r/DatingOlder

40 [M4F] #St. Louis, MO - Looking for younger woman

Hi everyone, I’m a 40m from just outside St. Louis looking for a female. I’m 6’ tall and 175 lbs. and in a bit of a rut after getting out of a relationship. I need a fresh breath of air so I’m looking for someone younger. If this sounds like you, DM me! I hope I’ve made this post long enough now to where it doesn’t get taken down lol.

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u/DYIstl — 2 hours ago

44 [F4M] #Minneapolis MN Looking for a fit younger man for fun weekends and vacations

I'm looking for a fit younger guy for fun weekends and vacations. Preferably, you like to work out, are smart and ambitious and fun to be around.

I'm 44 years old 5'10", blonde with blue eyes, fit. I'm financially well off and feel still young enough to enjoy everything that life has to offer.

I'm into fitness, hiking, traveling, reading, tabletop rpgs and video games

Looking forward to your DMs xxx

u/Euphoric_Battle_6843 — 2 hours ago
▲ 1 r/AgeGapPersonals+1 crossposts

48 [M4F] #Detroit, Michigan. Looking for an escape

Looking for a friend that wants to escape reality and stress of daily life. I am married so if that’s not for you, no worries. If you don’t mind or it turns you on, keep reading. I’m very passionate and affectionate, it feels like I was drafted in the first round to sit on the bench (love if you picked up on the sports reference). The craziness of life and disgruntled energy at home has led me here. I want someone who is fun, good sense of humor, easy to talk to and adventurous. I can cook and sweet talk you in Italian if you’d like or we can talk about things no matter how deep or on the surface.

If you need a visual (you can just peek at the pictures); I’m 6’1, 245lbs muscular with a weakness for Swedish fish, blue eyes, salt and pepper stubble, shaved head and a smile that looks like I’m up to something.

Bonus if you’re college age or in your twenties, bigger bonus if you’re in Michigan, biggest bonus if this sounds like something you’d like. We can be friends, or we can be something more. At the very least I’ll make you laugh with my silly jokes.

I look forward to getting to know you.

u/No_Reputation_1154 — 2 hours ago

33 [M4F] #Toronto/Online - Looking for younger women who can keep up with the banter, but I'm secretly a hopeless romantic

Hey ladies, I'm 33, 6', 170 lbs, white, with long hair and facial hair. I work from home doing database stuff for a nearby college. Most women seem to find me attractive, but I'm happy to send a pic early on and let you be the judge. You could call me a golden retriever boyfriend, though I can get pretty spicy when I want to be. I love games and nerdy stuff, animals, documentaries, horror of any kind, traveling and I love swimming when I'm able to. You don't need to share my interests but I promise I'll be cute and try to learn about yours.

I'm pretty laidback and chill, I'll respect your boundaries and I'm fine with taking it slow. I like banter and light bullying, but that goes both ways, I want to always be making you laugh. My favourite relationship is the type where I'm excited to do even mundane things like grocery shopping with you because we always make everything fun. I'm always down for life talks, late night vent sessions, degen gaming or movie nights. I'm big into both texting and calling, so pick your poison.

If we connect I'm the type of person who'll always have your back, even if things don't work out for us. I believe that even if a romantic connection goes south, it can still be a positive connection even when platonic. Also I'll totally remember that thing you said 5 months ago so I can surprise you with it later.

Just please be over your ex, and don't switch up your energy on me, if you're not interested it's ok to just tell me that. There's way too many mind games this generation, I'd rather wear my heart on my sleeve and be a lover boy.

Obviously the closer you are the better, but if you think we'd be a good match you're welcome to hit me up. Looking forward to hearing from you.

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u/Commandodan — 2 hours ago

52 [M4F] #Cleveland *Browsing? Curious? Ready to submit? Im here to take care of you in all ways (Emotionally, physically, financially).

​

Hi there, glad you stopped by...

I know you're out there. That girl who is confused, somewhat shy, nervous to take the leap. Always knew she was meant to serve her man and know her place. Just doesn't really like the boys her age. They don't come close to meeting your needs. Needs that guidance from an older experienced man. Maybe some Daddy issues.

