πŸ“š victorious failure Part 1 of 1
Part 1
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MATURE SEX

Victorious Failure Ch 01

Victorious Failure Ch 01

by mr_exposition
19 min read
4.4 (115200 views)
adultfiction

This is a work of fiction. It is also in an entire different universe. This chapter taps the different universe, more will be shown later as the disparity grows.

***********

My name is Victor Gallagher, and, to best describe myself, I'm a geek. So much of one, in fact, I chose to go from wire frame glasses to a pair of Buddy Holly frames (y'know the thick, black frames). All through high school I had pretty bad acne around the jaw line that wouldn't even go away with anti-acne prescriptions. Add that to pale white skin, red hair, an average build with no real muscle tone, no job, and no car and you realize why I wasn't popular with the ladies. Sure they talked to me, I was a nice, sweet guy, but I never had a real chance; except for when a rich sophomore asked me out senior year. I fucked it up though; I wasn't talkative enough her. Some things work out, we turned out to be great friends, and after all, she only dated closeted gay guys, so I'm glad it didn't work out between us.

So, here I am, three months as an 18-year-old and into college. (I started kindergarten early and the University of Missouri-Saint Louis started on my birthday.) I didn't have enough financial aid to get a dorm so I work at Steak 'n' Shake to pay rent. (I share an apartment with my thirty-something 'uncle.') My 'uncle' (alright, he's just one of my dad's best friends, but he's like an uncle) drives back to my house every other Sunday to play Dungeons and Dragons with my old friends, my other 'uncle' (same story, only more so), and my dad and so I can do laundry. Back at college, I'm a first year nursing student. It looks like I'm in the top of my class, so woot!

The bad thing about UM-SL is its location. Saint Louis is a big city, rivaling New York, Los Angeles, and Chicago, in both population and crime. It's a pretty bad place to live. It used to be a decent place to live before my family moved out the first time, now though, only The Hill is relatively safe from the gangs, but there are rumors of mafia there. The apartment I live is in one of the better neighborhoods, we have a good cop across the cul-de-sac. Sgt. Merkel keeps our streets clean – well, cleaner than the surrounding streets at least.

The great thing about UM-SL is the lack of Friday classes, so before I go to work (usually at 4:30 pm) I go to the college pool and swim laps. Between my cycling to campus occasionally, swimming, daily pushups and sit-ups, and eating healthy, I lost twenty pounds of fat off of my 164 pound frame and gained 8 pounds of trim muscle. Now, I don't have a six-pack or anything yet, but I lost my love handles and sculpted my former 'ghetto booty' into a tight enough ass to garner compliments from my new girl friends. They, while having flirted and/or playing a few rounds of grab ass, don't declare a desire of any kind of sexual or romantic relationship with me. So, I'm left to my right hand to relieve my stress. However, my private time is down from high school (4-6/week to biweekly) because of more exercise.

I guess your wondering why I'm still a virgin. After all, I'm much better looking than high school and I'm pretty damn smart. I have...issues. You see, I have all kinds of moral limitations on myself. I don't want to lose my virginity to a drunken whore; I want my first time to be special. I want it to be with someone I love. But, I can't get a girlfriend because I'm too nice of a guy apparently. I still get the let's just be friends routine even after some flirting. Maybe it's because I'm too stupid (academics aside) to make a move; I'm too shy to go for it. Or, maybe it's because I'm already in love with someone. Which I am, I love Darla Stacy, my best friend. She goes to Webster University as an Anthropology/Dance dual-major. Yet, for three, going on four, years she's maintained a platonic stance, even though I've stated my intentions and she has said that she'd marry me when I ask her; which I fully intend to as soon as I graduate with my B.S.N.

As I said, I room with my uncle. We live in a decent apartment not far from campus. I usually make some extra money by helping neighbors around their apartments, cleaning, going for groceries. After all, I have really good memory and don't have to study much so I take the surplus cash how I can. My most frequent client is our neighbor across the hall: Shauna Wilson, a thirty-six year old mother of two. She works two jobs so she gives me twenty bucks every two weeks to go grocery shopping for her, and another twenty to clean her apartment and watch her two kids. They're good kids, so when I need to study I can while I'm babysitting. Actually, back home, they wouldn't need to be watched. Then again, I come from --------, an all-white town with very little crime. While not quite Smallville from the movies, it fits Smallville from the TV series. Only, less hotties per capita. The kids, two boys, are twelve and eight and when I bring my video game console over they stay quiet except for casual yelling like "that kill was crap Alex!"

