In Quarantine With Jessica Pt 01

This is a re-write of a five-chapter story I wrote years ago, and lost. I found all but Part 1, and have remade it here. It was written based on prompts from another erotic writer.

When the pandemic hit, I got stuck with an unwanted house guest.

In the month before it got really bad, my girlfriend Natalie begged me to let her best friend Jessica stay with us for a little while. It seems that Jessica's landlord was one of those 'it's all a hoax' guys, and he and Jessica had gotten into a big argument about it, and he had evicted her. I wasn't surprised to hear this. Jessica was loud, opinionated, and argumentative. These aren't necessarily negative qualities, but she brewed them together into a bitchy persona that, while it might be appealing to some, struck me as absolutely intolerable.

But I loved Nat, and we had a spare room, so I gave the OK for Jessica to move in. I foolishly assumed that she'd be with us for a week or two while she searched for a new place. But the pandemic got worse, and then they announced a city-wide quarantine. So it looked like she'd be our roommate for the foreseeable future.

Then it went from bad to worse. I was able to telework, thanks to my office's excellent IT branch. But Natalie's work decided that she was essential, and they had to have her in the office to get their accounting done. The first day of quarantine, Nat was in her office and sneezed in front of the CFO. He panicked and sent everyone home, and insisted that Natalie isolate herself in the office. Apparently everyone else had telework capability, but Natalie's job had to be done in person. Completely unfair, but we were all going crazy back in those early days, and nobody knew how cautious was too cautious.

So Natalie set herself up a little living space in her office building. They had a nap room with comfortable enough beds, showers in the gym, a food delivery service, and they set her up with a laundry service. She camped out there for the next two weeks, completely physically isolated, only able to speak to me (or anyone else) over the phone, email, or video chat. One of the first things she did was order a test kit, and -what a surprise!- she tested negative. But the news and the city government were saying "Shelter in Place" every day, only essential workers and delivery services were allowed out on the street, so Natalie was stuck where she was.

So it was me and Jessica in the apartment. I tried to keep things cordial, but Jessica seemed determined to turn the situation into a drama. She would dispute every decision I made about the quarantine, from where to order food to what kind of hand sanitizer to buy. She turned every conversation into an argument. And several times she tried to walk behind me topless when I was on video calls!

I suppose I should say a little more about Jessica. She was a tall redhead in her late twenties, the same age as Natalie and I. She was good-looking, yeah, even verging on gorgeous, but she carried it with an attitude of 'you should feel lucky you even get to look at me' that was so off-putting that it became repellent. I suppose she used that as a defense to fend off the creeps, but there was nobody here but the two of us, and I'd made it clear I wasn't into her, so there was no need to keep acting that way. But she still did. Maybe it was her default mode.

She was bi, and proud of it, and salacious in the way she talked about relationships. When she brought up sex in an otherwise normal conversation, it seemed like she was doing it to annoy me, but she'd known Natalie longer than me, so she probably knew that Nat loved dirty gossip. I did too, I just preferred it to be in a private conversation, not over dinner.

Natalie was bi as well, and had told me a few times that she had a crush on Jessica. This didn't make me jealous. I would have been fine with Natalie having a little lezzy fun now and then, and I didn't have a problem with opening our relationship, or even trying a threesome. But I felt like Jessica was a bad choice, and I told Nat so.

"You don't know her like I do, LH," she told me. "Yeah, she's got a lot of attitude, but she's different with women. She's really compassionate, and easy to talk to, and soooo smart and funny too. I know this roommate situation is annoying you, but I hope you get a chance to see that side of her."

"If she only shows it to women, how can I?" I asked. "Do you know what she did today? I was on a video chat with my boss and an important client. Jessica comes walking out of her room, with no top on! Tits just hanging out."

Natalie giggled. "Oh no, what did you do?"

"Well I concentrated on keeping my eyes on the screen and paying attention. She walked in front of me to the kitchen, grabbed some food, and on her way back, she deliberately changed her path to walk behind me! She was trying to get herself seen by my camera!"

"Oh no, did your boss see her boobs?" Natalie had a playful tone in her voice that told me she was enjoying the story, but also maybe already knew what had happened.

