Eventually, she cleared her throat and went and wheeled her own chair over to Jessie’s desk. Taylor started asking her details and specific questions about what happened. Jessie was concerned for a bit that she might be gathering information to use against Mr. Murphy, but she quickly realized that the blonde was intrigued by the ideas that Jessie had put in her head.
After about ten minutes, the questions still kept coming.
“So, what if he had like… people in the office with him? Would you take your clothes off?
Jessie shrugged. “Of course. Haven’t I mentioned that I’m an exhibitionist?”
Taylor shook her head no.
“Well, I am. I’ll take my clothes off for anyone, anywhere.”
The blonde seemed to find that a little funny, but Jessie hadn’t been joking.
“He’s never asked you to like… suck his penis or jerk him off?”
Jessie smiled, wondering why she was using such bland terms for the male anatomy. “You’re an adult, Taylor, you can say blowjob; and no, he hasn’t. That wouldn’t be a big deal. Like I said, I signed an agreement saying he can tell me to do whatever he likes.”
Taylor seemed to have more questions, though, and didn’t slow down. “Sucking… dick… isn’t a big deal? Don’t you have a boyfriend?”
Jessie smiled. “I do. He knows that I like to flirt.”
“Since when is sucking dick considered flirting?” Taylor asked.
Jessie giggled. “Not all people flirt the same. Like I said earlier, we’re just talking about degrees of sexuality. For you, flirting is hand holding or a lingering gaze. For me… it’s a much broader term.”
“So, what’s the most flirting you’ve done with someone that isn’t your boyfriend?” she asked.
Jessie thought for a minute. “Well, my roommate’s boyfriend is really handsy and fun in the morning. Don’t you think that sounds like a good time? I’ll be standing there making eggs and he’ll be on his knees, eating my butt or licking my pussy.”
Taylor’s eyes went wide for a minute, and she tried to cover a smile that Jessie saw before it disappeared.
“That’s what I thought,” she said.
“But aren’t you afraid that your boyfriend is going to find out you’re having sex with other men?” the blonde asked.
Jessie giggled. “Dexter knows I’m not going to have sex with other men,” she said. “He trusts me, and I trust him completely.”
“Let me guess, sucking dick and eating pussy isn’t sex,” Taylor said.
Jessie shook her head. “Of course not. That’s part of flirting. If it’s part of having actual intercourse with someone, then yes, it’s sex. But if you’re just giving a blowjob at the end of a date and not having sex with him after, then it’s just flirting. Dex calls it my “Good Night Kiss.” Isn’t that funny?”
The conversation continued for about ten more minutes. Taylor found out about Jessie’s reputation at school, how Dexter knew about it and didn’t seem to care. She left out the part about his dad, not wanting to open up that can of worms. If the girl was shocked that Jessie liked giving head, she’d probably faint when she learned that Jessie had fucked her boyfriend’s dad twice in one day.
“So, you and him actually have sex with your roommate… what’s her name again?” Taylor asked.
“Donna,” Jessie said. “You and your boyfriend could have seen some of the fun in person if y’all had come to the party last weekend,” Jessie pointed out.
“My boyfriend is way too protective and paranoid,” Taylor said.
“Oh, that’s no fun. We’ll have to loosen him up,” Jessie said. “But yes, we both have sex with her.”
“So… you like girls?” Taylor asked.
Jessie looked at her in surprise. “I actually hadn’t considered that, but I guess I’m bisexual. Donna is a wild one in the bedroom, so you have to be ready for her. Dexter and John are about the only two that can keep up with her. Well, besides me.”
The conversation turned to Donna and John’s relationship and their peculiar dynamic. She asked about John’s predilection for being humiliated, and why Donna preferred Dexter.
“Well, it’s mostly because my boyfriend has a pretty big dick, but it’s also part of John’s desire to be humiliated,” she replied.
Taylor had stopped asking questions though, and was looking at Jessie intently.
Smiling, Jessie guessed at what she wanted to know or ask. “Yes, he’s really big. I think we decided that he’s between nine and ten inches long. Maybe a little more, I can’t remember. He’s got a nice girth too, and there’s a slight curve upward.”
Taylor smiled, swallowing audibly and then laughed nervously. “Do… you… have a pic?” she asked. “No, I’m sorry, I shouldn’t have asked that.”
Jessie giggled and picked up her phone. “Let me see. Hmm, I don’t actually. Hold on. I’ll tell him to take one real quick and send it to me.” She started to text Dexter, but then chose Vicky instead. Smiling, she winked at Taylor after she saw Vicky’s smiley face and thumbs up, followed by, “give me twenty seconds, lol.”
