by Izzy Slam
“Oh?” My pulse raced.
“I told her you might be available. I don’t know if you have plans with your friends tomorrow, but she said she’d be willing to pay fifty dollars for an hour of your time.”
I gulped. My dick throbbed. Sweat broke out on my upper lip. “Um … sure. I’ll probably be around. What time?”
“One o’clock. She said if you’re available, just stop on over. Easy fifty bucks if nothing else. And she said she has a lot of other jobs she could use some help with. Looks like if you play your cards right, you could have a part-time gig this summer and not even have to commute.”
I forced a smile. “Ok, sure. Thanks, Mom.”
She told me goodnight then pulled the door closed. My stomach swam with uncertainty. While I would love to hang out with Alexis all fucking day and night, I didn’t think I could work for her part-time without maintaining a full-time boner. I’d have to take hourly breaks just to jerk.
But on the other hand, why would I not want to spend time with the hottest MILF ever? My cock swelled as I gave it some thought. I glanced out my window, looking at Alexis’s house right next to ours, thinking about being with her, alone, inside those four walls.
And while I was thinking about this, a light flicked on through the window on the upper floor. I saw a figure move in behind the glass, a shadow obscured through thin sheers. If Alexis lived alone, it had to be her. I squinted and leaned forward in my chair, desperate to steal a peek.
And then she pushed the sheers open and stood there in nothing but a bright red bra and lacy underwear.
“Holy shit,” I whispered under my breath, feeling the blood rush to my cock. I immediately clamped it with my hand, and it thumped under the denim. I swallowed hard as she looked my way, reaching up to pull her hair into a ponytail. I used my imagination as my gaze traveled over every inch of her curves.
“Fuck,” I muttered, unzipping my pants and pulling out my dick.
I smeared around some pre-cum as she turned around and took a few steps forward, bending over to pick something up off the floor. Her thong panties were wedged tight in her ass, and the sight of her full, round globes made my balls draw up tight.
I grunted as I tugged my hardness, swirling my finger around my sticky slit. This was my third time masturbating today, and I had the feeling it wouldn’t be the last. When Alexis stood up and came back to the window, I was momentarily disappointed, wanting to see more of that ass. But when she bit her lip and waved at me, it sent me over the edge.
I spurted a hot stream that shot up and onto my desk, using my free hand to lightly stroke my balls, imagining that Alexis was licking them with her hot tongue. My head rolled back for a second, and when I looked again, she had pulled the sheers closed and turned off the light.
Fuck. I hope she did this every night. I could totally get used to this.
The next morning, I slept in late, not getting out of bed until after 10 A.M. And as usual, I had morning wood. But this time, my 9-inch wood was leaking. I gave it a few tugs and emptied myself, thinking about Alexis standing in front of her window naked. Could I even be so lucky to get with that?
After showering, I made myself an Italian sub with all the fixings. Being horny all the time kicks up the appetite a notch or two. By the time 12:45 rolled around, I had nervous jitters vibrating all through me. I couldn’t wait to see my hot neighbor up close again.
When the delivery truck showed, I got a rush of excitement. It took them no more than five minutes to carry the TV into the house and leave. I pulled in a deep breath, feeling every nerve in my body ignite.
I don’t know why I was making such a big deal about this. Just because Alexis was a little flirty and open didn’t mean I had a shot at nailing her. I guess a part of me had hoped that the upcoming delivery was a ploy just to get me alone. But no such luck. She really did need a lending hand. So, I waited about fifteen minutes after the truck left to walk over.
When she answered the door, you could have knocked me over with a feather. She was wearing a wife beater and tight black shorts with matching tennis shoes. I caught a glimpse of her tanned legs before running my gaze back up her body to her chest. I could see the faint outline of her nipples.
Fuck. The only way my erection wasn’t going to show was if I had taped my dick to my ass. I could feel it already twitching in my jeans.
She pushed open the door and smiled.
