[MF] Giving my friend her “firsts” (Part 2)

[PART ONE](https://old.reddit.com/r/gonewildstories/comments/q7b1bc/mf_giving_my_friend_her_firsts_part_1/) link to GWStories post.

Part 2 ended up MUCH longer than I expected. After finishing Night 3 I decided this will be 4 parts instead of the planned 3.

I love the upvotes, but your comments really feed my ego. Feel free to leave comments here or even a DM/chat. I try to reply to everyone as soon as I can.

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-NIGHT 3-

Mary never really knew what to expect when she came over. I didn’t give her a plan of how far we’d go, or what we’d do each night. She trusted me to take it slow. She also knew she was free to stop me at any time if she was uncomfortable. She never did, so I guess I progressed at a decent pace for her.

By this point we’d made out, I’d felt her up, got her topless, and she had massaged me through my jeans. We always texted occasionally between our meetups, mostly just even real chit chat. Though after our second night she did say “Wasn’t until last time that I realized how great boob attention is.”

Mary showed up for our third encounter and it started as casually as the others. It had become a bit of a routine now. She knew things would be progressing each time and while she was still a bit nervous she wasn’t nearly as nervous as the first night. This routine helped get her comfortable first before starting anything.

It wasn’t too long before we were making out again. I could tell she was much more relaxed by the way we kissed. She seemed more eager than the previous times. I think she was starting to crave some more of that boob attention. I didn’t wait this time. Soon after we started kissing my hand was up her shirt teasing her nipples and her hand quickly found the bulge in my jeans to touch. She still didn’t know how to touch me properly, but feeling an inexperienced touch on my hard cock was a sensation that never gets old.

Soon I had her shirt and bra laying on the floor. This time I pulled my own shirt off as well. She loved pressing her bare tits against my chest and feeling that warm skin on skin sensation. I spent some time teasing her nipples with my fingers and mouth. I let me hands wander her body a bit more freely. I felt around her hips, her legs, her thigh, then slid it around to her inner thigh as best I could. I was barely touching it since she had her legs together. She felt the sensation of my hand moving between her legs and opened them enough to give me access. I rested my hand and let my fingertips gently caress her as she squirmed against me.

Her fingers tightened their grip on my bulge and I slid my hand further up. I swear I could feel the warmth of her pussy through her jeans. I stopped again on her thigh almost touching that glowing warmth. She parted her legs a bit further, almost begging me to continue. I took the hint and slid my hand up, my palm on her mound, and my fingers pressing against her jeans. She gasped as soon as I made contact. She started to rub me with her palm while still exploring the edges with her finger tips.

“Do you want to move into the bedroom?” I asked her.

She just nodded.

I stood up and she saw the bulge she had created for the first time. Even while touching it I could tell she hadn’t looked at it until that moment. I could see her hand trembling, something she always did when she was nervous. I helped her up, took her hand, and led her into my room.

I flipped on the light as she sat down on my bed. I knew she was full of excitement and nervousness. Another first was about to happen for her.

I stood in front of her and paused to take in the view. Her perky tits out on display, the mixed emotions on her face, the way her eyes were roaming over me just as mine were roaming over her.

I reached down and took her hands in mine. I pulled them towards the button of my jeans before letting them go. She fumbled a little, her hands still trembling, as she unbuttoned my pants and slowly pulled down the fly. She looked up at me and I nodded my approval. Her shaking hands grabbed my pants and slid them down until they dropped to the floor. Her gaze was now transfixed on the tent in my boxers. I could tell she wasn’t sure what to do next.

I decided to help her out. I grabbed the waistband of my boxers and pulled them down so that the band trapped my cock beneath it. All she could see was some hair and the very base of the shaft, but she couldn’t take her eyes away from it. I saw her swallow hard, as if she was trying to prepare herself. I finally pulled the waistband out letting my cock spring free and dropped my boxers to the floor. Her eyes went wide as she just stared at it. I’ve always considered myself fairly average, but this was the first hard cock she was seeing, in person, up close and personal.

She was still a little hesitant to do anything with it and I wasn’t going to push her forward. She was still sitting on the bed and I told her to move up and lay down. She followed my instructions, still looking down at me as she laid on her back. I climbed up onto the foot of the bed and ran my hands up her legs. I went slowly over her inner thigh and then moved right up past her pussy, careful not to touch it yet. I quickly went to work undoing her pants. She lifted her ass without hesitation and let me pull them down to reveal a pair of light pink cotton panties. No one had seen her like this before. Topless, on her back, wearing practically nothing. It wasn’t difficult to notice the dark wet patch along the gusset of her underwear.

I tucked my fingers under the leg hole nearest to her hips and slid them down towards the centre. My fingertips gazing across the very edges of her pussy. Her body trembled briefly. All I wanted to do was rip them off and bury my face between her legs until she screamed. But not yet.

I crawled up over her body. I stopped when I was face to face with her, still on my hands and knees. I leaned down and kissed her deeply. Her hand moved behind my head and into my hair as if she wanted to keep me there. I gently lowered myself on top of her. I felt my bare cock make contact with her panties first and felt her soft moan in my mouth. With me on top of her, her tits pressed against my chest, and my cock tight against her pussy I started grinding against her. Her kissing became much deeper and more sensual as her hand dug into my hair.

