In for a Penny
Mrs. T was scheduled for the following week, and I was surprised to see Sally’s car in the driveway when I drove up. “It isn’t any different than fucking your husband on payday or after they'd done with the yard work.” I overheard Sally say as I walked up. They looked like the cat who ate the canary as they tried to hide the smile in their eyes.
“Am I interrupting?”
“No, dear. I’m here to take the kids to the park. You two have fun now.” Sally winked before calling for the kids to get in the car.
Penny Turner left her husband two years ago after discovering his affair with his secretary who looked like Olive Oyl from the Popeye cartoons: tall, skinny, with no tits. My Dad joked that she probably did things in the bedroom that his wife wouldn’t. Of course Mom would always call him a pig for talking like that. “Damn, she can fill out a sweater,” he'd say whenever he saw Mrs, T. He knew better than to let Mom hear him say that, or he wouldn't get sex for a month.
I still didn’t get it. Penny was a beautiful petite blonde with big tits and a great ass, who stood barely five feet tall. Sure, she had put on a few pounds after her divorce, but that only rounded out her butt and made her boobs bigger.
I caught Penny unbuttoning a couple of buttons on her blouse out of the corner of my eye while I watched the kids pile into the car. She was staring me up and down with a Cheshire Cat grin spread across her face. “In for a penny. In for a pound,” she giggled as she undid a third. My eyes just about popped out of their sockets when she arched her back to expose her ample cleavage. She pointed to the bulge in my pants and chuckled. “Looks like he’s ready to pound some, Penny.”
Talk about being led about by my dick, I followed her into the house like she was a bitch in heat. As soon as she closed the door, her blouse came off. Her massive melons spilled out of her lacy bra cups. Penny then kicked off her pedal pushers and stood there in her intimates while I ogled her scrumptious little body. I stood there speechless.
“Wait till you get a load of these, Hun,” she cooed while unclasping her bra.
"W. w-wow, " I stammered, as my pants and underwear dropped to the floor.
“Wow is right. Sally wasn’t lying."
“I can’t use those, honey; I’m Catholic,” she said when I pulled a condom out of my pocket. “We can do it, but you have to be careful not to come inside me. You can cum in my mouth, on my titties, or up my ass; just don’t cum in my pussy. Promise?”
“Uh-huh. Should we go upstairs?”
“No, Sweety. I want to be able to hear if Sally comes back early. We can do it right here,” she pointed to the sofa.
Behind the sofa was a large picture window with its sheers pulled tight. They allowed plenty of light but obscured the view from the street. Her golden-blonde hair glowed as she sat, admiring my swinging appendage. Penny licked her lips as I took it in her hand. Her petite hands made it look like she was holding a footlong hot dog.
Penny sucked about three inches into her mouth while she pumped the rest of my shaft. She wasn’t even close to giving head as good as Sally, but what she did next blew my mind. She got my cock all slobbery and stuck it between her jugs and gave me the titfuck of my life. She held her breasts together while I thrust my cock through her cavernous cleavage. I plowed my man meat between her titties while she sucked on the tip of my cock. I took things into my own hands, grabbing her luscious tits, squeezing them as I humped.
“You’re sure you know how to hold off, right?” I nodded as I took a seat on the couch. Good. I want to ride you till I cum. Then you can finish wherever you want.”
I gulped hard, saying. “You said something about your ass.” I’d heard of anal sex before but never thought straight men did that.
“Oh, you want to try the poop hole loophole,” Penny chuckled. “Regardless of how nuns beat abstinence into us, we found out there was always a way. That’s fine, honey, but you're going to have to let me ride you till I get off first. You’re sure you can control yourself?” I nodded enthusiastically while Penny straddled me.
Penny reached down and grabbed my cock, slipping it into her juicy pussy. She was tighter than Sally, and it took her a minute or two to grow accustomed to my length. Once she did, she didn’t hold back. She’d rise to my tip before slamming herself back down on my cock while she let me suck and squeeze her titties. It didn’t take long for her to start whimpering and moaning.
She slipped her feet under after a few minutes of this and squatted over me while bracing herself on the back of the couch while she proceeded to ride my cock. I nearly lost my l load watching her tits flail around as she piledrived my shaft. “Oh, god. Ahh, Oh, my fucking gaaaad!” she squealed. Penny slammed her pussy downward, bucking her cunt forward and back. “I’m cummmmming!” Her pussy spasmed on my dick, enticing me to cum inside her. I did everything I knew to keep from cumming inside her.
Penny slid off my cock, revealing that my cock was coated with Penny’s pussy juices. She ran her fingers through the creamy mess and smeared it on the tip of my cock. She then turned and reached between her legs to take hold of my dick, only this time she guided my cock into her anus. She grabbed hold of my shoulders as she slid her feet under her as she had done earlier. “Hold my hips, honey,” she said as she inserted my cock into her sphincter.
The sensations were indescribable as Penny began to undulate her hips, sliding my cock in and out of her backside. “You got me, honey?” she asked while increasing her pace. That’s when I felt her start ramming her fingers into her pussy. She started moaning loudly as she had another climax. I couldn’t believe that I had made her cum by fucking her in the ass. Never mind that she was fingering her twat at the same time. “Hurry, honey. I can’t take much more.”
I wrapped my arms around her waist and flung her over the arm of the couch, fucking her doggy-style like Sally. “Almost there,” I groaned. “Just a few more. Ahhh.” The way Penny was humping back against me led me to believe she was cumming too.
Penny clenched her sphincter when I pulled out and trotted to the downstairs bathroom. “Let’s get you cleaned up,” she called as she flushed the toilet. She dropped to her knees, holding a soapy washcloth when I stepped in. It was weird having her wash me, but then again, today was filled with weird.
Sally returned with the kids shortly after we got dressed.
“How’d it go?” Sally asked when the kids were out of sight. “As big as I said it was?”
Penny turned bright red as she grinned. “You’ll have to take the kids more often.”
“It’s a good thing we know how to share. Ooh, now there’s a thought. Maybe we should schedule you for next weekend when the kids are when the kids are with their dads.” Sally purred before giving Penny an open-mouthed kiss.
I had gotten a real education today. I had never heard of cowgirl, let alone reverse anal cowgirl, but it was something that I’d like to try with Sally, and hopefully I’d get to do it again with Penny. Now it looks like I might get the chance to be with them at the same time. Too bad I don't have two dicks.
