"You should ask him," Ruby grinned as she got dressed. Anna's eyes were glued to Ruby's large breasts until they were hidden by her t-shirt.
"I couldn't!" Anna protested.
"Well, if you decide you want to, you know I'm game," Ruby replied, before grabbing her bag and heading out of the door. She had an early meeting and Anna watched her leave before going to the kitchen and making some breakfast.
While she was getting ready and all the way to work, she couldn't get Ruby's suggestion out of her head. It was too much. She couldn't do it. Could she? She floated through the day, her mind constantly contemplating it. She didn't even notice Derek standing in the doorway as she went to leave her office.
"Busy day?" He asked cheerily.
"Oh, hey. Yeah, something like that, just a lot to think about," Anna replied quickly.
"Want to talk about it? Could get a drink?" Derek suggested. Anna thought about it for a second before deciding against it. she wanted to go home and see Ruby.
"Sure, why not?" She found herself saying, her mouth betraying her brain.
"Great, let's go," Derek smiled. Anna just rolled her eyes at herself and decided to go with it. She walked down the hallway and out of the building with him. He led her a block away to a bar she had been past multiple times but had never been inside. They stepped into the warm interior and she was pleasantly surprised by how classy it looked. She suddenly felt underdressed for such a place, but Derek was in his work clothes with consisted of slacks and a t-shirt, so she at least felt more dressed up than him.
They went to the bar and each got a beer. Derek offered to buy her something a bit fancier, but she assured him that some women did just enjoy beer. He conceded, but insisted on paying for the drinks which she allowed, before they took a seat at a table.
"So, what's on your mind?" Derek asked. Anna's eyes went wide, she had forgotten she had agreed to come here to talk about what she had been thinking about. She wasn't quite ready to talk about it yet though.
"Nothing, well, nothing I want to talk about until I've had a couple more drinks," she told him. He just laughed and held up his hands.
"If it takes sitting here with you having multiple drinks, that's fine with me. Although mind if I order some food? I'm starving."
"That actually sounds great," Anna admitted. She had skipped lunch and her stomach was rumbling.
"They do amazing pizza's here," Derek told her.
"Come here often, do you?"
"Occasionally. It's a nice place to unwind after work before heading home."
The pair ordered pizzas. Derek went with a sausage and pepperoni with barbeque sauce instead of tomato while Anna stuck with a more traditional four cheese pizza. It turned out the bar had its own pizza oven, so they didn't have to wait long for food. They talked while they ate, Anna had to admit it was one of the best pizzas she had ever tasted. As they finished, Derek ordered them another drink each.
"So, I don't know if you've realised, but you've been sending me some confusing signals recently," Derek chuckled.
"Yeah, sorry about that." Anna replied.
"It's fine. Don't get me wrong, it's been a lot of fun and I do like you, but I get the feeling while we're having fun fooling around, you'd rather us be friends than anything more?" Derek guessed.
"It's not that I don't you're attractive or that you're not really sweet, because you are!" Anna said quickly.
"But?" Derek asked. Anna looked at him, unsure what to say next. She did like Derek, he was attractive, he was sweet and the sex and stuff with him had been really fun. It's just, well, he wasn't Ruby.
"I have a girlfriend!" Anna blurted out. Derek looked surprised, but smiled.
"A girlfriend? Wow, okay, I wasn't expecting that I'll admit," he laughed. "Does she know what we've done?"
"Yeah, she knows. She's alright with it," Anna replied. She tried to seem calm, but inside she was panicking. Why had she said she had a girlfriend? Her and Ruby were just roommates that were fooling around. They hadn't discussed a relationship, let alone anything like girlfriends. It had just slipped out, but now she'd said it, Anna couldn't take it back.
"Wow," Derek repeated, again.
"She wants us to have a threesome," Anna blurted out again. Her eyes went wide. Her mouth was betraying her tonight, just saying anything it wanted before her brain had a chance to filter it. Although it was true, it was what Ruby had suggested that morning and what Anna had been thinking about all day.
"Just think about how good it'd feel him fucking you while I stroked your clit and licked your nipples just how you like it," Ruby had said to her. Anna had to admit, just hearing those words from Ruby's mouth had made her wet.
She looked back at Derek who had yet to reply. He had a big smile on his face, like a kid in a candy shop with an unlimited budget. She knew he would say yes, the second she saw his face, she knew his answer. Instead of waiting for his reply, she stood up and walked off. She looked back over her shoulder at him. He was looking at her with surprise and a hint of disappointment as she walked away.
"Are you coming?" She asked. Derek's smile returned and he shot to his feet. He grabbed his jacket and hurried after her.
They walked back together quickly, not saying a word between them. Derek was excited, he had no idea who Anna's girlfriend was, but didn't care. Seeing Anna with another woman and him being involved was enough for him. Anna on the other hand was extremely nervous, her stomach was doing summersaults.
Although, as they walked, it was Anna who grew more confident while Derek started to grow nervous. Anna realised she had already slept with both people involved and enjoyed it both times, so why would she not enjoy this? By the time they got home, she was positively excited and her panties were soaked.
She opened the door and stepped inside, gesturing for Derek to follow her. He stepped in and looked around, wondering if Anna's girlfriend would be waiting, but the room was empty. Anna was about to offer him a drink when she heard noise from the kitchen. The pair went through to find Ruby pouring three glasses of wine.
"You must be Derek," Ruby smiled, offering him a glass.
"I am, you must be Anna's girlfriend," Derek replied taking the glass. Anna froze, she hadn't warned Ruby that she'd told him she was her girlfriend.
"That's me," Ruby replied, flashing a smile at Anna. Anna grabbed the remaining glass and took a long sip of wine. Mostly to hide the smile that Ruby had agreed she was Anna's girlfriend, even if it was just for the night.
The trio moved to the Livingroom, talking and drinking until everyone was thoroughly relaxed. Ruby had the fireplace running, making the room extremely warm. She left to go to the bathroom, leaving Derek and Anna talking. Upon her return, she moved behind Anna and began kissing her neck. Derek just watched as Anna closed her eyes and sank back, resting against Ruby as she continued to kiss her neck while her hand reached round and began massaging Anna's breast.