genuinely surprised as I shifted my gaze to Trudy, who seemed to beam with attention.
" Trudy, I had no idea. Happy Birthday ". I offered.
Trudy leaned forward, her ample breasts threatening to rip the fabric of her top, and winked
. " Thank you, Alex. I'm feeling rather... festive tonight," she purred.
I knew the routine, knew how to play along, so I flashed a grin, saying.
" In that case, I'll make sure to keep the drinks coming stronger than ever. "
I took their orders. A dry martini with three olives for Rachel. A whiskey neat for Tina and a gin fizz with a twist of lime for Linda. Trudy, feeling playful and festive, had an unusual order this time, " A sex on the Beach, " she requested with a wink that had my heart racing. I collected myself and headed back to my counter to prepare the drinks.
A few minutes later, I was serving their drinks when Rachel teased me with a comment about how strong my forearms looked as I had my shirt rolled up to the elbows. Linda slapped her arms, saying that I was already blushing. I laughed it off, hoping that my cheeks weren't actually coloring, and kept my eyes on Trudy, who watched back with a smoldering gaze.
Throughout the evening, as I met the needs of the diverse clientele, I couldn't help but feel a pull towards where the group of women sat. Their laughter was loud and alluring, and every time I glanced over, Trudy's gaze was upon me. The friends whispered among themselves while casting knowing looks in my direction.
Later into the night, Rachel approached the counter while I was behind it. I braced myself for whatever she was coming with as I watched her hips swaying.
" Hey, handsome. How about another round for the birthday girl?"
" Coming right up " was my response as I went on with my task.
I kept feeling her gaze studying me as she started to speak up again.
" So Alex, you thought about getting Trudy something special for her birthday? ".
The question was laden with suggestions, and Rachel was certainly enjoying the sudden tension coiling around me.
" Just the usual. Rachel. Best service and the strongest drinks I can make." I said, meeting her eyes.
My response was clearly not convincing. The blonde leaned closer, and I felt her breath around my ear.
" Well, darling, we all know you're the best in the city, but tonight, Trudy has something else in mind," she said before taking a moment to continue. " But she's a bit shy, you know. She needs a little push."
A thrill started to shoot through me. I got what she was suggesting and I realised that the moment I was waiting for had arrived, the moment that flirty banter turned into something more.
" Anything for the birthday girl". I responded with a confident tone.
"Good," Rachel said. "Because she's been talking about you, Alex. A lot. You know how it is with us older women. We get... cravings. And she's got quite the craving for you."
My pulse raced with her words, I couldn't believe that all sexual chemistry was becoming substantial. I glanced back at the booth and sure enough, Trudy and the other two were watching us, waiting for what this conversation would bring.
" I mean it, Alex. Make sure she has a great night. She's had a rough couple of years since her divorce, and she deserves to let loose. ". Rachel continued.
She took the drinks from my trembling hands and turned away, saying.
"I trust that you won't disappoint her ".
I watched as the friends leaned in to listen to Rachel whispering something into Trudy's ear before they all started to giggle like school girls.
I started to feel the weight of the moment, so I took a deep breath and reminded myself that this is exactly what I wanted, what I fantasized about for weeks.
A few minutes later, the women, except for Trudy, started to gather their purses and their coats. Rachel was the last to move off the booth, her hands lingering on Trudy's shoulder. Then she turned to face me from afar and gave me a final wink. With that, all three left the bar.
The bar was not empty yet, so Trudy and I didn't have total privacy. But I knew we needed to talk things over. I approached her, watching her gaze focused on me.
" Trudy, can I get you anything else before I make the last call? ". I asked her, it was my best ice-breaking line.
She took a sip of her drink, her gorgeous brown eyes full of mischief." No, Alex. I don't want to be too tipsy for my gift later ". She replied.
" Your gift? " I wondered, playing along.
Her smile grew more excited as she added. " Oh, Yes. I've had a bit of a dry spell, and the girls think it's high time I had some... fun."
I steadied my voice, saying. " Well, I always aim to please my customers ".
Her smile was all sultry as her fingers brushed against my forearms.
" I noticed, and I'm sure you'll do your best to make sure I have a memorable birthday," she purred.
I did my best to ignore how my body was reacting to her soft touch, saying.