“Hi, Ms. Carter. Mom said you might need help setting up your television?”
She moved her body aside, jutting out her chest as she held the door open for me. “I sure do, thank you so much, sweetie.”
I shoved my hands in my pockets, hoping I could hide my quickly rising member.
“And please, Jason. Call me Alexis.”
I looked at her nipples again. Damn it. There goes the rest of my day. “Okay. So where is this new TV of yours?”
She flicked her head to the side. “In here. Follow me, darling.”
I wasn’t sure what was up with the pet names, but I had to admit, it made my pecker respond. And so did the sight of her ass from behind. Her bubble butt bounced with each step, swooshing side to side as she walked ahead of me. Boxes were stacked against the walls, and her kitchen table was piled high with large storage containers.
When we got to her living room, I saw the big box with a screen on the front resting near the entertainment center.
“If you could help me put it on the cabinets and get everything set up, that would be great. My ex-husband used to take care of all that.” Alexis crossed her arms behind her back, almost like she wanted me to see her chest and nothing but her chest.
“Yeah, sure. But you don’t have to help me pick it up. I don’t want you to get hurt.”
“You’re a sweetheart,” she said, running her hands up my biceps.
I held back a grunt as her touch made me hard as a rock.
“I’ll just get you something to drink for when you’re finished. You like lemonade?”
“Love it,” I answered, watching her walk out of the room and into the kitchen.
I got to work on the television, unboxing it and lifting it to the entertainment center right as Alexis came back in the room.
“Ooooh, my timing is perfect,” she said in a husky voice.
I almost dropped the damn thing when I felt something brush the inside of my thigh. But I managed to set it down without a mishap and turned around to see if something was there. You know, like a pet. Or a forty-something year old woman standing close to me, holding out a fresh glass of lemonade.
“Thanks. This looks delicious.”
Alexis smiled and ran her hands through her dark hair as she watched me down the whole glass at once.
“It was the least I could do considering how much you’re helping me. And I plan to pay you, too, by the way.”
“Thanks, but that really isn’t necessary,” I answered, feeling my cock start to painfully bulge. And all because her nipples were hard as rocks. I could see them through her tight shirt, and I swear a little pre-cum leaked out. “I can probably get this done and be out of your hair in less than ten minutes.”
I set the lemonade down on a coaster and turned back to the television. Yep. I needed to get this job done and get back home before I spurted in my jeans and made a mess.
“Please don’t rush on my account. I don’t mind having you around.”
I felt a little guilty for a second, making it sound like I didn’t want to be here. Because I did. Holy fuck, I could sit here all day and spooge in my pants just looking at her nipples poke through the cotton fabric of her shirt. But I didn’t think she would appreciate that.
“I’m sure you have more important things to do than hang out with a kid.”
I plugged in the television and picked up the DVD wires and the ones that went to the cable modem, finding their appropriate connections and holes, and thinking about how I’d like to fill Alexis’s holes with my cock. I wondered if she shaved her pussy
like most of the girls my age were now doing. The last girl I slept with my freshman year had a small patch of hair in a landing strip. But I’d seen lots of chicks with shaved pussies in the porn mags and movies. And I liked the way that looked a lot.
“You’re not a kid,” Alexis said, her voice deep and sexy. “And I really don’t have better things to do.”
I turned to look at her and she was crossing her arms, pushing her breasts together until her cleavage formed a tight slit. I thought about pumping my dick between them.
Then I focused my attention on the TV once more.
“OK. Looks like we’re all done here,” I finally said. “Any other electronics need my attention?”
As soon as I asked, her phone chirped. She held up a finger. “One second. I need to take this.”
She walked out of the room and I found myself hoping she would give me another task to work on. I was starting to think that maybe she was just lonely and in need of company. Company I really wouldn’t mind providing her with.
When she came back in the living room, her face was full of disappointment. “Looks like you’re getting off the hook, for now. My girlfriend’s car won’t start, and she needs a ride to work.”