"No, I got up and turned around, keeping Jessica behind the camera. She went back to her room, with a fucking smirk on her face. She did it on purpose, I know it." Nat giggled again. "What, babe? What's funny?"

"Oh, it's just that, she told me she was going to do that." Natalie continued to giggle uncontrollably as she explained. "I helped a little. I told her what time you'd be on an important call today."

"Babe!"

"It's fine, honey, I knew you'd handle it with your quick reflexes, and it's just a little fun. We're all going crazy in this quarantine stuff. Hell, by the time it's over your whole office will be attending meetings in their pajamas."

I had to laugh at that. "Well, I guess. But tell her not to do it again, OK?" (Jessica would go on to do it three more times in the next two days.)

"So you saw her boobs? Nice, right?" Natalie's voice was now less giggly and more sexy.

"Well, yeah, they are nice. They've got that 'teardop' thing going where the nipples look like they're being pulled out just a little. But yours are better babe," I quickly added.

"Thanks hun, but I know she's got great boobs. You're just saying mine are better because you get to touch them. Jessica let me touch hers once, and they're amazing."

"Well, yeah, but yours are attached to you, the person I love."

"Awww! I love you too baby!"

I should have ended the call at that point, but I couldn't help but be a little curious. That curiosity would end up getting me in quite a lot of trouble. "You touched Jessica's tits?"

"Yeah! We were trying on some bikinis, and I told her how good they look, and she asked if I wanted to touch them. This was like, four years ago. They're really great,

babe. I bet if you ask, Jess will let you give'em a squeeze."

"I don't think so."

"Baby," Nat's voice got insistent. "You are going to need some sexual release during this quarantine. Believe me, Jessica's boobs, heck, Jessica's body, is so hot, you'll get off fast."

"Are you suggesting I jerk off while touching Jessica's tits?" I could hardly believe my girl was making this suggestion.

"Yeah! I've done it a few times. She used to let me suck them while we rubbed one out together."

"Holy shit, you've done that with her? Masturbated together?"

"Yeah, a few times. We used to do it a lot. We share sexual fantasies, talk about guy and girls we've fucked, stuff like that. We kissed once. But we've never actually had sex, I'm sorry to say." Her voice got pouty. "I was really hoping to change that during this quarantine stuff. We're all going to be so charged up with cabin fever, I was sure it was going to happen. But now I'm stuck here."

"Well, it's only for a couple weeks, and when you come home, I wouldn't really mind if you messed around with her."

"Baby, I'm so glad to hear you say that! I've been dreaming about that. You and me and Jessica, in bed together, mmmhm." Natalie was practically moaning over the phone.

"Whoah, I meant you and Jessica. I don't want anything to do with her."

"But baby, she's so hot! You'll love fucking her, I promise."

"I don't even like her!"

"Okay, fine, but you don't have to like her to have amazing sex with her."

I had to stop and contemplate what Natalie was asking me. "Nat, you're serious? You want me to have sex... you want me to

fuck

Jessica?"

"Well, yeah! Look, first of all, I think it's okay for us to have sex with other people if we say it is. Especially during this separation time. You get that part, right?"

"You mean you want us to have an open relationship?"

"Well, yeah, if we discuss it. I just think it'll help us to feel closer when we can't be together. I want you to tell me all about it, and it'll help me, uh...", Natalie paused a sec, then continued, a little more contrite. "I masturbate a lot here, babe. I mean a

lot

. I think about the sex we'll have when I get home, and I think about sex with Jessica. I want that, babe. I want to have threesomes with you and Jess, more than

anything

."

I couldn't believe what I was hearing, but Natalie was always honest with me, and I could hear a hint of desperation in her voice. So I concluded that her request required due consideration. "Well, I'll think about it, babe. I suppose if Jessica is willing to give it a try, I'd mess around with her a bit, and see how we both like it."

"Yay! I'm sooo glad to her you say that. And don't worry, Jess will be nice. I'll talk to her about it, and I promise you, you'll enjoy yourself." With that decided, we said our goodbyes and hung up.

For the next few hours, Jessica stayed in her room with the door closed. I'm sure some of that time was spent on the phone with Natalie, but I also like to think that she was building up the nerve to do what she did next.

