The Agent- Charlotte Wilder
You were in Miami to celebrate your friend Dan LeBatard's birthday but to also bend his ear about some sports connections you wanted to secure as Alex and Danica had done their part to procure sports talents and now was your time and you decided to go straight to the main source you had. You arrived and booked a room at the hotel they were shooting their show/podcast from now and mingled about with a lot of the new crew and on air talent, including talking with Katie Nolan via zoom whom you haven't seen in a while and meeting the infectiously cute Charlotte Wilder, who was both endearing, beautiful and hilarious. You spent more time talking with her then you had expected and eventually left with Dan and some of his fellow higher ups, taking the time to send your condolences about his brother and to have a good heart to heart with him without bringing up Business.
You visited his pad and met his lovely wife again before you all headed out to the restaurant to hang out and enjoy drinks while you mingled with everyone m, spending more time talking with Charlotte while Jessica Smetana eventually pulled you aside and gave you a blowjob, making you cum after a few minutes before she grins and begins to act like nothing had happened as she asked how things were and you clued her in on what was going on. Thankfully Jessica had connections and friendship's around as well, and would get you in contact with some people in the company too as you knew Dan was spinning a lot of plates and grieving as well.
Jessica asked what you were staying and you gave her the hotel room expecting her to drop by as you decided to head out as you had a busy day tomorrow, meeting up with Dan again for breakfast before going to see Noelle Foley and her Wrestler husband at their place for the weekend before heading back to California. You did goodbye to everyone and Dan and gave him a big long hug before you headed back to the hotel, tired, but thankful for the time you got to spend with Dan and his people.
You stayed busy for a while when you got back to the hotel as you expected Jessica at any point and after another forty minutes or so the rap at the door had you feeling pretty vindicated before you were surprised by seeing Charlotte, wearing a nice silk robe before quickly coming in as she didn't want anyone to see her. You asked what was going on and she tried her best to be sexy and coy but it didn't come off as well and you both realized it was silly and burst into laughter as she shrugs and eventually pulls you to the bed and makes you sit down as she said she was better at just doing things then showing off, which you attested was just part of her goofy charm.
Charlotte had you leaning on the bed as she had your cock in both hands, working then slowly up and along as one hand would twist and squeeze before her mouth even came close to your cock as she was massaging and tugging at your dick expertly, Charlotte chuckling as she could feel how hard and throbbing you already were within her grasp as she would start to suck and then stop, jerking your faster with more grip and twisting that made you squirm and moan as it felt really amazing but after a while Charlotte got bored of this and just pushed against your stomach with a hand while keeping the other at the base of your cock as she moved her mouth slowly up and along, sucking down over six inches repeatedly bobbing her head up and along as she'd slurp up to your tip and then look at your face before she would suck down slowly and then just bob, swirling her tongue around as she did before she sucked back up and then deep throated herself down suddenly before laughing as she came up gagging for air as she wiped the excess saliva around her mouth as she admits she thought she could handle it.
Charlotte pulls her robe off finally reveal her body as she was wearing a set of black lingerie as she straddled your lap and grinded against your achingly hard dick while she made out with your as ykit hands smacked and caressed her ass as Charlotte moved her neck up and let you lick and suck at it as she moaned and you could feel her getting wetter as her panties rubbed along your dick before she finally moved off and stripped them off as she made you go further back onto the bed as she got between your legs and began to suck and jerk at your cock, making sure your cock was nice and slick before she crawled herself up and turned herself around as she pressed her legs on top of your own as she got herself into reverse cowgirl and as she reached between your legs to keep your cock steady as she lowered herself down and yipped loudly as you sank deeper then she was expecting, Charlotte crying out before laughing as she gets her balance as you gripped her hips and held on as she began to rock her hips up and down, slowly grinding and making your dick stir along her inner walls as you would stroke up to add more pleasure to you both as Charlotte was just squeaking out "oh my God's" as you'd go a little faster or harder.
