A few days ago I wrote [This story](https://www.reddit.com/r/gonewildstories/comments/8hgkyy/41_m_the_patient_wingman_and_the_conservative_girl/) about a conservative Asian girl I met at a bar with my friend. Just to fill in a few gaps. This is a completely true story about a girl I met a couple of years ago, and we ended up dating for a few months. And those first few dates really stuck in my head…
On the night we met, we were woken up at 6am, by her friend who needed to go. We exchanged numbers, but to be honest, the conversation was so hard most of the night we met, that I didn’t really try and reach out to her for an actual date.
But Dan had other ideas. 2 weeks later Dan asked me to meet him for a few Friday night drinks. I thought this was just going to be a happy hour, chill session. But Dan had invited Carla (the Latin girl he met) and she brought Vanessa. She was pretty much a different person than the first time we met. Her overly shy/conservative nature was gone and she was talkative, flirty and playful. While Dan and Carla were pretty much Eskimo kissing and doing god knows what under the table with their hands, Vanessa and I were getting pretty buzzed on good wine and getting to know each other. Finally Carla had enough foreplay and suggested her and Dan go back to Dan’s house. We got a quick “You two going to be ok?” A few nods and they left. After another drink, I suggested Vanessa and I head back to my place, since it was pretty close by. She agreed..
Once back at my house, she became more affectionate and we cuddled up on the couch. We started kissing and touching. She was wearing a blue dress with tiny white flowers dotted everywhere. And I was running my hand up her legs and thigh as we kissed, working my way up under her dress slowly. As my kisses wandered around her neck, she began to breath heavier and softly moan. Her hands were planted firmly against my chest and side and she wasn’t moving them, she was content to sit back and let me take the lead.
As she started to breath heavier, I became more brave and slid my hand farther up her thigh, she moved her legs apart a little to invite me, and I soon found the warm center of her panties. I slide my hand over the fabric, and just like last time, I was surprised by how wet her panties were. She stifled a moan as I began to rub her there and then reached down and grabbed my arm just above the wrist. “Stay above my panties. They’re staying on, so don’t get any ideas. This doesn’t even count as a first date”. She smiled as she said the last line, and I let out a little smile and laugh. I said “ok.. I can follow rules”.
We started kissing on the lips again. But this time she was more feverish in her kisses, and I followed her lead. Our kissing became more and more passionate, as she was pulling on my lips with hers. My hand sliding over her panties, my fingers pressing the fabric between her lips. I tried to find the area where her clit should be, but it was hard to pinpoint it with her panties on. But her panties were so wet they were moving against her skin easily now. And I started to learn the spot that made her breath the heaviest. I returned to her neck, kissing, sucking, tracing my tongue over her skin. She leaned in and her hands gripped my sides as she started to breath heavier and heavier.
I focused on the spot I thought was covering her clit, and I slide my finger tips gently, but fast, over her panties. The motion making her hips involuntary rock. She started to breath even deeper and her hands dug into my side. She softly said “fuck” under her breath, just before letting out a loud moan and then letting her whole body start to rock with the motion of my hand, just before clinging to me tightly and losing her rhythm all together. Then her body relaxed and fell back away from me a bit, and I stopped the motion of my hand. She said “fuck, I feel like I’m in high school. I can’t believe you made me cum again, with all my cloths on”. And she smiled and laughed and laid against me.
There was a pause as she caught her breath and regained her composure. Then she looked at me with a devilish look in her eye. “I guess I owe you again”… I playfully said “I’m not keeping score”. And she replied with “I am, and it feels weird to be behind. Maybe we should go lay in your bed, and you could change into something less restrictive”. So, I led her into my bedroom, which wasn’t as clean as I would have hoped, because I wasn’t planning on company that night, but she didn’t seem to mind as I tossed cloths into the hamper and straightened up the bed. I left the light off, but the door was open and the hall light leaked into the room causing the room to be dimly lit. I took my socks and jeans off, and started to lean towards the bed, and she stopped me and motioned me to take my shirt off. I obliged and then felt a bit awkward as I was now in just my boxers and she was still fully dressed. She smiled at me and put her hand on the center my chest to push me back towards the bed. I fell backwards onto the bed and then slide myself to the center. She walked to the foot of the bed, and then looked at me for a moment and smiled, before grabbing the bottom of her dress and sliding it up over her head and off. Revealing that she wasn’t wearing a bra under her dress and showing off her cute, pink cotton panties. Her slender body and small breasts looked amazing, and she let out another slight smile as we both realized the sight of her undressing had caused my erection to stiffen up and press trough the slit in my boxers.