I’m looking for a slim, smaller woman, that I have a genuine connection with chemistry, care, and a little edge. I’m calm, confident, emotionally intelligent, and I know how to lead, with intention. Local is ideal, but distance isn’t a deal-breaker for the right connection.

My goal is really to build something that lasts. I want it to be the most fun either of us has ever had. I don’t want a sugar situation, but I want you to know that I can very much take care of you and you will be spoiled with gifts, good food, and vacations. Imagine the fun we can have in exotic locations! I want it all!

ABOUT ME:

\\\\\\\\\\\\\\\* 52, Athletic Build

\\\\\\\\\\\\\\\* Handsome, well-groomed, and quietly confident

\\\\\\\\\\\\\\\* Successful career, stable, and generous by nature

\\\\\\\\\\\\\\\* Attentive, protective, and deeply affectionate

\\\\\\\\\\\\\\\* A natural Daddy Dom: calm authority, respect first, consent always

\\\\\\\\\\\\\\\* I enjoy caring for someone, making her feel seen, safe, and desired

\\\\\\\\\\\\\\\* Publicly gentle… privately powerful

ABOUT YOU:

\\\\\\\\\\\\\\\* 18–35ish

\\\\\\\\\\\\\\\* Kind, affectionate, and emotionally open

\\\\\\\\\\\\\\\* should be open to taking direction/doing what you are told

\\\\\\\\\\\\\\\* Slim/active or simply enjoys taking care of herself

\\\\\\\\\\\\\\\* Appreciates guidance, teaching and structure

\\\\\\\\\\\\\\\* Curious, playful, and not afraid of desire

\\\\\\\\\\\\\\\* Values communication, consent, and mutual respect

\\\\\\\\\\\\\\\* Wants to feel cherished, protected, and wanted

\\\\\\\\\\\\\\\* Open to being a good girl for the right Daddy

If you’ve ever wanted a man who is soft with your heart and firm with your boundaries, who makes you feel safe enough to surrender and confident enough to shine, you might want to say hello.

I don’t ghost, I communicate. I expect you won't ghost either. I can't stress this enough. If you aren't serious and will likely ghost then do not message me. Also be ready to exchange photos fairly soon. None of this incognito crap. I need to know you are real. You scammers know who you are and need not apply. I’m very serious and very real. And if the connection is there...I promise you’ll feel it.

Go ahead. You know you want to.....

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u/Totallyhappy19 — 2 hours ago

67 [M4F] #Queens, NYC, LI - Well educated tall white male with a dad bod, a very very thick cut long lasting cock and large shaved balls seeks to meet a submissive Asian woman who will service me how I want.

I'm a well educated white male and have always been very attracted to Asian & Indian woman in and out of the bedroom. I'm being very specific in this post because most Caucasian woman respond and rarely do I hear from an Asian or Indian woman. That's why I am very specific in this post.

Perhaps your our bedroom life is substandard . Whether married, attached or dating you want an older man to spring back the spark and hopefully make you feel amazing. Plus one with whom you can engage in interesting non political conversations. I'm hoping to meet someone who's craving orgasms, conversation, pleasure but all drama free.

From your end you've always wanted much older perhaps from what you've read or even friend who told you that older men were more attentive in bed. They listened and pleasured them how they wanted vs younger know it all men who are sometimes very selfish in bed. You also know that I will not interfere with your life and you'd only meet when you are free. I have a sense of humor, take care of myself, know how to keep things interesting . Due to your situation, this will be on your terms and I get it.

I'm 6', 210, dad body. clean shaven face, graying black hair and still have most of it, non smoker, do not drink, well educated, have many interests, love interesting conversations but not political ones. I love to eat (both pussy and food lol) love sports, music and things most people enjoy in life,

You're probably reading posts due to a deficient or non existent sex life which is a void I would hope to fill. I realize you have so many options, but hopefully my post resonate enough for you to at least contact me, By the way if we start chatting I will never ask you to meet me. I will let you ask me to take the pressure off you.