" Just give me a few more minutes. I have to close up. Then, the night's all yours."
"Oh, I've waited long enough, darling. A few more minutes won't kill me." Was her response as she took what seemed to be the final sip of her drink.
With shaky hands, I went on, clearing the tables after making the final call. The few patrons left gradually began to trickle out, leaving me, Trudy, and the Jazz music.
" I'm about to call an Uber; it will be here any minute, " she told me.
I just nodded with a smile, focusing on the tasks at hand despite the anticipation that was consuming me.
I finished the last bit of cleaning, I untied my apron and slid it off. I grabbed my dark leather jacket and approached Trudy, who looked sexier than ever under the soft lights.
She handed me her Jacket and stood, giving me a closer look at her jeans hugging her hips. I helped her slip into the leather, my hands brushing against her arms, feeling the softness of her skin over the sleeves. I walked her into the door, my hand finding its way to the small of her back. I locked the door as the night chill embraced us, the neon lights above the entrance casting their glow on our faces.
The Uber pulled up mere moments later, its driver was an older man with a friendly smile. I helped Trudy in, my palm brushing against her hip. As soon as we settled in, we were all over each other. The kiss was hungry and desperate, a testament to the long wait we both endured building for this moment. Her lips were soft and plump, her taste a sweet alcohol. The scent of her perfume was alluring as she moved her hands to the back of my neck, getting me deeper into her mouth.
I slid my hands to her thighs, squeezing the warm, thick flesh. Her own fingers found their way to the bulge in my jeans, trying to wrap around my growing shaft with surprising confidence. She was demanding, insatiable, and I struggled to deny myself the chance to rip her clothes right there.
The driver, who seemed unfazed by our passion, announced our arrival a few minutes later. We broke apart with a gasp, my chest heaving, Trudy's cheeks flushed pink. We stumbled out of the car, our hands locked together. Trudy was paying the driver as I took in the surroundings.
A two-story house was in front of us, we were in a suburban heaven, and I realised that she didn't want our encounter to take place in some hotel room, she wanted us to get more acquainted within the warmth of her place.
I followed her up the path as she turned towards her house, my eyes taking in the way her hips swayed with every single step. She unlocked the door, saying.
" My daughters are with their father for the night. We have the house for ourselves ".
Now, I wasn't inexperienced when it came to sex. I was actually far from that. If you asked around college, they would probably tell you that I was more of a playboy. I personally wouldn't call myself that. I haven't had a steady girlfriend since high school, and in the few years since, I thought it's better to experiment at such a young age with an openness to commit in case I found the right one.
My experience, however, was limited to girls around my age or slightly older. The fantasy of enjoying the company of an older woman was always in mind, but up to this point, I never had the chance to explore it.
As soon as the door was closed behind us, Trudy pushed me against the wall. Her hands roamed my body, her fingers traced the contours of my chest and abs, and her nails scraped against my skin. Then her mouth found mine again, the fierce passion that had been simmering for months exploding.
I already knew by this point that Trudy was different from any other girl I've been with. I've met up with eager girls before, but none could compare to what Trudy was acting at that moment. It was like she was starved for the taste of me, and now that she had me, she couldn't get enough.
I moved my hands to find the soft mound of her breasts, trying to feel more of the flash under her bodysuit and bra. As I started to gain some control over the passionate dance, she surprised me by urgently ripping my Jacket, then my shirt over my head. Her hands roamed freely now from my collarbone down to my chest, her eyes enjoying my bare chest.
She darted her tongue out and started to trace the lines of my neck. Her kisses moved downward; they were urgent and demanding, making me feel a fire across my chest. My cock was strained against my pants begging for attention.
Trudy felt my need, so she moved her hands to the buttons of my jeans. She looked into my eyes, and I nodded, giving her the permission to do whatever she craved. She unbuttoned my pants and they fell off giving her the chance to wrap her hands around the length of my cock over my boxers.
" I always had the feeling that you were well-endowed, Alex ". She breathed into my ears as I slipped my boxers off.
Her hands were warm, her grip was firm as she started to stroke me, and I struggled to keep my groaning low.
