Hardworking Scarlett is always balancing her roster of hookups and loves telling her work friend, Ryan, all about them. But one day, the two find themselves exploring their relationship as work friends with benefits. Like a true Sagittarius, Scarlet bring sex toys into play and asks Ryan for double penetration…

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Transcript

Scarlett was transfixed on her screen, her fingers flew over the keyboard, coding line after line. She barely noticed when a man plunked a third cup of coffee on her laptop.

“Hello, earth to Scarlett” the man said as she almost knocked the cup over with her hand.

“Oh shit, sorry, thanks Ryan” Scarlett replied absentmindedly. They were at a co-working space in London Fields which meant endless coffee and biscuits and lots of other hipster professionals. Scarlett wasn’t just a computer geek she was also an intellectual, which was very Sagittarian of her, and worked for a company that worked to fight extremism online while Ryan was, as she usually teased, a bit more “basic” and worked in sports.

They had met in the co-working space almost a year ago when Ryan was taking full advantage of the free beers and almost fell down the stairs. Luckily, Scarlett was there to kind of catch him and grab a large glass of water. They had been friends ever since.

Ryan sat across from her at the table and Scarlett continued to type furiously. Ryan had a chilled vibe to him, which was why Scarlett enjoyed working with him. She was intense as she was incredibly passionate about her job and was always combatting something quite fucked up online. His presence calmed her and took care of her by making her drink water and not work until 10pm every night. Sometimes she joked he was like her mother, but Ryan did not seem to enjoy this bit of banter.

“Okay, okay Scar, just take a moment and drink your coffee properly eh”. Scarlett looked up at him and wrinkled her nose.

“Fineeeeee”. She sipped carefully from her cup, extending her pinkie in jest, Ryan laughed,

“Please tell me you have plans for the weekend and you’re not coming back to hipster paradise” he beckoned to the building around them.

“Hah, you’re so funny Ry, of course I have plans for this weekend, it’s supposed to be nice outside and this pale skin could use some sun”.

“Broadway market?” he asked.

“Where else? Wait. Why are you even asking me? Ohhhh you want me to act curious about your plans because I bet you have something fun going on” she snorted and Ryan rolled his eyes.

“Jesus, I can’t just be a good friend and ask you about your weekend?” “actually, I do have a date, with that fit woman I met at the Scolt’s Head last Sunday”.

“Hahah, I bloody knew it! And no, I’m not talking about your wheeling skills” she laughed to herself.

“Always so witty, Scarlett” he looked her intently and then looked at the clock, “I think it’s beer o’clock”

“I think you may be right on this one Ry. Off you go then” Scarlett smirked. Ryan rolled his eyes and lazily got up out of his desk and walked to fetch a beer. Scarlett immediately diverted her eyes back to her work, she was almost done, and to be honest, she was looking forward to not working into the night this Friday.

Ryan came back with the beers, and they clinked the bottoms together, “To your hot date,” said Scarlett.

“To my hot date. How are you getting on anyway, I am officially signed off work, but I feel like I need to supervise and make sure you leave”

“Don’t worry I am literally almost done” and with that Scarlett tapped and clicked her way off the computer.

“Wow, I’m impressed” Ryan’s eyebrows shot up in surprise. “I mean, I can’t fault you for working hard, it’s all you do”

“Trust me, I do a lot more than work Ry” she rolled her eyes and sipped her beer.

“Oh, I bet you do. Wait, how are you going on the dating front? Any fun stories to tell me?”

“Dating front has been a bit brutal, everyone is so basic and boring. The sex front, isn’t too bad, I have a few on the roster” Scarlett was a true Sagittarius and loved having lots of partners going at the same time.

“haha I don’t know how you do it, organising everyone like that”

“Oh, it’s a talent. Good thing I’m about as organised as a Fortune 500 PA”

“Well I guess sex admin is the best kind of admin”

“You better believe it” Scarlett winked.

Ryan looked around the co-working space, “Jesus, we’re the only ones here Scar, why don’t we actually go somewhere and have another drink”

“Oh wow Ry, are you asking me on a date?” she mocked.

“You bloody wish. Now get up and let’s go”.

Scarlett laughed and packed up her things, “Let’s go to Sager & Wilde, I’ve been dying to try their toasties”

“Wine and cheese, I should have known”.

As they walked out of the workspace Scarlett could feel Ryan’s eyes on her, in a different way, and she was still wondering how she felt about it. They had always been comfortably just friends, at least in her eyes, but what if he wanted more? She pushed the thoughts from her head, she was over analysing, she looked back at Ryan and smiled.

The pair made their way into the small and moody wine bar, which was starting to get buzzy, and sat down at the bar, ordering two glasses of the Sicilian white and ordering a cheddar and chilli jam toastie, the acidity of the wine cut the fattiness in the cheese.

Soon they were ordering a bottle and chatting away with the tattooed bartender. “He’s pretty hot,” Scarlett declared, looking the man up and down.

“Calm yourself down, you’re here with me” Ryan jested. But Scarlett could feel something a bit more serious in his voice and suddenly noticed their knees were lightly touching.

“Okay, okay, I’ll give you a bit more attention” she looked at him through her eyelashes.

“Well, why don’t you tell me about one of your date stories, they’re always entertaining”, he cocked one of his eyebrows.

