Hi everyone. My name's Tom Allen and I had my first day at work today. All in all, I'd have to say it was a little bit overwhelming. Let me start from the beginning. The day started with me showering and getting dressed up in a white button-up shirt, a nice red v-neck sweater, and khakis pants. No tie. I was going for a business casual look and trying not to be too dressy.
The khakis I wore weren't dress khakis. I wore harder material so it wouldn't clearly outline my jock strap. Plus, when I fluffed up my sweater a bit around my waist, the jock strap's rigid bulge was less noticeable. Just to express how prepared I was not to bungle my first day, I even wrapped a condom on my flaccid horse cock so that it would not make a mess.
Where did I get the condom, you ask? I have a car so I've had a pack in my room ever since I was 16 and started driving places to buy stuff I want. My mom's pretty chill about giving me money. She taught me to be thrifty from a young age, so I rarely go out to buy shit I don't need. She also taught me microtransactions are the devil, so yeah, I've got a lot in my savings from all the allowance I've saved up. I hope y'all don't mind that casual flex.
Anyway, I had to find a jumbo sized condom to make sure it wouldn't rip when I get fully erect. I tested this brand I have on called 'Tyramosaurus Dix' and it just about barely makes it work. I have to put it on slowly so that the plastic has time to stretch itself out. Not only that, I have to make sure that my nails don't catch on the plastic and tear it anywhere otherwise there will be holes. When a condom is stretched that far, tiny holes become huge.
With all my junk safely packed in my trunk, I brush, floss, and mouthwash with Listerine before heading out of my room. I used to not bother with mouthwashing except for when my mouth really stunk from vomit or something else, but since Maria is staying in our house, it's now officially the first day of my new permanent habit.
To be honest, looking good for Maria was more on my mind than making a good impression on my Mentor. I was not only going to take Fixing Clogs seriously, I was also going to dress like I took my job seriously! That was my thought process. Of course, I'm not the type of guy who can rock a tux every day like Sagar. Despite the universally amiable impression he gives off, I'm sure that he mingles mainly among the upper-class. That's where we differ. My true self is a degenerate, so the most I can comfortably pass myself off as is a humble professional.
I opened the door to my room and headed downstairs. Mom was already dressed in a similar outfit to the one she wore when I drenched her tits in my cum, except she had her usual black blazer on. This is what she always wore in the morning when I went to school. The only reason I got hard yesterday was because she had her blazer off and I was taken by surprise! I had no mental preparation for seeing my bombshell mom!
Throwing my sexual attraction to my mother to the back of my mind, I said, "Good morning mom."
She replied in a gentle voice while slicing a green apple for her breakfast, "Good morning, Tommy. Ready for work?"
Then she gave me a look and said, "Not bad, champ." after which she messed up my hair a bit and fixed my collar. "Better." She gave me a kiss on the cheek and returned to her slicing. Unfortunately for me, when she tip-toed to give me a kiss, her plump tits squished right onto my chest. Thankfully, I couldn't feel her nipples through all the layers of clothes between our skin or the partial erection I got might have further developed. My jock strap is unprepared to handle one of my full erections. At most, the strap can contain it for a minute before my dick would be in severe pain and I'd need to let my dick out of the cage to breathe.
Still slightly uncomfortable from my immediate semi, I tried to be as casual as I could with my reply, "Thanks mom. By the way, are the three of us carpooling?"
She bites off a piece of apple and replies, "No, I might have to stay late. You can drive to work separately with Maria if she's alright with it."
I got a bit too excited at the possibility of driving Maria around. That leaves me with an easy excuse to take her on a date! All I have to ask her is if she wants to stop by some place on the way home, and boom! The mall, ice cream, Gamestop, or groceries, the possibilities are endless!