Trudy dropped to her knees, her eyes on mine. Her full lips parted to kiss down my length. I felt the wetness of her tongue as it traced out my veins. Finally, she took me in, and I gasped as soon as I felt the warmth of her mouth. She took her time, enjoying every moment. Her tongue swirled around the upper parts of my cock, her hands stroking the base of my shaft.
With time, her rhythm grew stronger and more insistent. Her hands stroked me faster with her tongue following suit. However, she never took me fully, giving me a sweet torture that had my balls coiling and my hips jerking.
Then, she suddenly pulled away, and looked up, saying.
"Was that good, darling? ".
I smiled and moved my hands to cradle the back of her head, my fingers sliding into the thick curtain of her curls.
" More than good. You're amazing, Trudy." I responded.
Her eyes sparkled with mischief as she went back in. She spat onto my erection, took a deep breath, and opened her mouth wide to take me fully this time. My eyes rolled back in my head as she began to bob her head up and down. Her movements were faster and smoother.
With a groan, I wrapped my hands around the back of her head to set the pace. She followed as I guided her movements, her hands reaching to grip my thighs. The feeling was heavenly, one that I had never felt before.
Her sucking grew sloppier as I fucked her face firmly but gently. The sound of her slurps filled the empty hallway as spit leaked from the corners of her mouth to settle on her top. Her eyes watered slightly, but she did her best to keep our eye contact.
I started to feel the familiar tingle down my spine as my toes curled inside my shoes. Through practice, I honed a near-perfect stamina and self-discipline. Girls always praised my ability to hold out, to prioritize their pleasure before mine. With Trudy, I didn't want to just hold out, I wanted to give her a night she'd never forget.
So with a gentle movement, I slowed her pace and guided her mouth away from me. For a moment, she resisted and her eyes questioned my move, but then she understood. I cradled her face in my hands and leaned in to kiss her deeply and sloppily.
" Fuck Trudy that was incredible " I told her when the kiss broke out.
" I always loved giving head and it's been a while since I had someone who didn't want to cum in five minutes flat ". She said with a smug smile.
" With me, your pleasure will always be first, Trudy ". I told her, gripping her shoulders, helping her to her feet.
" My Bedroom is upstairs, let's go there," she ordered.
I didn't need to be told twice, I took a moment to get off my shoes and socks, my pants already down on the ground. I was totally naked while she was still all dressed up. I wrapped my arms around her waist and we walked up the stairs, her ass swaying with each step.
The walls of her room were plum, the bed in its heart was covered with velvet sheets and pillows, the floor was covered with a dark blue plush rug, and the scent of Vanilla filled the space.
Trudy sat on the edge of the bed, her hands playing with the neckline of her top as if she were considering her next move.
" Now I'm regretting this outfit. I wish I had something easier to get off ". She said with a chuckle.
I stepped closer, my hands reaching out to trace the curve of her neck.
" You look incredible, Trudy. I've always loved how you wear your confidence. It's incredibly sexy." I told her.
I coaxed her legs apart and sank into my knees. The fabric of her jeans stretched against her shapely thighs as I brushed with my fingers the leather of her knee-high boot. She took off her Jacket and leaned back on her elbows to watch me. I kissed her inner thighs as my hands moved down the zipper of her boots. I pulled them off to reveal the first glimpses of her smooth and slightly pale skin.
After that, I moved my hands up to the belt that cinched her waist and unbuckled it to reveal the buttons of her pants.
" The jeans are a real struggle to take off. But I think you're up to the task". She teased with a sultry smile.
I took her words as a challenge and got hold of the waistband of the jeans. I slowly worked the material over her hips, my biceps flexing with the effort. She raised her ass slightly to help me.
As the Jeans went lower, I immediately noticed the snatch crotch of her bodysuit. It was absolutely soaked, the wetness seeping through it, leaving it dark and glossy. The smell of her sex started to reach my nose.
When I was all done with the tight denim, I leaned in to press gentle kisses on her right calf. The feeling of her flesh felt heavenly, and her legs fell wider, giving me full access. I kept kissing my way up into her thighs, enjoying the way she quivered with every kiss.
My hands followed my mouth, caressing and squeezing her flesh. The taste of her skin was addictive, and I took my time to explore every inch.
" You're such a tease, Alex. You're driving me crazy. Get higher and taste me, " she demanded as her fingers tangled in my hair, guiding me where she wanted.