This continued for a little while before I rolled off beside her. Her lips searched for mine as I broke the kiss and laid beside her. She looked over at me curiously. I placed my hand on her stomach and started moving it lower. I could feel her breathing get heavier as my fingers dipped beneath the waistband. I sat up and pulled off her panties. Again, she lifted herself up to make my task easier. I sat there for a moment and just looked.

No one has seen this woman naked before and here she was laying on my bed with nothing on. She had never considered any sort of maintenance or trimming so I was met with a full untamed bush which was something I hadn’t come across in a while. I definitely didn’t mind. I laid back down on my side and moved nice and close. My cock pressed against her thigh for now. My hands wandered her body again, gently teasing her nipples before moving further south. I ran my fingers through her bush and touched everywhere I could, while avoiding her lips. She started squirming as my hands moved, like she was trying to force me to touch her. So I gave in.

I finally dipped a finger between her lips and felt just how wet she was. My fingers moved easily across her silk warmth and I just let them explore her.

“Oh!” She exclaimed as my fingers first found their way into her wetness. “Oooooh!” A long drawn out sound of relief came next as my fingers slid over her clit for the first time. Her mouth hung open in amazement at the feeling of someone else touching her most sensitive area. I nuzzled myself against her neck and let my fingers play with her clit. I used everything I’ve learnt over the years and felt how she reacted to each touch, each motion. It gave me a good idea of what she would enjoy.

I continued playing with her and watched her reactions. She seemed to be lost in ecstasy. I knew she knew how to touch herself, but she was revelling in the experience of having someone else do it for her. That’s when I felt her hand wrap around my wrist. She was practically panting with her eyes wide and her mouth open. I bent down and slipped one of her nipples into my mouth. She moaned loudly as soon as she felt my lips around it. I flicked it with my tongue and gently pressed my teeth against it.

I felt her lift her ass from the bed again. Her grip on my wrist tightened so much I was worried she might actually hurt me. She let out three short but hard breaths before her body started to quake and a series of short, sharp moans echoed through the room. Her pussy felt even wetter than it had before as she experienced her first orgasm caused by someone else’s touch. It was much later than I found out just how big of a wet spot she left on my bed.

I offered a second, but she said one was fine for now. So I laid with her while she caught her breath and settled down a bit.

“Thank you,” she said softly with a smile. I returned the smile. To be honest, as horny as I was I would have been content with the night ending there.

“What about you?” She asked after a little while. My cock was still throbbing and pressed against her thigh.

“If you want to,” I replied, not wanting to put any pressure on her for something she wasn’t ready for.

“I do.”

So I rolled onto my back and she moved to her side. She rested her head on my chest and looked down at my cock. It glistened from the large amount of precum that had been leaking out.

She took a deep breath and reached down. But it was obvious she had no clue what to do with it. Much like when it was still in my pants she rubbed it with her palm and traced the sides with her fingers.

“Is that ok?” She asked me, the sound of nervousness returning to her voice.

“Let me show you.” She moved her hand away and I wrapped my own around it. I started to stroke myself slowly while she watched. After a few moments I sped up to give her an idea of what I could handle. I didn’t want her to think she was going to break it.

“Try it like that,” I instructed and let my cock fall back onto my stomach.

She mimicked my grip, wrapping her own hand around it. Her grip was a little loose, but once she started pumping it I knew she had the motion down pretty quickly. I was so excited from the night so far, from knowing that this was her first time ever touching a cock, that her technique didn’t matter. I knew it wasn’t going to take long.

She started to speed up her stroking, still maintaining a gentle grip. I was enjoying the attention and already breathing heavily myself. She started to slow down again before I stopped her.

“No no, keep going.” I said. She followed my instructions and sped up again. I wish I could have seen her face through this. To see how she was looking at me, to see the look in her eyes.

“I’m gonna cum,” I blurted out, surprised at how quick she got me there, “don’t stop.” I don’t know if she knew what to expect or not. She didn’t stop, didn’t slow down at all. I was moaning loudly as I felt my own orgasm building. Then, with a loud groan I felt my cock swell and that to throb against her grip. I wished I could have seen her reaction as I started to spurt cum out onto my stomach. The only reaction I could get was a sharp gasp. After the first few shots I grabbed her wrist and told her to slow down. I get super sensitive as I finish cumming. She followed my instructions and kept gently stroking me as the last bit of cum oozed out.

“Did I do ok?” She asked as she turned to look at me.

“Yes,” I said, out of breath and unable to manage much more. She smiled at me. I could see her holding her hand just above my stomach. It was clearly covered with cum. I reached over to the bedside table, grabbed some tissues and handed her a few. She cleaned her hand off while I took care of the rest of the mess.

This time she spent the night, as we had planned. I gave her another couple of orgasms before we decided we were worn out and fell asleep naked. The next morning we woke up early so she could head off to work. She did tell me she was excited for the next visit.

Source: reddit.com/r/gonewildstories/comments/q7nfrk/mf_giving_my_friend_her_firsts_part_2