College Prep 1

Chapter 1

"What's this cake for?" I asked as I grabbed a six-pack from the fridge.

"It was my birthday yesterday," said Tom. "You can have some if you want. It's going to end up in the trash by tomorrow if you guys don't eat it."

"Did Amy give you anything good?" asked Brian with a mischievous look in his eye.

"Oh, yeah," said Tom. "Well, really it was more about what she let me give to her."

"Okay, okay!" I said, sitting down at the poker table with my three best buddies. "Give us the details!"

"Come on, you guys don't want details," said Tom.

"Are you kidding me?" said Jordan. "Amy is hot as hell. I want to hear it in enough detail to be wacking off to it before I even get home."

"It's alright, Tom. We're your bros. We just want to know she's treating you well," I said.

Tom looked at each one of us in the eyes, than heaved a sigh. "Seriously you guys, it was one of the top experiences of my life."

"Okay, we're serious now," said Brian, leaning in conspiratorially.

"Well, you know how she finally started sucking my dick once in a while?"

"Yeah only on birthdays and Christmas," said Jordan.

"Yeah, well, as a birthday present to me, this year she said she was going to let me cum in her mouth."

I whistled. "Ooh, that's a big step."

"Yeah, and in the right direction!" Jordan said as he punched Tom's shoulder. "I would've loved to have seen that. You didn't film it did you?"

"Hell no," said Tom derisively. "Amy would never allow that. She knows I'd end up showing it to you guys."

"Damn right you would," said Jordan.

"Anyway," continued Tom. "God, the feeling of my cock pulsating and spurting in her mouth, with her lips closed around me and her cheeks sucked in. You would have thought she was really into it. She sucked it down like a straw, gulped it all instantly."

"Okay, okay! That's pretty great," I said. "Maybe next time she'll play with it a little, let you see it on her lips and tongue. That's really the cherry on top."

"Yeah, well, it was the best sexual experience of my life," said Tom, and he leaned back in his chair with a smug look on his face. No, not smug. Content. Like now he could die happy.

We relished the silence for a moment, turning our attention to the playing cards. But it turned out Tom wasn't done with the topic of conversation. "Well, bros. What were your best sexual experiences of your life so far?"

Jordan, Brian, and I looked at each other, and set our cards back down on the table. Jordan said, "You know, Brian and I could tell you some stories, but none of them could measure up to Russell's. You might as well go first, Russ." Tom looked at me questioningly. Jordan and Brian had heard it already, but they were more than happy to hear it again.

"Well, here's how it went," I said...

Chapter 2

Last summer, Beth and I took out kids on a long road trip, and we stayed a night at Beth's older sister' house outside of Nashville. It's super rural where they live, just a few farms breaking up huge forests. We got there at 9 pm, got our little kiddos into bed and safely asleep, and then went down to the living room to catch up with Karen. We barely caught a glimpse of her husband before he went to bed for the night. He's sixty-five, and has really been slowing down the past couple years. She's forty, and still smoking hot. She was a gold digger for sure. I think she had fun the first couple decades but now, not so much.

After we'd been chatting a while, all four of her kids got home at the same time. We made the usual oohs and aahs about how much they had grown. Anthony was getting pretty buff, Jim and Rhys were both still thin but had that look where they were probably fast as lightning running around, and could probably jump off a house. Erica meanwhile didn't look like she was trying too hard. She had on a baggy sweatshirt and her hair was back in a messy pony tail. No makeup, nerdy glasses, and I swear to you she had a pencil behind her ear. She smiled and said hi to us, but went off to get ready for bed right away. Her brothers wanted to chat with us, but Karen sent them off to get ready for bed, too.

"That poor girl," said Karen. "She spends most of her time studying with her two girlfriends for their high school quiz bowl team."

"Isn't she going to OSU in the fall?" Beth asked. "She should have plenty of social opportunities there."

"Yes," sighed Karen. "I'm worried about that actually. She's never been with a boy. Can you imagine starting college as a virgin? Talk about stressful."

"Yeah," said Beth. "Too much danger that she'll imprint on whatever first guy she sleeps with."

"Totally," said Karen. "I've been trying to convince her for weeks now that she should lose her virginity before she goes off to school. The problem is, there are like zero available guys around here."