I leaned closer as told and traced the lower edges of her bodysuit. The heat radiating from her sex was consuming as I traced its edges with light touches.
" You're so drenched, so soaked ". I said.
" It's what you do to me. Every time I come home from the bar, I'm like this. Every time I think of your smiles, your jokes, your... everything. I can't help it. You just... do something to me.". She confessed.
My confidence grew with her words, knowing that she craved me as much as I did her. I unclasped her snatch crotch with a swift move revealing her glorious pussy. She was mostly shaved with only a neat triangle of dark curls above her wetness. Her labia was plump, her inner folds glistening and her clit waiting to be looked after.
I moved my tongue to work, licking along her slit savoring her sweet nectar. She gasped as her hips moved, seeking more. My licks grew bolder, longer, and deeper until I was lapping at her. Her hands tightened around my hair guiding my tongue to her clit. I circled it then flattened it, pressing firmly on it before flicking it with the tip of my tongue again and again.
" Yes, Yes. Just like that ". She cried loudly.
The way she moaned, the way her legs trembled, and the way her breath hitched were my signs that she was close. I kept my attention on the delicate bud of her clit, my tongue and lips dancing in and around it.
It was the moment that I sucked the hardest and used my teeth to graze her clit that had Trudy over the edge. Her screams echoed through the room, her body arched off the bed, her back bowed, her fingers clenched in my hair, and her thighs tightened around my head as she came with force.
" Alex....... Baby...... oh....... good god " were the words I managed to identify her saying while being trapped between her thighs.
As her body began to relax and I was let free, I took the moment to appreciate her sight. The way her legs fell open in surrender, the way her still-covered chest heaved with every breath. I kissed her thighs softly and then had my gaze back on her pussy that was still quivering from her orgasm.
An irresistible urge to taste her again took over me, so my tongue swiped through her delicious folds once more. This time I slid two fingers deep inside her, feeling the way her muscles clenched and unclenched.
" Again? " Trudy wondered loudly. Her eyes snapped open, genuinely shocked.
I just nodded, keeping the steady rhythm of my fingers moving in and out of her warmth. My thumb found her clit and I began to rub it with precision.
" Alex ....... oh, fuck Alex ". She moaned.
I knew another orgasm was imminent the moment her hips started to match the tempo of my fingers, and seconds later, it hit her. Her body arched off the bed again as I felt a gush of wetness soaking my fingers and hand. Her trembles went on forever until she finally collapsed back onto the bed with a whimper.
I slowly withdrew my fingers and brought them to my mouth to enjoy her nectar. I watched in pride and awe the way Trudy relaxed after reaching satisfactory heights.
" No one has ever made me feel like that ". She managed to tell me."My pussy has never been this sensitive.". She added.
I smiled proudly as I moved up and began to peel off the sleeved bodysuit off her body. Her tits, which were encased in a brownish lacy bra, bounced gently. The cups of the bra struggled to strain the soft flesh.
I began to kiss her, starting from her naval and moving upward. I moved my hands under her back to unclasp her bra, and when I did, her glorious breasts were revealed. They were easily the biggest pair I've ever been near, the gravity-defying kind. Her areolas were of a darker shade, her nipples hard and erect.
I went all in, my mouth claiming the right nipple as my hand cupped the left breast. Her tits were so soft and full and I feasted on them like a man possessed. My tongue moved between them, my fingers flicking each nipple, my teeth biting gently.
" Yeah, baby yeah. Suck my tits like you mean it.". Trudy encouraged me.
Her breaths were shaky and ragged, her eyes closed as she was consumed by the sensation I brought upon her.
Minutes of me enjoying her breasts had Trudy ready for more. She slowly moved my face off her chest, and we made eye contact.
" I need you Alex. I want to feel your cock inside me. Now.". She demanded.
I was not going to deny her demand, not when she was that commanding and so in tune with her desires. So I helped her into the centre of the bed and hovered over her naked body. However, there was one thing that I had to check first.
" Trudy, we should talk about protection," I said.
" I've been tested recently, and I'm clear. I want this to be special, Alex. If you're recently tested and comfortable, I want to feel you bare, " she answered.
" I'm all clean too. I also want this to be special, " I told her without much thought.
