Dating During Lockdown

by Jamie Knight

  “Better?”

  “Yes, sir,” Brigid said softly.

  “Why are you still dressed?” I asked, getting into character.

  “I’m sorry, sir.”

  “You're forgiven. Take off your robe, pet.”

  “Yes, sir.”

  Quickly, her hands shaking, lovely Brigid untied the belt of her robe, slipping it from her shoulders and hanging it on the back of the chair.

  “Beautiful.”

  “Thank you, sir.”

  “Do you want my cock?”

  “Yes please, sir!”

  Slowly I pulled down the front of my boxers; my cock, already hard from seeking her naked, sprinted out like a cobra. Brigid gasped at the sight of it.

  “Want to suck it, my pet?” I asked, gently stroking the massive, throbbing shaft.

  “Yes, sir,” Brigid replied, not taking her eyes off it for a second.

  “Get on your knees,” I said, using the tone that I knew made her shudder.

  “I am on my knees, sir,” she whispered, tucking them under her in her chair.

  “Good, where are your hands?”

  “Caressing up your thighs, sir.”

  I closed my eyes and imagined her small, warm, soft hands working their way up my thighs and wrapping around my stiff cock.

  “I’m stroking you now, sir,” she said.

  “Good girl,” I said, stroking myself faster.

  “I’m sucking your balls, sir.”

  “Both at once?” I asked, pretending to be amazed.

  “One at a time, sir. Alternating.”

  “How are they?”

  “Delicious.”

  I tried to conjure the sensation of her hot little mouth on my balls, sucking gently as she caressed my cock with both hands.

  “I am licking up your shaft, sir.”

  “Go slow, pet.”

  “Yes, sir.”

  In my mind, her soft, wet, pink tongue caressed up my rock-hard shaft, making me moan quietly as I did the same motion with one hand while continuing to stroke with the other.

  “I am swirling my tongue around your head, sir,” Brigid said, copying what I told her before.

  “Good girl,” I praised, wanting to encourage good behavior.

  “May I suck you, sir?”

  “Of course you can, pet.”

  I pictured her dropping her mouth down on my cock, gently sucking me, working her lips halfway along the massive shaft before having to back off a bit, but continuing to suck like a champ.

  I opened my eyes so I could see her. Brigid was softly fingering herself, already second-knuckle-deep into her beautiful pussy. She hadn’t asked my permission, but because it was thoughts of me that pushed her to such joyous abandon that I decided to let it slide.

  I came in a huge rush, as was the usual. I could see Brigid nearly drooling, clearly wanting the opportunity to lick it up.

  “Soon, my pet.”

  “Promise, sir?” she implored.

  “Yes, I promise.”

  Then I was struck by a thought. A strange, beautiful thought.

  “Do you have a dildo, my pet?”

  “Yes, is that okay, sir? I haven’t used it since I met you.”

  “I want you to go get it.”

  “Yes, sir!” she exclaimed, nearly saluting.

  A few moments of audible rummaging later, she returned with an impressively large, soft silicone dildo. She had also found a bottle of lube, which I certainly understood.

  “Got it!”

  “Good girl. Use some of that lube on your puss,” I ordered.

  Without hesitation, Brigid popped the cap, squirting a healthy portion into her hand. Then she stroked it into her pussy, pushing three fingers most of the way into herself to really work it in and get herself ready for what was to come.

  “Spread your legs, love. Wide.”

  “Yes, sir,” Brigid whispered, her voice thick with desire.

  She did indeed open her legs wide, moving so her knees were bent over the arms. Her pretty pink pussy was open and glistening.

  “I am stroking the head of my cock against your pussy,” I intoned, as though whispering into her ear.

  Reacting instantly, Brigid lovingly stroked the head of the dildo against her pussy, moaning in gentle ecstasy as she did so.

  “Now, I am pushing slowly inside you.”

  Taking a sharp breath in, Brigid started slowly pushing the dildo in between her delicate folds.

  “Moan for me, honey.”