"There's got to be a way to wrangle somebody," said Beth. "College parties are supposed to be a place to feel free, to relax and let loose, just have fun. If you're stressed about it being your first time, that is seriously no fun." I was shocked that Beth was one the same page as Karen. I mean, I knew their family was much more libertine than mine, but still.

"Finally, somebody who takes my side on the topic," said Karen. "I'm going to get Erica down here and you're going to help me talk to her." Karen got up and walked out of the room.

"Beth," I said, "What the hell? Are you seriously going to try to convince Erica to start having extra-marital sex?"

"Oh, Russell, you're so cute. I mean, college kids are going to have sex, there's no stopping them. Karen's right, if your first time is in a social scenario like that, you're going to feel so much pressure, stress, anxiety, it won't even be fun. She needs to get loosened up before she goes. It will be so much better for her."

Just then Karen came back in, leading Erica by the hand. She sat her down on the couch. "Erica," she said in a serious tone, "Have you found any boys around here you can sleep with?"

Erica looked around at us with wide eyes, apparently shocked that her mom would broach this topic in front of us. "Mom, not this again. I told you, there are no guys around here. We live in the middle of nowhere. My graduating class was 7 people."

"Well, 3 of those 7 are guys," said Karen.

"Shane already moved to D.C., Terrence is gay, and Paul is crazy. He would stalk me for the rest of my life if I shagged him."

"There's got to be someone around. I mean, someone."

"Mom, I'm not going to shag a stranger. Who knows what kind of diseases they have?"

Beth chimed in - "Russell doesn't have any diseases." Karen, Erica, and I all looked around at her with our jaws hanging open.

"Beth," I said, "What does that have to do with anything?"

"Well, I'm just saying, Russell doesn't have any diseases, and he's not a blood relative. He's really good at sex so he could give you a good baseline experience. I mean he has some serious stamina, he can hold off his orgasm until you come every time, and he can even stay hard after he comes if he puts his mind to it. And you won't even have to wear a condom. He just got his vasectomy 6 months ago. We're here, we'll be leaving in the morning, it just seems like a perfect opportunity for us to help you out, Erica."

"You mean you'd be okay with sharing your husband?" asked Karen, in shock. I, too, was in shock. Beth and I had never talked about opening our relationship. I mean, we've had plenty of dirty talk during sex about having threesomes or foursomes, but still, this seemed like it was coming out of nowhere.

Beth nodded. "Your mom and I can be here the whole time, Erica. We'll give you some advice and guidance as you go. I think it might make your experience better, Erica. When you get to college you'll be really well equipped. I mean guys will probably be falling over each other to get with you."

Karen started nodding along. "Yes, Erica. We'll talk you through your first time. Is that okay with you?"

Erica looked at me sidelong. "Well you are kind of hot, for an uncle." She shrugged her shoulders. "Sure, let's do it."

I looked at Erica, then Karen, then Beth. They all looked at me expectantly. I looked again at Erica, this time with a more critical eye. Even with the apparent lack of care for her looks, she did have a pretty cute face under those glasses. I hadn't yet thought to wonder what she looked like under that baggy sweatshirt. I decided it didn't matter. If she and her mom both thought it was a good idea... I mean, I could kind of see how it would help her in her college social life. I looked at Beth again, wondering how our relationship would be affected. She leaned over and whispered in my ear, "I'm hot for this. I'm getting wet thinking about it. I'll be reminiscing about this every day when we fuck. Just take off your goddamn pants. And you better make sure you make her come."

"Okay," I said. "Let's get started."

Chapter 3

Karen clapped her hands and squealed in delight. "Oooh, this is so great. I was starting to lose hope, and then all of the sudden, here you are, Russell. Okay, you sit there." She turned to Erica. "Stand up. Okay, turn around. Lose the sweatshirt." Erica pulled the pencil out from behind her ear and tossed it, took off her glasses, and pulled the sweatshirt off over her head. She had on a casual t-shirt with a Nintendo logo that she filled out in a great way. My eyebrows shot up. Karen said, "Okay, let's have this go in a kind of realistic way, like role playing. Russ, you stand up and face Erica. You walked her home from a party, and now she's invited you in. You're standing in her comfy living room. Now go in for the kiss."

I looked at Erica's innocent face looking up at me. "I'm not sure I feel comfortable kissing her. That's such a romantic thing, and she's my niece."