" Good, now just be careful not to cum inside " Trudy responded.
" I promise that I won't, " I said confidently.
She spread her legs wider, opening herself completely. I positioned myself between her open legs, enjoying how the soft light of the room highlighted her curves. I wanted to tease her one final time, so I moved my cock up and down her slit. Her slickness coated it as her hips rose to meet me, begging for the connection.
With a gentle smack, I slapped her clit with my cock. Trudy gasped and quivered.
" Are you ready for your birthday present?" I teased her some more.
" Yes, yes, please. Alex. Just put it in ". She asked softly.
I gave her a smile as I slapped her clit one more time. I moved the head of my cock to her entrance and slowly pushed inside her. My eyes were fixed on hers as I started to feel her wet, tight heat enveloping every inch I entered. The sensations were heavenly, they were not to be compared with anything I felt before.
When I was seated all the way in, I paused to check her reaction, and she gave me a genuinely happy smile. That was my sign, and I finally started to move.
My cock went in and out of her with a slow and steady rhythm. Her hand slipped to her right breast, and she claimed its nipple in her fingers. I took the cue and did the same, rolling the left one between my thumb and forefinger.
Her hands then found their way into my shoulders, and with her fingers digging into my flesh, she urged me closer to her.
" I need you closer, Alex. I want to feel your body on mine, all of it," were her words.
My chest touched hers, my nipples grazing her soft mounds. I leaned in and claimed her mouth in a kiss. Our tongues danced as her nails scraped gently around my upper back.
" I love your smell, Alex. It's been driving me wild for weeks, and I've waited so long for this." She said as soon as the kiss broke, inhaling around my shoulders.
Her words excited the hell out of me, and I started to move with urgency, giving her a hard, quick pounding. I kissed sloppily around her cheeks and neck as the pace of my thrusts grew erratic, deeper, and harder with the minute.
" Fuck, baby, yeah. So good, so... fucking... perfect. Just don't stop, baby. Don't you dare stop". Trudy sang into my ears.
Suddenly, with a loud cry she was cumming again. Her legs, which were wrapped higher around my lower back, fell to the bed, and her whole body convulsed. My own body shook with hers as I struggled with the effort of holding back my own release, the way her pussy tightened around my length challenged me to let go. I clenched my teeth and held back.
" You're so good to me, Alex ". She whispered into my neck, her breathing returning to normal.
" Tonight is all about you, Trudy. Your pleasure is what I'm here to serve ". I told her before kissing her lips gently.
" Then serve me well, young man. I've been waiting for this for a long time, and I want to be fully satisfied ". She responded, her tone challenging.
I pulled out of her to find my cock glistening with her juices. I moved off the bed and stood by its edge. I had my hands around her legs, and I brought her closer to where I stood. She opened herself again, inviting me back in.
I lifted her legs and stretched them along my chest. Her ankles draped on each side of my neck. She yelped with surprise, a yelp that was followed by another as I slammed back into her. There was no slowness about the way I moved in and out of her this time.
" Yes, baby. Harder, deeper. Don't hold back ". Trudy encouraged me.
The bed frame shook repeatedly, and the sound of our meat colliding filled the room. Her tits bounced, my fingers gripped her thighs as I used them for more leverage. The angle was perfect for me to hit her sweet spots over and over again. Then I did something in odd with the primal pounding I was giving her, I started to kiss the tender spot just above her left ankle, tasting the faint taste of her sweat.
" I'm gonna cum again, I'm gonna cum all over that beautiful cock of yours". She announced.
The orgasm was not as intense nor as long as the one before, but the way her body reacted told me that it was as satisfying. However, the pressure of her pussy muscles this time pushed further into my own orgasm. I pulled out, letting go of her legs. I stood there for a moment, my jaws clenching, trying to regain some level of control.
"Are you okay, Alex? Is this old pussy too much for you to handle?". Trudy spoke, her tone sarcastic.
With grace, she slipped off the bed and onto her knees on the plush carpet. I watched her voluptuous figure positioning itself before me, her tongue darting to taste her essence off my dick.
" You can cum now baby. I trust you can get it back up for me later, " She Said.
I knew she was right, I had given her what seemed to be some satisfactory orgasms, and it was fair that we would focus on my pleasure now.