Sexually speaking I am wide open. If you are just looking to make love I can still go for several hours, have really good oral skills and will go down on you for as long as you want including multiple times when we are in bed having sex, Besides making love I am still quite frisky and love to experiment and can push your limits, because I have done many things sexually during my life. Shy I man to but I trust you know what I am referring to and if we chat I can get into all the details. I am also one to take the lead in bed, 

I am in good health of my age. ED is not in my vocabulary. My equipment is very very thick, cut, nice size and groomed to. I can get it up 3X and at times I can last for a good hour or more. My oral skills are first class too, Even if you want a few hours of oral on a first meet, with nothing else, that is fine with me.

While on Long Island, I can travel to meet in Queens, Nassau or Manhattan I can host at places in LI or Queens. Manhattan is a bit more difficult to be honest and I can explain if we start chatting. 

ONE LAST THING. I LISTED AND AIM TO PLEASE TOO. IF WE MEET YOUR ORGASMS COUNT. WHILE I EXPECT TO RECEIVE PLEASURE I WILL ALSO PLEASURE YOU JUST AS MUCH. UNSELFISH IN BED I AM NOT.

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u/EnvironmentalBuy5825 — 2 hours ago

19 [F4M] #texas

Hello I’m Bri I am a 19 year old looking for older to chat and see where it goes! I’m into lots of nerdy things like Pokémon, anime, editing, makeup, movies, dramas, films, games, legos, literally anything LOL! But anyways I’m down to chat with anyone who is interested in me and see where it goes!

u/DescriptionSea9834 — 22 hours ago

40 [M4F] #Chicago - Nerdy Teacher

Chicago area teacher with a naughty fantasy of meeting a local inexperienced woman and helping her with things she can use in the bedroom for the future. I offer a judgement free safe space to explore and find what you like and how to please your man.

Weird? Maybe! Hot? Definitely! Maybe you have that fantasy too?? I would love to show you some tricks!!

You can count on discretion and respect from me, and verification and 18+ is required (I will of course reciprocate). 6’1” 200lbs HWP, former athlete with a side of nerdiness.

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u/Sweaty-Try-1722 — 3 hours ago

21 [F4M] #Germany — Seeking an older man

Honestly, I have no idea how to even start this. First of all: I'm Elle, 21. I've always had a thing for men a little older than me, but never really got to indulge - though maybe that's going to change now!

I'm not looking for something purely sexual, nor a one-time thing. I crave real connection, potentially deep conversations, and someone to spend quality time with.

About me: I'm 5'10, not petite in any way. I'm fit, but I do have some soft curves to me. I have shoulder-long dark hair and green eyes. Also got my nose pierced and some tattoos - and definitely plan on getting more.

I enjoy anything creative, doesn't matter if it's writing, painting, crocheting or embroidery. As long as my hands are busy, I'm happy. I'm also a huge romance reader - do with that what you will. ;)

I'm currently based in Germany, but I'm more than open to relocating if we're a great match and the connection's there.

About you: anywhere between your early 30s to your mid 40s. Taller than me (sorry... I'm just a girl), and fit. You should be a native English speaker, since I don't like a language barrier getting in the way of conversation.

Don't really have a type though, so I'm open to pretty much anything x

Honestly don't know what else to write here — if that sounds any good to you, feel free to send me a DM! Curious to see where it might lead us. <3

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u/flowerelle_ — 13 hours ago

32 [M4F] #SoCal #BayArea - Doctor looking for someone to treat, to guide

6'2", lean, dark hair with a beard. Work in healthcare. Hoping to find someone with youthful energy, who's looking for someone for support and guidance. Truly no preference on age, or your relationship status. In terms of interests, I love to travel, read, play video games, and grab a bite/drink out. Reach out if interested, promise for a good time and hopefully a long one too

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u/No_Muffin_8463 — 3 hours ago

40 [M4F] #Westminster - Seeking younger woman for FWB in Southern California.

I am 40 years old (no kids) and am restarting my life. I am divorced, and at the beginning of the year, I finally was able to secure my own place. It took a lot of hard work and effort to get to this point and I am now ready to start enjoying myself a little.