I was sitting on the couch watching TV. Jessica came out wearing her sleeping outfit, a pair of panties and a band t-shirt. Instead of sitting on the couch though, she settled herself at my feet. She pushed my knees apart, which I allowed, and leaned back, resting on the couch cushion, facing the TV. She didn't say anything, and neither did I.

At the next commercial break, she turned to me and got up on her knees. She pulled her shirt over her head and threw it on the floor (messy), exposing those excellent breasts. "I want to suck your cock," she told me, matter-of-fact-ly, like she'd said, 'I want to watch a movie'.

We both knew the score at this point. She was doing this because Natalie had asked her too, so see if she could tolerate me in an intimate setting, to lay the groundwork for a threesome with Nat. I was going to let her do this for the same reason, but I resolved to keep the upper hand in the one-on-one relationship we currently had, so I countered her bluntness by telling her, "Say 'please'."

"Fuck off" was her knee-jerk reaction, and she turned back toward the TV, leaving her shirt off.

Five minutes passed in silence, except for the TV.

Then she turned back to face me, took a deep breath, and said, "LH, may I please suck your cock?"

I'd won the first round. I raised my hips, slipped my waistband down, and pushed my pants in her direction, letting my cock stick out. It had gotten a little hard, there was no helping that with a beautiful woman so close by, tits out and sexual urges in the air. Jessica looked at it, the first time she'd seen it, unless Natalie had sent her a pic. She shrugged and said, "Nice, I guess."

I didn't respond to that, I just leaned back, put my arms up on the back of the couch, and relaxed. Jessica turned around to face me, raised herself up a little to give me more tit to look at, and took my cock in both hands. She lowered her mouth down onto my head, and I held in a moan as she closed her lips on me and applied suction.

So I'll admit right off, she was really good at it. She quickly made me feel like she was sucking my soul out. When it felt like I couldn't take it anymore, she relented, backed off, and began slowly stroking me with one hand, holding it up so she could reach my balls with her tongue. Jessica licked my nutsac with long, slobbery licks that turned into kisses, and then back into licks.

Her chin and cheeks got soaked with drool, and perhaps a little precum. Then she switched methods again, taking my whole dick into her mouth and bobbing. There was no suction this time, just a wet sensation that ran up and down, and felt like the sloppiest, wettest pussy I'd ever been inside. Jessica was punishing her throat with my cockhead, not to make me feel good, but to show me that she could suck cock better than any I'd ever met, or ever would meet. I didn't feel bad placing her skills above Natalie's. Nat sucked dick like she loved the dick and the man it was attached to. Jessica treated my dick like a game that she knew she'd already won.

Then when she changed methods again, I knew I was in trouble. With one hand at the base, she'd take her lips down the shaft, slightly open and letting the drool run out, then apply suction and draw back up, all the way to the end, when it would make a popping sound as she withdrew.

"Oh, you evil bitch," I told her. "You're too good at this."

Jessica didn't acknowledge my words, she didn't even look up to meet my eyes. Natalie loved to do that, to look deep into my eyes as I exploded. But Jessica was there to get things done. She kept up the messy bob-and-suck, and it wasn't much longer before I felt the cum boiling up in me, about to burst. I tried to take her head in my hands to properly facefuck her but she pushed them away. Instead I stretched out my arms, gripped the back of the couch, and let her finish me off.

She must have known I was already at the pinnacle, but she pulled one more trick out of her bag. She went deep, taking me into her throat. Then she began to run her tongue up and down the underside, back-and-forth on the channel there. I heard her breathing through her nose and realized she intended to hold that position until I was done, and that set me off. She practically milked the cum out of me. With a long, deep groan, I shot into the back of her throat, knuckles white on the back of the couch.

When it was over, she got up without any comment, again avoiding eye contact. She went into her room and came back out with her large corded vibrator. She'd also left her panties in her room.

When she bent over to plug it in, I had a nice view of her ass, which was quite a sight. It looked like a cartoon heart in a peach-and-pink color mix, with a little dark spot at the center. I wanted to grab it, but I also kind of wanted to smack it. I kept my hands to myself, though.

She plunked herself down on the couch next to me, laid back, with her pussy pointed in my direction. She spread her legs wide, one foot behind my head, the other down between my ankles, giving me a real good view, and then blocked that view with the massive vibrator. I thought about ignoring her and continuing to watch TV, but this show was clearly being put on for my benefit, and looking pretty entertaining, so I watched.