  Brigid let go, moaning long and loud, letting me know exactly how good it felt having such a big thing inside her. Eventually she got the great whale of a dildo halfway into her pussy. This all was giving me a good idea of how much she would be able to take after the lockdown was finally lifted.

  Gradually, following my instructions, Brigid worked up to pounding the dildo inside herself, singing hymns to the heavens as she peaked with a massive, shuddering, g-spot orgasm.

  It was amazing to see her pussy spasm and quiver as she came hard for me. So amazing it made me say something I never thought would escape my lips so soon.

  “I love you, my pet,” I said, overcome with warm emotion.

  “I love you, too, sir.”

  Chapter Seven

  Brigid

  It was like heaven. My rational mind knew it wasn’t the same but I didn’t care. It was as close to Leif actually fucking me as I was able to get right then and I loved every second of it. I had never orgasmed so hard.

  “Turn around, pet.”

  I barely heard his words but obeyed him nonetheless, not even thinking about what it was he might have had in mind.

  “Good girl. I want you to lube your asshole.”

  As though on autopilot, I put the dildo down in front of me on the chair, figuring I would need it later, and got the bottle of lube. I had never done anal stuff before, but was thrilled to try if it was with him.

  The lube was cold, but that was the worst of it. Aside from the initial shock, it felt really good on my asshole. Tentatively, I started massaging it in, rubbing around the outside ring, then pushing in. I let out a short moan as my fingers filled my bum, the muscles stretching in their wake.

  “You okay, honey?”

  “Yes, sir.”

  “Good. Now I am gently cleaning your hands with the wet wipes.”

  I did so, not thinking about how he knew I had those. I just figured they must have shown up on my camera. I really didn’t know how to configure it outside of turning it on.

  “Lube me up,” Leif directed.

  “Yes, sir.”

  I did as I was told. Getting the dildo nicely lubed, I replaced the bottle on the desk and waited for further instructions.

  “I am sliding it in slowly.”

  It wasn’t bad at first. Aside from the chill of the lube, it actually felt really good, easing the head of the dildo up my virgin asshole. Imagining it was Leif’s beautiful cock. I got it nearly halfway up its long shaft before I had to stop from the pain.

  “Ready, honey?”

  “Yes, sir.”

  “I am fucking you gently.”

  Taking him at his word, I moved the dildo in my tight little hole, moaning softly with each small movement.

  “I’m going a bit harder.”

  I started moving with more force, building up to a regular, moderated rhythm, waves of intense pleasure washing over me.

  “I am reaching around and stroking your pussy.”

  I gently stroked my pussy as I fucked my asshole, the pleasure getting even stronger than before. No one had ever made me feel this way.

  I thought I might pass out from sheer joy as I came. Instead, I just collapsed on the chair, my face pressed up against the cool leather, panting as I tried to recover.

  “I am slowly pulling out,” Leif prompted me, the game still on.

  Pulling myself together, I gradually withdrew the dildo from my ass. I shuddered with every passing inch. Without much left to talk abo
ut, we logged off after saying our goodbyes, and I crawled into bed, body wracked but soul singing.

  The next day was the same ritual. Meegan at work. Polly fed and dressed. The two of us rolling through the park like tourists on a safari. Leif was sat under our tree, bike beside him, reading a book. Looking stoic and beautiful.

  “Hi,” I said, sitting down on the grass six feet from him, Polly on my lap.

  “Hey, jellybean.”

  “Jelly-beens?” Polly asked.

  “Not now, baby.”

  “Here you go,” Leif said, taking a twist-tied bag of jellybeans from the side-pocket of his jeans.

  “What do you say, baby?”

  “Tank you?”

  “Exactly.”

  I started biting the beans in two, giving her half at a time, trying to limit her sugar intake and spare her baby teeth a reckoning.

  “How are you feeling?” Leif asked tactfully.

  “Wonderful,” I guessed, happiness trumping better judgement.

  “Good. I got a bit of news today.”