Shauna and I had gotten to know each other the past couple of months. We become quite friendly, with her usually talking for a good half-hour over sodas before I return to my room. I'm pretty sure we've been flirting for a large portion of time, because she always finds an excuse to graze my elbow or knee while we're chatting. I know I should recognize flirting, especially if I'm doing it, but I can't. Just about anytime I talk to a fairly pretty girl, my actions and demeanor are always said to be flirtatious.

Tuesday night before Thanksgiving break, Shauna had to come home late and when she arrived, Alex and Will were already asleep. She came in flustered and exhausted. She crashed into her armchair and, like always, I couldn't help but admire her mature beauty. Her raven hair cascaded to just below her shoulders with full body. She had perfect bedroom eyes, such sultry sexiness showed her experience. Her dark chocolate colored face was finely sculpted except for the laugh lines and crow's feet, which I thought only made her sexier. Her t-shirt hugged her breasts like a glove; her wondrous grapefruit sized breasts standing proud. She had a little bit of pooch around her middle, but that softness, while taking away from sexiness, added to her overall attractiveness. She looked approachable, but I considered her to be too old to be worth an attempt, not because of her age but because of my youth. I didn't think an eighteen-year-old, especially me, would stand a chance to have a relationship with her.

"Hi Victor, thanks for staying so late." She breathed with a casual smile and closed eyes.

"No problem Miss Wilson, what're neighbors for?" This is rare for me, I usually call respected elders by their first names, as was the practice in my old Scout troop. However, the exception, then and now are teachers, and Shauna was an elementary teacher. So the habit stuck.

"How many times do I have to tell you? Call me Shauna; I'm only Miss Wilson between eight and three. Other than that, my name tag reads Shauna." Shauna worked as a waitress to supplement her inner-city teacher's salary. She groaned as she bent forward to remove her tennis shoes. "It's not like I was ever your teacher."

"Okay Miss Wilson, I mean Shauna. Sorry, old habits die hard. I'm guessing your boss talked you into a double tonight."

"Yeah, it wouldn't have been as a bad if I didn't keep getting parties that weren't tipping. I swear, more than half didn't tip tonight including a bunch of Japanese businessmen. I don't even know why it was so busy on a Tuesday." She shot a sly grin at me. "I know this is asking a bit much, but I would really appreciate a foot massage."

I could actually feel my face reddening. "It would be my pleasure after all I never turn down a pretty woman, but how about you lay down on the couch so I don't have to sit on the floor." In reality, I didn't have any problem with sitting on the floor, I didn't want to stand up and reveal my erection. Luckily for me, Shauna acquiesced and lay on the couch with her feet resting on my thigh. She put a pillow under her head, above the armrest, and closed her eyes. I went to work on her feet. I rubbed my thumbs under the arch, and then move to the heels. She lets out a moan of release as I vigorously kneading her heels and move to her Achilles' tendon.

"You're really good, have you been taking any massage classes at college?"

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"Nah, but my mom is a nurse and my best friend is a dancer, so I learned how to give good foot rubs early." I moved upwards, caressing her calves, feeling the firm muscles against my hands, thinking how I would love to have them rub up higher, and wishing she was naked, her pussy open to my ministrations. My penis twitched with the very thought.

Shauna sat up and gently touched my hands. "What other massages are you good at? I need a good rub down." She asked in a sultry half-moan, her eyes sparkling.

"Well, I've been complimented on my back and neck massages." I was too naΓ―ve to catch the double entendre, so I was completely dumbfounded when she put one hand behind my head and leaned forward to kiss me. Wow! It was my first real kiss, her tongue jutted out, quickly entwining mine. I didn't know what I was doing so I just went with the flow; I started wrestling her tongue with mine. My eyes were snapped shut out of reflex and my hands went to her hips, moving in small up and down strokes. I felt her grab my right hand and move it to her left breast. I gently caressed her bosom and felt her bra under the cotton tee-shirt. Her other hand reached for my butt and squeezed, to which I jumped up, startled, but soon relaxed. My left hand moved on its own accord to squeeze her large, round ass. She broke the kiss and took my hand from her breast, but just as I caught my breath she redoubled her attack on my tonsils. My hand returned to her boob and I realized there was no longer a tee shirt covering her spectacular breasts. She moved her legs and strattled my hips so I was leaning back with the small of my back on the arm rest as she was vigorously kissing me. My thumb started to trace circles over her hardened nipple through her brassiere as she started rubbing her crotch into mine. My cock was as hard as steel and wanting to be free of its denim prison.