I saw my mom lean on the counter munching on her apples while rolling her eyes at how I went into a daydreaming daze, but I didn't register it. I didn't regain my faculties until almost a minute later when I heard the sound of Maria coming downstairs. Then I remembered my mom's eye roll and felt embarrassed that she had already found out about my first crush. Thankfully, she didn't make a big deal out of it or tease me. However, I'm sure she's only going easy on me because it's my first day. My mom's not the type to let go of an opportunity to tease me.
My mom says, "Good morning, Maria! Is everything to your liking? Did you sleep well? Whatever you need, let Tom or I know."
I turned around to greet Maria, but I once again flubbed. I couldn't get a single word out. She looked gorgeous. Her long black hair came down to just below her breasts and had a little wave to it. The droop in her eyes was accentuated by a very light bluish eyeshadow. She wore a conservative black outfit with a black jacket that covered all her curves today.
Her legs were slightly less modest today. She had black, tight denim shorts that came halfway down to her knees and black socks that came above her knees. Between those two articles of clothing, her thigh peeked out. I suppose to followers of women's fashion, it would be a fashionable look, but I could only lament that the jacket really had full coverage going. If it was out of the way, I'd have a clear view of her shapely ass in tight shorts.
Maria said in a gentle voice, with a slightly deeper tone than I'm used to, probably because it's still the morning, "Yes, Dr. Allen. It's very comfortable. Thank you for your hospitality."
My mom urges, "Please, call me Carol. At least when we're at home. I insist. And a lovely lady like you is welcome to stay as long as you like."
All this time I was staring at Maria in a dumbfounded manner. After that conversation, she peeked at me and blushed. Obviously, my eyes had overstayed their welcome on her figure. Moreover, mom's compulsive teasing began. I blushed too, but felt bad for making Maria uncomfortable. I coughed and said, "Sorry. You look radiant today, Maria. And good morning. And are you Ok with-me-driving-you-to-work?" I kept thinking back to the kiss she gave me yesterday and what it meant so my speech came out horribly awkward.
Mom gave a cheerful hum as she finished her apples and said on her way out, "Hahaha, Tom, you'll have to do better than that! Anyway, I'll leave you two lovebirds alone."
I felt like burying my face in my hands and smashing it on the table. Maria giggled slightly and replied, "Sure, I'll also expect you-to-drive-me-home."
I groaned, threw my hands up, and said, "Not you tooo!" which elicited a few bursts of laughter from Maria. Her laughter really is my melody. I could listen to it all day.
I entered the pantry and asked her, "Want some cereal? Poptarts? What do you like for breakfast?"
The laughter relieved the awkwardness. It was a godsend. She replied, "I dunnnooo. Let me see what you got." Maria entered the small pantry with me! I have about 4" on her so she had to bend her head down to squeeze in under my arm, which I habitually place high on the wall above the pantry's light switch. She was casual about the whole thing and focused on picking what to eat, which reminded me that she's used to living in a crowded home and being in close quarters with her family. I felt somewhat touched to be considered someone in her eyes with a baseline level of trust to be in such close quarters with.
I couldn't resist looking down at her face under my arm, imagining that my arm was wrapped around her and that she was my girlfriend. It brought flutters to my heart just imagining it. I looked at Maria pout her lips and fix her hair before she picked out a box of Reeses Puffs and dipped back out under my arm. She didn't give me any hints about yesterday's kiss as she casually went about preparing her breakfast.
Readers, you shouldn't disregard how impressionable these mundane moments can be on a man in love. I felt a burning need to one day hold Maria under my arm and hug her tight to my body. I would do anything to get a chance at winning her heart. Does that make me a simp? I guess it does if your definition of simp is 'a guy that gives his girl more than he gets', but I'm also the jealous type, so there's no way I'm sharing her like most simps do.
I poured myself some Reeses Puffs as well as some milk and ate together at the table with Maria. She got on her phone to check stuff so I pulled mine out as well. I was just scrolling through the usual degen discord and reddit channels. I'm sure she was doing something wholesome like messaging her familia on Facebook, watching dog/cat gifs, or whatever it is real girls do online.
