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Title: 40 [m4f] #Nashville - Encouraging her inner slut [SUCCESS!]
Author Summary
dastardlydebonair is a male looking for a female in Nashville, TN
Post Body

Reddit attracts such an amazing group of people. I never fail to be entertained, turned on, weirded out, and amused. Lurking, posting, and commenting has been a very informative and important part of my personal sexual journey, and am forever grateful to the horny corners of the Reddit interwebz. I recently had the opportunity to trade that favor to another redditor, which I’ll detail later, but first…the backstory.

So a couple of weeks ago, I was working in Nashville and made this post. As per usual, it resulted in a resounding chorus of crickets and went about my work and stay. After a work dinner that evening, I ventured out to Broadway to find lust the old-fashioned way…by drinking whiskey and dancing with bachelorette party-goers. I found myself at Miranda Lambert’s Casa Rosa. I made a new friend at the bar and we connected over the end of a football game. While we were at the bar, I saw a reddit notification appear. Hmmm…no message, but I had a new follower? I’m not on my raobj throwaway reddit often, so this new follower must have found me from my post. So I shot back a message: “Soooo….interesting enough to follow, but not interesting enough to message?” Put my phone back in my pocket, and started fielding questions from my new friend's two female besties with whom he came to the bar. They were trying to talk him into dancing, so like any good wingman, I volunteered for duty and joined them instead.

As a 40 year-old white guy, I’m definitely pushing the boundaries of being “that guy” out on a Nashville dancefloor, but I also try not to take myself too seriously, make friends easily, and have fun without being a total creeper. On this occasion, it looked like dancing with my fun new friends and them dragging me into all sorts of other shenanigans including dancing for a few bachelorettes (seriously, why are there so many bachelorette parties in Nashville?!), with some gay men, and then finally being approached by a very attractive young black woman, named Jasmine. To the surprise of no one, Jasmine could dance much better than I. After dancing a while and sharing a few drinks, she informed me that she wanted to leave with me to my hotel. Now., while the Tennessee Whiskey may have been clouding my judgment and BS meter on this occasion, I definitely did not have whiskeydick after dancing with her, so I quickly closed out my tab, said goodbye to my friend, and ordered an uber for us. However, after we get in the uber, and start kissing again, she asks if we can stop by a convenience store to get condoms and stop by the ATM. I said I was good on the condom front, and asked why she needed to go to the ATM? This is when she told me she costs $600 for the evening. ->Insert record scratch here.<-

Now, she had previously shared with me that she was in Nashville visiting her ill aunt, worked as an esthetician in Memphis, and was just looking to blow off some steam tonight. So you can imagine my reaction to this news. “What?!” Hey, I’ve got nothing against sex workers nor those that invest their resources towards those ends, but I have a huge problem with deception, dishonesty, and taking advantage of people. I probably should have seen it coming, I guess. But in my defense: horny, whiskey, and she was hot. Needless to say, I politely asked Jasmine to exit the uber and went on my way back to the hotel to pass out alone and drunk in my bed.

I know. I tagged this post a “Success,” right!? Seems like I’m being the dishonest one here. But wait…remember that Reddit notification I received early on in that evening? Well, I woke up to her response the next morning: “I followed you, and then realized I didn't fit into your age requirement.” The message was followed by a POV selfie of a gorgeous pair of legs. Hmmmm. I listed an age requirement? Oh yeah, raobj has a template they prefer, so I placed a perfunctory age request in my post. My response: “Really? What’s your age? Because you def fit my legs requirement.” Turns out that Sarah was 52.

Things sexcalated quite quickly after those first few messages. Sarah was a hottie. Sexy, well written, very real, and quite successful. Remember what I wrote earlier about being thankful to naughty Reddit for helping me in my own sexual journey? Well, Sarah was trying to do the same thing, and I felt kinda humbled that she felt safe enough to pursue that with me. And age is really just a number to me. As long as we’re consenting adults and mutually attracted, I’m good. So after appropriately setting expectations, boundaries, and consent, we set up a traditional “random act of blowjob” for later that afternoon.

