Alone with Ashley, Day 4 [mf][inc][mast]

“What’s up?”

I tossed my Popular Science magazine aside as Ash entered my bedroom and sat on the edge of my bed. Her friends were still hanging out downstairs probably wondering how to get me to come back so they could embarrass me further. Ash had her hair tied up in a messy bun and was wearing sweats and an oversized t-shirt. But damn did she look cute.

Ash began asking me about the type of girl I like and although she said it was because her friends were quizzing her, part of me wondered if she was asking for herself. At first I said she was my type, but in a sarcastic way and I’m glad that’s how it came out because at that exact moment her friend Simone passed by my door. I doubt she heard me, but still, I didn’t want our secret to become public knowledge. I guess I must have satisfied Ash because after I described my type she perked up, kissed me on the cheek, and dashed back downstairs. After she left I got up and closed the door, locking it behind her. I lay back on my bed, my dick already stiff and closed my eyes, remembering our time together the day before.

Alone with Ashley, Day 3 [ff]

*God I love French toast*

I love it so much I made extra, you know, for later when I get a craving for more gooey, egg-saturated bread, pan fried to a golden brown, then slathered with loads of butter and syrup so sweet it makes your teeth hurt. I just wish we had bacon to go with it, but we never have it around so I had to settle for breakfast sausage that I just popped in the micro.

I sat at the kitchen table, poured myself some orange juice, and then began inhaling my breakfast. After yesterday morning, the rest of the day passed in a haze and I basically forgot to eat (not that I couldn’t stand to lose a few pounds) and I was starving. I thought about Alex, who wasn’t yet awake. We hadn’t spoken since, well…what was that? We didn’t “do it” exactly, but we got each other off, and holy crap, it felt *so good*! I’d never felt so comfortable with anyone before and the way he let me guide him was so, I don’t know…generous? He didn’t push (except for that brief moment) and feeling him touch me was so much more electric than it ever was with Mark. And watching his face when I jerked him off was such a turn on! Oh my god that was amazing!

Alone with Ashley, Day 2, Later that Morning [mf][inc]

I sat on the couch, stunned, and watched as Ash bolted from the family room. She had kissed me, but it wasn’t a sisterly peck on the cheek. No, this was a full on plant right on my mouth and I had even felt her soft tongue against my lips. There was also the fact that she was sober now, not like last night when she was hammered and had no idea what she was doing. So she kissed me intentionally, knowing full well what it meant.

*What the hell?*

Concerned and confused, I walked upstairs, knocked on her door and pushed it open a crack. Ash was face-down on the bed, her face buried in her pillow. “Can I come in?” I asked hesitantly.

Ash kept her face buried, but nodded her head up and down. I slipped in, closing the door behind me, and sat down next to her, placing a comforting hand on her back

“What’s going on?” I asked, “You broke up with Mark? Because you’re a virgin?” That last part was especially surprising as I had always assumed she wasn’t. I looked her up and down; the long runner’s legs, the cute butt concealed under her boy shorts, her golden hair sprayed across her upper back and part of me was glad she didn’t just give it away to some asshole.

Alone with Ashley, Day 2 [mf][inc]

[Authors Note: I’m trying a semi-realistic, multi-episode story here that will only make sense if you’ve read Day 1 (link in comments). Some episodes might contain little or no sex, like this one, but we’ll see how it plays out. Comments, criticisms, support always welcome!]

*Oh man my head hurts so bad.* The pounding behind my eyes was like a bass drum keeping time with my heartbeat. My mouth was cotton, a reminder of the drinking the night before. I lied there for a minute, still, focusing on my breathing, preparing to open my eyes, when I heard soft breathing that wasn’t mine and I froze.

*Oh shit*. I tried to focus, to recall the night’s events, but my memories were fuzzy and scattershot. *Did Simone bring me home? Michelle?* I remembered wine coolers at Simone’s, had a vague recollection of Jell-O shots at Spilman’s house, fighting with Mark, but then…nothing but blurry, indistinct flashes.

