Stupid Dawn stuck her tongue out at Mary Beth, who stuck her longer tongue back out at Dawn. Dawn walked over to the bed, leaned down, and kissed Mary Beth passionately. As they kissed I slid the middle finger of my right hand deep into Mary Beth’s asshole. We’d played like this before. Mary Beth groaned into Dawn’s mouth.
“You’ll love it,” Dawn said. “Or you won’t. But at least you’ll know.”
I continued fingering Mary Beth’s ass as I straddled her legs and positioned myself and sank my hard cock deep into her pussy and as usual she yelled a little at the intrusion. Something told me that she should be on the verge of orgasm before I took her ass, so as the other ladies watched us I started pounding her pussy hard while using my finger in the same rhythm in her slick ass. This was usually the easiest position in which to get Mary Beth off, pounding her from behind, probably because my cock rubbed hard against her g-spot this way. When she had been making her “I’m gonna cum” noises for a while I pulled out of her pussy and sank into her ass all in one go as I reached around her to rub her clit. I sank balls deep as she screamed out her orgasm. I grabbed her breasts and played with her nipples as I began to pound her ass in earnest.
“What do you think, sweetie?” Dawn said.
“Oh… my… God… so… full…”
“Do you like it?”
“It’s weird, but… yeah!”
“You like that it’s dirty?”
Mary Beth actually blushed as I pounder her. “Yes,” she whispered. “And… there are more nerve endings there than I expected.”
To my right, Jay was on her side watching my cock sink, reappear, sink, reappear. Her mouth was in a little “o” shape. I couldn’t tell whether she was turned on or worried about being next.
Time for another Mary Beth orgasm, I thought. If I’d been in her pussy she probably would have come twice by now. My right hand left her breast and once again found her clitoris.
“Oh, shit,” Mary Beth said. “Oh, shit, oh God…”
The yelling wasn’t quite a Dawn scream, but it was much louder than the usual Mary Beth wail. Her body was covered in a light sweat. I brought her down gently and stopped moving inside her. I kissed her back.
“Sweetie?” I said.
She just moaned into the pillow. I slowly pulled out of her and turned her onto her side and spooned her, gently rubbing her breasts and her belly and her legs. At this point I couldn’t tell how she felt.
“Mary Beth?”
She spun around and kissed me. “We are so doing that again,” she said. “We may never do it the other way again.”
“Hey, let’s not go crazy…”
“I have never cum that hard,” Mary Beth said. “Or felt that weird and nasty and full and awesome and loved and played with.”
“I know, right?” said Esmeralda.
“Told you,” Dawn said.
Tina did the cleaning. Dawn brought us all water. Jay looked at me nervously.
“I’m a little scared,” she said.
“Then we won’t do it,” I said. Jay is tiny, under five feet tall, and quite lean. All of her parts are correspondingly tiny. Her breasts are small handfuls that she used to be self-conscious about, but after almost a year together she understood that they, and the rest of her body, totally turned me on. Made me drool, actually. If she’d been taller she’d have been supermodel material. Her pussy was the tightest I’d ever been in; I had to work it slowly and push and push and push to get in every time we made love. Her asshole might simply be too small to accommodate sex. I said as much.
She reached down and stroked my hard cock. “I want to try, but you’re so thick.”
I thought about it. “Let’s start by finding out if it even matters.”
“What?”
“Let me demonstrate.” I pushed her back over onto her tummy, then kissed all over her back, then licked and kissed my way down to her ass cheeks. This we had done before, and she moaned her appreciation. Then I did something that I don’t think we had done before. Occasionally when I ate Jay’s pussy, my long licks would include her anus. But this time I just spread her ass cheeks and dived in on her asshole and licked with abandon.
“Wha… Johnny…”
My left hand went under her to play with her breasts and my right hand found her bare mound. I pushed a finger into her pussy. Christ, even my finger was a tight fit in there. I did my best to push my tongue as far into her ass as I could. Now thumb in pussy and fingers on clit. Other hand rolling nipples. Tongue on asshole, moving fast.
“Johnny I’m gonna…”
I pulled my hand off Jay’s breast and pushed my middle finger all the way into her ass. She exploded off the bed.
“Houston, we have liftoff,” Tina said.
I shoved my cock into Jay’s tight pussy and continued ramming my finger into her ass as she bucked around all over the bed. I realized I had licked away most of the lube they’d placed before I’d arrived.
“More lube?” I said as Jay screamed out her pleasure.
Dawn ran to the bureau and came back with a little plastic squeeze bottle. I pressed it against Jay’s asshole and squeezed half the bottle into her, then pulled out of her pussy and pressed against her anus and pushed, and pushed a little harder, and she screamed as I popped through her ring of muscle and started to sink into her depths. I kept up the action on her clit and her nipples.
Jay thrashed like a small animal who’d been impaled on a trap. “FUCK!! FUCK, STOP!!”
Horrified, I stopped moving.
“Oh God, I’m so sorry Jay.” I started to pull out.
“Fucking STOP!!”
I fucking stopped.
“Just hold right there for a minute.”
I held. I didn’t move a muscle. I had hurt a woman I dearly loved. I was an asshole. I couldn’t wait to pull out of her and apologize.
“Okay, push,” she said. “Just a little.”
What? “Are you sure?”
“Yes.” She reached back and felt my cock, her fingers sliding over the part of it that was still not in her ass. Which was most of it.
“Oh, fuck,” she said. “Johnny, if I can’t get all of you in me, will you be angry?”
Oh my God.