Equestrian Pleasures

You sit by Twilight as she lay on the couch in the castles living space. You hold up the smelling salts in one hand and smiled before uncorking the small bottle and putting it to Twilight's nose. You reel back as Twilight suddenly jumps up and teleports behind you, her face was a look of shock. You chuckle as you turn.

“You are so dramatic Twilight.” You say.

Twilight scowls at you. “Well maybe you shouldn't ask a mare a question like you did.”

“What? I only asked what kind of contraceptives Equestria has?”

Twilight stomps a hoof. “That's what I mean! You know I'm waiting for the right time to have my turn with you and you ask a question like that?” Twilight narrows her gaze. “Why did you ask that?”

You rub your hands together nervously. “I kind of had my first customer last night.”

Twilight tilts her head. “First customer?”

You sigh. “I have decided to become a male escort but a more personal touch one.”

“Personal touch?”

“I'm going to be a stallion that mares can hire to help them with sexual matters. The job will even involve going to dinner with them and making them feel special. That's why you couldn't find me last night, I was with Miss Hooves.” You say giving Twilight a smile though it faltered when Twilight suddenly looked sad.

“Oh...” Twilight says before you see her wipe a hoof across her muzzle and sniff. “So...how much did you make?”

You stare at Twilight. You where confused as to why she would ask such a question but you could see she was waiting for an answer.

“I made fifty bits, though with my basic knowledge of Equestrian currency I'm not sure if that's a big amount or not.” You finally reply shrugging.

Twilight seems to perk up a bit which you find odd. “So you're charging the same as other escorts?” You nod. “That's good, I mean that's great for you...yeah...” Twilight looks to the living rooms exit before walking away. “I have to go somewhere for a meeting...do-do you need anything?”

You notice Twilights little stammer but don't comment. “No, I'm going to wash up and see if I can rent a place to set up shop.”

Twilight nods before leaving the room. You stand up and toss away the vial of smelling salts before heading to the wash room of the castle. You had a feeling that your day has just begun.

Twilight sprawled out on the couch as a cup of tea was levitated to her. Twilight sniffed the tea and felt calmer before the two ponies across from her reacquired her attention.

“Wait, so you're saying he's going to become a stallion of leisure?” Rarity asks.

Twilight nods. “A stallion escort to help with sexual matters. Thomas did say though that it wouldn't be restricted to just that. He said he would escort them to dinners and make the mare feel special.”

“It does sound nice...” Fluttershy states. “What is his price for this service?” Fluttershy hides behind her mane when her two friends give her raised eyebrows. “I'm just curious...”

“He spent the night with Derpy and he got fifty bits out of it, though Thomas doesn't really know if it's high or not.” Twilight replies.

“Then you should help him Twilight. Help him know more about the business he's going to run.” Rarity states sipping her tea. “He's going to need all the help he can get.”

“Why me?” Twilight asks. “I don't know anything about that side of pony life.”

Rarity smiles. “I wasn't talking about Thomas being a stallion of leisure. I was talking about you showing him what an alicorn can do.”

Twilight blushes but it's Fluttershy who gets a reply in first. “I think it's a bit late for that Rarity. Thomas had both Princess Luna and Princess Celestia that night...” Fluttershy trails off when she notices Twilight look down to the floor. “Sorry Twilight, I didn't think...”

Twilight looks up and gives Fluttershy a smile. “It's ok Fluttershy, Thomas and I have agreed not to do anything until I'm ready for it.”

Rarity sighs and shakes her head. “Twilight, you are hurting yourself. We are your friends, you don't have to lie to us.” Rarity stands up and offers her hoof to Twilight. “I think you need to see my special items darling.”

“Special items?” Twilight says tilting her head and taking Rarity's hoof.

“Trust me, Thomas is going to love them.”

You stood before the “places to rent” board at the Town Hall and scratched your chin. You have come to the conclusion that a bit is the equivalent to two or three dollars back home. You look at the prices and sigh. The prices weren't that high but you didn't have enough to even afford the initial down payment let alone the first months rent. You turned away from the board only to run into another pony standing behind you.

“Oh, I'm so sorry!” You say helping to pick the pony up. You get a surprise when you find it was Derpy's oldest daughter. “It's Sparkler right?”

