I've already established in my previous stories that I'm getting old blahblah. A recent observation I've had is that the more of you I meet, the more I realise you Gen Z kids have no patience for shit! Its endearing that you want to dive head first into the unknown but it's also kinda risky, but you do you!

Case in point: Quinn posted on r4r saying she wanted to try anal for the first time, and had literally no idea what to expect. She just wanted someone to stick a cock up her pooper, what's the big deal? Here's how our conversation went:

Me: have you looked into how to prepare? Do you know how to make sure you have a good time?
Quinn: I don't know I'm just exploring it for the first time.
Me: Do you know how to minimise the 'mess' when doing anal?
Quinn: Mess?
Me: You do understand there's a chance there will be poop?
Quinn: WHAT THE HECK?!

You can't help but laugh, right? Anyway, while the idea of poopy sex was apparently very traumatic, she seemed to get over it and was down to meet.

About Quinn: 24, slim as fuck, 5'6" plus an extra half inch with her favourite boots. Super long, very sexy model legs. Hadn't had sex in over a year, supposedly is not a vanilla person despite only having one sexual partner, an ex BF. She felt she'd lost time for experimentation due to COVID so came up with a sexual 'bucket list' that she's attacking with gusto. That's how I landed in her DMs and how she found herself at my hotel.

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We were sitting and chatting away, mainly about her desire to explore herself (sexually and not). I explained that I had in the past managed to get someone from no experience to balls deep, ass slapping buttsex in one session. I told her all it took was a little warming up and some patience (remember that second part).

Eventually we both acknowledged the tension that had built up in the room. "I'm really shy" said Quinn with a nervous laugh. I extended a hand and dragged her over the the bedside next to me and we started to make out. There's something particularly sexy to me about holding such a tall woman in my arms. Not hating on smaller girls but holding and kissing Quinn just hit different.

I got her into the bed and her top and panties were quickly dispensed with, leaving her tweed skirt hiked up around her waist. I assaulted her mouth, kissed down her neck while clutching the back of her head to satisfied moans. I sucked hard on the little nipples sitting atop her perfectly-sized, perfectly-shaped B cup breasts. Yep they're perfect on her and definitely do not need any kind of enhancement (please don't 😥).

I shifted down and planted teasing kisses around her stomach and inner thighs and was driving her wild. "God, the anticipation!" she giggled. Quinn previously implied she had daddy kink, so as I got closer and closer I decided to explore this.

Tell daddy what you want baby
Please lick me
Lick where baby?
Please daddy, lick my soaking wet pussy

I engulfed her lips in mine and immediately tongued her slit from bottom to top. Quinn squealed and threw her head back into the pillow as I finally gave her what she wanted. She lifted her hips as if beckoning me to swallow her whole, her body writhing and spasming as I flicked at her clit. She's a squirrelly one! In slipped two fingers with ease which accelerated the buildup to her first orgasm.

What followed was sex in multiple positions with this leggy goddess, and a few more orgasms before we decided to get to the task at hand.

Quinn sat in doggy as I lubed up her backend and tentatively inserted one finger. She was very reactive and was clamping down hard around me. I talked her through relaxing, enjoying the sensations and fighting the reflex to contract her muscles. In went a second finger as I continued to to reassure her, making it eventually to the second knuckles of both fingers.

By this point I felt she was ready to start accepting my dick. I lubed myself, lined up at her entrance and slowly started to work the head in. I hadn't quite gotten the head past her sphincter before she suddenly pulled the figurative plug. I checked in to make sure I didn't hurt her (which I didn't thankfully).

I felt we had made good progress for someone with zero anal experience (including solo and with a partner) and I had high hopes that we'd be able to get it to work. She would say later on that she wanted to stop because she got 'impatient'. I honestly still don't understand what that meant, like did she give up because it was taking too long? I didn't want to push it so I left it at that.

So you might think that was an unfortunate anticlimax but I had a great time making love to this gorgeous woman (with perfectly sized and shaped breasts that, again, need absolutely no surgical enhancement) and giving her multiple orgasms. How did she feel about it, you ask?

That was alright, I give you a 7/10

💔💔💔

Despite that being said in jest, lemme tell ya, it still cut deep! At the very least we were able to help her discover a new kink in our second round.

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We were chilling on the bed chatting when Quinn asked if I had any kinks I'd like to explore. I'm pretty vanilla honestly and any kinkiness I engage in is usually prompted by the women I meet up with. I asked her if she wanted to do try anything and BJ practice was her choice, as she felt she could get better at it.

I threw the sheets off my now fully recovered cock and let her have at it. She kneeled between my legs and swallowed almost my full length. She blew me with great enthusiasm. Suction and tongue work was on point and it felt amazing, I dunno why she thought she needed the practice!

Thinking about her daddy kink again, an idea popped into my head. I got her to kneel on the floor and told her I was gonna fuck her face. She didn't hate the idea and was down to try it.

Considering Quinn handled my size pretty well when blowing me on the bed, I didn't think she'd have much more trouble here. I pushed my cock into her mouth and immediately pushed firmly into the back of her throat. She gagged on me once, twice, thrice before I withdrew and gave her some air. I told her not to swallow her spit as I wanted to make a mess of her. I repeated this a few more times, holding the tip of my cock against the back of her throat, my balls tight against her chin before I gave her some air.

Feeling she was now a little more comfortable with gagging I got a little more aggressive. I held her head in place with both hands and quickly thrust in and out of her face. While choking on my dick, Quinn braced herself while holding onto my legs, which some daddys wouldn't approve of. I let it slide as she was doing such a good job (and I made sure to tell her). Feeling her throat collapse on the head of my cock on every gag and choke was just, ugh!

Wanting to switch things up and with inspiration from one of my favourite scenes, I got her to lay on the bed with her head off the edge and she took my cock like a champion once again. She was such a good little girl to let daddy use and stretch her throat like that. The throat bulge looked hot AF!

Not wanting to push her too hard I have her a break and asked how she was doing. She said it was surprisingly hot and that she was wet again!

I lay down on the bed and allowed Quinn to straddle and mount me. She gradually worked her way up to taking the full length of my cock and got into a rhythm grinding back and forth. Knowing that she was a little squirrelly, I took a firm hold of her hips and helped her maintain pace and stimulate her clit and cervix as the waves of orgasm washed over her.

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It's such a turn on to meet women like Quinn who are so into it and who aren't afraid to show it. She said she hadn't had sex in a year before this and that maybe this would keep her satisfied/in recovery for another year lmao.

So with that, I didn't have high hopes for another meet but we kept chatting mainly about toys and anal. I saw this one morning and thought of her so I shared it. It caught her a little off guard apparently as she wondered why on such a nice peaceful morning, I'd be sending her gifs of 'talented babes' (in her words).

I told her I was just casually browsing filth and thought of her, but that I was also secretly hoping I could get her horny enough to meet me again before I left the city. I got an immediate response:

Quinn: lets do it inside the fitting room
Me: OMG! Do you think you can keep quiet?
Quinn: I'm game for a lil challenge. try not to make me scream. or maybe thats what you want me to do

Looks like we've got a new kink to explore!