In Quarantine with Jessica Pt 5

Natalie and I fell giggling into our bed, happy to be back together. Many little kisses and 'I love you's and 'I missed you's were exchanged, and good sex was had. But this story is about Jessica.

After a wonderful hour of lovemaking with Natalie, we were laying together, discussing our roommate. Jessica was Nat's best friend, and she had I had been living together, and hatefucking each other, for the last two weeks while Nat was self-isolating. Natalie was fine with this; she was more than fine, as she was more turned on by the thought of fucking Jessica than I was, and was eager to get into some hot, nasty threesomes now that she was home. Jessica had tried to get 'first dibs' at Nat the moment she got home, by presenting her naked body wearing a hot pink strapon, borrowed from her fuck-buddy Kaley who lived down the hall. Nat was understandably tempted, but made the right choice to go with me instead.

But now, as we laid spooning and lightly touching, Nat couldn't hold in her curiosity any longer. "So... that thing Jessica had.... that was the one you told me about? That Kaley used on her?"

I knew this conversation was coming, and I didn't begrudge Natalie to be interested. "Yeah," I told her, running my hand over her hip and belly. "I mean, I assume so, I've never actually seen it 'til just then. It matches the description though."

"And she wanted to use it on me?"

"I'm sure she still does," I told Natalie. "We made an agreement to give you a choice between us, and she surprised me by whipping that thing out. She's probably still wearing it right now." I kissed her neck. "You want it?"

Nat giggled. "I do, I can't help it, I'm super curious." She rolled over a little to face me. "Is that okay?"

I kissed her. "Of course it's okay, babe. I mean, I'm still feeling a little territorial about you, you know, regarding Jessica, but I've been expecting this since you first asked me to fuck her, and hey, you know, you deserve it after going so long without any fun."

"Well I mean, I did have some fun, you know, on my own." Her face got flushed, and after a little hesitation, she squeaked, "I've been fisting myself."

"Damn, baby," I said in amused surprise.

She looked so embarrassed now. "Yeah, I was... I was kinda worried that I wouldn't be, you know, tight...."

I understood her nervousness now, and I gave her a big kiss and held her. "No, baby, you're fine. You're great. You're wonderful."

We cuddled for a bit, and then Nat, her head on my chest, said, "I've got a really naughty idea.

"Yeah?"

"I think I'd like.... I want you and Jessica. To... both fuck me. In my pussy, at the same time."

My cock gave a little twitch that it was ready to get back on duty, and I squeezed Natalie's butt. "Alright. Let's do it."

"Now?!?"

"If you're up for it." I reached for my phone on the nightstand, and Nat and I shifted positions. I laid on my back at a slight incline, the pillows under me. Nat got between my legs, face up, my cock already beginning to rise against the small of her back. I texted Jessica: 'Get in here. Bring the strap.'

Jessica came in within a minute, long legged, red haired, with those great tits, and that hot pink cock jutting from a black leather strap around her waist, hiding most of her delightful dark red pubic hair. Natalie and I said, "Hi, Jess," together, and we spread our legs wide, allowing room for Jessica between them. She got on the bed with us, and settled in against Natalie. They kissed as I held Nat's breasts, and Jessica's nipples rubbed against my knuckles.

"Hi, Natalie," Jess whispered, as she settled down against my girlfriend. "I've got something for you." Nat giggled, and gasped as Jessica began kissing down her neck. I moved my hands, and Jessica's tongue teased at Natalie's nipples. She shifted, and kissed and licked her way down Nat's belly, settling between her thighs.

"Natalie wants to see if she can take both of us, inside her together," I told Jessica.

"Mmmm," Jessica purred in approval. "Let's get her warmed up then." She flicked her tongue against Natalie's pussy lips, and Nat gasped in delight. She spread her legs wider, and I spread as well to accommodate her.

Jessica licked my girlfriend's pussy and I held her tits, enjoying the show. My cock was painfully wedged against Natalie's lower back, but I certainly didn't mind. As my sexual partner/opponent of the last two weeks went down on the woman I loved, I couldn't have been more aroused. Then something occurred to me. "This doesn't count towards our bet," I told Jessica.

She and I had made a bet the night before, over which of us Natalie would choose first. The stakes were that the loser would drink a load of the winner's cum. I had already cum in Natalie's pussy when we were alone, and Jessica was surely getting some in her mouth, but I felt like that wasn't sufficient for the agreed stakes. Jessica looked up at me through the haze of Nat's pale blonde bush, and just rolled her eyes, not taking her mouth off Natalie, who was too caught up in the pleasure of it to notice what we'd said.

