Maddy and I were both naked on the bed, my bestie snuggling up against me. It was nine o'clock in the morning, and we were both high and giggling, her big tits pushing up against my back.
I had slept at Maddy's place that night and as usual we ended up getting high, cuddling and having sex.
"I can't believe you fucked Derrek. Wow. His cock is that long huh?" she mused, slipping a t-shirt over her big tits. "I want a big man like that to fuck me. I bet he came a ton."
"He came all over my tits, my stomach. I can't do him too often though, my pussy was sore for a day. We could both fuck him, if you want to. I think he'd like you." I said, laying back on the pillows, my hand absentmindedly rubbing one of my tits.
"Fuck yes. I wouldn't mind doing your friend Jon either. He sounds fun."
"That he is." I said, my mind going over our last hook-up.
My phone buzzed.
"My stepdad sent me a text. Weird, he wants me to meet him at his Airbnb house." I said.
"Bob the swimmer. Remember when he watched us in the sauna? I still think he has a thing for you." Maddy said laughing.
"Hmmm, he sounds serious so I better see what's up." I said, texting him back.
An hour later I was in the living room of my stepdad's Airbnb, the house he lived in before he married my Mom. The bachelor pad was adorned with swimming trophies, medals plus a few surf boards.
"Thanks for coming, Paige." Bob said gravely. "I have something I need to talk to you about."
Bob was forty-six, lean, six foot three with broad freckled shoulders. He had been a competitive swimmer and was now a coach. He was very tan with short sandy blonde hair, large hands and blue eyes framed with lines from squinting over the water. Since he was a swim instructor he spent a lot of time at the beach or the pool.
My Mom had met him at the Y, and they had been married for almost two years. I came home from a school trip to discover they had a quickie wedding in Vegas after dating for just six months.
Despite his sudden appearance we got along and I enjoyed the special attention he paid to me, particularly when my mother was not around.
Of course I enjoyed flirting with him as well, relishing his attention.
I would let him rub suntan lotion on my back, having him undo the clasp of my bikini top, me holding it on with one hand while lifting my hair up with the other.
If knew he was watching as I rinsed in the poolside shower after a swim, I would run my hands over my tits or take my top off so water could run over my boobs.
I would leave the door ajar when I changed so he could loiter in the next room and catch a quick glance of my little butt.
Once Maddy and I were in the sauna nude fooling around and he watched us for a long time outside the steamy glass door. Once we realized he was outside looking at us, we gave him a little show, fondling each other and kissing.
There was a time I considered fucking Bob, especially after seeing him in action with my Mom late one night.
I had crept in the house quietly and saw them fucking poolside in the twilight. Bob was sitting back in a lounge chair while my Mom kneeled between his legs, sucking his long cock. As he took her doggy-style I could see his dick, pale in the moonlight, sliding in and out of my Mom, her big tits swinging with each thrust.
As I peered out the window I rubbed my clit, cumming at the same time as Bob's cock began spurting into my mother. I watched as he grunted and thrust his cock into her, holding it in deep as his back muscles flexed with each spasm.
For a while I thought I might like to have that cock, but I fought those urges and moved on.
We sat down in the living room of his small house.
"Can I get you a drink?" he asked.
I shook my head.
"OK, well, I'm having one."
While he was at the bar I set my things down, and settled in on the couch, wondering what was on Bob's mind.
Bob came over with a tumbler and sat down opposite me.
"Wow, look at you, as beautiful as ever." He said, sipping his drink. "You know, I would come down to the pool for a swim and spend the whole day looking at you."
"I know."
"Of course you did. You made sure I got to see you. And swimming in the pool with me, sitting on my lap. Letting me rub your back."
"I was just having fun."
"Is that all? It seemed like more to me."
"How about you watching me change? Spying on us in the sauna?" I asked.
He laughed.
"What was I supposed to do? I come down the path and here the both of you are, naked in the sauna together. I couldn't help it; you're a beautiful woman.
Look Paige, you know I'm attracted to you. You've been flirting with me for the past year. You're nineteen now, it's time we moved beyond these little games."
