My best friend taught me how to make a girl cum

M

Backstory:

So, I’m a bit older now, and this happened when we were both 19 a few years ago. It happened in the summer just before my second year of college. I was single and I’d never had any sexual experience before. Actually, I was kinda awkward and I’d always try to get the best grades in school, so I sat alone in class in the first row. The only people I was closer to, were my teammates at the local athletics club where I competed in the long and triple jump. Quite unexpectedly, a new girl from another school showed up at one of my classes, and from the moment I first saw her, I could tell there was something special about her. She had this vibrant and enthusiastic yet relaxed spirit to her. Fortunately, the seat next to me was the only one left to be filled, which eventually lead us to become great friends in a short amount of time. After about a month of us getting to know each other, I began to really like her. I knew I wanted us to be more than friends, so given how impatient I tend to be, I told her right away, and… she turned me down. We did decide to remain friends though, but obviously, I had to set aside my expectations and respect her decision. Despite this, by the end of the school year, we had become best friends.

A day at the beach:

Now, at this point, summer break had already started and it had been around a month since I last saw her, given that transportation between us was really complicated. We still used voice chat almost every day and we played video games during the evenings. I mentioned to her that my mom was on a business trip and how for a few days I’d have the entire house to myself. After knowing this, she thought it’d be a cool idea if she came to sleep over at my house, and so it was settled. The next day she was due to arrive at 11 am, at the train station which was about 30 mins away from my home on foot. Now, up to this point, I haven’t told you, but this girl is absolutely stunning, you know, the classic “better than she knows” kinda girl. So after not seeing her for that long, the moment she stepped out of the train in her summer clothes, I was stunned. I don’t think she actually noticed how flustered I felt and just came running to hug me, which left me even more embarrassed. This was an exceptionally early time for her to be awake, so as we were walking back to my house, she realized she’d completely forgotten her swimsuit, and instead, she was wearing basic underwear. We still walked to the beach, but unfortunately, this meant we couldn’t go swimming. Of course, we still managed to have a lot of fun together and even had dinner at a restaurant by the beach at the end of this long day. As we were about to head home, she asked me if we could go back to the beach for a little longer. By then the beach was already empty and the night sky had already set, even though the air was still very warm. We set our towels next to each other, by the sea, and we laid down staring at the sky. You know, falling stars are actually more common than you’d think when there’s no light pollution around, we even got to see 2 or 3, as we laid silently. Eventually, she spoke up, and she wanted to let me know how thankful she was for having me as a friend and how much of an amazing day it had been for her. As a matter of fact, that day alone felt like a huge step in our relationship. We’d never spent this much time together, especially outside of school. It felt as if we’d suddenly become closer than ever, and I could tell she felt the same way just by the way we looked at each other. She suddenly stood up and sat on the towel, wrapping her arms around her knees, while staring at the sea. After a longing sigh, she commented on how frustrated she felt about forgetting her swimsuit, so I proposed,

“Well, we’re still here and there’s absolutely no one around, I’ll even close my eyes if you want to take a quick dive in your underwear, and once we get home you can just rinse your clothes and let them dry overnight.”,

and with an adventurous expression, she responded,

“That sounds awesome, but I’ll only do it if you come with me.”.

I knew she would’ve trusted me to keep my eyes shut, and if I’m going to be honest, that’s exactly what would’ve done, but I did not expect to be asked to join her. We both felt very awkward as she was undressing down to her underwear, so I avoided looking straight at her, even though I was very tempted. After swimming for a few minutes, she was starting to feel cold and prompted us to leave the water. As she was walking back, I instinctively looked at her cute butt while she walked up the sand. Unfortunately, she had just enough time to look back and notice that I was staring at her, so I quickly tried to look away. She smiled back but went on to act as if she hadn’t noticed.