Sparkler looks up to you. “Thomas?”

“I take it your mother has already told you who I am?” You ask.

Sparkler nods. “She told me about last night and how you made her feel like a mare again.” Sparkler smiles. “I've never seen her so happy since Dinky's father left, you've done something that even I couldn't do.”

You smile. “I'm glad I could help her. Your mother is beautiful and hard working, she deserves everything she has.” You lean down. “Including you and Dinky.” You straighten up and cross your arms. “Derpy told me about you and how she adopted you. I think after hearing that I had to give your mother something that only I could give her.” You chuckle when Sparkler blushes heavily. “Sorry to say that but it's the truth.” You shrug.

“I know, she told me that you might be coming around again and that I should be prepared.” Sparkler says.

You hold up a hand. “It won't be too soon though. I have to give other mares a chance.” You laugh when Sparklers face goes even redder. “I'm actually here to find a place to set up shop as it were. I need a place that is large enough to cater for my clientele and allow me to work with relative ease.”

Sparkler looks passed me at all the buildings on the rent board. “What's wrong with the buildings on the board?”

You sigh. “I have nothing to my name bar the bits your mother paid me for last night. I can't even afford the down payments, let alone the first months rent.” You walk towards the Town Hall entrance with Sparkler in tow.

“I'm sure there's some way you can earn the bits?” Sparkler says.

You smile. “Know any mares going through heat with no partners?”

Sparkler blushes but doesn't reply before she starts to rub her right fore leg. “Actually...I know one mare who is.”

You give Sparkler your full attention. “Who?”

Sparkler bites her lip. “M-Me...”

You reel back even going as far to step back. “Y-You!?” You feel a slight panic start to kick in. “I-I..I couldn't Sparkler. Not with you..” You turn away. “I know I need the money but what if Derpy found out I slept with you? She would never speak to me again. I helped her Sparkler, I wouldn't ruin that the next day.”

Sparkler gives me a scowl. “I'm old enough to be an adult like my mother. I can choose who to lay with, it's my choice. I may not have any experience with stallions but I can't go through another heat without somepony taking care of it. I work Thomas, I can pay.”

“But...?”

Sparkler stomps her hoof shutting you up. “Do you know what I did during my first and second heats?” You shake your head. “I hid in my room and never left, for both of them! All the time thinking of what it would feel like to have a stallion mount me!”

You look around the street to see ponies taking notice of you and Sparkler. You turn back to calm Sparkler down but your breath stops when you see her crying.

“Sparkler I....”

“You don't know what it's like...no stallion will. When you're in heat your body cries out for pleasure. It cries out for a partner you don't have, some mares have it even worse than me. I just...I just want you to treat me like you treated my mother. I just want somepony to hold me close and let me be theirs for even just one night.” Sparkler looks to me as her tears continue to fall. “One night is all I ask, you don't even need to tell my mum. I just want one night.”

You didn't know why but you knew you couldn't deny Sparklers request any more. You knelt down and placed your hands on her shoulders.

“OK...I-I'll help you...” You say.

Sparklers ears perked up. “Y-You mean it?” You nod. Sparkler lunges forward and wraps her forelegs around your neck. “Thank you! Thank you so much Thomas!”

You put your arms around Sparkler and return her hug. “When do you hit your heat?”

Sparkler pulls back from the hug. “Any day now, I have started to feel the first symptoms.”

“Then three days from now I'll help you, make a night of it.” You say giving her a smile and wiping a tear away with your thumb. “But you must not mention this to anypony else?”

“Why? I'm legal age and a grown mare by law. Laying with me is no different than laying with any mare in Ponyville.”

“It's not that, I don't want to hurt your mothers feelings OK?”

Sparklers nods before looking over your shoulder, her eyes go wide. “Oh no! I'm late for a meeting. Thank you again Thomas I'll see you later!” Sparkler takes of running before you could reply.

You give her a little wave and heavily sigh. “I don't see anything good come of this...”

“Um? Excuse me sir are you Thomas by any chance?”

You turn at the deep voice behind you. “Yes I...am...” You trail off at the sight of three Royal Guards. “C-Can I help you?”

One of the guards holds out a hoof with scroll in it. “The Princesses would like an audience with you.”