Trudy took me deeper into her mouth, her hands moving to cup and play with my balls. I closed my eyes and enjoyed her skilful mouth. As she felt the first tremors of my orgasm approaching, she pulled her mouth off my length and replaced it with her hands. She went on pumping me in a firm rhythm.
" Come for me Alex. I want that hot cum on my face, to taste it on my tongue ". She demanded.
Her commanding words pushed me over the edge. With a desperate groan, I erupted, my whole body convulsing. For a few moments, my eyes closed, lost in the sensation, and just shooting spurts.
When I came to some of my senses again, I watched her take my sensitive flesh again to clean it, her hair and face painted with my desire.
As soon as she gave my cock one final lingering kiss, I collapsed into the bed, stretching my arms across it. I watched with hazy eyes the mature beauty across me, licking her lips, savoring my taste.
" I've been willing to taste for so long, baby, and you taste so good ". She told me.
" Thank you, you were amazing yourself". I responded, still panting.
" It's not over yet. Don't go anywhere. I'll just clean up ". She said.
She stood, her body moving sinuously as she walked towards her en suite bathroom.
I closed my eyes, taking the moment all in. What we just shared was not hitting quite on with me yet. I couldn't believe that the woman I fantasized about for months was all mine for the taking and that it worked better than I ever dreamt of.
Trudy took me out of my thoughts by reappearing a few minutes later. She tossed me a towel, her face glowing with a smile.
" You might want to clean up a bit ". She suggested.
I nodded at her as I started to clean the sweat off my face, my shoulders, and chest.
In the meantime, she settled herself on the bed, her legs crossed, her lush figure gleaming under the soft light. She moved her hand to take the towel off me when I was done and brought it closer to her nose, inhaling deeply.
" You smell so good...... so manly " she said before taking a moment to collect her thoughts.
" I thought about this countless times, Alex. Every time I saw you behind that bar, every time we flirted and bantered... I wanted this. But I was scared. I didn't want to make it awkward, " she continued.
It was probably my first time feeling her tone being this serious and this emotional. I reached out, taking her hands in mine.
" I felt exactly the same, Trudy. But I respected you, respected the boundaries. I didn't want to make you feel uncomfortable in any form, " I responded.
She gave me a warm smile, her thumb circling around the back of my left hand.
" I know you did. That made me want you even more. But Tonight I didn't want to hold back, and I'm happy the girls convinced me to cross those boundaries. You gave me more fun, more pleasure over the last hour than I've had in forever". She said.
She cut her words for a moment and took a deep look into my eyes before she continued.
" I don't want this to be just a one-time thing, Alex. If you're willing..."
My heart skipped a bit. I didn't allow myself to think beyond the night, but there wasn't a doubt that I overenjoyed my time with her too, and hoped for more. I took a moment to find the right words to say.
" I'm more than happy to continue this. Trudy. You're an amazing woman, and what we just had was special," I told her.
" But ...... You have to understand, my life is...... complicated. I have a job, a social entourage, kids......... and our age gap. You know, " she explained.
" I get it. Trudy. I'm not looking for anything crazy, just... more of this. Whatever you want, whenever you want it." I said.
" Friends with benefits, huh?" she said with a chuckle before adding, "Well, if that's what we are, then I'm all in ".
" More like a cougar with her boy toy, " I quipped with a laugh.
" Oh, the scandal ". She gasped, playing with my tease.
We sat in silence for a few minutes. Both of us, thinking about how our arrangement is going to work. Then she moved her hands to my cock, which was showing signs of interest in more.
" The cougar is definitely ready for me. You've awakened something in me, Alex. A thing that only you can cater " she confessed.
She went on, stroking me harder with one hand while the other one explored my abs. Then she leaned and started to kiss my upper body. Her lips and tongue moved across my chest and stomach with hunger that had me shivering.
" Your cock is so beautiful, so hard for me". She commented.
With that she moved across a route of kisses and reached my cock with her mouth. Her technique throughout the next few minutes was a mix of slow deliberate sucking and sloppy eagerness. The feeling of her cheeks hollowing with every suck was unbelievably exquisite.
When she was ready, she gave my cock a couple of kisses. She sat back on her heels and looked into my eyes.