“Oh, that’s too bad. Well, glad I could help you with this.”
“Me too,” she answered, scanning her gaze up and down my body.
My cock was still half hard in my pants, but that wouldn’t change as long as I was in the same room as Alexis.
She reached down the front of her shirt and pulled out a roll of dollar bills. “This is for you. I insist you take it. And,” she added, waving it in the air, “if you want to come by around the same time tomorrow, I’ll have more paying jobs for you.”
She stepped close to me and tucked the wad of bills in my front pocket, pushing it all the way down. The back of her hand brushed along the tip of my cock, and her lips twitched slightly as she paused and moved her fingers several times over the ridge of my crown.
My body shuddered as I ejaculated inside my underwear, thick and hot fluid drizzling out of my engorged shaft. I glanced at Alexis’ huge jugs, the dark circles of her nipples egging me on. My dick pulsated as she bit her lip and pulled her hand out of my pocket.
Jesus. I had to get out of here. “Uh, yeah, sure. I’ll stop by. Thanks, Ms. Carter!”
I didn’t waste a second running out her front door and back to my house. I darted upstairs to the bathroom and looked at the wet spot on my jeans. It spanned several inches across—about the size of a soup can lid—and rested smack dab in the middle of my pocket. She very well could have felt it seep onto her fingers as she stroked the cum out of me with her light touch.
And now I was sure. There was no mistaking. Alexis wanted me as more than just her handyman.
3
I probably don’t have to tell you where I spent a majority of my time after dinner. If you guessed my window, you’re right. I was hoping against hope I’d have another shot at a peep show. I had the lotion ready to go, though I doubted I’d need it, if I got lucky enough to catch a glimpse of Alexis in her hot red bra.
And just like clockwork, I saw the light in the window come on, right about the same time as last night. Her figure hovered there for several moments behind her sheers. It was absolute torture, and a part of me thought she was doing it on purpose. I took my cock out and waited.
I flicked the lamp off so I could see her better. Then I got worried that if she couldn’t see me sitting here watching her, she might go away. So I flicked it back on and moved it to the other side of my desk so it wasn’t glaring in my eyes.
Finally, her hands spread the sheers open, and she stood there in her bra and panties, black this time. My dick throbbed. She ran her hands through her hair and fluffed it around. Her hands reached behind her back, and I held my breath as she unclasped the material and let it fall to the floor. I could see the dark red of her areolas, the way her nipples pointed out hard. My cock seeped.
She slipped her hand down the front of her panties and kicked her leg on the window sill.
And then she looked up at me and licked the corner of her lips.
“Fuuuuuck,” I whispered.
My dick pulsed. I stroked it.
Her fingers started moving under the black lace and she pressed her other hand to the glass, letting her eyes close as she began bucking her hips. Mine were wide open, watching her every move as she fingered her pussy right there not twenty feet away.
I wanted to finger that cunt. My cock grew hard as steel, and as my thumb grazed along the slick spot of my slit, I shot my spooge everywhere. I watched Alexis grind her pussy against her hand, mesmerized by the way her tits pointed right at me and her body shuddered. When she was done, she took her hand out of her panties and stuck several fingers in her mouth, sucking on them as she looked up at me and smiled.
She obviously knew how to make herself cum fast, just like me. I wondered if I could make her cum just as fast.
The next day, I spent all morning walking around my house with an erection. I tried to keep myself preoccupied by updating my resume and checking online job listings, even though I hoped to not need one. I wavered about going to Alexis’s off and on, thinking that I wouldn’t be able to satisfy her, that I wouldn’t know what the fuck I was doing and she’d laugh at me. But then I told myself I’d be nuts to not go to her house. Maybe she could teach me a few things. Hell, she definitely could.
Then I realized that she might just be nothing more than an exhibitionist. Maybe she didn’t really want to fuck me at all. Just tease me, masturbate in front of her window every night. I wondered if she stood in front of all her windows, jacking off to the whole neighborhood.
