How I [42m] met my 26yo [F] FWB

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I can already tell this is gonna be a longer story. She is still an incredible memory and how we met was really fun. Skip to the ————————- for the fun stuff.

I was travelling to central Florida regularly for work. I had a fun/cool job and was going out a decent amount, and having a LOT of casual sex.

On one particular night, I had 2 buddies in town and we went out. At the first bar the three of us met 2 women, and I started chatting, then flirting with the more attractive of the two. She was blonde, 25, in great shape, and a really fun personality. Somehow we ended up having a handshake contest (I think it was who could make up the better handshake, but we were drunk. Not sure why that was a thing but it was). My friend and I clearly lost the contest, but she leaned in an whispered “that’s ok, we are hotter.”

I got her number and texted a little bit throughout the night, but nothing came of it. The next night she was also out, we met up for a bit, but she was with work friends and the vibe wasn’t right so I left. I texted her the next time I was in town, she seemed interested enough but nothing came of it. So eventually I stopped texting, assuming she wasn’t interested.

The next year, almost to the DAY, I happened to be sitting in the same bar. I had decided to have one beer, but when that was finished I ordered one more. About 2 minutes later she walked in with a group of friends. She was brunette now, but just as hot as I remembered. I watched for a moment, but then decided this was too coincidental not to say something.

I walked up to her, and said her name. She turned and her face instantly lit up with recognition. I started to go into the whole “I don’t know if you’ll remember me, but we met last year, right around this time… standing right over there.”

She replied back with “we made up a handshake, and you worked for the __________ (insert my job)”I told her that her new hair color looked great and she told me it was her birthday.

I said I needed to buy her a drink and we continued to chat for a few minutes.

About 20min later her group was organizing itself to go to the next bar. She didn’t really say much, but we’d been having a great conversation, and for some reason one of the 3 other guys in the group invited me to join them.

By this time I’d discovered that one of the other guys was an ex, and she had no interest in the other two, so that left me with decent odds with a hot girl celebrating her birthday. Needless to say I joined them in gonna the next bar.

When we arrived she was off socializing with her other girl friends and I started talking to a girl that turned out to be her roommate. The roommate was attractive enough, but a little boring. We were having a decent conversation, and my friend would come check in every 15min or so. On about the 3rd occasion she checked in, she came up closer to me, leaned in and kissed me saying “You are taking me home tonight, not her, just so we are clear.” I smiled and said “You must have been reading my mind.”

With that she returned to socializing with her friends, and I returned to chatting with the roommate.About an hour later the group was starting to break up and everyone was heading home. She and I found each other and walked out of the bar together as she was saying goodbyes. One of the friends asked if she needed a ride home, and she turned to me as if to ask “do I?” I replied quickly with “I’ve got you”, and she said she was good.

Finally alone and walking to my car she said “I think my ex is pissed. I think he thought I was going to come running back to him tonight.” I laughed and said “nope. I have other plans”

We made out a little bit on the way back to my car, but not in a “I’m going to have my way with you” kinda way. More casual and relaxed than that.

——————————————————————–Once we got to the house she and her roommate rented, we headed right to her bedroom. She lit a few candles, and then we started making out. For some reason I was bracing for the fact that she might just “fool around” and not go all the way, but she was also so hot that I didn’t care. She had a pretty face, shoulder length brown hair, was about 5’4 and a fit 125lbs. She was a full B cup, had a great stomach, and a nice ass.

We were making out with me between her legs as she lay back on her bed. Our hips were grinding against each other like we were teenagers. I undid the buttons of her shirt and removed it. She did the same to me as we continued kissing. Then I unhooked her bra and removed it. Her breasts were spectacular. Firm, perfectly proportioned, and small erect nipples that were begging to be sucked. I started to give them the attention they desired as my hands ran over her stomach, her hips and over her thighs, then up her legs as she was still wearing her jeans.

I alternated between teasing her breasts and making out with her as I slowly unbuttoned her jeans. I moved to kneel between her legs, removing her jeans, and then leaning forward to kiss her stomach, over her exposed hips, and teasing the crease between her leg and pussy with my tongue. She was wearing blue lace underwear, and I could smell her arousal. I couldn’t wait to make her cum.

I teased her pussy over her panties, first with my breath, then with my tongue, watching her hips react to my tongue, looking up occasionally to see her cupping her own breasts with her eyes closed and facial expression that said she was very turned on.

I hooked my fingers under the waistband of her panties, and if I’m being honest I was partly expecting her to say something along the lines of “panties stay on tonight”. But as I started to lower her panties she lifted her hips and I realized I was gonna be fucking this beautiful 26 year old woman.

I fully removed her panties, and looked up at her as I knelt between her legs and she spread them unconsciously for me. I leaned forward and did my best to tease her with my tongue as much as I could. It took everything I had not to dive into her pussy.

Now, I must say, I love pussy. I love licking pussy, I love being inside pussy. It’s amazing. But I cannot honestly say I’m overly attracted to a close up pussy. I desire it, but the sight of a close up pussy isn’t the turn on, if that makes sense. The turn on is that it is attached to a woman I want to make cum.

All that being said, her pussy was beautiful. Fully waxed, pink, wet, and an innie with slightly exposed lips. As I spread her legs, her lips parted and her clit was clearly visible. I took my tongue and slowly ran it up her pussy a until I got to her clit. “fuuuuuuuuuck” was all she could mutter, in an almost guttural tone.

I repeated the same motion again, but with a little more pressure.

