How I lost (M)y virginity and was taught by an older lady (Pt 1) (Non Fiction, Instruction, [MF])

This is my third story. All my stories have some preamble, I just like re-living the situations that led to the sexy events as well as the event. If you don’t care much for my descriptions and preamble, there’s a “>>>Sexy Story begins here” line. Names have been changed.

For those of you who have read my other stories, I figured you might like to know how I knew what to do when I finally hooked up with Maia. I have to give all the credit to a very nice older lady (29) who I had admired from afar for a time, and who took me out once I was legal (18) and showed me the ropes.

So, when I was younger, I lived in a small town where there were very few “alternative” people. Typical western conservative shit, you know? There was, however, this lady who worked at the local music store, who we will call Nadia. Nadia was a tall, powerfully built amazon of a woman, with huge tits, big heart shaped ass, and covered in piercings and tattoos. She always wore her dyed black hair in pigtails and wore crazy dark makeup. As the local “Alt” kids in town, me and my friends all fantasized about her, but because we were kids, she naturally paid no special attention to us. We would go in and chat about music, and she of course responded enthusiastically, but professional like.

A few years passed, and I was at an all-ages show a few towns away, just some small time punk bands in a church basement, when I notice Nadia there. She noticed me too, and in between sets, she actually came over to say hi. I was a stammering mess, as she was in some seriously trophy goth attire, a super tight black dress that exaggerated her already crazy curvature, a tiny denim vest and big platform boots. Her tits were practically jumping out of her dress, and she was so tall that they were practically eye level. I tried not to gawk, but I was young.

We started chatting, just casual stuff, how was the show, did you buy any merch, that sort of thing. She noted that I had gotten taller, and I stammered out something about how she’s always been taller than me. She seemed taken aback by that a bit, so I made another stammery statement about how tall girls are hot, which got me an “aww, you’re adorable”, which made me feel like a kid hitting on his babysitter. However I did it, I don’t know, but I managed not to make too much of an ass of myself, and she told me to facebook her so we could keep in touch, as I told her that I would be leaving town soon for college. I said I would, and then we split off and didn’t chat much for the rest of the night.

Once I got home, I immediately found her on facebook, and friended her. however, she didn’t respond to the request for nearly a week. I was super disappointed each time I checked my facebook, until finally the notification popped up. I immediately creeped her profile pictures, and made another awkward kid mistake; I accidentally liked a picture of her in a stripey swimsuit from a few years back. I panicked and tried to unlike it, but she must have been online, because I got a message from her, simply

<Oh, yea? ?>

Not knowing what to respond, I just sent back a message back saying <whoops, sorry lol>

She replied with something like <It’s ok, I look damn good in that swimsuit.>

Right after she sent that, she also sent <I noticed that your birthday is listed. You’re turning eighteen soon, huh?>

I tried to play it cool, replying back <hell yea, gonna be legal soon. Drinking, smoking, bar hopping, imma do it all.>

(which, to a 17 year old kid, sounded very cool, but now just sounds cringey and childish. Oh well.)

Regardless of my poor flirting, Nadia replied back again <That’s so cool! So, do you have any birthday plans?>

Now, for this year, I actually didn’t have much planned. I was going to be in a new town for my birthday, and all of my friends were busy, so I was going to have an early party before moving, but for my actual legal day, nothing. I told Nadia as much. She asked me <Where are you moving to?> I told her, and she responded immediately <No fuckin’ way, I’m gonna be there for a job interview that week!>

Even me, being inexperienced and kind of clueless, knew this was a good sign, and an opportunity I couldn’t miss. I replied back <Oh yea? Maybe we should hook up and you could show me the bar scene?> which Nadia replied back with a <You wanna hook up, huh? ?>

I was afraid I’d overplayed, and so I quickly tried to cover by responding <I mean, like, meet up and go out> (smooth, huh?) luckily for me, she saw right through me, and didn’t take this awkward reply badly. She even joked back, saying <awe, too bad. And here I was thinking, this young cutie is gonna be legal, and I could show him something more exciting than just bar hopping. But if that’s what you want, I’ll arrange it ?>

I didn’t know how to respond to this at all, and so I simply said <sweet, I can’t wait!>

Nadia and I chatted back and forth a few times more, but she was very careful not to step over a line while she waited for our meet-up and for me to turn legal. She dialed back the flirting even from what our first convo had been like, and we mostly talked about music and concerts.

