Love, Sex, and Confusions

by sunshim_13

Pampered On Rainy Days

Previous Chapter

It was a stormy night out here. The last thing I remember I was driving home to my apartment and as I went inside and I reached for my keys only to realize that I forgotten them inside my room. I tried to call the manager of this apartment flat but he never answered. I had no where else to go except for Rarity’s place. I quickly pulled out my phone to call her but as I was about to tap her name to call I began to have second thoughts.

I would like to spend the night at Rarity’s home but I was to afraid of making things too awkward between us. My heart rate felt like it was about to stop as soon as I started to call Rarity. Fortunately she was willing to let me stay with her overnight. The next thing I knew I was at Rarity’s house and I walked up to the front door. My heart was just pounding so hard like it wants to get out of my body and run away. Each step closer to door, my heart rate was about to explode as I stood right in front of the entrance. I didn’t have anywhere else to go so there’s no turning back. After I knocked on the door, Rarity opens it and my heart stopped.

“Oh deer, what happened to you darling? You’re soaked,” Rarity gestured me to come inside. “Let me get you some towels darling, I’ll have you all dried up,” she went to go get a towel so I can dry myself and hands the towel to me.

"Thanks. You didn't have to go through this much trouble," I said.

"Oh Nonsense dear, I was not letting you spend the night in the rain on my watch," she replies. To be honest I was still confused weather if she let me under her wing because she likes me or just because of the storm and I was locked out of my apartment. There’s one thing I know for sure..... I was MADLY IN LOVE with her. The more I thought about it, the more I desire to be with her. I was still nervous though, in fact I was scared if she doesn’t like me and only sees me as a friend. “Darling are you okay? You look like you have cold feet,” she asks me and my heart skipped a beat.

"Oh, well it's because I'm a little spooked by the storm," I lied.

"Well we all have our own reasons about being 'spooked' by the storm, dear," Rarity jokingly says. "Let me get you some clothing," Rarity went upstairs then came back down with some PJs for me and game me a girls' sized tank top. I was going to went into the bathroom change and then as I came out Rarity had an accessory for me to put on, they were cat ears to put on my head. I put the cat ears on and then I saw Rarity's eyes glitter with excitement. "You look absolutely marvelous darling, I honestly think those other people underestimate you for no legitimate reason”.

“Well I didn’t think I actually had a thing with them you know,” I chuckled nervously.

“They still could’ve gave you the chance at least,” she then pats me softly on the head.

About one and a half hours and Rarity had already changed into her purple sleeveless pajamas that had a blue bowtie. with it. As I looked up and down at her figure my pants were getting tight. I quickly look away from her hoping she didn’t saw or at least feel creeped out.

“Don’t worry darling..... you can look all you want,” the last words that came out of her lips she whispered in my ear in a seductive tone. “It’s really nice that you find me attractive,” as she finished that sentence my cheeks turned into a cherry red and I felt like I was sweating massively as if I was gonna pass out from exhaustion, my heart pounding in my chest. “Well, I suppose we should get some sleep... though if you want... you could sleep with me,” my heart skip multiple beats after hearing that.

“Sure," I answered in a somewhat nervous tone. As we turned off all the lights in the room, Rarity and I headed upstairs to her bedroom. We both got under the sheets on different sides of her bed the next thing I knew I decided to close my eyes and go to sleep only to find myself still awake because I couldn't sleep with the loud storm. But then I opened my eyes after a few minutes that the light was still on. I sat up on the bed only to see Rarity still awake.

"Couldn't sleep darling?" I was gonna make something up but nothing came to mind so I shook my head. "I think I know how I could take your mind off the storm"

"How?" I asked.

"You rest your head on me,"

"No I can't," I refused.

"Why not dear," she asked.

"Well..." I tried to think of some legitimate reason not to. "I mean I don't want to drool all over you," I lied.

"I'm pretty sure that's more common than you think," She replied. "Look Sam, I can tell when you're lying to me," At that point, I knew I can't be able to make up an alibi, so I told her the truth.

"I........ I'm embarrassed,"

"Embarrassed? of what darling?" she asks me.

"I feel embarrassed at myself... Whenever I see you I felt like I was in love sickness, I felt like you're too perfect to date me and......" Rarity cuts me off asking me this:

"Do you like me?" I blushed immensely as she asked that.

"Fuck It..." I held Rarity by the shoulders and kissed her on the lips. Once I broke the kiss, I see Rarity's face turn into a bright reddish-pink.

"Oh My..." she said in a suprised expression. We just stared at each other's gaze for a while until I break the silence.

"I'll just rest my head on you," I say as I lay down on Rarity's chest. I would soon hear her heartbeat then start to feel Rarity's hand run through my short hair. It was just complete silence for a while, I honestly started think I fucked up but I guess nothing mattered anyway since everything had already changed between to the two of us.

“I... I knew there was something going on in your head... but I didn’t think that you were thinking of me,” Rarity said as I still hear her heartbeat coming from her chest. “If I’m completely genuine, I have been thinking of you from time to time,”

“Really?” I asked.

“Really,” Rarity answered. “I want to be with you darling, I never cared if you were just a guy in women’s clothing, If it’s a forbidden love than I might as well break the rules anyways... because I love you very much dear,” those last shook me to my very core. Almost nothing mattered to me anymore, all I want is her.