Jessica's pussy was crowned by a light fuzz of red hair, and her pink lips were so big they swallowed a little bit of the vibrator, stretching around it on both sides. She had it turned to a low setting, and was moaning intermittently, a quiet hum almost like a cat purring.

After a few minutes of this, she said, "Take it." I didn't respond. She kicked me in the head and said, "Take the fucking vibrator. You do it."

I felt like throwing the damn thing out the window. Or maybe I could wait until she took a bath, plug it in, and throw it in with her. But both of those options would upset Natalie. So I took it from her, and pressed it to her clit.

"Fuck! Easy!" Jessica kicked at my head again, but I dodged it. I also backed off and ran the machine gently along her labia. "Better. Build up slowly. You know how to do this LH, Nat's told me some stories."

One of Natalie's naughtiest fantasies is to be tied down, and have several orgasms forced upon with a vibrator, until she's begging for mercy. We've done it a couple times, and I guess I should have known that Nat would share the story with her BFF, but it still felt intrusive. But yeah, I knew how to vibe a pussy. Natalie didn't need a vibrator made by a motorcycle company, but the concept was the same.

So, I ran it up and down, listening to Jessica's breathing for cues to change positioning or speed. My method was to tease her up slowly, to let her excitement build, and when she was breathing hard, to back down, and come back at a different angle. Work her up again, rinse, repeat. Eventually she was ready to take the vibe directly on her clit, so that's what I gave her. Her breathing got real fast, then she started holding it. She shuddered a few times, and shouted a wordless syllable or two. Then she pushed the vibrator away.

I turned it off and dropped it on the floor. Jessica looked down at it when she heard the clunk, and said, "Careful that thing's expensive." Then she slid on foot to the back of my neck, the other up into my armpit. She pulled me closer to her crotch and said, "The way things works, LH, is then when I get you off, you get me off twice. Two-for-one, every time. Or none at all. OK?"

I admit, in that moment, I did want to eat her pussy. But she was making a ply for dominance here that I should have shot down. I should have gotten up and walked away, but the long-term effects of that would have been horrendous. She'd have turned into an even worse bitch, and Natalie wouldn't get what she wanted, and even if she didn't blame me directly, there'd be lingering guilt about letting her down.

Plus, two-for-one wasn't so bad. Jessica could have said three, or four. And she was such a slut, it was easy to make her come. So, I agreed with her demand. "Yeah, OK." I lowered my head down, and began to eat her pussy.

I followed the same basic strategy as with the vibe. I found a spot that clearly worked for her, stayed with it awhile, and when her breath got faster, I moved to a new spot. I also inserted a finger and stroked lightly on her front wall. She came in less than two minutes. Like I said, she was a slut.

She raised her hips high, pushing me back as she came, while also holding me close with her legs. She shuddered and shouted again, and then a stream of liquid hit me in the face. My first reaction was that she'd pee'd on me, the dirty bitch, but it wasn't pee. It was squirt. Some got in my mouth, and it tasted pretty good, actually. A little tart, but really musky.

Her legs lost enough strength that I was able to pull away. I sat back and thought about how pleased Natalie would be to hear about this. I would probably tell her one story, and Jessica would tell her something entirely different. But she was smart, she'd figure out the truth that was somewhere in between(closer to my side though).

"Yay!" was Natalie's immediate response when I told her on the phone an hour later. "So you're getting along!"

"I wouldn't assume that, babe. It was the most begrudging, competitive session of sex I've ever had."

"But it felt good, right?"

"It felt amazing, yeah."

"So there you go! You got some dopamine and oxytocin, and soon, you'll start associating Jessica with good feelings."

"I think that kind of association, that 'tricking your brain'-type stuff, takes a lot longer than two weeks, babe."

I heard her sigh over the phone. "Sweetie, Jessica just gave you one of the best blowjobs of your life, and you made her squirt. You can at least try to be nice to her for a little while, and if she's nice in return, you can build from there, right?"

"I guess so, but how do you know how good the blowjob was?"

"She did the tongue trick, right? I can't do the tongue trick."