" I want to ride you now, to feel you stretch me out ". She spoke with hunger.
I nodded, shifting my position. I moved back against the bed's headboard and stretched my legs across the mattress. She moved to straddle me, her thick thighs parting to accommodate my hips. Her pussy was swollen, inches from my fully hard cock.
She positioned herself perfectly over my shaft and then took it by her hand to guide it into my entrance. She moaned softly the moment my head brushed her waiting lips. Slowly she lowered herself, her pussy stretching to take my girth. I was amazed, watching her take her time and savoring every sensation.
When she was fully seated, hiding all of my length, she lifted her gaze into my eyes and bit her lower lips as some moans escaped her. I reached out, cupping her breasts, feeling their weight. I teased her sensitive peaks, forcing her eyes to flutter close. The connection between us was not needing any words.
Trudy began to move, her hips rolling erotically. She started with smaller circles, each rotation making me groan. As she felt more comfortable and more confident, she started to raise herself slightly, then slid back down. The wet sounds of our joining started to pick up, a music to our ears.
" That cock feels so good, so perfect. It fills me just right". She murmured between breaths.
My hands rested on her hips, feeling the softness of her skin. She was a sight to behold. The way her eyes were half closed, the way her hair cascaded wildly down her back, and the way her heavy breasts bounced with each move she made. I limited my own movements, giving her the chance to set her own pace to revel in the power the position gave her.
However, a few minutes into her mildly paced dances and bounces over my cock. I felt that she was holding back, that she had so much more to give. I decided to give her a little push,
so I leaned forward, whispering into her ears.
" Why don't you squat on it, Trudy? Show me how wild you can be ".
Her eyes widened in surprise, followed by a spark of challenge in them. She nodded, saying.
" If that's what you baby ".
Trudy repositioned herself, she parted her legs wider and lowered herself into a squat. I watched her thighs stretching, her muscles straining, and her toes curling into the sheets. Her hands moved up my chest, each hand settling on each shoulder of mine.
She started to properly squat, the wet slaps growing louder with each bounce. Her breasts jiggled with every movement, brushing against my chest. Her rhythm increased by the second, until she was riding me with a ferocity that took my breath away.
She dug her nails deeper into the flesh of my shoulders, leaving a pain that got mixed with the pleasure I was enjoying.
" Fuck baby ... fuck yes ......... feel so fucking big ..... so good ....... ". Her curses grew dirtier, louder.
It was evident that she was getting closer. I felt her pussy tightening around my shaft. I joined her movement, thrusting upward, meeting each bounce of hers, making the headboard knock against the wall.
" You're so wet for me, Trudy. Tell me how much you want it, how much you need this young cock ". I joined her dirty talk.
For a moment, she didn't respond, closing her eyes and taking the sensation in.
" I'm gonna come, god I'm gonna fucking come ". She wailed.
She managed one more bounce before her legs gave out, and she collapsed into my chest. Her pussy spasmed around me and I felt the warm rush of her release coating me. She rode out her climax, her body shaking, her eyes fully closed, and her mouth open with a silent scream.
I moved my hands across her body, over her back and the swell of her hips.
"You did so good, Trudy. You're so beautiful when you come". I whispered into her ear.
She didn't respond to my words immediately, the last tremors of her intense climax subsiding. Then her eyes fluttered open, a satisfactory lazy smile playing on her face.
" It's all thanks to you. You make me feel young again ".
I smiled back, cradling her face and bringing her in for a kiss. She was as youthful and as vibrant as any college coed I've been with. But it was how responsive she was to each one of my touches that made the encounter so different for me.
" You ready to switch it up a bit, Trudy? Would you like me to take you from behind?". I suggested.
" Oh yes, please. That's my favourite position ". She responded with a full-blown grin.
She slid off me, revealing the sticky warmth around my shaft. She moved onto all fours, giving me a great look of her plush ass.
I leaned in, my face reaching for her perfect backside. I kissed each cheek, my hands caressing her luscious meat. She spread her legs wider and I moved to taste the sweetness of her pussy, giving her a few licks along her slit and deeper.
We both were ready for more, so I didn't spend too long enjoying her sex. I pulled away and moved to stand off the bed. I gripped her hips and guided her to the edge of the mattress. Her feet were hanging off the bed, her glorious ass high in the air.
