All characters appearing or mentioned in this story are 18 years old or older. This story is a work of fiction and any reference or description to actual persons is unintentional.
If you are enjoying these stories, leave a comment about what you liked or didn't, or things you want to ready more of. I'll take advice into consideration when I'm working out the next parts of the LoP stories.
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Late August, 1998
With all the recent things that have happened in the last 8 months, and with all the transitions to not only becoming an official adult, and then a graduate, and then becoming rich through a clever invention I sold, I found myself overwhelmed as August 1998 drew to a close.
It wasn't so much any of those things, but it was the fact that my previously dull and lonely social life was suddenly changed with the help of my best friend Amber.
Now that she was off in Florida pursuing modeling and acting, I found myself lonely again at times. And it was somehow showing through in my behavior as well it seemed.
Leila, my neighbor, switched to day shift for the last bit of nursing school so we now had time to hang out in the evenings. Ashley was taking classes at the community college but also made time to hang out with me. And yes, both women made sure that I was far from lonely.
Still, I had been thinking of moving away from southern California for a while now, just to see how other places would suit me. And Portland, the Silicon Forest, kept coming up in my searching in terms of people, activities, technology companies, and good housing.
"Why would you want to leave here," asked Leila as she was straddled over me, impaled on my long, thick cock. I had told her over our take out dinner that I was thinking of moving but she didn't say anything at the time. Bringing it up now seemed sorta weird.
"Huh?" I asked, trying to get her sliding up and down my pole again.
"Why move," she asked again, staying firmly planted on my middle. "This place is great. My sister lives in Portland and it does not sound fun. Mostly rain and bad property taxes. Besides, " she said as she ground down on my cock again, slowly moving her hips back and forth, "you would miss what you have here. This whole harem of willing women just aching to satisfy your lustful needs."
I was temporarily lost in said lust as she kept sliding her pussy over my pole. I enjoyed this while she gained speed and pressure, build her own lust. After a few minutes of riding, she shuddered with an orgasm.
"Oh, FUCK!" she yelled, throwing her head back. Her shuddering jiggled her DD breasts hypnotically. I fondled them as she came down and some sense came back into the world. She laid down on top of me as the occasional after shock of her orgasm squeezed my cock delightfully.
"Yea," I said, "I would miss everyone, including you." I kissed her cheek for emphasis. "But I don't know what I can do here. I mean, I don't have to do anything really, but just hanging out isn't a way to spend your life."
"I can understand that," Leila said. "You have to live your life as you want to. Even though I would miss your sweet nature, and, if I'm being honest, this great cock you have shoved in me." For emphasis she squeezed her pussy around my cock firmly.
"And," she said, "I think I can help you out. My sister is a realtor in Portland. A good one. She can find a good place for a good price."
"Sweet," I said, "I'd appreciate it."
"Good," she said, kissing me and getting off of me. "Now, get behind me. I want to feel you against my ass."
I did as bidden as she got on her knees. She put her face against the sheets and proudly stuck our her beautiful, round ass, inviting me in. I lined up my still slick cock and entered her in one hard thrust.
"Oh, shit!" she exclaimed. I continued with long slow thrusts so that she had time for one more orgasm before I finished. After a few minutes she got on her elbows and reached for my phone.
"What are you doing," I asked, confused. "Ordering a pizza?"
"No," she said, dialing, "I'm calling my sister."
"Now?"
"Why not?"
"Cause I'm fucking you doggy style right now."
"And I am loving it," she said blissfully, "but I love teasing her and having your giant cock in me while I do that is fun for me."
Deciding it was best not to get into that too deeply, I continued my fucking of Leila's ass.
"Hey sis," she said into the phone. "I got a favor to ask. My friend is thinking of moving up there and wants to view some houses." She paused a few seconds listening. I picked up the pace so that bed started squeaking audibly. Leila furrowed her brow at me but I just kept up the pace. "Yea, he's looking for, something...what are you looking for?"
"I don't know, I'm thinking of other things at the moment," I told her, spanking her ass lightly.
"Huh?," she said into the phone. To me she asked, "Whats your price range?"
I told her a number. This made her eyes bulge a little. Her eyes bulged a little more as I took my thumb and lightly stroked her asshole, applying some pressure to it as I fucked her. She relayed the number to her sister.
"Yes, he's serious," she said into the phone. "I'll have him call you with the details, I just thought you can get some ideas before. Huh? I don't know, I haven't talked to mom recently."
Wanting to get Leila's attention back to the here and now, I added more pressure to my thumb and started probing her asshole. Her mouth dropped open as this new intrusion.
"I don't know," she said through gritted teeth into the phone. I slipped my thumb up to the first knuckle, increasing my fucking pace. Her mouth was mix of surprise, pleasure, and annoyance. It was beautiful. I added gas to the fire by spanking her ass with my other hand.
"Hey, I gotta go," she said to her sister. I started moving my thumb in and out of her ass at a slower pace than I was fucking her. With each thumb stroke I went a little deeper until my thumb was reaching up to the second knuckle inside her ass. My own orgasm was building as well, which spurred on my pace a bit. Leila noticed this, but was having a hard time between enjoying herself and chatting on the phone.
"Yes," she said a bit desperately, "I'll have him call you. No. Yes. No, you can call mom. I gotta go. OK? Yes. Bye." She threw the phone down.
"Holy fuck!" she yelled. "That feels so fucking amazing. Keep fucking me in both my holes. Fuck. OOOOhhhhhhh" she screamed into a pillow as her orgasm took over. I could feel her pussy contracting around my cock and her ass squeezing my thumb with more pressure than I expected. She continued to moan for a few more minutes until I couldn't take any more.