And then I went to work. I started by circling her clit with my tongue. She reacted very positively to that, letting me know this was a good move. So I kept with it, taking a second every once in a while to lick her full slit, before returning to her clit. At this point I licked a finger and slid it inside her. “fuck yeah” she sighed as my finger curled up inside her and my tongue went back to work.

I found the rough skin inside her pussy and curled my finger to massage her g-spot as I took her clit into my mouth and sucked it for a second as I flicked my tongue over top of it. This sent her over the top. She started to get very animated, tossing her hips a little more as I held her in place and continued doing exactly what I was doing. Then she almost froze and let out a “FUUUUUUUCK as she came on my fingers and tongue.

I let her come down from her orgasm before I slid my fingers out of her wet pussy. She sat up in the bed, her hair mussed up in the most sexy way, and said “I need you inside me”.

Who was I to argue?

Now at this point I’m still in my jeans, so I stood up at the foot of the bed and undid my pants while holding eye contact. I think we can all admit we have confidence in certain areas, and my confidence comes from I know I have a great dick. I’ve had enough women react in little methods from “Jesus Christ” to “oh my, this in going to be fun” to “you’d better start slow” to “fuck, your cockhead is amazing” that I sort of get off on this moment.

So I lowered my jeans (I wasn’t wearing underwear) and my cock sprang out. I’ll skip the description because you can see for yourself on my page, but her reaction was one of the best I’ve experienced. She got a big smile on her face and simple said “happy birthday to me”.

She then reached over to her nightstand and pulled out a condom. I quickly put it on as she lay back on the bed with her legs spread for me. We both guided my cock inside her with one push. No teasing anymore. I needed to make her mine.

We kissed as we fucked in missionary. She felt incredible wrapped around my hard cock. I inched my hips up a little so that my shaft would more closely graze her clit, and she seemed to love that, locking eyes with me.

Then I hooked my arms under her legs and spread her legs wider aside as I started to fuck her with slow, but harder strokes. One hard stroke every few seconds, pushing as deep inside her as I could get and then holding it there. Then moving her legs up over my shoulders and starting to give her more consistent strokes.

Her facial expressions were so sexy. This pretty girl now had that look of “that is the best pain ever” on her face. The look where being pretty no longer matters because I’m getting fucked.

After a few minutes in missionary I rolled over and she quickly straddled me. She took my cock in her hand, and I watched as she guided the head to her pussy and then sat down on me.

One other thing you need to know about me is I fucking love stomachs. If a woman has a nice stomach I’m all about it.

She seemed to either know this, or know her stomach was great, or she just liked the position, but she leaned back to rest her arms on by thighs as she rode. The sight of her stomach, and her perfect breasts, with this otherwise beautiful face that was now contorted with pleasure. Fuck. It still gets me hard to think about.

Within seconds she seemed to discover a spot that worked for her. She leaned forward to press her chest against mine, and I wrapped my arms around her to hold her close as my hips fired up into her. She thrust back down on me as she came again. My hands moved to her ass as I continued to stroke through her orgasm.

Then it was my time…. I started to sit up and she seemed to know what I wanted. As I was getting to my knees she was already leaning forward with her ass in the air presenting her beautiful pussy to me. I grabbed my cock, lined it up, and pushed inside.

I grabbed her hips knowing I wasn’t gonna last long. I can still remember the look of her ass and hips, the definition in her back, and her looking over her shoulders urging me to fuck her harder. I grabbed one of her shoulders to pull her back into my thrusts, then took her hair and pulled back as I erupted into the condom deep inside her.

I held her there as we both settled down from the high energy finish. As my cock slipped out of her, she collapsed forward on the bed and rolled on her side to look at me.

“how did you do that?” she said.

I laughed and asked what she meant.

“You were sensual without being a pushover. You were generous but in control. You fucked me hard without just jackhammering me. Guys my age just jackhammer. Is this what older men fuck like?”I laughed again and said “I have no idea, but thank you. That is how I fuck… that’s all I know.”

“I’m so mad we could have been fucking this whole year.”

With that she got up and put on a robe. “do you want a glass of water?” she asked. I put on boxers and followed her out to the kitchen.

Her roommate was in the kitchen and I froze as I was in just my shorts. They didn’t seem phased so I didn’t worry about it. We grabbed our drinks and went out to the patio, the three of us.

I don’t remember what we chatted about, but it was ordinary conversation except for her roommate saying she couldn’t sleep because we were fucking. We both just laughed. My friend looked at me as I finished my water and said “shall we?”

We said goodnight to the roommate and went back to her room. She dropped the robe and turned to kiss me again. I lay back on the bed and motioned for her to straddle my face, which she did before leaning forward to take my cock in her mouth.

She had great techinque, seeming to know that it’s called “sucking” cock for a reason, but I remained focussed on the gorgeous task in front of me. I sucked her clit as my hands held her ass. One of my fingers teased her ass slightly as I licked her pussy, but I needed to be inside her pussy.

I stared to sit up, and she climbed off top of me. I half expected her to reach for another condom but she didn’t. She lay back on the bed, I stoat the foot of the bed waiting for a fraction of a second, but she gave me a look like “don’t think, just do it.”

I grabbed the head of my cock and started to tease her pussy for a few seconds, giving her a chance to remind me. She didn’t. Instead she just grabbed my hips and pulled me forward inside her. I don’t really remember the specifics of this round but I do remember her whispering in my ear “I want to watch you cum on my tits’.

Two or three minutes later, that’s exactly what happened.

And for the next year we continued to make great memories together.

NSFW: yes

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