I was really having a classic lazy Sunday. I'd been visiting my brother in San Francisco, and we'd had a pretty booze filled Saturday, which left us not wanting to do anything on the Lord's Day. The fact that it was raining didn't help, and we didn't even get around to leaving his apartment until noon, at which time we went for a short walk to get sandwiches.
With sandwiches in hand, we were only about one block from my brother's place when he remarked, "Oh shit!"
Coming down the other way down the street was a girl that apparently my brother didn't feel like talking to. As she got closer I recognized her as Ashley D., a girl I knew from high school but hadn't seen in about ten years. She didn't seem to recognize me from far away, but once she got close, I could see a look of surprise on her face. "Well, it's certainly been a while," she said while hugging me, pressing her large breasts up against my hard body.
Ashley and I had never been close at all. In our high school days we'd run with different crowds, and only really knew each other because we'd had a few classes together. However, through sheer coincidence her and my brother had become friends in San Francisco. Apparently she worked with my brother's roommate, and they knew each other that way.
In high school I'd never thought she was all that hot, but I didn't think she was unattractive either. I'd basically remembered her as a girl with huge boobs, a toothy smile, kind of an obnoxious voice, and a lively personality. While I'd never seen them, I knew she was quite found of showing off her boobs back in the day. In fact, I think she was pretty free-spirited sexually speaking. I had been at a bonfire down at the beach with her and a whole bunch of other people one time when she all of a sudden got desperate to get a ride home. She asked pretty much everyone there to help her out, but no one wanted to leave, so in her desperation she offered to give someone a blowjob for a ride. One dude immediately took her up on the request before I even had the chance to act. I don't know whether she wound up sucking his dick or not.
Seeing her in San Francisco, she looked a little better than I remembered her. Her long, wavy blonde hair was blowing all over the place in the storm, giving her the perfect sex hair look. Her skin was clear, and she still had a very toothy smile. Her ass was nice too, especially in the tight yoga pants she was wearing. But her breasts were still by far her best assets. Even though they were hidden behind a coat, I could still tell just how big they were, and from the looks of things, gravity hadn't caught up to them yet. I couldn't help but think about fucking her from behind, and seeing those huge titties jiggling freely.
Ashley had always been an extremely talkative girl, and on that lazy Sunday she was no different. We stayed in the light rain conversing for a solid ten minutes, most of which time was taken up by her telling us how the night before she'd been making out with some guy she wasn't into, so she began making out with his friend instead. She had zero shame in telling this story. When she was done with her story, I mentioned the fact that I was driving back to Los Angeles the next day to visit family for the holidays. "Really?" she said, sounding excited. "Wow. Are you traveling by yourself."
"Yup, just me and some luggage."
"I don't mean to intrude, but is there any way I could catch a ride with you? I was planning on finding a ride share on Craigslist, but this would make things much easier."
I didn't really want to give her a ride. Although she was kind of cute, she was super annoying, and I didn't feel like dealing with her for a seven hour ride. But, I couldn't think of an excuse so I agreed to give her a lift. She preceded to give me her number and said, "Well, I guess I'll see you tomorrow then. I'd love to hang out with you guys, but I really need to do my laundry. I have no clean clothes. I'm not even wearing panties right now."
As far as parting words go, she couldn't have done much better. But my brother wasn't feeling it. "That chick's crazy," he said. "That's going to be an awful ride home tomorrow."
"I'll make the best of it," I replied, hoping it wouldn't be so bad.
The next day I picked Ashley up bright and early. She was wearing the same yoga pants along with an unzipped leather jacket, and a tight fitting shirt that showed off her ample cleavage. It was a good look for her. "I'm so excited to ride with you," she said as she hopped in the car.
Even though Ashley loved to talk, we still managed to run out of topics to talk about super early in the drive. After a long, awkward pause in the conversation I broke the silence by asking, "So, how was the rest of your day after doing you laundry."
She laughed. "It was a lazy day. I didn't even do my laundry. I'm bringing it home with me to have my mom wash it."
"That's good," I said, not really knowing why I said it.