When it comes to what I am looking for, I am pretty open, however, I am not looking to jump into another super serious relationship or marriage. In the short term, I would love to have regular sex again and that's honestly what I am looking for with this post. Things typically develop from there and with that I like to keep things casual and let things flow naturally. I seek something ongoing and would entertain something longer term if we fit well together.

As a man I command respect wherever I go because I always present myself with the utmost confidence. I am very much a leader and am never hesitant to speak my mind. This also translates over into my relationships.

Between you and I, respect will be at the forefront of whatever arrangement we enter into. Because of the treatment I am asking from you, I will gladly return the favor. I will never belittle you, talk down to you, or raise my voice at you. I am all for stimulating conversation and debate but I will not argue with you. I don't argue with anyone especially my woman. Whenever we are together, making sure you feel safe and protected will always be a priority of mine.

I have a lot of lived experience, have led an interesting life, and can have conversations about most subjects especially those that involve the inner workings of how the world works and life in general.

I am 5'10 and weigh 160 lbs. I'm white with dark brown hair with some grays peeping out. I am very health conscious and take care of my health and appearance as best I can. I have a fit body type with some muscle definition. I work out twice a week to build upon and maintain that.

STD free.

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u/Pleasant-Log-8075 — 4 hours ago
▲ 2 r/OrlandoCasualR4R+1 crossposts

45 [M4F] #Orlando, Florida

Tall and athletic 45m seeking to host woman ages 18 to 45 for a night of fun. No experience is required! Happy to guide anyone who would like it.

Easygoing business professional great conversationalist. Love to please.

Hosting 5/4-5/7 Orlando hotel near Disney

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u/BeneficialRun8245 — 8 hours ago

43 [M4F] #OrangeCountyCalifornia

Would you like an older mentor? Are you a younger girl into older men? Do your friends’ dads or dad’s friends turn you on?

Whether you are shy and this is your first time with an older guy or you’ve done it before, be a good girl (please be 18 or over) and say hi!

Even if you’re shy or nervous, I’d love to gently teach you and mentor you.

I love that younger women are so much more full of life and energy and adventurous and tend to be kinder and sweeter. I also love how excited they get when I do nice things for them or make them happy like younger men tend not to do because they are more selfish.

I’m white, 6’1” weigh 195 lbs and I have brown hair and brown eyes. I’m also looking to actually meet and not just talk online.

I’m located in Orange County in California.

As far as SFW interests, I enjoy the beach, swimming, paddleboarding, hiking, camping, traveling, hockey, skiing, and reading.

As far as NSFW interests, ask me…

EDIT: If you’ve messaged me before, try messaging me again or follow me because some of your messages disappeared.

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u/topgunadventure — 5 hours ago

54 [M4F] #Polk City, Florida - Looking for a submissive, Christian, attractive and fit, obedient and cheerful future wife who loves to serve and wants a committed marriage and beautiful family

I’m looking for a monogamous, lifelong relationship with a good woman. A relationship that we work to make it the best it can be til we wave goodbye to this world. With this in mind, here are things I'm looking for and believe in:

  • Attraction is important. You keep in shape, as I do, and we work to maintain that over the years and decades to the best of our ability and never let ourselves go. The body types I find attractive are petite/slender, athletic and toned, or average build but with a flat stomach.

  • You're obedient/submissive. I believe the man should lead and the woman follow. I don't want a doormat. I want a first mate to my Captain. You should proactively share your thoughts, ideas and opinions and we'll discuss them, and if we're not on the same page, you support and follow the decisions I make and treat my word as law.

  • You're respectful. This has many expressions, but one of which is that any disagreements/arguments are "behind closed doors" and private, never public. We never belittle each other in front of others, and should never be done privately for that matter, but instead, build each other up.

  • You're very committed. This is a lifelong journey, not a blast out the starting gate, only to fade in time. You're a "ride or die" kinda girl, in this to the end, with a fiery devotion and loyalty to me and our relationship, as I am to you. We have each other's backs, all the time.

  • Sex, when it happens (in an exclusive, lifelong, committed relationship) and with rare exceptions, should be frequent, enthusiastic and we always make ourselves available to the other. Think once a day or more rather than once a week.