"Okay, well forget the role play," said Karen. "We're just going to have to do this clinically, like a sex education class. Erica, have you ever seen a penis before?"

"Yes, in pictures. Never in real life though." She whispered the second part. She glanced down at my crotch.

"Okay, well, you're about to," said Karen. "Kneel down in front of him. I want you to have a close look at what you'll be dealing with." Erica knelt in front of me, and I swallowed hard. Beth was looking at my crotch as intensely as Erica was. I moved my hand to my belt buckle, but Karen reached out and stopped me. "She has to do it," she said.

Erica reached her hand slowly up to my belt and unfastened it. She unbuttoned my top button. As she slowly unzipped my jeans, her hands were shaking. "Are you okay?" I asked her. "Are you scared?"

"No," she said. "I'm excited. Like on Christmas morning." She grabbed hold of the waistbands of my pants and boxers and slowly started inching them down. Beth's intense gaze never wavered, and Karen even leaned in from where she was sitting on the couch next to me, her face almost as close as Erica's. She revealed my pubic hair, then gradually the already enlarging base of my shaft. She pushed down until the first half of my cock was showing, pushed down still by my pants. She took a deep breath, then shoved my pants down to my knees all in one motion, revealing the entirety of my cock, balls, and ass cheeks. "Oh my God," said Erica. "It's beautiful." I was at half mast already, pointing straight at her. She reached out and touched it delicately. She pushed it this way and that, examining it.

"Take off your shirt, Russ. It's getting in her way," said Beth. I had my shirt off in an instant. I wasn't going to miss seeing a second of this little miss and her mama both inspecting my cock from mere inches away.

"Do you know what to do with a cock?" Karen asked Erica.

"Well, it needs to go in my vagina," said Erica.

"How is that going to happen with you still fully clothed?"

Erica stood up and took off her shorts and panties. "Take your shirt off, too, silly girl," said Beth. Erica peeled her shirt off, and I couldn't believe my eyes. She was an absolute ten. Her bubble butt curved gently into her slim, soft waist, and she had a modest patch of short blonde pubic hair above her deliciously full pussy lips. "And your bra," said Beth. "You're going to have to get used to showing off your girls. That's the main thing guys are going to want to see." Erica undid the clasp and pulled off her bra. She already had the full, round breasts of a mature woman, but still perky the way only an 18 year old's can be. I mean picture perfect. This is what women are striving for when they get breast implants. They were young, natural, fresh, never-been-manhandled perfection. She noticed that all three of us were staring at her in awe, and she did a twirl to show herself off from every angle.

"Come here and lay down on the couch," I said. She skipped over and laid down obediently. I kneeled down next to her, and placed my hand on her hip and upper thigh. I gently traced my fingertips up and down her body. I moved to sit next to her on the couch while she lay there, so I could run both of my hands up and down her waist, her thighs, her rib cage. I ran my fingertips gently along the curve of her breasts, along the outside, then along the inside. I traced a circle around both nipples, and watched the areolas crinkle and her nipples stand up proud as she responded to my touch.

Karen was kneeling down next to me, and Beth came around to watch from behind the couch, entranced. I traced my fingers up Erica's neck and felt her lips. She licked my finger with just the tip of her tongue. Next I ran my hand down her torso to her thigh, and started tracing patterns, gradually making my way up her inner thigh. I traced my fingers through her pubic hair, and then brought the whole palm of my hand down firmly on her mons pubis. She moaned. Karen moved around me to position her head near Erica's knee so she could get a better view. I stroked Erica's outer lips slowly, back and forth. She started to moan a little more, and she pushed her legs apart.

My middle finger slipped into her slit and I felt the smooth warm wet of her inner lips. I rubbed my finger slowly back and forth through the wetness, savoring every second, every inch. It felt... delicious. Erica apparently thought so too because her moans increased, and she started pushing her pelvis up into my hand. As I worked her pussy with my right hand, I started working one of her breasts with my left. "Oh, my God," said Erica. "Ohhhh, my God, this feels so good. Ohhhh. Unnhhhhhh." She kept humping my hand from below.

After about 15 seconds of silent humping, I felt like maybe she had plateaued or maybe moved back from the precipice, so I leaned over and added some more stimulation by taking her other breast into my mouth. I sucked the nippled, ran my thick rough tongue over it, then twirled the smooth underside of my tongue in a circle around the nippled. Now I was getting her in three places, and she started to ramp up again. She kept repeating the word, "Oh," low and slow, but gradually increasing volume and intensity. Her voice started to get husky, and then she came hard on my hand, moaning so loud I was worried it would wake up her dad or brothers.