I received a message that she was in the lobby and quickly go down to meet her (and sincerely hoped that she’d be going down on me later). We exchanged hello’s, smiles, and a big hug. I could tell that she was nervous, so I asked if she wanted to relax and talk there a bit or head up to my room. She opted for room, and so up the elevator we went (unfortunately with some other people, bc I was really hoping on making out in there). When we got to the room, I offered her some water, we sat on the couch, and started talking. We picked up right where we left off in our texts. We compared busy days, got to know each other a little better, and discussed our respective sexual journeys. Sarah was embracing the idea of indulging in sexual acts and/or relationships without the emotional entanglements that so often ensnare us. This was her first time doing something like thhis and her eagerness preceded her.

I didn’t need to hear much more, so I leaned in for a kiss. Sarah had some plump and very kissable lips and our first contact was met with a slightly audible, but very sexy moan from her. We made out on the couch for a while letting our lips and mouths explore each other some, and then our hands decided it was time to get rid of each other’s clothes, so we stripped off each other's shirts, and then shortly after our pants. Finally, I removed Sarah’s bra to reveal two very large and surprisingly perky tits. The best part though, was the look of sheer lust on Sarah’s face at this point as she looked down at my boxer briefs straining against the pressure of my erection. She slowly lowered the elastic band and allowed my cock to bounce freely towards her and into her waiting hands. She stroked my cock and then leaned back in for more kisses. After a little naked makeout, I asked if she enjoyed being spanked. Sarah eagerly nodded and then proceeded to get on my bed on all fours looking back at me with a playful smile. I’m a sucker for a good smile, and truly enjoy administering spankings. Her smooth, pale, white skin did not disappoint either. After just a few spankings, she had an even bigger smile and now some fairly prominent welted red handprints placed perfectly on her ass.

The time had then arrived for the random act for which we had both been waiting. Sarah sat me down on the edge of the bed, put her eager lips over my cock, and then enjoyed as I played with her tits and pinched and teased her aroused nipples. She then slid my wet cock up and down her big boobs for a bit of a titty fuck. She looked up at me with some deliciously slutty eye contact and lustily went to work on my balls, and shaft. Sliding her face and hand up and down each, respectively, making sure her tongue didn’t neglect an inch of me. In fact, she was so eager and skilled, that we had to pump the brakes as I felt a climax quickly arriving. She slowed and kissed up and down my dick, thighs, and kissed up and down me as well. Whatever slutty sexual journey she was planning, she didn’t need very much encouraging once she had my dick in her mouth and hands! She was quite adept at alternating between hand, mouth, and eye contact, and then pleasantly surprised me when she looked up at me slyly before making my entire dick disappear down her throat. She later told me she has no gag reflex, so after feeling my cock in the back of her throat, I was getting very close. When I asked her where she wanted me to cum, she said in her mouth. Being the people pleaser that I am, I wanted to oblige and indulge her first random act. The only problem was, the way she was now teasing my cock and perineum while kissing my thighs, I felt the first rope quickly approaching. When I provided the muffled, breathless, and obligatory, “I’m gonna cum,” her mouth was not in position, so the first couple of ropes landed on her beautiful boobs before her eager mouth was able to once again find her “fountain of youth.”

Sarah dutifully drained my balls and stayed in position to the last drop. Swallowed. Smiled and wore an expression of pride that was as adorable as it was sexy. I smiled too as my wet dick emerged from her plump and grinning lips. It was exactly what I needed, and I felt very satisfied. We sat there naked for a few minutes in post cum clarity. And then chatted and recapped our experience a little like Troy Aikman and Joe Buck would provide analysis amid post game interviews. We confirmed each other's satisfaction and experience. Praised each other for making this a true “random act” of blowjob and discussed our busy upcoming schedules before I walked her back to her car, gave her a big hug and kiss, and said our goodbyes.

Thank you, Sarah. I truly wish you the best on your sexploration and success on finding your true inner slut. I'll let you chime in here if you so desire. And thank you, reddit, for enabling two consenting adults to have fun while traveling in Nashville. Fellow redditors, please watch out for those bachelorette parties on Broadway!

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Profile updated: 1 day ago
Posts updated: 7 months ago
Nashville

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a male
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a female
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Posted
2 years ago