  • You put in the effort to have a great relationship, and you get the same in return from me.

  • You're open and communicative, and have no problem saying what you want or need, or freely discussing a variety of topics. If you're more shy and reserved, you work on improving your communication skills.

  • Speaking of, you believe in continual improvement, and work toward bettering yourself and not resting on your laurels. You apply this to yourself, our relationship and life in general. You can expect the same from my side.

  • You’re mentally and emotionally healthy, as am I. You don’t bring tons of baggage into a new relationship. To put it in airplane terms, you can fit yours into the carry on bin, and it doesn’t need to be stored in the cargo hold.

  • You're imperfect, as am I. You don't hold unreasonable or unattainable standards (in yourself, me or others), nor do you make excuses for things we can change for the better.

  • We forgive when we mess up, and work to make things right.

  • You're feminine, comforting, nurturing and encouraging. You're my biggest cheerleader. I'm your rock to lean on.

  • You handle almost all domestic duties. I'll take care of the outdoor stuff. We pitch in and help each other as needed, but maintain distinct roles for the most part.

  • Ideally, you'll be a full time stay at home wife (or maybe work part time) and you make me, our home and family your mission. If you want to work full time and pursue a career, I'd support you in that, but my preference is you staying home and running the household.

  • And, of course, you're a Christian and take your faith seriously.

I offer the same or more in return, with the obvious exception of different roles and responsibilities within the home.

You're between 18 and 33, preferably.

Single, of course.

If long distance, we'll get to know each other and work something out to be closer in the months ahead.

If this sounds like you, send me a message, tell me about you and feel free to ask any questions you want and I'll take it from there!

Your pics get mine.

A bit more about me: I’m confident, outgoing and driven. I have a great sense of humor and overall personality, I’m playful yet serious when necessary, educated, intelligent and witty, even modest to boot ;)

Write and tell me your age and location and what you're looking for in a relationship.

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u/exclusiveprime — 8 hours ago

37 [M4F] #Southwest CO

Fit athletic single 37 male here. Will be 38 next month. Full head of thick wavy hair with bits of gray strands coming through. I enjoy running, hiking, writing and literature. Also very into music. I’ve been a guitarist for most of my life. Occasionally I’ll write my own music.

I enjoy indulging in pleasure, especially in the bedroom. Ensuring my female partner is greatly satisfied is something I always strive for. That makes the experience even more enjoyable for myself. For a young lady who wants more bedroom experience or feels their sexual appetite matches mine, feel free to reach out. I’m in Southwest CO, near the Four Corners. I’m open to traveling around the state or even outside of things sound promising.

If you’re into music or poetry or fitness, hit me up.

u/coffee_mug000 — 5 hours ago

28 [F4M] #Manila- looking for my forever Daddyy

&#x200B;

Hi, little sexy damsel here. Hoping to share the future with a real man, who can play his role well 🙄

About me, Im 5'2, 56kg. I am an office girl by day, when Im not workin, I try to cook dishes, shopping, or watch any series. Im just a simple girl, I like nice things.

Im very clingy, emotional, and childlike mehehehe. However, I am also very self- aware and caring.

I am looking for something serious, I am looking for a man who will love me through and through and give me everything. 🙂 I wanna be spoiled coz Im a baby.

I want a Daddy, someone strong, smart, knows how to lead and not use me in any way, except for.... you know🤭

Ok, I think thats about it. If you want me, be ready with a plan. 🙂

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u/deliciousssMmoney486 — 9 hours ago

46 [M4F] #California #Patterson - Grounded, Easygoing, and Looking For Something Real

I’ve never really been a club or bar scene guy. I’m much more at home somewhere you can actually talk, laugh, and get to know each other. These days my life is a bit quieter, most of my friends are married with kids. But it’s steady, grounded, and full in the ways that matter.

I’m 46, 6'2", around 190 lbs (slight dad bod, no kids), with buzzed brown hair, hazel eyes, a beard, and a couple of tattoos. I’m easygoing, a little sarcastic, and naturally curious. At my core, I’m a creative through painting, writing, and getting lost in ideas whenever I can. I’m someone who values real connection. I communicate well, I show up, and I genuinely enjoy getting to know the person I’m with, what makes you laugh, what excites you, and what you’re looking for. I tend to be open, steady, and emotionally aware without making things feel heavy.

