Hi, I’m Cindy and it has been a long time since I have written anything for GWS probably because I haven’t really had any exciting sexual experiences in a long time too! But I’ve been dying to write more for you, especially given how much love and encouragement I’ve received from this community in the past. I don’t write fiction, I always want to write about things that really happen to me but as I said lately I’ve been so consumed with school and family issues that my sex life has been put to the side. I guess I rely a little too much on reading other people’s experiences and living vicariously through you, and of course always with a healthy dose of some of my own memories to pass the time.
But I recently had an experience that’s maybe more funny than sexy, but I thought I would share all the same!
So since maybe the end of Feb I have been hanging around with a guy who I met through another circle of friends from school. I won’t say his real name because he is a redditor too although he doesn’t know about my alt account here. Let’s just call him Peter. And… if you somehow happen to stumble on this post and recognize yourself: “I love you! But I couldn’t resist sharing!” And since you kinda stopped talking to me I guess this is my way of saying what I want to say to you!
Peter and I are pretty much best friends but I obviously know he likes me. He tries to pretend he doesn’t and actually I don’t understand why. He is cute and funny and smart and all the things I like, and if he had more confidence I am sure I would look at him *so* differently. Instead he always insists I’m like his little sister and that we are just really good friends.
His eyes betray him though. Whenever I cross my legs he can’t help but look, and I catch him sneaking little peeks at me all the time. I am pretty sure he jacks off thinking about me, and to be honest sometimes I get myself off thinking of him thinking of me (if that makes any sense!). I think it’s so sweet that he pretends he isn’t into me when he is (and everybody can see it too) but it also kinda hurts on a deeper level because he could probably be a great boyfriend if he knew what he wanted. Even though I talk a big game online, IRL I am pretty shy most of the time so it is not my style to initiate things under most circumstances. I guess what I am trying to say is that confidence is the #1 that gets me excited about a guy and it’s really the one thing Peter lacks. And as much as I care about him, I don’t want to be his life coach either. Long story short, we are friends and that’s probably all it will ever be.
We had a moment last week though. It was on Saturday and we spent most of the late afternoon at the public pool swimming and hanging out. I wore what I usually wear to the pool: my bikini under a pair of jean shorts and a loose tank top, flip flops. Nothing fancy but I could tell by the way Peter kept stealing glances that he was really into me on that day.
In the pool I would occasionally brush up against him to try to innocently tease and I could tell it worked because he kinda stopped moving and allowed me to brush up on him whenever I swam or stepped near. I know he knew what I was doing but we both played it off like it was nothing. There were lots of other people in the pool, so it was really low key, but I was doing my best to drive him crazy just for fun. At one point I moved past him and for a brief moment my hip brushed his dick. He was rock hard.
Later we were talking by the picnic tables and I noticed he was trying to hide his erection with a really awkward posture. I laughed and said something like “Who is that for?” as if I didn’t know it was for me.
“You keep teasing me, I can’t help it, I’m only human” was what he said more or less.
We talked for a while, but our talk kept circling back to little sexual innuendos making light of the fact that he was obviously really turned on. I made sure he had a good look the outline of my breasts whenever I moved, and my tank top was wet and clinging to my bikini underneath. I wanted his eyes all over me. After a while he still didn’t go soft and I started to feel like he was really changing, like becoming much more sexually suggestive with the way he was talking and looking at me. I won’t lie, I liked it, but it felt strange because of all the things he had said to me before about us just being friends. He didn’t say anything like “I want to fuck you” but it was more like “I would break you in half, you are playing a dangerous game” and stuff like that. I remember thinking “boy, you obviously don’t even know me!”
When it started to get dark around 9 the pool was starting to close so we left and he was walking me back to my place but along the way we stopped to get ice cream at Dairy Queen and we went into the park behind DQ to eat. I made a joke about how he needs to go home to take a cold shower after that day, and he was like “No, I’m good, and anyway it takes more than a cold shower to dial me down”
I laughed at him and was like “maybe you should just go into the restroom and jack off!” but he didn’t laugh, he was all serious again. He said, “it takes me forever to cum, you have no idea.”
So I said “You would cum in under a minute.”
