Exploring Natalies Naughty Side

Moving to New York City after college was no easy feat. I had to learn how this city works, maintain my careers and relationships, and find love. Being in NYC, I naturally went to the apps, and downloaded Hinge. After meeting a few women and going out on a few date, I felt like nothing was ever gonna work out from the apps. However, right when I was about to delete the app, I get a new match. This one from Natalie.

We decided to meet up in Washington Square Park for our first date. I get there and then I see her arrive, looking all diva, vip and lady like. She was wearing sunglasses and a long leather coat. Natalie is an extremely good looking and well presentable woman. She's got this feminine allure to her that is very unique to her. She stands at 5'6", has shoulder length black hair that she dyed brunette, is thin but has a nice plump ass and small but well shaped breasts. She is of Asian decent. Her skin is snow white, with no tattoos or piercings. She has really nice nails, her facial features are hand drawn. I can tell that she takes really good care of her self.

It's been a few months since that date now, and things have been going really well. I've come to learn more about Natalie and really fall in love with her. The emotional side of things is impeccable with her. We have fun all the time when we hang out, she is truly what you look for in a partner. Except, she is very vanilla. Not like missionary in the dark vanilla, but pretty close to that. And while sex with her is divine in its own right, my kinky side wanted more, however anytime I would try to bring it up, I would immediately get shut down.

"Why do you want to suck my toes? That's so disgusting." or "Ewww you really want to lick my asshole? That's where my poop comes out of."

That's what I would hear anytime I tried to do anything with her that isn't PIV or simple oral. However, I have one saving grace, and it's that Natalie told me one time that she is bicurious, and while she's never been with a woman, she would not be opposed to being with the right woman. This is where Lauren comes in.

Lauren is a college friend of mine who moved to Chicago after graduation. She stands at 5'9", has shoulder length naturally brunette hair, is a bit chubby and has really nice looking tits and ass that were plump and full; the type to use them as pillows and sink in them all night. Her eyes are piercing brown and she's got a beautiful smile that can hypnotize you. She's of Mediterranean decent, and her skin has a nice tan to it. She has this tomboy-ish allure, and radiates good vibes and energy. Lauren is bisexual, and has experience with both men and women. We actually hooked up in college on a drunken night once but ultimately decided that we'd both rather stay friends. That has led us to have a lot of late night conversations in which we discovered just how kinky we both are, from talking about it a lot. Simply put, Lauren is my college bestie and while we don't talk as often anymore due to us being geographically separated, we still have a strong bond.

One day, I receive a message from Lauren saying that she wants to come to NYC to watch a concert and asked if she could crash at Natalie and I's apartment to save on hotel costs. I ran it by Natalie and she said yes, and we were both really excited to have her come over. I had not seen my bestie in a few years so it was really nice to get to hang out with her again, and Natalie was curious to meet my college friends as she always wanted to know what I was like in college.

The day arrives, and Lauren does as well. I greet her with the biggest smile and hug and notice how much she's grown since last time I saw her. She's growing to her peak physique and her mid 20s are really doing her wonders, as she looks more gorgeous than ever. After settling into our apartment and having tea with the both of us, Natalie gives us her blessing to go out and catch up. Lauren and I stroll to the park nearby, sit by the water, and get to chatting about a lot of things, from our jobs to our activities, travels, growing older, and our sex lives.

"I have only been with men recently, and most of my experiences have been meh. Midwestern men are not the best in bed really," said Lauren. "Most times, I am just left to finish myself off, so I am really thankful for the vibrator I got. I can't imagine losing that thing."

"Well, I am sorry that your recent experiences have not been great. While it is true that Natalie and I get to have great sex, it's all been very vanilla, and I am itching for more spice in the bedroom. However, Natalie isn't giving me that."

"Well, that sucks."

"Yeah..."

However, a dirty thought came to my mind right then,

"When was the last time you've been with a woman?"

"I don't know, I think it was like the summer right after college. It's been a while."

"Would you want to do that again?"

"Obviously yes, women are so good in bed."

"How about Natalie?"

"Your girlfriend is HOT, but are you sure about that? Does she even swing that way?"

"Well, Natalie did tell me that she is bicurious, but she's never been with a woman. I am hoping that if you could hook up with her and be a little kinky with her while you're at it, then maybe Natalie will bulge and allow me to add some more spice into our sex life. Think about it." I could see Lauren grinning at that thought. "I know you're in New York for only a couple of days, but if you could do that for her, you, and frankly me, I think we might all love it. I can have you two have the apartment tomorrow night while I conveniently get busy at work. I just need you to at least get her to do one thing non-vanilla please, and make sure she enjoys it."

"Deal. I will hook up with your girlfriend, just for you bestie."

"Thanks, I knew I could always count on you."

We walk back to our apartment after that conversation, and when we enter the living room, we see Natalie coming out of the shower with just a towel, heading through the living room to go the bedroom to get changed.

"You look so hot, Natalie. He sure is a lucky man to have you," said Lauren.