The person next to me jostled slightly and let out a small snort. I squinted my eyes open despite the pain, and slowly, carefully, rolled onto my back as I needed to formulate possible excuses if things had gone wrong. *Sorry, I was really drunk. Sorry, you’re not really my type. Sorry, I have a boyfriend.* Except that last excuse was no longer true. I recalled the yelling and accusations and how Mark tossed out the word “virgin” as if it were a character flaw.

Alone with Ashley [mf][inc]

[This is a work of fiction. Feedback is appreciated!]

“Later, dork!”

Mom and Dad had barely pulled out of the driveway for their three-week vacation through Europe when Ashley grabbed the car keys off the pegboard and headed for the door. Knowing her, she was going to her friend Simone’s house. She and her friends would “pre-game” there on wine coolers before ending up at some big rager at Brian Conrad’s or David Spilman’s since their parents never cared what they did.

“Where are you going?” I asked from the family room couch, only half interested in the response.

“None of your business!” she called back before reconsidering. “Actually, Simone’s! I don’t know when I’ll be home so enjoy your alone time, loser!” I heard her laugh as the kitchen door slammed shut behind her.

“I hope you crash!” I yelled back.

We’d always been like that, Ashley and I. Sure, we teased each other every chance we got and we had terrible fights, but when it came down to it, we had each other’s backs. She was two years older than me and the popular one of the two of us – the blond girl-next-door, honor roll, captain of girls track, chorus, student council. A good girl with just a little streak of bad running through her.

My Second Jobud Experience [MM]

[Part 1](https://www.reddit.com/r/gonewildstories/comments/6s29vn/my_first_jobud_experience_mm/?st=J69YK18I&sh=3329d1c3)

After that first experience (and a decent amount of time questioning my sexuality) we had another session at his house a couple weeks later while revisiting his father’s porn. It wasn’t nearly as exciting, as we didn’t strip completely naked and instead of jerking in his bathroom, where we had a great view, we sat on his bed. I could hardly see his shaft because he was stroking it while holding a wad of tissues. I still blew a load, but overall the experience was disappointing. I wondered if we would ever reach the intensity of our first time.

About a week after that, Matt was at my house hanging out. My family was away at my brother’s baseball tournament and we were beyond bored. Matt, always on the hunt for porn, suggested we look for porn in my parents’ bedroom. Of course I had already searched high and low through my father’s stuff and found nothing. But Matt thought outside the box: he looked in the drawer on my *mother’s* side of the bed and sure enough, two copies of Penthouse and The Joy of Sex book. We grabbed them and went up to my room. The pics in the book were surprisingly hot, and before long, I could feel my cock stirring as we paged through the book together. Matt was turned on too and we switched to the Penthouses, each of us taking one as we sat on my floor, leaning against my bed.

My First Jobud Experience [MM]

I only recently found this subreddit, and after reading some of the stories of people’s experiences, I figured I’d add mine to the mix (this was previously posted on r/jobuds). Sorry for this wall of text, but keep in mind, this happened back in The Olden Days. There was no internet porn! Because there was no internet! If you wanted porn, you had to watch the scrambled cable channels in the hope of a couple seconds of boob or find your dad’s single issue of Playboy in the bottom of his dresser drawer under the Hai Karate. Basically, good spank material was hard to come by. I had to make up for it with a good imagination.

Anyhow, my first sexual experience of any kind involved me and my best friend Matt. We had been friends since we were little, going to school together and hanging out on weekends. Sleepovers were common, just the two of us when we were younger, then as groups when we started staying up all night playing Dungeons and Dragons. Yes, we were nerds. Big time. None of our group had ever had girlfriends and most weren’t very athletic. If we weren’t playing D&D, we were quoting Monty Python and talking about the hot girls we knew, but never dated. But nobody every copped to beating off. It just wasn’t discussed back then.