“I love you too,” I said. The next thing I knew I sat up on the bed and looked into her dark blue eyes. Me and Rarity closed the gap between us and started to kiss each other. Rarity touched my face as we shared this passionate kiss. We broke contact for a second to catch our breaths and we instantly go in for a kiss again and Rarity started to use her tongue. I let her inside of my mouth started and she has then played with mine. She lays me on the bed as she keeps her lips on mine. We broke the kiss again only for her to speak.

“You're..... a really phenomenal kisser darling,” she says in between breaths. “Mind if we take things a little farther,” she says in a seductive tone.

“I never knew a lady can get dirty,” I teased.

“Shut up and kiss me darling,” she presses her lips against mine as we continue our make out session. After about a good minute, I tugged on her PJs and Rarity breaks the kiss only to take off her shirt and tossed it aside completely showing her B-cup breasts, completely braless. I just stared in awe as my face starts to turn into a cherry. “Like what you see deer,” she says still using the same alluring tone. “Go ahead..... feel them,“ she whisper her last words as I put my warm hands on her tits. I just let my mind and body roam freely as I started groping her tits. She moaned at my touch as I gave her tits a little squeeze. I put my arms and legs around her and we switched between top and bottom positions. I started to lick Rarity’s nipples and she started to moan a little bit louder. I started to suck her tits and she moaned in ecstasy and started to run her hands through my hair. I was so lost in the moment that I completely forgotten about the storm. I started to take off my tank top only to reveal that I have bandage like tape wrapped around my chest. It was then she had strip off her purple shorts showing her black panties.

I continued giving a lick on her chest and then I slowly start to go down to her belly button. "I didn't know you were an innie," I teased as I started to suck on her belly button. Rarity's moans started to increase in volume as I kept going.

"OOOooohh..... don't st--ahhHH!!!" she moans uncontrollably as I kept pleasuring her. I slowly went down to her undies and I took them off, revealing her shaved pussy. I looked at her and she nods signalling me to keep going. I gave a nice, long, and slow lick on her pussy and Rarity squealed. I started to suck her off while I was still licking. The next thing I knew my tongue enter her vulva and I just moved my tongue around until Rarity screamed.

“Must've hit her sweet spot" I thought as I kept going until her moans became louder.

"OOOooo... YES RIGHT THERE..... I'm GONNA CUM!!!!!!" she says as I keep sucking her pussy and I started to put one finger inside her and started fingering her flower and her beautiful moans grows louder as if her noises are in perfect sync with the sound of the storm. As soon as I took one final lick in her pussy, Rarity finally climaxed and her cum shot inside my mouth. I managed to suck every single drop of her cum from her pussy, though some of it dropped out of mouth as I shallowed.

"That tasted... amazing," I said in amazement. Rarity pins me down on the bed and then she takes off my PJs along with my undies. As I looked down at her I could see hearts forming in her eyes as she looks at my erect cock.

"It's so big and stiff darling," She says in a soft tone. "It looks like we're going to have a fun night," Rarity slowly gives my shaft a nice long lick and I moaned at her touch. She then starts to jerk it up and down and I groaned at her cold hands touching my dick. "You like that deer?" I nodded as she keeps jacking off my dick. Rarity starts to take me in slowly and she started to swirl her tongue around the tip of my shaft. She then takes in the whole thing and then bobs her head up and down. I moaned in ecstasy as Rarity sucks my cock and she moans while she doing the work.

"AAAaaahhhH..... You're really good for your first time," I complimented as I just relaxed at this sensation. Rarity suddenly stopped and takes my cock out of her mouth only to kiss me once again for me to taste some of the precum in her mouth.

"I'm saving this for the main event," Rarity says as she lays down on the bed. "And don't worry about protection, I take birth control pills," I crawled over over Rarity as we're both completely naked, and I lined up my shaft to her pussy and I slowly started to penetrate her. I reached far enough inside of her just pop her cherry and Rarity gives a sharp gasp.

"Are you okay? Are you Hurt?" I asked in a worried tone.

"I'm okay... just a sign off you taking away my virginity," she reassures me. "Go ahead love... make me a women tonight," I would soon start to go farther into her and start to fuck her. Rarity moaned louder than I could possibly remember as I penetrate her. I've been dreaming of this for a while and now we finally meet together as one. ""OOOoohh YES DARLING.... HARDER!!!" I do as she wishes and started to faster and fuck as hard as possible. If this is what feels like eternity of love-making and bliss, then I don't wanna leave Rarity's side. Both our moans and grunts increases in volume as we feel a climax coming. "YEES DARLING... CUM INSIDE ME... PLEEASE!!!" I thrust into Rarity one more time and I came into her pussy and I collasped onto to bed. Both had the chance to catch our breaths and we kissed a couple more times as we looked in each other's gaze while we hold each other. "That was the best sex I've ever had," she said "You know... I don't get why people just judge you right away without giving you a chance... I don't care if you're a crossdreser, transgender, or any other thing... In fact I never cared what anyone else thinks about you, you're simply wonderful, darling," she says softly as she puts my head on her chest. She says goodnight and kisses on the cheek and she goes to sleep. I slowly drift off to sleep, still hearing her heartbeat, and then I rest assured that Rarity is with me no matter what. I went to sleep with the relaxing sounds of Rarity's heartbeat combine with the sounds of the light storm.


Author's Note

Well that's another story wrapped up.

If the sex scene by any chance feels rushed then sorry but otherwise I hope you liked the story.

I’ll be doing some more stories soon.

Catch you on the flip side

--13 Shades of Sunset