Nat started to gasp, "I'm gonna cum, I'm gonna, oh, Jess... YES!" She squealed and kicked her legs as Jessica got her off. She arched her back, and my cock shot up, free from the restraint. I realized the danger, and quickly shot a hand between us and pressed my cock against my belly. When Nat came back down, she didn't spear herself in the back with my cock, which would have been painful for us both.

Jessica smiled and got up, not wiping her chin, which was wet with Natalie's cum (and maybe some of mine). Nat took a moment to come to her senses, and she got up off me and turned around. I put my legs together, and Nat straddled me, settling her pussy down onto my cock. We kissed as she bounced a couple times, and then she leaned forwards and settled her head against my neck. "Okay," she said. "I'm ready."

My arms were wrapped tight around Nat's back. I looked up a Jessica, who was grinning down at me. She put one hand on Nat's shoukder, and guided the plastic cock with the other. I felt it touch against the underside of my cock, just outside where I was penetrating Natalie. Jessica said, "Just relax," and I guess she was talking to Nat, but I relaxed too, and let out a breath. Then the pressure increased a little, and the plastic was sliding up against my cock, both inside and outside of Natalie.

Nat was gasping and gripping my shoulders tight, and she whispered, "It's a lot, it's a lot, is not like fisting, but it kinda is, oh my god," and her tone worried me a little. I held up a hand, urging Jessica to back off, but then Nat said, "keep going, please keep going, oh god, it feels so goooood." I made a face at Jessica, who nodded, and began rocking her hips back and forth, slowly and carefully.

The sensation of Jessica's cock up against mine, and Natalie's pussy enclosing us both, was definitely weird, but not gross or emasculating. For a moment, I thought of two siblings fighting and forced to wear a large 'get-along' t-shirt together. Natalie was the shirt that Jessica and I were crammed into. But that felt demeaning to Nat, so I banished the thought.

Jessica was slowly speeding up, and seemed to be enjoying herself. She'd told me that the device had something on her end to get the wearer off, and I could tell that it was doing its job. I couldn't feel any vibration coming through the dildo, but Jessica was making a pleasured face that I'd seen before, when her big, heavy-duty vibe was running on her clit.

So for the moment, I just held on and shared the space, as Jessica fucked my girlfriend. She started to thrust hard, and Natalie was responding with enthusiasm, the kind that I'd heard before when I fucked her doggystyle, but had never experienced from this angle. Jessica reached up and took hold of Nat's hair, and pulled lightly. Nat lifted her head up from the nape of my neck, and looked down at me as Jessica pounded her. "Yes," she said. "Oh yes, baby, Jessica's fucking me, can you feel it?"

"Yeah babe, I can feel it," I told her. "Cum for us baby, cum on our cocks."

"I'm gonna, I'm gonna cum hard.... Oh GOD LH, OH GOD JESSICA! FUCK! I'M CUMMING!" I felt Natalie cum, her pussy clenching the two cocks together. It hurt a little. Jessica couldn't feel the squeeze, and continued to thrust as Natalie threw her head back and cried out, and a broad grin was on the fiery redhead's face. She was looking down at me in triumph, and I let her have this moment. But when Natalie came down from her euphoria, I pushed Jessica's hips back, and her cock slipped out. I took my own out as well, and let Natalie catch her breathe.

Jessica got up and began unstrapping the device. I let Nat collapse on the bed, where she laid, smiling up at both of us, running her fingertips up and down her body. "That was sooo goooooood," she moaned. "Thank you both so much."

"Of course, babe, we were happy too." I stood and wrapped one arm around Jessica's shoulders, and she tensed up awkwardly. "Teamwork. Right, Jessica?"

She must have realized I was trying to make her uncomfortable, so she retaliated by grabbing my cock in one hand and squeezing hard. "Yup," she replied, as I tried to contain a wince. "We're a team for you, Nat."

Natalie sat up and said happily, "Well, I want to do something for you two, for doing that. I want to go down on both of you, together. Here," she stood and patted the bed. "Lay down." She grabbed a hair tie from the dresser, and tied her blonde hair back in a ponytail. Jessica and I shrugged at each other, and laid on the bed, our feet on the floor, pillows behind our head. Natalie got down her knees, took hold of my cock in one hand, and put her lips to Jessica's pussy.

Jessica sighed and laid her head back, relaxing next to me. As Natalie stroked my cock, I turned my head and whispered into Jessica's ear. "First to cum helps Nat finish the other."