"You're married, Bob. To my Mom."
"I know, I know. Look, your mom is very special to me, I care for her a lot. But, there's something between the two of us, Paige. You have to admit it."
I was starting to see where this was going, so I decided to play along, but play my hand close.
I knew Bob would never break it off with my Mom, she was supporting him as he coached swimmers and goofed off surfing.
But why would he jeopardize his marriage now?
I played a card.
"I like you too Bob, and I'd love to be more with you, but it's not going to happen while you're with my Mom."
He sighed.
"I thought for a while you wouldn't sleep with me because of my age. Then I heard a few things. I know you've been sleeping around with some...much older guys this summer. I heard about a pool party and you being with some men that are over twice your age."
"I don't see how this is any of your business, Bob."
"Well, your Mom would be freaked out if she heard any of this. And your Dad might really flip out. He could cut off your college money."
"How would he find out? He's in Michigan."
"Well, Paige, I might have to let him know what's going on here, for your own good."
"You "might" have to?"
"Yeah, I might have to call him and let him know about these men. I mean, the whole thing sounds really bad, older men, drinking, maybe drugs. He would cut you off completely. Unless..."
"Unless, what?"
"Unless you could persuade me to keep it to myself."
"How would I do that?"
Bob moved from the armchair and sat beside me, draping a long, freckled arm over my shoulder.
"Just do with me what you've been doing with those other guys. That's it. A few times a month, let's be together. You can stop with the other men, and your college money is safe."
"But, my Mom..."
"She'll never know. We'll be right here, at my place."
This was serious. I couldn't have Dad pulling my college money. Mom was doing alright, but she could never swing my college tuition in addition to her other bills.
Bob had me right where he wanted me, so I had to play it out to the end.
"Look, Honey," he continued, "You don't want to alienate your father, lose your college money, give up that expensive school and maybe even get kicked out of the house. I have a lot of influence on your mother and I can make these flings of yours sound pretty bad."
He brushed my hair back from my face as I sat silently.
Bob went on. "I'm doing this for us. Look, I know you want this. We've played this game long enough, Paige. Those guys don't feel the same way about you, honey. I didn't want it to be this way, but we will be together. It's for the best, you'll see."
Bob had the upper hand, so at this point I had to play the cards I was dealt..
I went all in.
"You know I like you, Bob. I was afraid of getting kicked out of the house if things went any further. To be honest, I think I was acting out with those other guys because I couldn't have you. I'd like to be with you, she just can't find out. I don't want to get kicked out of the house and lose everything." I said.
He exhaled deeply, obviously relieved.
"I knew you'd see it my way. Don't worry about anything. No one will know. It'll be our secret." He said, rubbing my back. "I knew you wanted to get together with me, honey."
"I guess I just needed a little encouragement," I said with a shy smile. "You know I've thought about being with you for a while."
That wasn't a lie. Not totally.
"I know, Baby. You just needed a little persuasion." Bob said, his hand resting on my knee.
I slid over and hugged him. He wrapped a tan, freckled arm around my shoulders and pulled me in tight, brushing my hair back and nuzzling my cheek.
He took my chin in one hand and turned my face to his and began kissing me, sliding his tongue into my mouth.
My hand rested on his thigh and he took it, pulling it over to the bulge in his pants and holding it there.
His cock was rock hard, and I began rubbing it while we kissed.
His hand lifted from mine and onto my leg, pausing on my knee for a moment before moving up my skirt. He began rubbing my pussy through my thong as we continued to make out on the couch.
I moaned quietly and spread my legs for him as his long fingers moved under the thong I was wearing and into my pussy.
As he fingered me I unbuttoned my shirt so he could see my round firm tits and feel them.
"Oh yeah, Paige. These are so perfect." he said, his long fingers touching them softly, pulling at my nipples.
My nipples got hard immediately and his mouth moved to them, sucking and licking them in turn.
He kissed me again as I undid his belt and unzipped his pants, his cock hard and sticking through the slot in his boxers.
He stood and I got on my knees to pull his pants and boxers down, his cock springing free.