This made Natalie blush and blubber a small thank you, while trying to hide her big smile. I, on the other hand, could not stop smiling and realized that Lauren started to plant the seeds to hook up with my girlfriend. After Natalie got dressed, her and I sat on the couch with her leaning on me, while Lauren sat on the armchair to the side of us. We dimmed the lights and decided that we want to watch a movie. After a lot of back and forth, I decide that we should watch a Tom Holland Spiderman movie, so we put No Way Home on the TV.

Throughout the movie, I am playing with Natalie's hair, and while they were watching the movie, I couldn't stop staring at my beautiful girlfriend who's laying between my arms. I start kissing her head, then her forehead, then go in for a kiss on the lips. Nat returns the kiss but then tells me to stop cause she did not want to make Lauren uncomfortable.

"Oh that's so cute, but I am not uncomfortable at all. Quite the contrary actually," said Lauren confidently.

That put Nat at ease, but also gave me free permission to keep on kissing her. After a while, I slip my hand under her shirt to grab her boobs. I know Nat has sensitive nipples, so I start playing with them, pinching them, pulling them. She is torn between wanting to stop me because Lauren is there and enjoying the pleasure being given to her. After a bit, she let out a soft moan from the nipple play.

"Oh, you sound so adorable. You two look so hot right now," said Lauren very softly. I could feel Nat blushing to that comment.

I kept alternating between playing with her nipples, her hair, and kissing her.

The movie ended really fast from there, and we said our good nights. When we went to bed, Natalie asked me if I could fuck her, since that entire exchange in the living room made her unexpectedly wet. It took everything in me, but I said no to her. I told her that my boss was gonna have me work late tomorrow, which is partly true. But also, because I wanted her built up sexual energy to be spent with Lauren the next day.

"I don't know why I found that really hot eventually," said Natalie.

"What, was it me playing with you or having Lauren there?" I asked.

"It was that you were playing with me in front of her. I was getting embarrassed at first, but then it became very hot. But also, her words and compliments were adding to the heat of the situation. Her presence there made it so much better. Something about Lauren, was making me feel wet in a way I never imagined. Her encouragements, her smooth tone."

This fell like the nicest melody on my ears. I saw an opportunity, so as I was closing my eyes to slumber, I softly utter:

"Well, if you find her hot, go for it."

And with that, I fell asleep.

The next morning we all wake up, get breakfast together, then I am the first to leave to work. Nat's work starts later and Lauren's concert is in the early afternoon. As I head out of the apartment, I text Lauren:

"I think you got a shot ;)."

I don't hear back from either woman for the rest of the day, especially as I got busy with work. Then later, in the evening, I receive a message from Lauren:

"It's done. You can thank me for being the best bestie ;)"

I couldn't believe that message. Just reading it gave me a hard on. I was so curious, I wanted to know what had happened. I wanted to know everything.

"What happened? I need to know."

"Don't worry, Natalie will tell you if she wants. However, she will be catering to at least one of your kinks in the future. I made sure of that. She's asleep now though, so you'll have to find out some other time."

I get back home to see Lauren fallen asleep on the couch with the TV still on and Natalie asleep in our bed. While my curiosity was killing me, I put the thought at ease and went to bed.

The next morning, we all get breakfast together again, but no one brings up the events of the previous night. After eating, Lauren packs up to leave to the airport, while Nat and I get ready for the day in our bedroom.

"Is it gonna be another long day at work?"

"Nah, I will be back early tonight, we finished everything pressing yesterday."

"Okay, I will be waiting for you."

She then gave me a kiss on the cheek and scuffled my hair. We went out to the living room to say bye to Lauren.

"It's been a nice couple of days with you two kittens, but I gotta head back to my own world. However, I saw that three of my other favorite artists are performing in the city within a week of each other next month. Could I possibly come and crash at y'alls again for a week if I were to come watch them?"

Before I could say anything, Natalie frantically almost shouted "YES."

"Thank you, you two are the best. It's been nice catching up with you my guy, and really nice meeting you and getting to know you Natalie."

And with that Lauren leaves, and so do the both of us, but not before Natalie blushes again.

I come back from work that evening to find Natalie already home and in a really good mood. She is wearing short shorts, an oversized t-shirt, had her hair in a messy bun. I sit on the couch, and she come and sits across from me on the couch, and rests her feet on my lap. I notice that she painted her toe nails neon green, which is unusual since she never puts nail polish on her feet.

"What's that?" I say in a flirty tone, while holding her right foot in my hand.

"I went and got a pedicure." Nat wiggled her toes, "Do you like it?"

"Yeah, I definitely do like it. It looks so good on you."

"Do you want to kiss them? I know you've always wanted to."

Happily shocked by the question, I didn't need to get permission twice. I softly placed ten kisses, one on each of her toes, while she let out a cute giggle.

"You can also lick if you want."

I could NOT believe my ears. My Natalie who was so disgusted by me wanting to do anything to her feet was suddenly letting me worship them. Not only letting me, but actively asking me to. I run my tongue from the bottom of her foot to her toe bed. She started laughing.

"That tickles, but I like it."