" I've had a thing for your ass, Trudy. The way it moves in those tight skirts you wear, the way it fills out your jeans... It's been driving me crazy." I told her.
With that I guided my cock towards her waiting pussy. I pushed slowly, parting her folds with ease. My fingers traced along her back, feeling the way her skin dimpled around her spine.
" You're so deep, baby. I can feel every inch ". She announced.
I held myself still, placing gentle kisses between her shoulder blades. Slowly, I began to move, stroking her inner walls. I kept my thrust deliberate and calculated, giving me the chance to touch every corner. My left hand rested on the back of her neck, the right one found her breasts and nipples.
" Harder, Alex. I want to feel you. I'm ready for it. Don't hold back ". She demanded.
I obliged by tightening my grip on her hips and bringing her closer to me. My strokes grew longer, and the slap of our bodies grew louder. I started to drive into her with an urgency that was strong and almost violent. Her ass bounced back against me, her flesh jiggling wildly with each thrust.
" Yes ........ yes......... fuck....... ". She cried.
I knew I was hitting all the right spots, but minutes of fast, demanding thrusts had my legs burning, my thighs screaming for relief. I gritted my teeth, pushing through the pain. Sweat dripped down my back, and my toes curled into the carpet.
I felt my energy waning, and I was forced to slow my pace down. I slid my cock slightly despite the resistance of her walls and I almost stopped my movements totally.
" So good, baby. You have no idea how much I needed that ". She said.
I leaned down into her, kissing and nibbling around her neck and ears. My hands kept tenderly exploring each curve and inch of her body as I rebuilt my energy for what I had in mind next.
" You want it hard again, baby ". I whispered into her ear when I felt that I was good to go again.
" Yes. Alex. Yes, please, " she responded.
What I had in mind was something that I learnt about in an Instagram reel, of all places. It was something that I tried with a couple of girls before, and their feedback about it was positive as hell, so I was extremely excited to see how an already highly responsive Trudy would react.
I reached for her wrists and brought them both back to place her hands on the small back of her back. I held them there with a firm grip. My left hand then moved, seeking the back of her skull. With a gentle tug, I gathered her hair in my fist and pulled it gently, revealing her neck and forcing her to arch her back.
" Is it too much, baby? You good? " I asked, seeking her approval.
"Yeah....... It's just new ......... I can take it. Don't worry, I want it all ". She replied.
With the words I hoped for, I slammed my cock into her and she gasped. The angle was perfect, and I went on slamming into her with quick, strong strokes.
" Fuck me like you own me you stud. Split me in two ". She commended.
Her newest demeanor excited me as I pumped into her with enthusiasm, my hips not missing a beat. I joined her obscenities, saying.
"You enjoying this, Trudy. Being dominated by a boy half your age. ".
She could only nod, she bit her lower lips, denying herself the chance of crying out, and squeezed her eyes shut.
It didn't take that long for her orgasm to hit. She came with intensity, her pussy clamping down on me in a tight grip. She threw her head towards the bed and I had to let go of her hair. My own release was seconds away, so I released her wrists too and slid off my length with a wet pop.
I immediately stroked my cock, the slickness of her juices easing my strokes. With a roar I came, rope after rope landing on her plump ass. My cock twitched with pleasure as I sank into the bed with a sigh when I was done.
I stared at the ceiling, my mind replaying the events of the night. I felt satisfied and thrilled, buzzing with the fact that I finally enjoyed Trudy and gave her pleasure.
She stretched out alongside me, silent, her body humming. Her cheeks were pressed into the sheets as her breaths came short and heavy. I smiled at the sight of her, boneless and spent. I noticed how sweaty she was, the white mess over her ass and the stickiness that had accumulated on the sheets.
" Guess we need to clean up, change these sheets ". I commented.
" Fuck the sheets. Just cuddle me. Alex ". She answered.
I found her reply to be incredibly sexy. I slid closer to her, wrapping my arms around her waist.
I crawled us both to rest our heads on the pillows by the headboard. She nestled into me, her body fitting against mine. She laced our fingers together, relaxing and closing her eyes. My own exhaustion started to claim me as I breathed into her neck, our figures tangled in the sheets.
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