  “What’s that?” I asked, barely preventing myself from calling him ‘sir.’ That was a special name I wanted to reserve for the bedroom.

  “Enough people have recovered that the lockdown is over.”

  I was too struck to speak or even move. The sheer weight of potential and release of restriction crashed down on me. Leif came over to us, getting closer than he ever had before, dropping down on his knees.

  Pecking Polly on the forehead, which made her giggle, he lovingly cradled my cheek in his warm, surprisingly soft hand and kissed me tenderly. I responded in kind, our tongues moving softly around each other, a rogue tear of joy rolling softly down my cheek.

  “Mama happy?”

  “Yes, baby, very happy.”

  “Good, because I want you to come live with me,” Leif said.

  I was once again stunned into silence, unable to find the correct words to express my abounding happiness. In the end I found just one, one that seemed to say everything.

  “Yes.”

  I was still in a daze when we got home. Leif had gone back to his place to finish getting things ready, and I still had to pack. It hurt to separate after finally getting to be close, but it was in preparation for starting our life together, so I took it on the chin. Little did I know there was about to be a harder punch coming.

  “Fuck me gently with a chainsaw!” Meegan announced, breezing through the front door five hours early. Unlucky. I had hoped to be packed and gone by the time she got off work.

  “What happened?” I asked, coming out of the bedroom.

  “The fuckers told me to go home! Like I’m the first one who ever took a nap in the janitor’s closet.”

  “You don’t say,” I said, going back to get the last of the suitcases.

  Meegan had somehow missed the stack of luggage behind the door she had practically kicked in.

  “I have to take three days off!”

  “I can’t imagine,” I said, going to get the last suitcase from the now-empty room.

  “Wait a minute, what’s all this?”

  Finally, the marrow of the matter. I had hoped it wouldn’t come to this. I braced myself for impact.

  “Leif asked me to move in with him.”

  “What?”

  “We - Polly and I - are moving in with Leif.”

  “Loser Guy? You said you were done with him!” Meegan protested.

  “No, you said I was done with him. I said nothing was really happening. Things change.”

  It took a moment for Meegan to process this new input of data. I could almost hear the old-fashioned modem noises coming from her ears.

  “What’s he going to do? Pick you up on his bike? That’s going to take a lot of trips, isn’t it? I wonder if he lives in a walkup,” Meegan continued to tease, even as she followed me out with Polly.

  “I don’t know, and it doesn’t matter,” I said, staying strong.

  As if on cue, a sleek, beautiful sports car that looked like it had been carved out of black onyx pulled up, the engine purring quietly with an electric hum. It made Knight Rider look like a Model T.

  Leif got out of the driver’s seat, wearing a tailored, black Ralph Lauren suit with a silk shirt, his sparkling blue eyes covered by Alexander McQueen shades.

  “That a Tesla?” Meegan sputtered, no doubt looking for an angle.

  “Fuck no. I designed this car myself. Needs to be charged twice a year and can reach ninety on the straight-away.”

  “But she said you had a bike.”

  “I prefer the bike,” I told her. “But I also have this. I have lots of toys. I’m a billionaire.”

  The look of shock on her face was priceless, and matched only by the look of surprised happiness on Brigid’s.

  Chapter Eight

  Brigid

  The deceptively large trunk space was more than enough to fit all our stuff. Polly - from her built-in car seat - and I waved to a stunned Meegan through the frosted blue windows as Leif pulled away from the curb.

  “Weeee!” Polly declared gleefully from the back.

  “I think she approves,” I said.

  I wasn’t really sure how to react myself. We sat mostly in silence as he drove us a long ways out from the city. Eventually, of course, we reached our destination.

  The gates served as a clue. Eleven feet high and flanked by guardian berserkers, or at least stone carvings of such, set into the top of the stone wall on either side.

  The house, a mansion really, was so big that I could see it a good fifteen minutes before we arrived, still with miles of property to go over first.

  The car pulled up into a custom-built shelter mere steps from the front door. We were barely out before a troupe of footmen came out and started unloading the back, marching two by two up the impressive marble steps.