In the silence that followed, the only sound was Erica's breathing as it gradually slowed. Karen was the first to speak. "Damn. You're a lucky gal, Beth. Russ is a talented guy."

Beth laughed softly. "It's not luck. I trained him up well. And it took a lot of work!"

Chapter 4

"Oh my God, that was amazing," said Erica when she finally opened her eyes. She sat up and reached towards her shirt on the floor.

"Hold up girl," said Karen. "You haven't even had sex yet."

"What was all that?"

"That was just a handjob. There are a few other things you need to experience before you go off to college."

Erica looked at me. We were sitting next to each other on the couch now. She was still completely naked, and looking like an angel. I pushed my pants the rest of the way off so I would be equally as naked. "Okay, well, what's next?" she asked.

"Of course you can always vary these things however you are feeling it," said Karen, "but I guess you would say that the default order is handjob, blowjob, then intercourse."

"I don't know if I can take a blowjob," said Erica. "I'm pretty sensitive down there right now."

"Not take," said Karen. "Give."

Erica's eyes widened, and she looked down at my half-hard cock. "But I don't know how. What do I do?"

"Just put your face down there and start experimenting. We'll talk you through it if you need." Karen sat down next to me, motioned to Beth to come around and sit on the other side, and pushed Erica down into a kneeling position between my knees.

Beth sat down and put an arm around me. "This is so exciting," she said, and gave me a kiss. She, Karen, and I turned our attention to see what Erica would do.

Erica handled my cock tentatively. The touch of her fingers was enough to bring me up to full erection. She leaned in and gave me a peck on the tip of my head. My cock was so hard at this point it was almost aching. She planted a series of kisses up and down my shaft, gradually getting more committed, with softer and softer lips, with parted lips, sucking the side of my shaft, getting her tongue involved in the kiss. She ran the tip of her tongue up the front from bottom to top, then twirled it around the head, then traced the line back down.

She took a huge lick of my ball sack at that point, which was something I'd never experienced before, and a completely different sensation. It gave me goosebumps all over for a few seconds. She kissed her way back up the shaft, and the used my penis to stroke her cheek. She kissed the tip three times, licked up the shaft again, and then took me whole into her wet, warm mouth. Her head bobbed up and down, with her lips on the back and sides of my cock and her rough wet tongue on the front. My God, it was amazing. She slurped her mouth off and looked up into my eyes. "How am I doing?" she asked. "Great," I said, while at the same time, her mother asked, "Do you know what deep throating is?"

"I get the idea," she said. "Should I try it?"

"Yes," responded Karen and Beth simultaneously.

Erica, still holding my dick in her hand, looked it over, considering. Then she put it back in her mouth and started bobbing up and down again. I rested my hands on her head, not pushing down, just savoring the feeling of her hair and head under my palms, and enjoying the living fuck out of this blowjob. She was getting pretty deep now, I would say at least 3/4 of the way down, which was pretty impressive, but still not all the way. I certainly wasn't going to complain, but Karen reached over and pulled her off.

"I don't think you know how to do it yet," said Karen. "Beth, do you mind if I show her what to do?"

"Please, go ahead," said Beth.

Karen pushed Erica off to the side and kneeled down between my knees. She explained to Erica, "You have to really focus, and tamp down your gag reflex. You're going to feel him pushing up against the back of your throat, and even down deep into your throat. You have to consciously resist the urge to gag, and you won't be able to breath, so you have to take a few deep breaths first. Once you get used to it, it can really start to feel amazing having him deep in there. Watch this."

Karen took me into her mouth and gave a few interrogatory licks and sucks. She started bobbing her head up and down. She got a little deeper each time. She got to 3/4, where Erica had just been, then 7/8, and then she was down all the way, and down again, and down again. She stayed down for about 5 seconds, and then came off to catch her breath. She wiped some spit off of her lips.

"Wow," said Beth. "I didn't know you were such an expert."

"Can I try again?" asked Erica. Karen said sure, and moved out of the way. Erica got back on the horse and started in. She got down to 7/8, and then had to pull off when she started gagging.