I’m drawn to age-gap dynamics because I appreciate the different energy it brings. Something a little more intentional, a little more grounded, and built on mutual respect and curiosity about each other. Physical chemistry matters too. I connect strongly through touch and closeness, and I think that kind of intimacy is what takes something from casual to genuinely meaningful.

I’m open to seeing where things go, whether that’s something relaxed and fun or something that grows into more over time…but I’m not interested in anything empty or one-sided. If this resonates with you, tell me a bit about yourself.

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u/who_is_burnden — 7 hours ago

30 [M4F] #Online - Obsessive SADISTIC Daddy looking for One Desperate little SLAVE, who's crazy for daddy's ATTENTION, Craves to be Watched and Controlled Completely 24/7 (TPE, Pain and Humiliation)

Obsession is stronger than love... yes I'm a man who loves to watch, I am looking for a depraved attention seeker. Who knows the real worth of daddy's attention and gaze - how it makes you needy, wet, and willing to push yourself to the edge just to keep it on you for one more second — within our mutually agreed boundaries.

You’ll obey anything, suffer anything, degrade yourself in any way, because the feeling of being watched by a total stranger daddy on internet... makes you feel so vulnerable and excited in fucked up way, it makes you feel wanted and completely owned and it's the only thing that fills that aching void in your chest — when it's fully consensual and discussed upfront.

I know you feel incomplete, I know the feeling of emptiness in your chest, I know your submissive need to obey and be the center of someones world. I can complete you, I’ll fill that void with my control, my cruelty, my obsession — only if we both enthusiastically consent and can stop anytime. Only Daddy’s eyes on you all day, every day, will make you feel real, seen, alive. I see you.

I am looking to connect with someone special and only one. I want to be completely crazy and obsessed about you. I am extremely loyal once you earn my trust, I'll only have eyes for you...

Something that grabs my interest is when you're not shy to let me in your life and to show yourself - internally and externally. I wanna know everything about you, what's makes you happy and sad, what's your routine or hobbies, I like when you're happy to show yourself as much as possible in pics, vids and live cam or live calls thought out the day, maybe even to point you'd let daddy watch you live while you're doing chores, sleeping, studying, showering... or even while you're pissing... (only if fully negotiated and consented to in advance, with ability to revoke anytime)

I want full access to you, I want my eyes to always be on you... I know it's sound crazy and too much, but I want someone who wants to be seen and watched over consensually, I always wanna know where you're and what are you doing, like I said I wanna be crazy about you...

I also like TPE - total exchange of power (consensual Total Power Exchange, with ongoing check-ins and safe words), I love having control over your life and even your small decisions like what clothes you wear, when you get to have orgasm, when you wake up n shower, or making a decision when you're stuck between two things, it also contains taking care of you making sure you eat and drink properly, I like it when you love to be told what to do and to make your life easier so don't need to make effort to think.

And as you know I am a sadist, so I like your need for pain, being controlled and getting ruined (humiliation) it makes me happy and turned on to see you take it like a good slave. I wanna make you suffer, I want to see you enjoy it and ask for more... I'll always respect your boundaries, I wouldn't force you to be something you're not — everything stops immediately if safe word is used or consent withdrawn.

if you’re ready to be owned so completely you forget who you were before me… (in a fully consensual, negotiated dynamic) Message me now

First message must include: 1.Real first name : (I don't need your full name) 2.Exact age : (don't try to lie, I have really good eyes) 3.Reason why I should chose YOU, out of everyone: (very important, try your best because I need an explanation why you seek this crazy connection) 4. fresh pictures when I accept your request. (Naked or clothed and your face)

(Why the face? Because it's hard to be obsess over a headless body lol) If you can't show your face, share pic and videos that's fine-no hard feelings-but this isn't for you. Turn back now. I won't waste time on "I'll show eventually" this is about me watching you)

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u/Jacob-Seeks-SLAVE — 8 hours ago
Week