I never saw Selena again, and for me, that wasn’t really that big of a deal. Though I had lost my virginity to her, she was just some girl my friend had set me up with. But, I did feel guilty afterwards for cheating on Lanie, and I decided I was going to be a better boyfriend to her, even if that meant I would receive nothing in return for it. So, for starters, I had my older sister take her with us to Santa Fe, when we went to visit our mom.
Me and Lanie had separate rooms, and the entire time we were there, we didn’t have any private time, and I was left with no opportunity to try and make a move. Luckily, being around my mom and sister made me considerably less horny, and my rash and stupid attempt to grope Lanie was never thought of during my time there.
That is, until one afternoon when my mom and sister decided to go shopping, leaving me and Lanie all alone in the house. I was sure Lanie knew I wanted to move past first-base, but I also knew she expected me to not only work for it, but wait for it as well. That’s why I was surprised when I heard her ask me this.
Lanie walked downstairs form the small upstairs bedroom of my mom’s abode cottage. She walked into the kitchen and sat down at the kitchen table next to me, putting an arm around my shoulder, she starred into my eyes.
“Miles, do you wanna make-out?”
At first I couldn't bring myself to even nod my head, in part because her question was eerily similar to Selena’s and guilt came crashing down on me like an avalanche. But, I couldn’t resist, and even with my guilty conscience, I immediately grabbed her, wrapping my arms around her waist, and kissed her, pushing my tongue past her lips, and swiveling it rhythmically in sync to hers.
We made out for almost an hour, and though I had no release from it, I still enjoyed it way more than I should have. The climax of this experience was when I felt Lanie touch my dick, which, had been hard the minute she popped the question, “ ‘Miles, do you wanna make-out?’”. And her soft hand, though it touched my dick through my basketball-shorts and boxers, was almost as arousing as when Selena licked the precum off of my dick.
Sadly, our hour of making-out ended when my mom and sister came home. Luckily, me and Lanie heard the door open, and we both separated, turned on the TV, and plopped down on the couch.
“Miles, me and Adele ran into this old man on the street...wait a minute, this is so cute I have to take a picture!”
“Mom stop, you’re embarrassing them!” My older sister, Adele, said, pulling my mom’s arm back to her side while she attempted to take a picture.
“Oh, fine. Well, kids, let’s go eat!” My mom said exuberantly.
On the walk to the restaurant, me and Lanie talked, and while we talked, something happened. It was like someone had lit a match in my head, my chest had a funny feeling deep inside it, and my fingers tingled with some strange feeling I couldn’t quite put into words. But whatever it was, it was because of Lanie.That night I realized, I did have feelings for her. And let me just tell you, guilt smacked me upside the head that night. I lay on the couch, a sheet covering my feet, a pillow resting under my head, and all I could think about was how I had cheated on Lanie, that, and how I could have made the transition from cheating on her, to having some kind of crush on her.
Over the next few weeks, my guilt slowly faded away, and soon I could only feel joy and happiness whenever I thought of Lanie sexually. We hadn’t gotten any farther than first, even though it had been weeks since our trip to Santa Fe, but we had began to make-out on a regular basis, to a point were it was every day.
Me and Lanie even began to talk more often, and we slowly discovered we had a lot more in common then I first thought. Eventually, my sexual frustration was replaced with the fact that I actually liked Lanie, and that I didn’t want her to do something she wasn’t ready for. But deep down, I was secretly wanting sex, and I needed to have it. This led to me masturbating a lot more than usual, and for some reason, all I could think about was Lanie.
I asked her multiple times for nude pictures of herself, but each time she said she wasn’t ready. I asked her countless times, and begged, but each time, I was denied.
I knew it annoyed her, and whenever I would see her in person the next time, I would apologize, and she would brush it off, saying, “It’s no big deal”.
One night, my sister, step-mom, and dad were both out, and me and Lanie were home alone. I had been busy the past few days, and hadn’t jacked-off in a while, and with Lanie so close to me, with the fact we were alone in my house, made me horny as hell.
“What is it, Miles?”
“I was wondering...uh...can we try to move past first?”
“Just like a hand-job, nothing else, please?”
Lanie gave me a disapproving look and shrugged her shoulders.
“Miles I know you want to move on, but I just don’t know”
“Come on, please? I really really need to-you know-get off”
“Miles...”, Lanie didn’t answer, but walked into the bathroom.
After about three minutes, she exited, and smiled at me.
“Does that mean yes?” I asked.
“Just wait for it”, she said, holding up a finger before returning to sit on the couch.