That finally made him laugh, so I put my ice cream cup down and finally brushed up along side him, like the first time I ever really did that in an obvious way with him. I just looked up at him in the eyes, all innocent. “Hmm?” I said, trying not to smie, eyes wide. I curled my fingers along his thigh and felt his bulge and I couldn’t help but smile. He felt nice and hard, obviously really turned on, and I was impressed by how stoic he was all things considered. Most other guys would have jumped me by then.
So I pulled my hand away and he bit his lip on instinct. “You okay, Peter?” I said with a pin-up tone. He didn’t say anything. So I ran my fingers along his bulge again, and he gritted his teeth and gasped, his eyes closed. “Does that feel good?”
“You better stop Cindy” he grunted.
I giggled. “You gonna cum?”
“No, but you’re gonna make me do something we will both regret…”
I squeezed him through his shorts. “Like what?”
After a pause: “Like I will take you home and fuck you all night…”
I laughed and pulled away, my tease complete. “Peter!” I shrieked, pretending to be shocked but unable to conceal my glee.
“I’m serious,” he said, “don’t tease me.”
So I became bold. I draped my right leg over his left thigh and my fingers fumbled with the waistband of his swim trunks. I felt his bicep tightening against the press of my breasts as I leaned into him. Then I decided to give him a chance.
I smiled up at him and reached into his shorts, curling my fingers over the head of his very very hard cock and scratching the soft flesh there ever so slightly with my fingernails. I felt him throb against me.
“You won’t last a minute if I try…”
“I bet I will” is the best he could manage.
So I wrapped my hand around him and squeezed, stiff like a femur. “If you last 5 minutes, you can have five minutes with me to do anything you want”
He looked down at me, surprised and unsure, so to show him I was serious I started stroking his cock slowly. “Ah, are you sure?” he groaned.
I squeezed again and licked my lips. “Don’t cum” I said with a wink, and I began stroking him with a steady rhythm.
Peter’s body stiffened up right away, and his put his head back and shut his eyes. I knew he was almost ready, so I whispered one more thing: “Please don’t cum Peter, I want you to fuck me with your hard dick…”
And that was it. Peter sighed and his cock started twitching in my grip. The cum pulsed out of him and coated my hand. He jerked in my grip and was gasping as his orgasm seized him out of his control. When he finally stopped cumming, I let him go and laughed.
“So much for lasting all night!” I boasted with a big smile.
Peter suddenly seemed so embarrassed by that. Instead of laughing with me, he got all self conscious, standing up and trying to clean himself with our napkins. He had cum all over his left thigh and I imagine he shot into the fabric of his shorts too, although it wasn’t visible if he had. I cleaned my fingers with the napkins silently, and then we walked home awkwardly.
I kinda hoped that our little game might open things up for us, but it had the opposite effect. Peter has been really cool and aloof with me ever since, so I wonder if it’s true what they say that you must keep your friends out of your love life. I won’t lie, I’m a little disappointed, but at the same time it was fun to have that kind of control over a guy who thought we would “destroy me” if given the chance.
So “Peter,” if you are reading this, be nice to me okay? I didn’t mean to embarrass you. I like you too.
And for all the awesome people at GWS, sorry this isn’t as grandiose or elaborate as my other experiences I’ve written about, but it’s the best I can do for now! In the meantime, I’ll keep reading your stories and wait for my moment! :)
Thank you so much for reading!
Love,
Cindy
Source: reddit.com/r/gonewildstories/comments/6jfz0g/fm_about_the_time_i_made_my_best_friend_cum_in
Here’s hoping he reconnects with you
You’re as hot as ever!
Hopefully he will get over feeling awkward towards you. You write very well.
You really need to get in touch with him.. whatever bravado or confidence he may have had was destroyed when you made fun of his performance. Not cool, and really not cool to a friend.
If you do like him, helping him recover sounds like a good first step. I mean, really, this should be in /r/relationship_advice
As a guy who’s also fucking stupid, please reach out to him and be as forward as possible. It’s very easy for some guys to get lost so far up their own ass that they miss stuff like this or totally misinterpret it like it seems that he has.
Pretty sure he’s likely embarrassed, and thinking he’s had his chance and blown it by underperforming after his boasting. For both your sakes, try and talk to him – no innuendo or flirting nonsense. At least reassure him you don’t think less of him for being unprepared for a wholly unexpected and wild moment. Best of luck!
Bet this guy has hover hands when he hugs.