As a side note, I'm convinced that all girls I chat with in discord and reddit are fake and there's nothing anyone can do to stop me from thinking so, because I already got catfished once. The actual event was more like a 5 minute incident like getting rick-rolled or figuring out the 'pussy' you're looking at is a man's asscrack. It was sufficiently traumatic for my brain to automatically categorize everyone I chat with online as a man, no matter how girly their voice sounds on chat. Videos are the only thing that can convince me of females, and even then there's always the possibility of deep fakes. Damn those meddling AIs to hell for making things so easy.
While we ate, I was considering showing Maria a funny meme about OnlyFans banning adult content, but not wanting to give her the idea that I'm someone who actually surfs OnlyFans, which I'm not since I prefer free porn, I decided not to. I don't even know if she's internet-aware enough to know about OnlyFans. I guess I could ask about what she likes to browse?
I broke the silence by asking, "Hey Maria, what sites or apps do you spend the most time on? I'm curious."
She hummed softly and said, "That's an easy question. Facebook, YouTube, and Imgur in that order. What about you?"
I replied with my top three in kind, "Discord, Reddit, and YouTube."
Facebook must be where she manages her nonprofits and speaks with her family. Youtube.. could be anything. Since she has Imgur up there, she might be more familiar with memes than I thought. Or I could be right and she only browses it for dog/cat gifs.
Maria said, "Cool, I have a discord account, but I don't really use it. That app is customized for gamers, right?"
Just like my honesty forced me to reveal about my frequent usage of Discord and Reddit, I found myself once again hinting towards the depths of my degeneracy. For some reason, ever since she said she likes honesty yesterday, I can't find it in me to be dishonest to her. I said, "Yeah, I'm a gamer too. Only a casual gamer."
Maria laughs casually and says, "Me too. Have you played Sims 4?"
I abruptly paused and decided to download Sims 4 this very afternoon. I replied with a smile, "Not yet, but I'm planning to soon."
Fuck! I had never played a Sims game in my entire life. I didn't even know if it was an MMO or single-player. All I knew was that the Sims genre is about controlling a character to build a house and family, then living a regular life. It sounded terribly boring compared to Hollow Knight, which I'm currently in the middle of playing. But I knew that I'd play it and I'd like it, because I would be able to talk about it with Maria.
Seeing as we were both done with breakfast, I said, "Let me get that for you." I grabbed her bowl, took it to the sink, and poured some water in both our bowls without clearing the sink. I might splash my fancy v-neck if I tried to do the dishes.
Maria said, "Thanks Tom. How are you feeling about your first day of work?"
I put a listerine strip in my mouth to get rid of the nasty milk breath and offered her one as well. I replied, "Sort of nervous, but fully motivated!"
Maria took one, but didn't insert her finger into her mouth to place it. Instead, she brought her tongue out of her mouth farther than I believed possible for a tongue to leave the mouth. Then, she placed the listerine strip on her tongue in the open air before retracting it back into her mouth. The entire scene was bizarrely lewd. All I could imagine was what kind of wonders that glorious tongue and those luscious lips could do to my horse cock.
Maria herself didn't seem to think much of it. She continued about her business without noticing the fact that I had frozen in place. Has she done that before? Did no one tell her that what she did just now is extremely erotic? Did she do it intentionally only for my eyes? It's wishful thinking, I know, but I can't help but imagine grabbing her head and skewering her mouthpussy with my horse cock. The contrast between the angelic Maria and that fuckable mouth.. Bloody hell.. NO.. down boy!
I immediately brought to the front of my mind my go-to scenes of grandma porn I accidentally stumbled across on the deep dark of the internet to relieve my growing boner. Thankfully, it did the trick. Now I'm going to be jacking off to Maria placing her listerine strip tonight. Fuck, am I ever going to have a normal life at this rate?
(A/N: I'm keeping up the slow pace. Nothing much other than Tom daydreaming this chapter.)
(A/N: https://discord.gg/VD3C2BFPAu)