Suddenly I heard my phone beep, and I looked to see Lanie had sent me a message. I unlocked my phone, and looked in delight at a nude picture of Lanie. Her tits hanging out freely from her shirt.
I stared at the picture for what seemed like an hour, memorizing the image. But while I starred at the photo, I felt my dick twitched, and began to stiffen, and I’m assuming Lanie saw it, cause she walked up to me and said, “There’s your picture, do what you need to do with it”
I was flabbergasted, and was short on words, I even blushed. Without thinking, I ran to the bathroom and locked the door.
I pulled my shorts down, and, still starring at the picture, I jacked off more quickly and vigorously as I’ve ever done before, shooting my load after just under a minute.
When I stepped out of the bathroom, I suddenly felt embarrassed, especially when I saw Lanie sitting at the kitchen counter waiting for me.
“...Lanie...”, I said, blushing and trying to avoid eye contact.
“How was it, Miles?”
Lanie laughed, and turned to look at me, “Why exactly do boys do that? I mean, I feel like all you want from me is-well-pussy!”
“I’m sorry, Lanie!” I answered, sitting next to her, “It’s just-I don’t know-I hadn’t done that in a few days, and you were here with me, and no one else was here...”
“Miles, I really like you, and I wish we could move on, but I’m just not ready-”
“What if I did something for you?” I suggested.
Lanie, looked at me for a second, bit her bottom lip, and then nodded, “What exactly do you have in mind?”
I told her to follow me to the couch, and I sat next to her, reaching over and putting my hand in her shorts. I maneuvered my hand under her panties, and felt her pussy lips. I rubbed my palm over her genital area, and though I couldn’t see it, I could tell she was clean shaved.
“Miles!” She snapped, grabbing my wrist, “What are you-....oh...”
I smiled at her reaction, in part because I had already began to finger her pussy. I used my middle and index fingers, and moved them to her clitoris. She jumped when I touched it, and gave me a look. I smiled, and kissed her on the lips before I began to rub her clit again. I made small circles with my fingers, making her twitch and moan from pleasure, her face reddened and she spread her legs farther apart while I rubbed her.
“M-Miles, I feel something-OH-something happening!” Lanie said to me, looking towards me for reassurance.
I knew what was about to happen, and I just smiled at her. I began to increase the speed of which I rubbed her clit. Making her moan with pleasure.
“OH! OHH! AHHH!” She moaned, arching her back and leaning her head back, “Miles! OHH!”
I could tell she was having an orgasm, and by the amount of excitement and movement she exerted, I was certain this was her first, or one of her first, orgasms.
“AAHHH...MILES.....AHH...Ohh....”, she moaned once more.
When I was sure she was done, I pulled my hand from her shorts and leaned in to kiss her.
“That was great”, she said, smiling at me, “Now I know why boys are always touching themselves down there”
Lanie looked down at my crotch, and sure enough, she saw my fully erected dick. She smiled as she grabbed the waist band of my shorts and pulled them and my boxers down to expose my dick and balls.
Lanie’s eyes widened when she first saw my cock. It was pretty obvious she had never seen one in person, and I was certain that this was going to be her first time doing anything of this nature.
She reached out and grabbed my shaft, about in the middle, and pulled down.
“Am I-uh-doing it right?” She asked, blushing from embarrassment.
“I’ll show you”, I answered, wrapping my hand around hers, as I moved it up and down.
After a few strokes, Lanie got the hang of it, and almost instantly, she began a hand-job expert.
Her grip was firm, but not to tight, and she stroked fast, making me moan and quiver from pleasure.
Precum began to form at the top of my dick, but Lanie seemed to not pay attention to it while she continued to stroke my dick.
At this point, I was so turned on, I about lost it. My balls had retracted up against my dick, and my dick head was becoming bright red, I knew I was about to blow.
“...Lanie, I’m going to cum!” I said, beginning to moan and arch my neck back as I felt the big moment coming.
Lanie didn’t stop stroking me, but pointed my dick away from herself and aimed it directly at my chest. She kept vigorously stroking, and within seconds, I felt it coming, and like every-time I masturbated, when i felt the big moment coming, I clenched my butt cheeks together, closed my eyes, and moaned softly. My face had turned red, and my breathing had deepened, and at that very moment, I felt my cum shoot out of my dick, and splatter all over my shirt.
“AHHH....ohhhh...that was awesome...”, I moaned, leaning back on the couch while Lanie released my her grip on my dick.
“Did you like it?”
“Yeah”, I laughed, smiling at Lanie, “You’re really good at that”
“Thanks, you’re pretty good at fingering”, she said, kissing me on the cheek, “Now you may need to get a new shirt”.......