“Hmmmm, well I always seem to tell you about the bad ones, why don’t I tell you about one of the good ones instead?”

“Go on then,” Ryan looked at her intently.

Scarlett started telling Ryan about her most recent hook up with a man she met at the market a few weekends ago. As she narrates, Stella looks up at Ryan, both of their eyes hard pressed on each other. She can feel him shifting towards her and as she gets into the sexy part of the story she can see him getting hard out of the corner of her eye.

Does she really want to complicate their friendship? Ryan is fucking hot, one of his curls casually drips down over his face and his slick jawline is incredibly attractive to Scarlett. She feels that he is wondering the same thing but she knows he won’t dare cross a boundary first. And so she decides her fate and leans into him deeply pressing her lips into his.

Ryan starts breathing harder as she does this and he wraps his big arm around her wait, pulling her into him on the stool. His hand grasps her chin and runs down her neck. Scarlett feels sensual and safe in his embrace.

The two loosen, remembering where they are. They both flush as they look at one another. Something about it feels so wrong and so right at the same time. It’s confusing but exhilarating.

“Scar…I…” Ryan is lost for words.

“Hey, chill, let’s just pay the bill and get out of here” she says comfortingly.

They get up and head out the door, the spring breeze hitting their faces. Ryan looks down at Scarlett and she grabs his hand walking them back to where they came from.

“The office…really!?” Ryan exclaims as they pull up outside.

“I mean, why not? No one is going to be there, plus it seems appropriate”

“Or extremely inappropriate”

Scarlett shrugs and touches her key card in. She knows exactly what room is camera-less, a small group office rented by an upcoming sex toy company. Scarlett had a friend that worked there and knew where they kept the spare key.

Inside there was a bright pink couch and the walls lined with sex toys.

“Jesus, this really is the room to mess around in eh”. Ryan walks up behind Scarlett and starts kissing her neck and down her shoulder, slipping off the strap of her dress. He slides his hands along her body and squeezes her breasts. Scarlett pushes into him with her ass and feels his hard cock waiting for her touch.

She turns around and pulls Ryan toward the sofa where she sits down and starts unbuttoning his pants. His hard piece pops out and Scarlett puts it in her mouth. Ryan reaches down and pulls her top down so both of her breasts are hanging free. As she sucks on his tip and moves her hand down his shaft Ryan groans,

“Fucking hell Scar…”

She reaches around with her free hand clasps his buttocks bringing him deeper down her throat. Then she moves her fingers towards his opening and looks up at him,

“Is this okay?” Ryan nods and Scarlet proceeds to push her fingers inside of him to which Ryan throws back his head in pleasure. She continues to suck on him until he gently pushes her away,

“If you keep doing that I’m going to cum way to soon” he smiles playfully. “Why don’t we use one of these things on you” gesturing to the packaged sex toys around them.

“I like the way you think”. Scarlett, very much true to her Sagittarius sign, loves sex toys and she feels herself getting wetter at the idea of using one. Ryan picks out a vibrating dildo and toggles it at her, Scarlett nods.

“Now it’s your turn” Ryan lays her back on the couch and crouches between her legs. He pushes her dress up and presses his tongue lightly on her clit, lapping at her juices for a moment until he brings the vibrating dildo to her clit.  Scarlett shudders as the incredible feeling of the vibrator passes through her. But she wants more. She reaches down, trying to grab Ryan’s cock,

“I want you in me” she demands. “But first, choose a butt plug”

Ryan’s eyes widen but he is up for a challenge and passes the dildo into Scarlett’s hand and she holds it on her clit, lightly moaning. Ryan picks up a buttplug with a cute little heart on the back and walks back over to Scarlett who lets the vibrating toy drop.

She grabs the butt plug from him and put it in her mouth to warm and lube it up. She moves toward Ryan and starts licking his cock again, relaxing him as she carefully puts the butt plug into his ass. Ryan groans and flips Scarlett around so she’s on her hands and knees, her lovely ass facing him.

“Please, put it in me”

Ryan put on a condom her grabbed from the side and slowly inserts his throbbing cock into her wet pussy.

“Oh fuck” Scarlett screams out as Ryan thrusts deep into her. She loved the feeling of him filling her up with each thrust, but she wanted more.

“I want you to double penetrate me with the dildo” Scarlett says as she looks back at Ryan who was now stark naked. He smiled and let a long line of spit fall onto her asshole and massaged the opening before ever so slightly inserting the dildo into her.

“Fuck yes!” Scarlett almost screamed as the toy was fully inside of her. Ryan was now holding her hips with one hand and the dildo with the other as he pushed in and out of her, harder and faster than before. “Omg Ry, you’re going to make me cummmmm”, Scarlett moaned.

“Cum for me Scar, all over my cock”, Ryan could also feel the build up of pleasure snaking its way through his body. All of a sudden Scarlett screamed out and started shaking, feeling wave after wave of intense orgasm run through her whole body.

Hearing her moan and feeling her body shudder meant Ryan wasn’t far behind and grunted as he filled her with his cum. The two were paralysed in pleasure for a moment before Ryan slowly pulled out his cock and dildo from Scarlett. He leaned over her, kissed her shoulder and neck before whispering in her ear, “I guess we have a new after-work hobby…”