825

I hadn’t thought too far ahead, but my brain began to spin up. I wanted to blow her mind and shake her world. Brittany had talked about anal sex until neither of us could move. I loved Brittany’s ass. That asshole was fun to fuck, but we did that regularly. She could handle my dick in her ass for quite some time. What we didn’t do is hardcore pussy fucking. And Brittany had mentioned that her boobs got highly sensitive after she had a couple of orgasms. If I was going to fuck her senseless, I’d be driving her wild with her pussy, the kicking it up another notch with her boobs. But she wanted something in her ass…
Then I got an idea.
I reached into her bedside cabinet, and fished around. Bingo! Brittany was one of the girls in the harem who had learned to enjoy sex toys more than most. All my girls had tubes of lube, you can never be too lubed, and Brittany was no exception there. But Brittany also had a couple of dildos and a selection of butt plugs, I had remembered correctly.
Brittany had her eyes closed, enjoying the tongue that was still lashing her labia, clit and the opening of her vagina. She didn’t see me pull out one of the larger dildos, about the same size as my cock, and a vibrating butt plug.
I flipped Brittany onto her stomach and positioned her face down, ass up, and began putting my plan into action. I slid my cock up and down her slit a few times before penetrating her pussy deep enough to make my dick kiss her cervix.
“Fuck, I love your dick!” Brittany moaned, and I started thrusting like a man possessed.
I started the meditations that Tina and I had figured out to make me last longer, and helped me overcome my refractory period. I needed cooperation from my downstairs partner to make this an afternoon Brittany would never forget. I’d cum, that was never in question with my harem, but how much pleasure I could give my girls was a personal goal, and it seemed to be an ever rising bar.
I grabbed the lube and dribbled a bit on her lovely puckered asshole, the pink pucker standing out against her chocolate skin as my much lighter rod pistoned the hole below it.
“Mhm, you know you don’t have to loosen my ass, it’s ready for your dick.” She moaned, and it was true, we’d had a lot if anal sex in the five months we’d been fucking. But I wasn’t prepping her for my dick. I grabbed the dildo and to my delight it was also a vibrating dildo. Apparently, Brittany liked her power tools.
“I know that hungry ass of yours is always ready,” I told her, still driving my cock into the depths of her baby maker. “Otherwise, I wouldn’t do this.”
And with that I lined the dildo up with her ass, still pistoning her pussy, and drove the dildo into her relaxed and waiting asshole. It only made it in a few inches before Brittany clamped down in surprise.
“Oh… FUCK!!!” Brittany gasped, the double penetration a totally new sensation. I could feel the dildo in her ass as my dick continued its assault. I wanted to get it most of the way in, because its current angle wasn’t quiet as parallel to my penis as I wanted it, but that would mandate it being deeper in her anal cavity. So I slid it out a touch and then pushed it in with my next thrust, repeating until the penetrating length of the dildo was buried in her ass.
Brittany was moaning with pleasure as my cock and the dildo pressed her insides together. My dick thrusting in and out with the dildo in time. It only took a few thrust of double penetration before Brittany cracked her first orgasm, pulling at the sheets, screaming a drawn out “Fuck!” and pushing back into me, asking for me.
I hit the button to turn the vibrating function of the dildo on. Brittany started bucking into me as the dildo and dick violated both of her holes.
“Fucking Shit…! Holy Fuck….! That feels so…. fucking good!” Bettany gasped. I could feel her anal muscles trying to push back on the dildo, so I pressed it against my lower stomach and started thrusting with my entire lower body. The dildo didn’t get pushed out as far, but I could make this work.
They must sell straps for this, I thought, resolving immediately to buy a few sets with compatible dildos. Multiple girls in the harem would love this.
Satisfied that the anal dildo wouldn’t fall out or go too far in, I shifted my hands attention to Brittany’s lovely breasts. I had to lift her torso to get my hands around her pleasure plushies. The combination of double penetration and her sensitive breasts being groped threw her over the edge of an intense orgasm.
I couldn’t hold back anymore and started spraying the insides of her pussy with my sperm. I maintained the concentration required and kept fucking her pussy. I couldn’t worry it wouldn’t work, I had to believe 100% and focus on that. And with the stimulation of her pussy, plus that of the vibrating dildo less than an inch from my cock, combined with my concentration, I kept my erection.
Brittany was quickly getting overwhelmed, and that was what I was aiming for. I planned to fuck her until her brain could not function, and with my experience with Ruth I estimated that she was five to seven orgasms away from that. I knew I needed to change things up, however, because the dildo in her ass was starting to slide.