Finally, the day arrived. The plan was, I would go out to a bar that was a few blocks from my place in this new town, and Nadia would meet me there. I had made sure I had my ID to show the bartenders that I was of legal age. I got lost on the way to the bar, so Nadia messaged me <Hey, you comin stud? ;P> and I had to get directions from her. I was only a couple blocks away, so I it only took me a few minutes to get there.

>>>Sexy Story begins here

I walked into the bar, and Nadia was sitting at one of the tables just inside with a little wrapped present. She looked incredible, in a pair of thigh high platforms, a PVC miniskirt and a black and red corset with her massive tits ready to pop out. She had a spiky collar with chains hanging down, and some extreme, heavy eye makeup and bright red lips. Combined with her dozen or so face piercings and all six foot three of her covered in tattoos, she looked like a goth dominatrix right out of a metal magazine. Just seeing her there waiting for me got me excited, and I rushed to the table, worried that I might pop a hard on right off the bat for the whole bar to see. I sat down heavily, and Nadia smiled and winked at me. “Happy birthday, hunny” she sing-songed, and I groaned. “you’re not going to get the waitress to sing the birthday song, are you?” and Nadia laughed. “there’s no way they would do that for you here, this is a grown-up bar baby.” I must have blushed, because Nadia just Aww-ed and pushed the present toward me. “Don’t be shy, I’m here to teach you, remember? I’ll be nice, I promise, but you’re too cute not to tease.”

I took a couple moments, trying to think of something, anything, to say to the sexy goth amazon before me, when a waitress came by to take our drink order. She immediately asked me for my ID, and Nadia giggled and said “he’s eighteen today!” I managed to fumble my ID out of my wallet, and show it to the waitress, who then said “wow, happy birthday! Is this gonna be your first, legal drink?” and I just nodded. The waitress looked at Nadia, and then back to me. “any idea what you want?” Nadia asked, and I shrugged. Nadia looked at the waitress and said “get him a whiskey muff diver, and I’ll have a pornstar.” The waitress nodded, and left. “What’s a muff diver?” I asked, and Nadia laughed. “someone who eats pussy, hunny” and I scoffed. “I know that, I mean what’s the drink?” and Nadia smiled widely. “it’s a shot of whatever, buried under a big pile of whip cream. You have to find the shot and drink it without using your hands.” “that sounds pretty fun actually,” I replied, and Nadia shrugged. “not as fun as the real thing. Open your present!” I looked down at the little package she had given me, and started to open it.

What was in the package had me instantly excited. Inside there was a letter, with a big lipstick kiss at the end. Wrapped up in the letter was a pack of cigarettes, a lighter, a card key for a hotel room, and a box of condoms. The letter said “to tonight, and all the possibilities now available to you.” I looked up and Nadia was looking at me with smoldering eyes. My heart was beating pretty fast, and I was about to say something probably beta and uncool, when our drinks showed up. Nadia thanked the waitress and began to stir her drink, watching me as I looked at the massive plate covered in whip cream. “well? Go ahead” Nadia motioned, and I needed no convincing. I dove into the whip cream, covering my face, cream sticking to my bare growth of beard I had decided to start growing. Nadia cheered me on until I found the shot, and I tipped my head back, letting the burning whiskey hit the back of my throat. I was no stranger to alcohol at this point, so I actually scored a few cool-guy points by not coughing or sputtering over the booze. Nadia congratulated me; “good job, I’m impressed! What would you like next?” I hummed and hawed for a second, and then told her to get me something stronger. Nadia obliged, and ordered me some mixed drink. To this day I’ve never figured out what it was, but it was very strong. The shot came quickly, and the waitress tried to put it in front of me, but Nadia plucked it out of her hands, and shooed her away. Nadia put the shot between her tits, pushed them together with her hands, and motioned me forward. Again, I needed no convincing, and I got up, sat down beside her, and she placed her hands on the back of my neck, keeping her boobs squished together with her elbows. She pulled my face in, and I put the shot in my mouth. Nadia gave a shake of her tits, and whispered “good boy” in my ear before loosening her grip, and letting me throw my head back again and taking the shot.