Off to bed:

Once we got home from the beach, we rinsed off the saltwater and got ready to sleep in my room. We agreed that she could sleep in my bed while I was going to sleep on the floor. At around 1 am we turned off the lights and got to sleep, but there were still some questions on her mind. She stood up, turned on the light, and peeked over the bed onto the floor where I was sleeping and with a smirky expression she said,

“I saw you checking me out when we were leaving the water.”.

Obviously, I knew she had noticed, so I just said,

“Yeah, I’m sorry that made you uncomfortable, I really shouldn’t have done it.”.

She laid back on the bed, but after a brief silence, there was something else she was meaning to tell me,

“*sigh* Listen, I don’t know if it’s too late for me to tell you this, and it’ll probably sound really dumb, but not long after you told me you liked me, I realized I liked you too, but I was just too embarrassed. And still, I have no idea if you like me now.”.

I did like her, and I had no intention to hide that from her, so again, I was very upfront about what I felt. She stood further up and sat on the bed, with her back against the wall and asked me,

“So, what should we do about this?”.

I simply told her,

“Perhaps we should be more than friends then.”,

“Wait… That would make me your first girlfriend, right?”.

To which I obviously agreed. And even though I’d never had a girlfriend, as I got to know her throughout the school year, I found out that she had just come out of a breakup after I told her how I felt earlier on. She went silent for a second again, but I could hear her moving on the bed. I couldn’t quite see what she was doing, given the height difference. But I quickly found out she was taking off her shorts under the sheets, which she teasingly threw on my face and said,

“Maybe I could teach you a thing or two…”.

I stood up and asked for her permission to pull down the sheets to reveal her bare legs.

She was wearing only her panties, socks, and one of my oversized t-shirts. Right then I still had no idea what I was doing, and because of that, I mostly had to follow her advice. So, while she was sitting in bed with her back on the wall and her legs crossed, I held her legs and stretched them on the bed. This way, I could sit on my knees with both her legs between mine. She became noticeably shyer once I was sitting on top of her since now, she could hardly look me in the eyes. It was also noticeable that she wasn’t wearing a bra, so her nipples were visibly poking through the t-shirt, as was the outline of her pussy through her panties. While still avoiding eye contact and looking straight down, she asked me to start by kissing her, so I put both my hands behind her head and kissed her slowly while running my fingers through her hair. She stopped me for a second and completely laid down on the bed. This time she wanted us to cross our legs so that there would be one of my legs between hers. I kissed her on the neck, as she proposed, and I couldn’t help but notice how sensitive that area was for her, as the moment I gently laid my lips on it, her entire body was suddenly contracting. And the more I slowly built up the intensity of my lips on her neck, the more excited and loose she became. Before I could notice, she was grinding her pussy against my leg and I could already feel how wet she’d gotten through the skin on my leg. I removed her t-shirt by my own initiative, and slowly kissed her breasts, around the areolas. This kind of tease was really building her up, so much so that once I set my tongue on the tip of one of her nipples, she let out an audible moan. Right then, I was just finding out about the very sensitive body of this girl, which I would come to understand much better later on. I put my hands around her hips and my fingers on her panties and she raised her butt, so I could remove them. As I was taking off her panties, I could see them sticking to her pussy as a few clear strings of wetness were being pulled apart. Again, I wasn’t sure of what to do, so she taught me to press my fingers together to apply some very light pressure and circular motions just above the hood of her clitoris. The inherent awkwardness of two young people getting together for the first time was mostly gone, and so were her feelings of shyness, as she was now allowing the pleasure to conduct her body. She was moaning and moving to the flow of the waves of pleasure I was inducing, while occasionally giving me an innocent look with her eyes. She was getting very close to an orgasm, but before she could finish, she laid her soft hand on my hard cock, which was bulging through my shorts. She pulled them down and told me she wanted us to cum together. Her soft gentle grip was honestly like nothing I’d ever felt. We locked our eyes together and I began rubbing her clit again, as she stroked me. For a brief moment, I realized I fell in love with my best friend, and we were now sharing such an intimate moment. In her eyes, I could see the sheer happiness of getting something you’ve longed for what felt like an eternity. Her entire facial expression told me she was about to cum. In a final push towards the climax, I was now rubbing her much more intensely than before, which prompted her to stroke my cock faster and harder. She closed her eyes and crossed her legs around me while her body contracted in pleasure and while still gripping my cock and feeling my cum spill all over her body.