  By the time we had ourselves gotten into the house they had disappeared, along with our things. I was struck by an irrational pang of worry.

  “They are in your rooms unpacking,” Leif said.

  “I thought I would be you, know, with you.”

  “Oh, you are. I also set up a nursery for Polly. I figured she would want her own bed. Please, make yourself at home.”

  I sat on the first couch I came to, trying to convince myself that this was all real and not some kind of beautiful dream.

  “How?”

  “I got lucky,” Leif said, sitting down next to us.

  “On the lottery?”

  “Oh, no, every cent was earned. I’ve always been good with computers, and I happened to graduate from M.I.T. just when a master’s degree in computer engineering would be most relevant. I started a company that wrote security software, using other white hat hackers to ensure the strength of the programming, and it just grew from there.”

  “You’re a hacker?”

  “I was, only gray hat, though. Went by the name LOKI. Master of mischief. Silly pranks really, like creating parodies of white supremacists. Like instead of White Internet Nationalists we would make it Weird Introverted Nerds, though their homepage looked identical, right down to the font on the initials.”

  I wasn’t sure what he was talking about, but it sure sounded impressive.

  “Wow, so you really are a billionaire.”

  “Yes, but usually I try not to make a big deal of it.”

  The footmen trooped back down the stairs in perfect unison, before disappearing down into the basement. As though on cue, Polly yawned wide. I wasn’t surprised. She’d had a big day.

  “Sleepy, ladybug?”

  Polly nodded quickly, too tired to respond. I stood slowly, Polly laying her head on my chest.

  “I’ll show you to the nursery,” Leif said.

  “Thanks.”

  It was lovely. Polly’s old toys were mixed in with new ones Leif must have bought. Her crib, an ancient-looking mobile hanging over it, was at the center. Polly was fast asleep by the time I lay her down in it.

  I
wasn’t sure what was happening at first. I had been waiting so long for Leif to touch me, it didn’t quite register when it finally happened. I felt a hand lovingly squeeze my ass.

  “Want to see our room?”

  “Yes sir,” I whispered, my submissive side coming out in full force.

  It was as big as the entire house Meegan and I grew up in. He had decorated it with tasteful, earlier-century reliefs and antique furniture. Murals of scenes from Norse mythology were painted on the walls in photo-realistic detail. Everything was centered around the Edwardian four-poster bed, complete with curtains, that was set in the middle of the huge room.

  Swooping me up into his strong arms, Leif carried me over to the bed, kissing me passionately as we went. Having been set down on my feet, I stood still as he gently undressed me until I was naked and vulnerable before him.

  He started with my cheeks. His hands ran over my entire body, getting to know every inch of me, his tongue following close behind. Eventually, his erotic sojourn ended when he came to my pussy, already damp and pink with excitement at the very thought of his touch.

  Tenderly spreading my silken lips with gentle fingers, Leif caressed my aching little pussy with his tongue. I moaned, long and loud, not having to worry about being heard anymore. Taking this as encouragement, Leif slipped a finger in next, lovingly working me as he licked me.

  I thought I might pass out, my knees actually buckling from under me, but Leif was there. Catching me with ease, he elevated me from the ground, transporting me onto the bed. Keeping one hand stroking my belly to maintain contact, Leif took off his suit with the other, making things even between us.

  Kneeling down beside me so I wouldn’t have to get up, he fed me his cock, getting it most of the way into my mouth, and a good bit of it going down my throat. Finding a comfortable depth, he stroked my hair as he carefully face-fucked me, stimulating my clit with his free hand while he was at it. We came in tandem. Leif finally filled my mouth with his thick, sweet cum as he worked me to a deep orgasm, making me shake like a paint mixer.

  When I recovered, Leif pulled me down to the edge of the bed, getting me into a similar position to the one I got into on the chair. He was going to fuck me. I tried to relax and make things as easy as possible. I worried a little about the lack of lube, but my pussy was already so prepped I didn’t think it would be a problem.