At 1:15, I made my way over to her house, feeling my heart bang around inside my chest. She answered the door in a spaghetti strap top and tight jean shorts. I kept my eyes on her face to help minimize any likelihood I’d get a boner right out of the gate.
“Jason, hi.”
I smiled as she opened the door to let me inside. She smelled like perfume and shampoo, sophisticated, not cheap.
“Hi, Ms. Carter. I mean, Alexis.”
“I’m so glad you came today. There’s so much to do.”
I glanced at her ass while she led me to the living room. The television was on, most of the boxes from yesterday unpacked.
“I see the TV is working fine.”
“Oh yes, you did a great job with that. Let’s have a seat and I can let you know what I need done around here, and you can tell me what your rates are.”
She sat down on the sofa, pressing her tits together as she patted the cushion, giving me a seductive smile as she crossed her tan legs. I sat down next to her, grateful I would at least be able to hide an erection if I got one.
“Honestly, I haven’t given much thought as to what I would charge.”
“That’s why we’re going to talk about it, darling.” She traced a finger along my leg, making my dick bump under my jeans. Alexis leaned back as she proceeded to tell me what sort of projects she had “lined up” for the summer.
“The house itself is in great shape, but I’d like to repaint a few rooms, especially my bedroom. I’d also like to install a floating wood floor in the basement. And of course, I’ll need someone to mow the lawn twice a week.”
I nodded, thinking that what she had just mentioned would probably keep me busy for about a month, depending on how many hours a day I worked.
“What do you think?” she asked.
“Well, it all sounds doable. I’ve helped my dad with flooring, so I know how tricky it can get. I guess I’d be happy to help out.”
“That’s wonderful.” She beamed and reached over to me, letting her fingers wander up the length of my arm. I felt nervous once again. “I might have a few off-the-books type chores for you as well. Are you game?”
I licked my lips, feeling my skin tingle where she was touching me.
“Depends on what you mean by off the books,” I
answered, glancing down at her chest.
Alexis scooted closer to me. I could smell her shampoo as she leaned forward and put her palm on my thigh. “Similar to what you saw last night. But … in person.”
I gulped, feeling my hardness throb between my legs. “You want me to … do that to you?”
Her gaze traveled my lips as she squeezed my leg. “Yes, I do. Don’t you, Jason?”
I nodded. I’d have to be dead not to want that.
“Good,” she answered. “Now why don’t you kiss me?”
Heat rippled through my body as I leaned forward and put my lips on hers. She parted her lips, stuck her tongue in my mouth, darted it around and moaned in my throat.
My cock was rock hard and thumping to get out. Her hands traveled up my thigh and her palm pressed against my erection. I struggled not to cum.
“I can’t believe how hard you are, Jason. I can’t wait to touch it, feel it in my mouth, take it in my cunt.”
I grunted as she gave my length a squeeze. “I’m not good at lasting very long. I don’t want to disappoint you, Alexis.”
I was terrified she’d laugh at me, but she didn’t. She only sat back and pulled off her top, forcing her sexy mounds to spill out. Her nipples made my pulse race. They looked like miniature cherries.
“You won’t disappoint me, Jason. It’s not about how fast you cum. It’s about how long you can stay hard.” She reached up and pinched her nipples. “And I’ll bet that you can stay hard for hours.”
“That I can do. I can cum over and over and stay hard as a rock.”
“Mm,” she purred, leaning forward and brushing her tongue along my mouth. “That’s what I’m talking about. Now why don’t you get undressed so you can get to work on your chores.”
Nervous as all fuck, I hopped up off the sofa and stripped out of my clothes. My cock bounced in the air when I saw Alexis wiggle out of her shorts. She was completely shaved, pussy lips and everything.
I sat back down on the couch, and Alexis didn’t waste a second putting her hand between my legs. I felt so helpless, so inexperienced next to her. And ironically, the thing that intimidated me the most was the one thing that turned me on about her, the fact that she had so much experience.