We had a couple more shots in quick succession while I sat beside her, during which she lingered her hands on my thighs and repeatedly told me how impressed she was at my ability to hold my booze. The feeling of her lips on my ear and her hot breath on my neck, combined with her hands so close to my dick had me going crazy. Nadia had looked down a couple times, and she finally either noticed my growing erection, or had been waiting for it to get harder. She laid her hand on my cock softly and said “follow me.”

She got up, giving me a good look at her huge, heart shaped ass, and then looked back at me, crooking a finger and motioning for me to follow. I stood up, and began to follow her awkwardly, trying to hide the tent my pants had become. We walked over the bathrooms, and she motioned to the guy’s bathroom. “go see if there’s anyone in there.” I walked in, and to my luck, the bathroom was empty. I poked my head back out. “empty” was all I said, and she put her hands on my chest and pushed me into the room. She then spun around me, grabbed my hands, and pulled me into one of the stalls. she put the lid down, and sat down. She let her hands wander over my cock, rubbing me through my pants, and then looked up at me with her hazel eyes and smiled. “I can’t wait to see what your packing” she whispered, and then she clamped her teeth down on the zipper of my pants. She pulled the zipper down with her mouth, and my cock burst out, hitting her on the cheek. She giggled, and gave the head of my dick a gentle, deliberate kiss. Her lips were thick and inviting, and each kiss left a little bit of red lipstick behind. She looked up at me, my cock just sitting on the edge of her bottom lip, and she said “tell me what you want, hunny.” As usual, I had no idea what to say. I stammered out a single word, “blowjob.” Nadia laughed and tilted her head to one side. “no no baby, that’s not an ask. Say “I want you to suck my cock, Nadia.”” I repeated what she had said, and she smiled. “what if I say no?” she said, and kissed the head of my dick again. I gasped as her lips lingered on the tip, and I said “that would be really mean.” She laughed loudly, and then clapped her hand over her mouth. “fuck, you’re cute” she giggled, and then she said “tell me “please, Nadia, please suck my cock for me.” I repeated what she asked me to say again, and she nodded. “well, since you asked so nicely…” and she popped my cock into her mouth. It was an instant change, from the cold bathroom air, to suddenly my whole cock was in her mouth and down her throat. she held it there, her tongue sliding around my shaft and her lips pressing against the base of me. she closed her eyes, and brought her hands up to cradle my balls, gently closing around them, before letting my cock slowly slide out of her mouth. She brought her other hand up to grasp around my shaft, and she began to rock back and forth, sucking and slurping loudly, while she twisted her wrist and stroked me. She sucked faster and harder, and I had to put my hands on her shoulders to stop myself from falling over. My breathing became ragged, and I tried to tell her that I was about to come. I managed to get out “I’m gonna-“when she looked up at me, and her eyes meeting mine with my cock buried between her bright red lips, her heavy tits shaking in her corset sent me over the edge. She must have sensed it, because she stopped moving just as I came, filling her mouth. I gasped out a “holy fuck”, and Nadia giggled, my softening cock still clamped between her lips, and she slowly backed her head up. My cock slid out of her mouth, and she kissed it on the tip again. She swallowed and then smiled up at me, and said “happy birthday, baby.”

Like the title says, this one is a two parter! Originally, I was going to do a single post, but this has gone on a lot longer than I intended, and my night with Nadia was just beginning at this point! As with all my stories, I encourage interaction; I love talking about my slutty ways, so feel free to comment or message, I’ll do my best to respond!

Source: reddit.com/r/gonewildstories/comments/jq4n2m/how_i_lost_my_virginity_and_was_taught_by_an