Living in the present:

I would’ve never expected this day at the beach to turn into, what then became, my first sexual experience. By the time she turned me down, my mind was set on forgetting her as a potential romantic partner. During these past months, the passage of time was not on my side and I still felt a huge affection towards her, despite believing my chances to be null. But au contraire! As it turns out, we’d been crushing on each other for most of our platonic relationship. They say you miss every shot you don’t take, so after I took my first shot and missed, she found the courage within herself to give it a try, and, with no predictable expectation in her mind, she opened herself to me and confessed her true feelings.

We’d been laying next to each other silently for about a minute now, but on her body were still the vestiges of my orgasm, which she still had to clean. She got up from the bed to wipe herself up with some tissues she had in her bag and asked me if she could use the bathroom before putting my t-shirt back on. I couldn’t help but marvel at the sight of her wearing nothing but a t-shirt. I gazed at her, as she was walking out of the bedroom with the underside of her cute butt still peeking out.

Setting up for the future:

Once she came back, we both laid in bed again.

“I noticed your neck was very sensitive when I kissed you.”, I told her.

“You’re right, honestly I think I’m just very sensitive all around. But you were also doing a great job of like, teasing me. I was really losing my mind when you were kissing me around my boobs without touching my nipples, and by the time you actually did, my whole body was trembling in ecstasy.”

As she was telling me this, her nipples were noticeably starting to poke through the t-shirt again. Once she finished her last sentence, I approached her and stared her in the eyes as no words were being spoken. She was embarrassed to let me know, but there were enough signs for me to know that she wasn’t done. She wanted more. I sat on my knees and laid on top of her once again to kiss her, but this time I was keeping in mind the new information she provided. With our lips and tongue entangled, I reached under her t-shirt and gently pressed my index and middle finger on each side of her areola.

“Fuck, that feels amazing!”, she whispered in between her moans.

I softly moved my fingers in a circular motion before pressing my thumb and middle finger together to delicately pinch her nipple, as my index finger lightly rubbed the tip. While moving my lips down to her neck, I could feel her body contracting with every cycle of my finger touching her nipple. Her moans became more prominent and she was struggling to withhold them. In an event my inexperienced mind could never foresee, she arched her back and moaned as she climaxed.

“Did you just… cum?”, I asked in disbelief.

“I… I guess I did, didn’t I? I don’t know, I’ve never had an orgasm like this before, but it was really intense!”

As she was telling me this, I was getting off her and I noticed her pussy still contracting. It was leaking a clear fluid that ran through her butthole and made a small wet spot on the sheets. I laid my hand on her pussy to feel how wet she’d gotten.

“Please be careful! I’m very sensitive right now.”.

I was very eager to taste her wetness so I asked her,

“Can you… teach me how to do oral sex?”

She told me to simply set my lips around her clit and create a light suction while rubbing my tongue on her clitoris and progressively increasing the intensity. So, I grabbed her legs over my shoulders and dragged her to the edge of the bed. I positioned my head right between her legs while still holding them, and I did exactly as she told me. My mind was rushing at that moment as I got to experience her wetness so intimately. She began slowly moving her hips up and down to pleasure herself while I gently played with her clitoris. It wasn’t long before she was zealously grinding to orgasm. She lifted her butt off the bed and squeezed my head between her legs as she reached the apex of her pleasure. By this point she was exhausted, given that it was her third orgasm in a short time span. She closed her eyes and turned to her side to lay in the fetal position and said, “Hold me.”.