I moved my left hand from her magnificent bum and moved it upward, following her spine, to her bra strap. I pondered whether or not to try to unhook it and make myself look like a complete virgin or return my hand to softer pastures. I chose to cower and move my hand back to her ass whilst she was gyrating on my jean encased crotch. Her hands, having returned to behind my neck and my ass, moved to my belt buckle and she tried to unfasten the hook without breaking the embrace.

"I can't." I whimpered as I pulled away from her heavenly mouth. I opened my eyes and drew in her bra-encased tits. The white fabric contrasted beautifully with her dark chocolate complexion.

Her face contorts to show a look of surprise and mild anger. "What do you mean you can't? I can tell someone wants to play. Is it because I'm black?"

Again, I can feel the blood, the ten cells that aren't in my penis, rush to my cheeks. "No. Not at all. I...I...just..."

"Is it because I'm old enough to be your mother?"

"No, wait a minute. Thirty-six minus eighteen equals eighteen. Yeah, you are old enough. No, that's not why." Sometime after, I realized why I was still a virgin at that point.

"Then why?" She pointedly asked as she grabbed her tee-shirt from the floor.

I sighed. "I'm a virgin, and...and I'm not ready to lose it just yet. I mean, that was my first kiss, which was amazing by the way." Mentally, I was slapping myself. Hard. With a mallet. "I want my first time to be special, not that you wouldn't be special, oh God, I need to remove the foot from my mouth." Needless to say, my erection had lessened in that short period.

Shauna let out a little giggle as she pulled her shirt back over her head. "I can't believe you're a virgin, body like that. Girls have to be crawling all over you. And I know that was bullshit about that being your first kiss, you were too good to be a first-timer."

"Well, the girls aren't so much crawling as they are shaking my hand. My virginity aside though, your kids are in the other room. I'm their baby-sitter, it would be little awkward to be having sex on your couch. And as for the kissing, I, like just about every other American boy, looked at porn well before I was legally able. I was just mature enough to not just look at the pictures, but read the stories as well. I really liked it when the stories were well-written enough for me to actually learn a few things." I took a deep breath. "I have a question though, why me? You're hot enough to get with plenty of other guys, probably a lot better looking than me."

She smiled as she leaned onto my body. "I hope this doesn't bother you." It didn't and I showed this by putting my arms around her belly. "Well, you were always well-mannered, and I thought I could teach you a few things. My girlfriends from work say that younger lovers make you feel younger and you can train them in better ways of fucking. Besides, it's been eight months since I've gotten laid and you're just the right combination of white boy looks to get my heart racing. I love your combination of geeky cute and athletic sexy. So, are you sure you don't want to play?"

"Yeah, I'm sorry I can't help you with your problem. I would really like if we got back to more making out, that was fun." My right hand moved upward to caress her breasts as I craned my neck to kiss her again. She placed one hand around my neck as she invaded my mouth with her tongue. Both of my hands moved under her shirt and started playing with her ample bosom through her bra, fully content to remain between the cloth rather than flesh-to-flesh contact. I breathed in her smell, a combination of apples and sweat. I lost track for how long we played tongue tag but it ended with her groaning into the kiss, breaking it, and breathing heavy. My eyes opened to see her right hand inside of her pants. "I would've used my hands if you asked." I remove my hands from under her shirt and circling my arms around her belly again.

Shauna smiled, "Now you tell me. You wanna have a go?"

I look at my watch and frown. It was twelve-thirty a.m. "I would love to, but I have my Psychology mid-term in nine hours and I have to get some sleep. Rain check?"

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"Anytime." Shauna moaned as I extricated myself from under her. She slumped into the couch, still in post-orgasmic bliss. I picked her up and she threw an arm around my neck as I walked to her room. I ceremoniously put her on her bed and cover her up after taking off her shirt, jeans, and brassiere. I had to use both hands with Shauna on her stomach to remove the bra. It was dark so I didn't have a chance to see her truly naked rack. I kissed her chastely on the lips goodnight and turned around to leave her room. "You're waiting for someone aren't you?