Jessica laughed a quick chuckle, then gasped as Natalie hit a sweet spot. She whispered back, "Deal," and held up her hand. I reached across and shook it. In a few minutes Natalie switched to me, her lips wrapping around the head of my cock, as she fingered Jessica with one hand.

Natalie sucked cock very differently than Jessica. Jessica was a deep-throater, but Nat concentrated mostly on the head, and when she went down the shaft, it was a welcome treat, and could usually set me off and make me cum. I did my best to hold out though, in the spirit of competition, and I didn't cum from Nat's first pass. She went back to Jessica's pussy, and I relaxed and enjoyed her hand stroking me.

But Natalie's second round was even more enthusiastic. Jessica was moaning and writhing as Nat worked on her, and seemed like she barely survived without cumming. When Nat moved to me, I knew I was doomed. She was working her lips back and forth over the edge of my cockhead, and maintaining a hard suction that was blowing my mind. I decided to let Jessica win. I surrendered to the sensation, and stopped holding back. I moaned and bucked my hips up, and came into Natalie's mouth as she continued to suck.

Natalie pulled back, and waited a moment for me to collect my senses. I think she wanted me to see her swallow my load. But I remembered the first bet and said, "Nat, I think Jessica wants a taste of that."

Nat said, "Hmhgrg?" trying to vocalize without spilling or choking. She looked at Jessica, who, to her credit, was sticking to the agreement.

Jessica put her arms out and said, "Yeah, come here, girl." She embraced Natalie as my girlfriend rose up her body, and brought her in for a kiss above her. I watched them kiss as Jessica was clearly prying Nat's lips apart with her tongue. Nat relented and let her mouth open, and I saw some spillage as my cum flowed from Nat's mouth to Jessica's. They continued to tongue kiss for a while, until Natalie pulled away.

I watched all this, enthralled and feeling victorious. Then Jessica leaned over, reached out, and slapped my face. Natalie gasped in shock, and said, "Whoah, whoah! Jess!"

I stopped her and said, "It's alright babe. Jessica always slaps me when she eats my cum." I got up, turned around, and positioned myself to lick Jessica's clit from above. "C'mon," I said to Nat. "Let's get this bitch to cum too."

Natalie made a face, perhaps trying to understand the weird dynamic between me and Jessica. But then she joined me, hunched a little lower to make room, and inserted her tongue into Jessica's cunt. It didn't take long for us working together to finish off our roommate; Jessica came and gasped for air, and sprayed a little squirt on my forehead, which I wiped off and licked from my hand. Natalie looked up at me hungrily, so I pointed to a spot I missed, just above my eyebrow, and Nat sucked it up.

We all relaxed after that, and took a breather. But then the girls began playing again, kissing and fondling each other's tits. My cock needed a break, so I went to get some water.

Out in the kitchenette, I was careful to avoid touching any of Nat's bags before I had a chance to wipe them down. As I grabbed three cold water bottles from the fridge, I heard a quiet little knock at the door. I froze, realizing I was naked. I went the door and said, "Who is it?"

"It's Kaley," said the hesitant voice of a shy little blonde girl that I'd only met briefly. "Is Jessica there?"

"Um, yeah, but it's not a good time Kaley."

There was a long pause, then the girl said, "Are you three fucking?"

"...yeah..."

"Can I come in? I... kinda want to see."

I had truly not expected this.

About five minutes later, after an awkward conversation that turned more pleasant as we learned more about each other, Kaley and I were standing in the doorway of my bedroom, watching Natalie and Jessica go at each other in the '69' position. I was still naked, which Kaley had been fine with. She wasn't attracted to me, being a full-on lesbian, and I was fine with that. She was a wearing a bathrobe, and had crept down the hall in just that, nothing underneath, which explained her nervousness.

We enjoyed the show for a few minutes, then Kaley snuck in and plucked her strapon rig from the floor where Jessica had dropped it. She scampered over to the kitchenette, and ran the dildo under some hot water, then wiped it down with a paper towel. She came back to the bedroom door, stepping into and adjusting the harness as she walked. She looked at me and asked, "Can we... join in?"

I chuckled and said, "Sure," and gave my cock a few strokes to get it going again. Kaley walked in and got behind Jessica, who was on top of Natalie. Nat looked up and said, "Um, hi. I'm Natalie."