“I’m sorry,” Taylor said again. “I don’t know why this is so fascinating.”
“Well, what about you?” Jessie asked. “Are you and… what’s his name?”
“Barry,” she said.
“Right. Are you and Barry adventurous at all? Like… do you have sex in different areas of the house, things like that?”
Taylor shook her head, frowning. “Unfortunately, no, we’re pretty boring.”
“Well, like I said, we can work on that,” Jessie said.
“So, your boyfriend is just going to send you a picture of his dick?” Taylor asked.
Jessie giggled and nodded. “He’s obviously not worried about anyone not liking it. I’ve gotten some dick pics in the past that the guy should have definitely not sent out. There are some teeny tiny wieners out there, girl.”
Taylor laughed and covered her mouth as if she were going to get in trouble. A few seconds later, she looked back over at Jessie and started to ask a question. Jessie’s phone buzzed then.
“But, no, Dexter didn’t take it. I told Vicky to go get him hard and take a pic of it.”
“Vicky?” Taylor asked.
Jessie nodded, opening her phone and clicking the new message. Smiling, she saw Dexter’s cock standing proud, hard as a rock. There was a second pic with Vicky’s hand on it with the caption, for size reference.”
“Vicky is his lover. She’s… well… she’s got some issues that Dexter and I both agreed to let him “scratch” so to speak.”
“I… I just… don’t know what’s what anymore,” Taylor said, rubbing her temples and shaking her head.
“You want to see it?” Jessie asked, giggling at her reaction.
“Yes,” Taylor said immediately. “Wait… no, I don’t.”
Jessie giggled again and grabbed the arm of her chair, pulling her over as she rolled her eyes. “Get over here and stop feeling guilty. You aren’t sucking it right now, so don’t worry.”
Lifting the phone, she held it up in front for the two to see and looked over to gauge the blonde’s reaction.
“Oh… my… God…” Taylor said, her mouth wide open.
Jessie giggled.
“That’s got to be the biggest dick ever,” she said.
Jessie smirked. “My baby is gifted for sure, but he’s not even the biggest that I’ve had.”
Taylor’s eyes matched her mouth then, and she had to shake her head slightly to come back to reality.
Giggling, Jessie held the phone up again and switched pictures to the one with Vicky’s hand in it.
“Jesus Christ,” Taylor said. “That thing is scary! I wouldn’t know what to do with that!”
“Well, I’m sure you know at least a few things you can do with it. Would you like me to send it to you?”
Taylor was taken aback by that question, but Jessie giggled, seeing that her coworker wasn’t going to be able to give her a definitive answer, and figured she was having the internal, “I want to, but I shouldn’t,” battle. Jessie answered for her and sent her the pictures.
Taylor glanced over at her desk where her phone was, and then blushed, covering her mouth again.
“So, what were you going to ask me before you started drooling all over my phone,” Jessie asked, giggling at the reaction.
Taylor thought quietly for a few moments, then looked over at Jessie. “Wasn’t important,” she said.
Jessie smiled. “Spill it,” she said. “I’ve got no secrets. Well, almost none.”
Taylor smiled, despite her attempts to maintain her dignity, and cleared her throat. “I just… wouldn’t have guessed that you were bisexual. What… what’s it like?”
“Eating pussy?” Jessie asked.
Taylor blushed again, looking around. The office was empty, and Jessie wondered if her coworker knew how ridiculous she looked. Finally, she nodded and looked at Jessie expectantly.
She smiled, closing her eyes and reliving the memories and sensations of the two different women that had pleasured her. “Well, giving or receiving?” she asked.
“Both, I guess,” Taylor replied.
“Your boyfriend isn’t going to pop out of the filing cabinet,” Jessie said with a giggle. “Calm down!”
The blonde smiled and nodded, relaxing visibly.
“Well, giving is fun in its own way. I mean, it’s like giving a blowjob to a guy that really appreciates it. It’s like… you’ve got them under your complete control, and you know exactly how to please them. It’s the same with girls. You know that you can bring them pleasure or frustration with just a flick of the tongue. Not to mention, as a woman you know what feels good and what doesn’t.”
“Isn’t it… gross?” Taylor asked.
“Well… honestly… no,” Jessie replied after some thought. “I mean, I’ve only been with two girls, Donna and Vicky, and only once with Vicky, so I’m not the most experienced pussy-eater in the world. But I’d say that it wasn’t as far as I’ve experienced it. I mean, yeah there are some interesting tastes and smells, but it’s in the heat of sexual passion, girl,” Jessie said, playfully pushing her shoulder.