The Agent-Ruby Rose
You and Erin were helping your mom get some new safety things set up around the house, and she was moving better though the pain from the surgery was still bothering her. She was in good spirits and said she would have to have you come over when your busy week was over. You had taken two weeks off to care for her and to make sure she was okay and you were swamped for the rest of the weekend. You kissed her and hugged Erin and told her you'd be by whenever you had the chance. The next few days were a haze, calls, emails, texts repeat, over and over. 17 hour days, little sleep. You ended up staying at the office for three days and Danica had to force you to go home and shower as you had actual meetings to get too. You were tired and burned out but had a job to do. And you did everything that was piled onto your plate, including a weekend trip overseas to Toronto where you would meet with Ruby Rose, who left her agency after having a fallout over the WB firing of Batwoman. Things had gotten ugly and she was becoming a high risk talent but Caity and others vouched for her and thought she would be a good addition to the agency. But you had to sit with her and get a feel of where she was at as you had a good deal with the CW and she was continuing to blowtorch the situation. You landed and got an Uber to the hotel before reaching out to her and letting her know you were in town and that you could meet wherever. Caity was working on the final episodes and even though you wouldn't have time to spend with her you still popped onto the set and surprised her and you to get the lowdown from some of the producers and crew who also worked with others in the batwoman set. Having a general idea you eventually got the text from her to meet at a bar you frequented when you were Toronto and headed there with the intention of having a tough conversation.
When you got there the place was pretty packed but she was afforded a private space and you let the people know you were here to see her. After a few minutes waiting for confirmation they let you upstairs and you eventually found her and the two of you shook hands and flashed smiles while you ordered some drinks and water. The two of you were cordial and made small talk about Toronto and how life was going pre pandemic but when she brought ideas she had for roles she wanted to get you decided to rip the band-aid off and confront her about the realities of her social media and the accusations. She wasn't quite in danger of going the Gina Carano route, but she would be tucked somewhere between her and Amber Heard, and while CAA was all too happy to snatch her up, they weren't even willing to go near Ruby which Ruby didn't seem to mind. She didn't care did the ways or practices and you respected that and explained your own ongoing issues with them. You had an idea about how to get back at Damien, but that involved a series of phone calls you weren't ready to make yet. She laid out her side, you both drank and ordered more and you came at her with all sorts of questions. She got defensive and it got a little chippy but you had to make the case so that when they asked the same questions to you about why this or that, you had an argument to make. You needed to understand the real story as best as you could so that you could mitigate any loss of roles with other roles. She didn't like it at all but she understood and the two of you came to an agreement on how to handle the matter going forward. You shook hands and told her whenever she was ready to sign, she had till tomorrow night before you caught a red eye back to the hotel. You then drank a few more shots and the two of you talked about the good and the bad of the business before you decided to call it a night. You paid for the tab and caught a taxi to the hotel, sighing as you were just relieved to have that over with. You got down to your boxers, texted with the ladies and eventually found yourself drifting off to sleep.
About an hour or so later you heard a rapping at the door and you got up and asked who it was and only opened the door when you could hear Ruby chuckling as she was trying to pass herself off as Caity. You watched as she stumbled in a bit inebriated and she turns and asks if you ever slept with a gender fluid person before. You said you hadn't and she didn't waste time stripping her top off, exposing her amazing beasts. She asked if you liked her tits and you said of course and she smiled and asked if you liked everything else about her. If her androgyny bothered you. You said not really and she giggled and said that was a good answer. She stepped up to you and thumbed your boxers down as your growing dick spring up and she grabbed at it and stroked it with both hands as she says maybe it's because she's tipsy or maybe because she actually finds you attractive for a male but that she wants dick and she's heard enough about you to know you'll at least satisfy her. You grinned as she squatted down and took you into her mouth, her beautiful lips parsing down along six and a half inches as she strokes at what she can't fit down as you tell her to put her hands behind her back and she slurps and giggles as she licks around the tip and does as you asked as she keeps her mouth ajar as you grabbed the sides of her head and began to pump your hips back and forth as you choked her down with six inches as she rolled her eyes and gagged and you would stop when you would get a little too far and she would gag, coughing and rubbing strands of saliva all along her mouth and along your dick as you fucked her mouth this way for a few minutes before you pulled her up and kissed her while you unbuttoned her jeans and turned her around as you smacked at her ass and worked her bottoms off as she just begged for you to fuck and you both quickly move to the bed where you bend her over at the foot and spread her legs while slapping your dick against her ass cheeks as she reaches back and pulls them apart as you enter her pussy slowly from behind.
The bed rocked as Ruby was grabbing the sheets and biting them as well as her cunt was extremely tight as she must've been the man in her relationships as you were only able to get about six and a half inches inside easily as a thing else met clenched resistance, and as you would really get going you would have to stop as she either she would have a screaming orgasm that would lock up her entire body or you would get closer and closer and you weren't quite ready for that. You got into a steady rhythm, her breasts clapping together as you increased the speed of your thrusting as she eventually pulled her head ho and let out a loud groan as she came hdd and you pulled her back and kissed her as you kept humping into her pussy as her orgasms subsided and you eventually felt her beginning to moan louder and louder and as you broke the kiss and gripped her hips, slamming her back against you repeatedly, and shrieked and pulled forward as her orgasm jerked her off and she curled up onto the bed as she spasmed and twitched as you quickly pulled her meh up and leaned down and sucked and slurped at her cunt which causes her to curse as she pushes at your head and rolls her eyes as she slaps and grabs at the sheets as you licked and sucked at her cunt for a solid minute before she arches her back and grinds her hips against your tongue as she cums hard, her pussy basically letting out a small squirt of juices as your mouth overflowed with wetness that you happily swallowed down.
Ruby had her hands locked around your neck as her legs were sticking straight up as they were draped over your shoulders as you were on your knees and cranking your hips forward as you rocked seven inches in and out of her drilling wet cunt and the two of you were nose to nose, jawing and dirty talking one another as you felt yourself drawing closer and closer with every word she spoke as her beautiful eyes locked with yours as you pumped away feeling her spasming every few minutes as your dick throbbed like crazy as your smacking balls churned and began to bubble to a fever pitch as you grunted with every thrust and she moved her hands from your neck to your shoulders and locked her legs around your waist as you thrusted another few dozen times before feeling the levee break and you groaned out and pushed in as deep as you could as she cooed and just moaned as she feels your cock emptying your load into her womb, a few wild thrusts making her yip as you felt every strand of seed leave your body and fill her up, coating along her inner walls as you felt an overflow as her wetness was always mixing with the large load and as the two of you made out you let your dick slowly stop throbbing before pulling out and letting a large glob trickle out of her and onto the bed.
The next morning came and you awoke before her, smiling as you slapped her ass playfully and stirred her awake as she looked at you and chuckled before she put her face in the pillow embarrassed. You talked about last night and she admits she doesn't usually get cock crazy but Caity had texted her and told her if she was going to take dick it may as well be one she could vouch for. You nodded and you told her you would do what you could for her and she nodded and got up and went and grabbed the documents and came to the bed and signed them. You thanked her and she said she trusts you because so many people she knows does. You promised not to let her down and she eventually went to take a shower as you texted with Caity and thanked her, and she said she owed you one for having to work all weekend and not being able to see you. You eventually decided to go and test your luck again with your new client as you were feeling frisky and you sauntered into the bathroom with a big grin and shut the door.
End of chapter.