"Now I also like it, but I want to know. What changed your mind about this? You were always so repulsed by me even asking to do something to your feet."

"Well, I guess I just had a change of heart."

"Really, is that what it is?" I say in a mocking tone.

"Well, no, but I didn't know how to tell you because I still don't know how I feel about it. Lauren and I hooked up last night, and I really enjoyed myself"

"Tell me more."

"Well, I had my sexual energy built up from the movie night, and needed a release. So, when I came back from work yesterday, Lauren had come back from her concert. We sat in the living room chatting, and she poured us a cup of wine each. We get to chatting, first about our days, then she brought up how attractive both of us were the night before because of our PDA. She then sat next to me, held my hand, and told me that the hottest part of it was seeing me squirm and moan to your touch. She then asked if I had ever been with a woman before, to which I told her that I always wanted to but never been.

She leaned in for a kiss, which I returned. I was shocked but also horny so I loved it. She stopped to reassure me that you'd be fine with this and not to worry. Her tone was so comforting that I let her guide me. We kept kissing then started making out for a few more minutes. She then took my shirt off, and started sucking on my nipple, while pinching the other one.

I also wanted to play with her boobs, so I asked her to take her shirt off. She took it off, got on top of me, and put her boobs in my mouth so I can suck on them. She simultaneously put her hand down my pants, and started rubbing my pussy while feeling my wetness. Her touch was so angelic, it made me squirm just feeling her fingers around and inside of my womanhood. I wanted to moan, but her boobs were suffocating me, which added a lot to the pleasure.

After a while, she took my pants off entirely, and started eating me out. I could not contain myself, I immediately came after she gave me a couple of good licks and a quick clitoris suck. She then proceeded to eat me out, sliding her tongue in and out of my vagina. I was sitting on the couch while she was on her knees on the floor eating me out. As I was cumming again, she shifted my body such that my legs were above my head and started sliding her tongue between my pussy and my asshole. Normally, I would be extremely opposed to having anything near my asshole, but something about Lauren made me not care that she was doing that.

Seeing how much she was enjoying it, how much I was enjoying it, and how eager she was to put her tongue up my ass made me cum yet again. She then proceeded to fully just eat my ass while fingering my pussy. She would do circles with her tongue around my hole followed by her pushing her tongue inside of it. She absolutely went crazy, licking in both directions and tongue fucking my ass. I was holding my ass cheeks wide open to help her get a better angle, and she kept trying to go as deep inside of me as possible with her tongue. I never knew nor did I think that I would ever find ass play so enjoyable, but I could not contain myself. I just kept cumming.

After she was done eating my ass, I thought we'd be done, but I was wrong. She got up, took her pants off, then started scissoring me. She showed me how to do it, and in no time her and I found a rhythm that works for us both. We kept tribbing till we got our pussies clashing in sync, with every touch sending electric shock after electric shock through my body. The craziest part was that my foot was resting on her shoulder and she just took it and started sucking on my big toe, while tribbing me. What would have usually made me so disgusted and repulsed that I would have shut down any idea of sex afterwards was the very think that made me cum so hard. The sensation of my toe in her mouth, the lust on her face as she was doing that, our pussies clashing at a perfect rhythm, and the hot messes we were becoming had just become so much that I practically collapsed, and convulsed for what felt like ages. Never in my life had I been pleasured in this way, and it was so good.

I could not believe that happened to me, the whole thing felt so wrong but so right. I felt like I was cheating on you but at the same time, I was discovering a part of myself I didn't know existed."

I was rock hard just hearing her say that. Talk in so much detail about the encounter she had with Lauren.

"You did not cheat on me baby, it's okay. Lauren and I talked about this beforehand, and I am glad you went through with it, and enjoyed it. I know I certainly did."

"Yeah, she told me that eventually which made me laugh, but oh well. I still need to get used to having my feet touched and played with, but I am not as repulsed by it anymore. We talked about what happened afterwards, and she told that she thinks I have sexy feet and that my toes look very suckable. She also told me how much you enjoy women's feet and that you'd like this color, which is why I picked it."

I was practically worshipping her feet relentlessly at that point. I was alternating between sucking her toes, licking her soles, making her feel like the queen she is while simultaneously fighting a raging boner in my pants. Hearing her describe her experience, how much she enjoyed it, how hot it all was, was truly too much for me. Add to that that I have been wanting to worship her feet for so long, and there I was, finally able to do so. I couldn't hold it in any longer.

I took my extremely hard dick out and directed her feet towards it. In no time, she was giving me a footjob, and in a very short time, I blasted rope after rope, all of which landed on her perfectly freshly pedicured feet. She let me clean my cum off her feet with my tongue, then made out with her to swap the cum into her mouth. What I didn't expect next was that she swallowed it, and told me that she's a new girl now and will be embracing letting herself have fun. And oh what a lucky man I am indeed.

We went to bed that night cuddling and I was feeling extremely proud of Natalie for what she did. Right before going to bed, I texted Lauren:

"Thanks for what you did. Natalie is a new freer person now, and hearing about you two was so hot. Make sure to include me next time you two decide to go at it again haha."

";)"