I quickly fixed my boxers so they covered me..but she smiled again and said “Is that for me?”..and she leaned forward and crawled onto the bed. Sliding her hands over my legs, my hips and then my stomach and chest. She crawled over me until her breasts were even with my face and she leaned down and let me take one of her nipples into my mouth. I kissed and sucked on it softly and she started to let out little moans again. One hand bracing herself up above me, her other hand slid over my boxers and felt how hard I was. She slid the fabric over me and gripped my shaft as she pulled on me. After how good last time was, I didn’t mind another hand job. She leaned into my kisses and started to pull and tug on me harder as she was enjoying my mouth on her breast. In the brief pauses, I couldn’t help but notice the way her panties clung to her hip and she crouched over me. I slid my hand down her side and over your hips and ass, felling the shape of her. Then letting my fingers find the edge of her panties and attempting to slide them down off her hip. But she quickly slid down my body as I started to make the motion and smiled at me and said “I told you, my panties are staying on.” And she seamlessly slid down my body, never stopping the way her hand running over my boxers.
She slid down until she was nearly in the fetal position, her hand sliding over me slower and teasingly. She massaged my boxers purposefully making me slip through the slot in the fabric, until she was touching my bare skin. I closed my eyes and enjoyed the feeling of her warm finger tips tracing over the head of my cock. She was going very slowly, learning each and every curve of my cock. Teasing the head and a ridge of it. Then I felt something different, warmer, softer than her finger and I looked down to see her repeating those same learning motions with the tip of he tongue. “oh, this isn’t just a hand job”, I said in a mischievous tone. She looked up at me and replied “shut up”. And she slid her hand along my waist and found the edge of my boxers, and peeled them down, letting my cock slide through the slot and back out as she slid my boxers to my mid hip, leaving me sticking out just above them. Then she looked up at me again and made eye contact with me as she slid her hand over my shaft and started to kiss the tip of my cock softy, running her tongue along the ridge. I gasped at the feeling of her mouth on me and loved the way she looked up at me.
She quickly forgot about putting on a show for me and her eyes dropped to my cock as she pulled away for a moment. Then she moved back towards it and took me into her mouth, pulling me deeply into her mouth and running her tongue along my shaft as she did. She started sucking and stroking me at the same time, her sole focus becoming my cock. I looked down, not knowing if I should watch how much she seemed to love kissing and sucking my cock, or watching the way her hips moved as she bobbed up and down. Her panties perfectly outlining the shape of her hips.
Her hand was running along the length of my cock, down to my balls and back up. I could feel that my shaft was wet with her saliva as she let her drool run down me. She was moaning softly on my cock, making it vibrate in her mouth as she moaned, pulling away to let out little gasps. Either having my cock in her mouth turned her on as much as me, or she knew how to put on the perfect show. It didn’t matter which is was, because it was working. I could feel the exciting building, the pressure building just beneath the surface, each time she slid me back into her mouth. Every time she moaned on my cock, I found it nearly unbearable. I was squirming under her, as the sensation of her tongue rolling around the tip of my cock was making me too sensitive and I almost couldn’t take it. Then I felt myself about to lose control and I let our a softly spoken “I’m going to cum..”. But this didn’t cause her any pause, in fact she seemed to get more ravenous. She started stroking and pulling me into her mouth, sucking the tip with eager anticipation. My body convulsed and I let out a loud gasp as I felt the first pulse of cum go into her mouth. She started stroking me in rhythm with my pulses, sucking tighter around the tip, as if she didn’t want to waste a drop. She pulled away as I let out my last soft gasp, and she stroked and pulled on my cock until she pulled the last few drops of cum to the tip of my cock, then she licked the tip clean.
She crawled up my body and kissed me softly on the lips. She nestled against my chest and I drifted off to sleep. But that wouldn’t be how the night ended…
Source: reddit.com/r/gonewildstories/comments/8j09yi/the_mf_patient_wingman_and_the_conservative_girl