I released the heavenly cushions on her chest and extracted the dildo from her delicious asshole, and after a quick squirt of more lube replaced it with the vibrating butt plug. The butt plug had a few advantages and disadvantages when compared to the dildo. The dildo gave more stimulation from motion, but required more work and could more easily go wrong. Butt plugs were designed to be inserted, remain inserted and not over insert. And this butt plug was vibrating.
Once the butt plug was in and vibrating, I rolled Brittany onto her back and resumed fucking her pussy and groping her tits.
“Oh, fuck!” Brittany groaned, “That’s too much!”
“We’re just getting started.” I told her, my erection was still going strong, my refractory period defeated at least on that front.
I continued to thrust vigorously into her engorged and overloaded pussy, and dropped my right hand to start rubbing her clit, while my left hand kept massaging her breasts. Brittany was being rocked by orgasm after orgasm, her pussy was used to me dropping a load of sperm, then moving to her ass, so this continued pussy fucking was really intense for her. My dick kept pressing against the vibrating butt plug, making it shift and grind in her ass, adding a second layer of extremely pleasurable stimulation to the pile. Add to that the fact that she usually twerked on me in reverse cowgirl, facing away from me, so I hadn’t given her breasts the attention to desensitize them, so me groping and sucking on them was still a powerful stimulation for her. And for a mind blowing cherry on top, I was playing with her clitoris, which was powerful even for the girls who’d gotten used to it.
After her third concurrent orgasm, Brittany’s eyes started rolling back in her head. I smiled as my plan started coming to fruition. Brittany was getting a mind blowing fuck, which she had earned with all of her hard work to get her doctorate. I did not relent, but continued my mind breaking onslaught on every major sex center on her body simultaneously.
Brittany moaned and spasmed as her mind was carried away on a sea of orgasms and sensation.
Luckily for me, the only part of me really being stimulated was my cock, which was feeling her pulsating pussy and the vibrating of the butt plug, which felt amazing, but my refractory period was keeping me from just emptying my balls into her until it hurt, which fucking as many girls as I was, I had discovered was a thing.
After a few minutes, Brittany managed to regain enough sense to beg me to relent. “No more, Fuck! I’m gonna pee!”
I released my mouth’s hold on her nipple. “Oh! Trust me!” I told her, and continued to plow her pussy, upping my efforts despite the fact that my hands and arms were definitely getting tired.
“Oh, Fuck! I can’t hold it!” Brittany gasped, and with the start of her next orgasm, her pussy gushed, squirting her clear ejaculatory fluids all over both of our pelvises. Brittany’s eyes rolled back in her head and she pulled the sheets off the side of the bed.
Finally, I relented, pleased with myself. I’d wondered which harem girl I’d get to squirt next. Courtney said once you did it once, it got easier and a squirting orgasm was the most amazing, intense orgasm ever.
I pulled my penis out of Brittany’s sopping dripping cunt, and gently removed the butt plug, before cuddling up next to her. Brittany lay there, chest heaving for several minutes before she could gather enough brain function to speak.
“That was…. fucking amazing…” she gasped, “I cannot feel any of my limbs.”
“Was that a satisfactory celebration fuck?” I asked my dark skinned lover.
“Fuck yes! What even was that last orgasm?” She moaned.
“You squirted.” I informed her.
“Is that what squirting feels like? Fuck! Courtney wasn’t lying when she said it was amazing. Man, I love your dick in my ass, but I may have to start taking it in the pussy more, if that’s what that feels like.” Brittany groaned.
I looked over her bed. “It’s a good thing there are lots of extra beds here, cause you soaked this one.”
“Fucking worth.” Brittany declared, trying to move her arms and get feeling back.
Once her legs were steady enough, she went to the bathroom and we got dressed and rejoined the rest of the harem. The harem girls cheered when they saw the thoroughly fucked look on Brittany’s face and we continued to celebrate for the rest of the day. For the next hour after fucking her brainless, occasional Brittany would shiver as an orgasmic aftershock would course through her, then she’d look at me and smile.
Two weeks to slow the spread came and went, and the world stayed in lockdown. There were rumors and stories about how bad the disease was and it was hard to separate truth from fiction.
Two weeks later, Sarah pulled me into her office.
“Hey Tom, how’s it going?” Sarah welcomed me from her desk, “I wanted to talk to you about Ruth’s friends, what do you think of them?”