Overcoming the past:

The next morning, we were still in the same spooning position as when we fell asleep. She woke up first and asked me if she could shower. While she was gone, I was laying in bed, thinking back to everything that happened the day before. I got up to prepare a towel for her, given that she’d probably forgotten about it. I brushed my teeth while she showered and gave her a good morning kiss once she was done. She dried her hair with the towel, wrapped herself up and walked with me back to my bedroom. Because I was going to sleep on the floor, and to avoid any of us stepping on my round thin gold-colored glasses, I hid them beneath the bed when we first went to “sleep”. So, given how pronounced my myopia is, as soon as we entered the bedroom, I went looking for them. Unexpectedly, this got her very startled, and as if to imply that there was something wrong about looking under my bed, she asked me,

“What are you doing?!”

I looked at her completely perplexed by her question.

“What do you mean? I’m fetching my glasses.”

“Let me pick them up for you.”

She said with an assertive and authoritative tone, hoping to hide her panicked state.

I was still very confused, but obviously, something was up. I smiled at her in affirmation and got up.

“Go ahead, you can pick up my glasses”.

As she walked past me, I could discern her feelings of shame and embarrassment.

“Do you want to talk about it?”

“Not really, you’re gonna think it’s dumb…”

“It’s okay to be embarrassed. And you know better than to call your feelings dumb. It seems to me, that you do want to open up about it, and I want to reassure you that, no matter what it is, it’s okay. But I’m not going to press you to talk about it if you don’t want to.”

She was very uncomfortable, but she proceeded,

“I’m just really embarrassed by something.”

I stood in silence and held her hand.

“I hid my panties beneath your bed last night because they got really wet.”

“I see… so you didn’t want me to notice them, is that it?”

She nodded.

“Did you suppose I’d find them disturbing or disgusting in any way?”.

“It was probably just irrational of me to do that, but the truth is, that’s exactly what my ex used to tell me.”.

Now it all made sense. She’d obviously been shamed in the past, which led to her present insecurities.

“Don’t worry, it’s okay if you don’t want me to see them, if that makes you uncomfortable, I won’t do it. But I must tell you that your used underwear will never bother me, under any circumstances. I’ll even take some responsibility off of your shoulders and claim full responsibility for making your panties wet.”, I jokingly added.

“Wow, way to pat yourself in the back Mr.”.

She went silent again, and, in what I can only assume was an act of mutual trust she asked,

“Do you want to see them? It’s fine if you don’t want to! I mean, I just thought that maybe, if we’re gonna be more than friends, I might as well just let you see them now instead of hiding myself forever.”

“Of course, I do! My girlfriend’s wet panties? Is there anything hotter in this world?”

She picked them up, as I sat in bed.

“Here.”, she said while already trying to hold back her tears. She sat on my lap, with her head between my shoulder and neck to cry, and just held me tightly.

“Thank you for being so supportive.”.

I could feel her tears running down my chest. In spite of this, I feel like it was an immense relief for her and a moment she was in great need of. She held her head back up, wiped the tears off her face to look me in the eyes.

“You mean the world to me right now; I just want us to go all the way this time. I want you to fuck me.”.

We’ll leave it there, for now, folks, I don’t want to prolong this post with everything that happened afterward. Part 3, maybe? Nonetheless, thank you so so much for the support on my last post, it was the first story I’ve ever written! I was absolutely baffled by your receptiveness to it ^-^ Also, English is my third language (weird flex, I know), so feel free to let me know if any mistakes stick out.

Post Scriptum: Something else I haven’t told you is: she’s got the most forgetful and easily distracted mind I’ve ever seen, and I’m very forgetful myself lol. So, as it turns out, what could probably be described as her worst nightmare, actually came to be true. She forgot those panties at my house. Thankfully, I could notice that before my mom got back, and because I couldn’t ask her to wash them in the washing machine (lol), and I didn’t want them to sit there drying up for several days, I had to wash them by hand, before delivering them to her a few days later. She died a little inside.

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