Or maybe he doesn’t like you as much as you think he does and now it’s awkward for him because he doesn’t want to reject a good friend of his.
That was wonderful, Cindy. ;) been missing you on here for a while. Your funny experience was a breath of fresh air on here!
as a fellow female – i think that was just a tad on the mean side. he probably wants you so bad and you made him feel powerless and yet you didn’t soothe his vulnerability, you just left it at that. if it were me, i’d apologize and say i still wanted him to fuck me and give him a CHANCE to feel manly and confident, poor fellow.
My pet theory is that “Cindy” is actually a very famous author moonlighting some anonymous erotica here on Reddit for the luls.
HAHAHAHAHA
This is one of the funniest fucking stories I’ve ever heard.
“Be careful or ill do something I’ll regret – I always regret getting laid”
“I’m serious, don’t tease me or come on to me in any way” What is he, sex hulk? YOU WOULDNT LIKE ME WHEN IM HORNY
“I can last super long” *cums immediately
RIP Confidence
Hehe I’ve been clueless before, but definitely not as bad as this kid lol.
Kinda mean cucking him like that, but you snooze u lose. Homeboy got a handy out of it, so it wasn’t a total blowout.
Plenty of comments outlining how he may be thinking and I agree. It’s also possible he thinks you view him too much as a friend and even a hand job, in a guys mind, can be a transactional thing, a fleeting moment that’s not about the sex but perhaps about having a laugh at his expense. …or maybe he’s just really mad at himself for not capitalizing on a great chance and you took control and put it beyond him. There are endless possibilities. But here’s another possibility.
You say you are more confident online, how about using that to your advantage and send him a note on his reddit account telling him how much you enjoyed it, how much it turned you on, that it made you wonder if he wanted more. That you intend for that to go as far as it did but you couldn’t stop yourself. There is an opportunity here I would think. (No, I’m not Peter, as much as I wish I was!)
*Edit: formatting*
You have to get him out of the friend zone!! Please! Seduce him and fuck his brains out. And stay with him.
Sexy story by the way!
Just tell him you enjoyed making him cum and you want to play again.
I dont think its fair people criticisizing you for poking fun at him. He was really all big talk and you proved you were too sexy for him to be able to act aloof all the time. Anyway, his pride might be hurt so you will probably need to make the next move, just tell him you werent dissastified and you thought it was hot he couldnt hold back. Like anothet user was saying, a handjob should be enough for him to get the message you like him, so it is possible if you persue things with him that at some point you will have to address his confidence issues if they dont improve.
Send him this link. Invite him over. You’ll get exactly what you want.
Poor guy. Reconnect with him, if he hasn’t died of lack of confidence yet
Grandiose is overrated a lot of times. It was fantastic.
Hot story! I love that kind of unintentional orgasm.
You either need to put on your big girl pants and ask him out or ghost this poor guy. You are doing him zero favors right now. He probably has zero idea what you think while he is an open book to you. It may be sweet from your perspective. But you are torturing him. Take it from someone who went something similar a long time ago.
Any guy that out loud says he’s gonna destroy you is straight out insecure, therein lies the problem, you’re way more confident than he is
If you’re interested in my advice: You should really fuck him.
I’ve had plenty of great experiences with guys like that. The lack of confidence cripples them. I know that lack of experience also doesn’t make it quite as exciting at first. It’s not the same as with a guy who gets laid a lot, has plenty of confidence and experience where you just can’t wait to finally get your panties off. No, it takes time and depending on the guy’s experience, it won’t be as great a fuck as with someone who knows exactly what to do.
But it has it’s own rewards. Seeing the guy’s eyes light up when he sees you naked, teasing him by doing slutty things that he has not experienced (start slowly, perhaps by flashing him in a public, but hidden spot). In my experience, those kinds of guys appreciate the effort very much and will reciprocate in ways you cannot even imagine. I had one guy eat me out pretty much all day, except for food and bathroom breaks, just because he wanted to get better. Often times those guys are not even bad with their tongues or their dicks because they read a lot about it beforehand. Then it’s only putting those ideas to practice.
tl;dr: Life is short, go fuck him. You’ll regret it otherwise. (And keep us posted!)
It is funny to read all the unsolicited “advice” from the lonely masses, as if OP ever even asked.
Please be kind to him, he must be feeling awful and you honestly were quite cruel to him.
Please reach out to him and make up for it