You eventually got Charlotte onto her back and lifted her right leg as you were in your knees and placed her leg against your left shoulder as Charlotte cries out as you entered her, the angle in which you came making her cry out as she laughed and began to moan as each subsequent thrust went deeper and faster as your hands stayed wrapped around your leg as you pulled her leg against you to make her entire body buck against your hips as the added pressure made her move harder against you as seven and a half inches moved quickly in and out of her womanly chasm as she pulls at the bedsheets as you were hitting her spot apparently and she cries out and closes her eyes before letting out a long groan as you could feel her pussy spasming around your dick as you just kept thristintt, eventually getting her scream as she came in rapid succession this one forcing her up as she started to grind and buck wild as she grabbed at your neck and shoulders and pushed her hips faster as you would crash into her harder than before, making you both cry out as she came again and thankful fell back down in a writhing mess as you pulled out to let her enjoy the moment as you could feel your own orgasm bubbling up to the surface had she kept at it.
Charlotte eventually crawled back on top, slowly grinding and riding you cowgirl style as your hands just smacked and rubbed on her ass as she carefully stirred her hips as her pussy walls were trembling and pulsing as she grinded seven inches along her inner walls, kissing you in between her whimpering moans as she was trying to stray off another big orgasm but her own constantly grinding and the way your hands would slowly push her hips back and forth and she would scrunch her face up trying to stop herself, covering her mouth as you just moved her harder and faster and she curled her toes as she cursed loudly and snapped her head back as she grabbed your neck and pulled your face to her neck and chest as you kissed all over as you felt her cum hard, her pussy clenching up so tightly that you stopped moving altogether as she just let her scream turn into a long satisfied moan as she would grind her hips and then stop as she was trying to loosen up but her inner walls weren't responding and stayed tightly wrapped around your dick, causing you to begin to throb as the sensation felt amazing.
The two of you made out for a bit, not moving as your hands just explored one another as you eventually moved Charlotte onto her hands and knees and licked and sucked at her folds from behind, dashing your tongue quickly about, pushing into her vulva as you'd circle it around and suck loudly, drinking down her vaginal juices when she came and as soon as you felt the last bit go down your throat, you quickly got to your knees behind her and pushed into her pussy, pushing at her back and ass as you rocked back and forth making sure seven inches slid out and back in, while she was still fairly clenched up, which made the wet and tightness a perfect combination as you could feel yourself drawing closer with every thrust, Charlotte reaching a hand back to grab your wrist as she would turn her torso to watch your face, telling you it was okay as she could feel every thrust getting wilder and faster as you were pumping away, trying to focus but knowing it was going to be futile soon.
Charlotte let out a low hiss and then a loud whimper as she came hard, your hands grabbing her shoulders as you pulled her against your thrusting mound as she just begs for your cum, your dick a pulsating mess as her inner walls were tightened but stretched because of the intense throbbing and as you felt yourself reaching the zenith you gritted her name through your teeth and bellowed a loud "fuck" as your entire body seized up as you pushed in deep and started to flood her womb with your seed, thick globs of hot cum pouring deep into her well fucked cunt as Charlotte just whimpers and moans happily she slowly rocked her hips, making sure every drop stained some part of her womanly chasm as you pulled out a bit to make sure her inner walls got a few strands before you pulled all the way out, falling onto your back as you took long deep breaths as Charlotte collapsed onto her face beside you as you both just looked each other's disheveled faces before laughing up a storm.
Charlotte was the first to get off and went into the bathroom to clean herself up as she said she was definitely going to have to brag to Jessica and Mina now. You chuckled and said it was fun to just be around her and that you enjoyed getting to know her a bit which made her blush as she gave you her number before she sheepishly left your hotel room, wrapped up in her robe that she came in with and you went and laid back down as you always loved coming down to Miami to see good friends and meet good people. It wasn't much longer after thinking this that you eventually fell into a deep satisfied slumber.
End of chapter.