"I'm Kaley," said the little blonde, as she lined up her hips with Jessica's, and began to rub the plastic cock against her lips. Jessica looked back in wonder, and when she saw Kaley, she moaned with delight. Kaley inserted her cock into Jessica, and pressed forward, slowly, until she was nearly fully inside her. There was just enough room for Natalie to crane her head up and lick at Jessica's clit, which she did, eagerly.

I went to the other end of the bed, opposite Kaley, still trying to wake up my cock. I wanted to fuck Natalie in this position, but my cock wasn't answering the call yet. I looked pleadingly at Jessica, who was rocking back and forth as Kaley fucked her. Jessica rolled her eyes again, leaned forward, and took my cock into her mouth. She started to work her magic, and I began to grow erect, entering her throat a little as she tongued the underside of my shaft.

I pulled out of Jessica's mouth, leaned down back, and pushed into Natalie's pussy. Nat gasped and squirmed for a moment, then relaxed when she understood what was happening. Jessica leaned down and began to lick Nat's clit, returning the favor she was getting at the other end of the pile.

Kaley and I fucked the girls at a relaxed pace, enjoying the position, and getting along much better than I think either of us expected. At one point, I offered her a 'high-five', which she accepted, forming the legendary 'Eiffel Tower' position. Jessica noticed and frowned, saying, "You're corrupting my girlfriend."

Kaley got aggressive now. She grabbed a large handful of Jessica's long red hair, and pulled her head back. Jessica gasped, and Kaley said, "Is that what I am, Jess? Your girlfriend, not just a fuck-buddy?"

"If you... if you want..." gasped Jessica, under the new onslaught. I chuckled a little as I fucked Natalie, watching this drama play out.

Kaley grew even more aggressive, and began pounding Jessica hard. She pulled her hair back even further and said, "I don't know Jess, I might have found something better. Natalie's been finger-banging me for the last few minutes, and it's...fuckin'... good."

I looked down and sure enough, Natalie's elbows were splayed out, and she was reaching under Kaley's straps to get her fingers inside her. I gave her pussy a hard thrust to get her attention, but Nat didn't falter in her work. She was getting fucked by me, licking Jessica's clit, and fingering Kaley, and she clearly loved every second of it. I wondered which girl would cum first.

Jessica won the 'race', as Kaley continued to fuck her hard from behind and pull her hair. She was looking over my shoulder as she started to gasp, and her eyes rolled back a little, then she shuddered. Kaley gave her a few more hard thrusts, then released her hair and pulled out. Jessica's head fell forward, and I reached up and caught her before she could head-butt my dick. She shuddered again, then lifted her leg and climbed off of Natalie.

Kaley was stepping out of the strap, and carefully laid it on an end table. The shy little blonde had suddenly become the powerhouse of this quartet, which I guess made sense, as I'd heard about her keeping Jessica up all night. Jessica's claims that Kaley was a monogamous girl seemed to have been in error as well, and she didn't seem intimidated by my presence either. She leaned down and kissed Natalie. Then she took her by the chin, squeezing her cheeks together, and asked her, "Do you lick pussy as good as you finger it, Natalie?"

Natalie had become more tractable in response to Kaley's aggression. She nodded in response to the question, and then she looked up me, a question on her face, but didn't say anything. I pulled out of her pussy and stepped back, and said, "Go ahead, babe." Natalie stayed on her back, but scooted to the edge of the bed, and hung her head off. Kaley stepped into position above her, and ran her hands over my girlfriend's tits as Nat began to lick her.

Jessica, meanwhile, had recovered, and stepped between me and Natalie, lowering her mouth to Nat's pussy. She glanced back briefly at me, and slapped her ass. I took the invitation and got behind her, and began to fuck her. We made a little human chain: I fucked Jessica, Jessica licked Natalie, and Natalie licked Kaley.

We continued like that into the night; occasionally switching positions, often at Kaley's direction. I had to tap out around midnight after my fourth orgasm nearly killed me, but I didn't begrudge the girls the use of my bed; they wanted to pull an all-nighter, and there was nowhere to go in the morning, so I fetched them some water, and relaxed in the living room.

One girl or another would occasionally come out to join me, to get a break. Natalie and I cuddled, Jessica and I played video games together, and Kaley only came out to wash off her strap and go back in. I stuck out my hand once as she was walking by, and she gave me another high-five.

It was a good night.

The new dynamic continued as the quarantine wore on. As I thought she might, Jessica mostly paired up with our neighbor. I fucked Nat, Kaley fucked Jess, and occasionally, I fucked Jess, or Kaley fucked Nat. We fought the overwhelming depression that the quarantine brought with regular doses of sex endorphins.