Ashley responded immediately. "And in case you were wondering, I'm still not wearing any panties. Or a bra for that matter."
I turned bright red. With other girls I may have taken this as a sign of flirting, but with Ashley I figured it was just her personality to be super blunt like that. For the next couple hours, conversation went really well. We mostly just swapped stories from our high school days, caught up, and laughed. When a long gap of silence finally arose, it wasn't awkward, but rather felt natural. It lasted for several minutes before Ashley spoke up. "I feel like I need to thank you for giving me a ride home."
"You don't have to do that," I said. "It's no big deal. Actually, I enjoy the company."
"Still, I think I should do something."
"We can split the gas. That would help a lot, actually."
"I already figured we'd split the gas. I want to do something else for you," she said, looking at me slyly.
"You really don't have to, but I guess you can buy lunch for me, if you want."
Ashley licked her lips. "No, I've got something I think you'll like a lot more," she said, placing her hand on my leg.
All I had on were a pair of light weight basketball shorts, and when she put her hand on my thigh, her sensitive touch caused me to squirm a little bit. But that wasn't the worst of it. Instantly after she touched my leg, my cock began to fill with blood. As my dick grew larger the outline of it was clearly visible under my shorts. "So do you want me to thank you," she said as she slid her hand on top of my shorts, closer to my crotch.
"I really don't think we should."
"I really don't believe you," she said as she put her hand on top of my cock.
That time I didn't object. I tried to focus on the road while Ashley rubbed my cock over my shorts. "It's okay to smile," she said while she stroked me. "I can at least tell your dick is enjoying this."
It was true. My cock was hard as an iron rod, and was just begging to come popping out of my shorts. Sensing that was the case, Ashley grabbed the waistband of my shorts and slipped them down to my knees. My cock sprang straight up in the air. Ashley took my thickness in her hand. "You have a really nice dick," she said teasingly.
I was doing everything I could to keep my focus on the road while Ashley stroked me up and down. Despite my attempt to focus, I couldn't help but notice out of the corner of my eye as Ashley's other hand making its way down the front of her pants. She started to touch herself while she jacked me off.
That girl really knew how to work a dick, and she kept mixing up her style. At times she would simply stroke me up and down. Other times she would put her hand on top of my mushroom tip like her hand was a claw, and make swirling motions until she got to the base of my penis. She wasn't using lotion, spit or anything, but her soft hands felt heavenly on my throbbing cock. I'm not sure why, but my penis was feeling much more sensitive than normal that day, and every movement of her hand made my cock twitch in appreciation. It felt absolutely amazing, but I feared I was going to cum much quicker than I wanted to.
For as much as I was enjoying myself, Ashely appeared to be quite turned on as well. Although I couldn't see, I could tell she was fingering herself deeply underneath her skin-tight yoga pants. But the sexiest thing of all was glancing over at her and seeing that her eyes were firmly glued to my cock. She seemed to be a very visually sexual person, and the image of my big dick getting worked by her hand was clearly arousing to her. She was fingering herself deeper and deeper before she finally paused. "Do you want to taste me me?" she asked as she took her fingers out of her wet pussy.
While I don't normally care much for the taste of pussy, I certainly didn't want to say no. "Absolutely," I replied.
Ashley put her middle and index fingers up to my lips. "Go ahead," she said. "I keep it real clean."
I opened my mouth, and she slid her fingers in. I sucked them gently, licking up all her juices. Just tasting her made me ache to see her clam in all its wetness, but I knew it wasn't the time or place. "Lick it all up," she said, as she slid her fingers in my mouth with one hand, and stroked me off with the other.
I was loving it and could have kept at it for hours, but Ashely had other plans. She took her fingers out my mouth and placed her wet hand on my balls. "Can I taste you now?" she asked.
I wasn't quite sure if she meant she wanted to suck my fingers, or if she had something else in mind. Regardless, I said yes. Then before I knew it, her lips were on the tip of my penis, and her tongue was pleasuring it with gentle licks. "I can't believe this," I said, while fighting to keep my eyes from rolling back in my head.
