> Be Starlight Glimmer, taking some precautions
> Anon may wear socks like a slut, but even sluts can have their pride over some trivial thing and you don't want to trip over that
> So when no one is looking, you zap him with a spell that makes him a little more agreeable than usual
> After that, he easily accepts your invitation to tea, and you bring him home
> Your heart is beating in your throat, a mixture of nerves and excitement at the prospect of finally getting your cunt plowed
> As he sips his tea, you zap him with a hypnosis spell
"Relax, Anon. I'm your friend. You can tell me anything, right?"
> His dull eyes blink
> "I can tell you... anything."
> Good, he's pretty well under
"You don't feel embarrassed about talking about sexy things with me. I'm a good friend."
> He blushes a little, but nods
> Cute
"Tell me, Anon. Do you wear socks to get attention from mares?"
> His brow furrows
> "No? It's for my feet. Got to wear socks if I'm wearing shoes. It's comfy."
> Huh, aliens sure are weird, not that you are complaining
"So, you're not a slut?"
> He hunches down in his chair, tears silently falling down his cheeks
> Oh buck
> "That's what they called me after I broke up with them. I don't think I'm a slut. I'm not a slut."
> You frantically look around the room, noticing the window is open
> A twitch of your magic and the drapes draw closed
"Shh, shh, it's okay, you're not a slut."
> He nods, but he doesn't stop crying
> Buck, this is why you became a cult leader, you're no good with handling stallions
> You stare at Anon, trying to figure out what to do
> Maybe commands?
"Stop crying."
> He takes deep, shuddering breaths, but it's not working
> At the very least, the hypnosis is keeping him from going into hysterics
> What did mom say to do when a stallion is upset?
> Something about ventilation?
> Venting!
"Do you want to talk about it?"
> Anon swallows, then nods
> "The first time was with Sour Patch. She asked me out, and we started dating. It was the first time someone was interested in me, so I went along with what she wanted a lot. At the end of the second date, she brought me to her room and we slept together. After that, we didn't really talk much. Just a few pleasantries, some compliments, and then her hooves would start wandering."
> Buck, this is not what you signed up for
> You can't really blame Sour Patch though, Anon looks pretty fun to play with, what with his smooth skin and long legs
> "But after a month, that's all we did together. No dates, no dinners, just her dropping by and riding me. Then, I told her we needed to take a break. Talk about where we wanted to take our relationship. But she wanted things to stay the way they were. So I broke up with her. She yelled...a lot of things at me. My neighbor called the ponice, and they dragged her away."
> He's stopped crying, but his eyes still waver with unshed tears
> At least this is working, for all that it's killing your winking
"And your other marefriends were only using you too?"
> He nods
> "I thought Cheerilee would be different, and at least she wasn't angry. It might have been better if she was angry, instead of calm. Like she was expecting it, and didn't mind."
> That mare has always been popular with stallions, he was probably replaced fairly quickly
> Anon sags in his chair
> "Starlight, you... are... my friend. Can you tell me what's wrong with me? Am I a slut?"
> You're going to have to step carefully here
> Since he is hypnotized, he'll take what you say more seriously
> You sigh
> Here you are, accidentally providing hypnotherapy to some thoroughly used goods
"You're not a slut, Anon, you just have bad taste in mares. But you should stop wearing socks, you're sending some serious mixed messages."
> He frowns
> "I guess I can wear sandals. It is warm enough, most of the time."
> You nod encouragingly
"That sounds good, whatever sandals are. Feeling better?"
> His eyes are dry, and he nods
"Aren't you glad I was a good listener?"
> Anon nods again
> "You are a good listener."
> Eh, close enough
"You should thank me for being so patient."
> "Thank you."
> You shift in your seat, sitting on the edge of your chair
"The kind of thank you I like the most is when somepony licks my clit. Don't you want me to feel your gratitude?"
> He slowly slides out of his chair
> "I want you to feel my gratitude."
> You relax as you feel his tongue go to work
> Say what you will about his ex's, they trained him well
> You stroke his hair encouragingly
"You're a good stallion, Anon. You know how to take care of a mare."
> He hums in agreement, and you bite your lip at the sensation
"You know you have bad taste in mares, so whenever somepony wants to date you, you'll bring them to meet me, your best friend."
> Your hips move on their own, grinding your pussy on his face
"If I tell you a mare only wants you for sex, you'll believe me. I'm your best friend who is a mare, I am only looking  out for you."
> He sucks on your clit, the sensation leaving you gasping and clutching at his head
> You're so bucking close
"You, hah, will come to me if you are, hah, having trouble."
> He plunges two fingers inside your marehood, even as his tongue lavishes exquisite and excruciating attention on your clit
> You writhe in your orgasm, wracked with ecstacy, gushing all over Anon's face
> He pulls his head out from between your legs, covered in your marecum
> He waits patiently for your next command, though you need a minute or two to catch your breath
"And you will think it's natural for you to thank me like this, when we're in private. Licking my clit is a fun, secret part of our friendship that you don't want to tell others about. They wouldn't understand."
> He licks his lips
> "This is secret, but fun."
> Buck, that's hot
"Now, clean your face and sit back down."
> He obeys promptly, crawling out from under the table and washing off at the sink
> In the meantime, you cast a cleaning spell on your chair and the floor below
> When Anon is settled, you open up the drapes again
"When I count down to one, you will wake from my hypnosis. You will forget that I commanded you, but you will follow my commands."
> He nods
"Five. You will remember that you talked about your bad dating history, and how it made you feel better."
> You take a sip of tea
"Four. We just started being friends, but you can trust me with your secrets."
> His eyelids are starting to droop
"Three. Two."
> They close
"One."
> He blinks, as if waking from a nap
> Then his eyes focus on you, and he smiles
> "Thanks for listening, Starlight. I feel so much better, finally talking to someone about it."
> You smile back
"Glad to help, Anon. What are friends for?"
> He licks his lips
> "Dessert."
> Your heart drops
> Did the hypnosis spell not work? 
> Or-
> "Shame I can't tell Caramel about how good you taste with this tea. But, it's our fun little secret, right?"
> Oh yeah, you didn't tell him to forget about eating you out, just to keep it a secret
> Oh, hold on
> He's friends with Caramel? 
> No wonder he's attracting all the wrong mares
"That's right, our little secret. Do I really taste that good?"
> Anon nods happily
> "Like blackberries. Makes me want to get some vanilla ice cream for next time I visit."
> Mare, what you have unleashed on yourself?
"That might be fun, let's do that next time."
> He beams at you, then glances at the clock
> Anon's expression falls
> "Aw, looks like I gotta go, laundry won't do itself. But thanks for the tea and everything, Starlight."
> You walk him to the door
"You're welcome, Anon. Anything for a friend."
> He gives you a quick goodbye hug, warm and tight
> Then he lets you go and jogs away
> You just watch him leave, strutting those foal-chasing legs
> You may have lied, he pretty much is a natural slut, but the poor colt doesn't deserve to live that life
> Looks like you will be looking out for him until he finds a good mare
> Or, more likely, until you find a good mare for him
> You feel a little proud of yourself, solving a sort of friendship problem, and you barely used any magic
> You get some paper and a quill, and start writing a mostly accurate friendship letter, leaving out a few inconvenient details