"Huh? Oh, yeah, I'm waiting for someone special."

"Someone particular, I mean. Like that bottle brunette that comes over every so often, Darla?"

"Yeah, that's who I'm waiting for; I've been waiting for her since my sophomore year in high school." I really had to get some sleep, so I wished her good night and closed the door. I left her living room, locking her door, and returned to my apartment. I crashed into my twin-sized mattress after stripping off my jeans and immediately started masturbating thinking of Shauna. I really did want to bone her; I just believed waiting for the perfect first time would be worth it. I knew she would look unbelievable riding me. I fell asleep right after wiping the semen from my penis.

***

I woke up the next morning the happiest I had been in a long, long while. A woman was sexually attracted to me, so much, that she came on to me. This never happened to Victor Gallagher, bookworm. I took a quick shower so I could catch a bus to campus; it was too cold to ride my bicycle. I threw on a pair of jeans and a button-down shirt as I got ready for school. I was making my lunch (cheaper than eating on campus) when Frank (my 'uncle') came out of his room.

"When did you get in last night?"

"A little before one." I said in characteristic brevity.

"Were you still at Shauna's place?"

"Yeah."

"Victor, I want you to be careful. I don't know much about her, but I know that her boyfriend is in jail for something or other. So, whatever is up, just stay safe."

"Alright Frank."

Frank had a messed up work schedule, starting at eleven in the morning and getting out at seven in the evening, so he was awake pretty early this morning. I told him that I had class and I left the apartment. I usually leave my apartment over an hour before I have to get to campus because I hate being late, and so it gives me a chance to talk to my two friends. As I leaved the apartment I saw Shauna just coming out of her's, Alex and Will having already run down the stairs. She was wearing a knee-length black skirt and a crimson sweater that marked her curves like a roadmap. She smiled when she saw me and moved in to hug me, craning her neck down to whisper into my ear.

"I came in the shower thinking about you this morning. Put the boys in bed early tonight, because momma's collecting her rain check." Her hands squeezed my ass as her mouth moved from beside my ear to crush against mine, awkward considering the approximate seven inches of height difference between us at the time. My hands shot for her soft, yet full bum. She pulled away with a smile, "Just like that, you get me all wet." As she walked away, she cupped my crotch and evidently enjoyed what she felt as her smile grew into a Cheshire Cat grin. I stood at the top of the stairs as she sashayed down the stairs in her stiletto heels. My second thought was how did I get so lucky? My first was that she was a little overdressed to teach kindergarteners. Like I said, I have issues.

I walked down the stairs and went to the bus stop; I didn't have to wait for long to catch my bus. I went straight to the girl's dorms; after all, Mya, one of my two friends, was notorious for oversleeping on test days. She usually freaked out before tests and crammed all night. Which on the few occasions I joined her, I realized that she had no reason to cram, she already knew the material. I walked up the stairs and finally reached her door. Her roommate was expelled for abusing prescription drugs and hadn't been replaced yet, so I just let myself in her room. Mya's room was immaculate as usual; her anal retentive nature only finding solace in a perfectly maintained room. She was sleeping soundly at her desk with her face in her book. I gently shook her at the shoulder. "Wake up. Psych test in forty-five minutes."

She groaned as she lifted her head off the book. Mya rubbed her long, swanlike neck. "Thanks, you gonna stay here until I'm ready?"

"Just like usual. I'll help with your neck if you get ready fast enough." Mya stood up, grabbed some clothes, left her room, and briskly walked to the showers. I lay on her bed crossing my arms behind my head, too courteous to go through her drawers. Besides, I think Mya would recognize if any of her panties were molested in any way.

Mya Lopez is one of two collegiate friends. Unlike my other friend Delia, Mya and I weren't friends until early October. Hell, the first time we talked was during a heated argument in Bioethics. After class, I congratulated her on her skills and passion, and somehow, we became good friends. We still argued over philosophy constantly over any number of things, yet we never hit below the belt and we never let our passion harm our fledgling friendship. For some reason, unknown to me, after every argument she heard, Delia sported a wry grin and she would never explain it.

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