Between the two times I’ve posted seeking the “orgasm challenge”, I’ve had some good conversations, and even a couple of successes. However, one in particular definitely warrants a success post…

Pre-Meeting

Ironically, our conversation started when I reached out to her on a different post altogether. But this challenger mentioned she has noticed my posts before and thought they were intriguing to read. Our conversation over the next few days ranged from muff diving (naturally) to non-sexual topics, which was important since we both valued that we could establish the connection and learn more about who we are, what we’re about, and ultimately for me it all factors into how I approach a woman. Like Dr. Derek Shepherd from Grey’s Anatomy, I personally enjoy a challenging case and approach things with a plan of action; this particular challenger had a complicated history, and recently took it upon herself to expand her horizons sexually, which I enjoyed learning about and keeping mental notes in the back of my mind. We eventually agreed to meet, set a date and time, and waited with giddy anticipation for the day to arrive.

Meetup

We originally planned to get some food and have that double as our vibe-check, but her prior engagement ran later than anticipated, and by the time we were free to meet, the place was closing for the night. We opted instead to just meet at her place, and after getting settled in, we melted our nervousness by making out, and she instantly took me by surprise with how skilled she was at kissing me. (As an aside, I have kissed / made out with a number of women I can’t keep track of, but she is bar none the best kiss I have ever had. I made sure to let her know in person as it would be a crime for her not to know how amazing she is). Our hands wandered our upper bodies during our divine kissing session, moving from the kitchen to the bedroom, and keeping our make out session going on the bed.

Clothes came off slowly as I started running my hands up and down her sides; I then started to explore her back with my hands, peppering in light kisses, with some comments on her unique features that I enjoyed (including a tattoo on her side that wasn’t immediately visible with a shirt on). Slowly working my way down her back, my hands reach her gorgeous ass, and I can’t help but plant some kisses here as my hands caress her and make their way to her legs. She is tall, with much of this height attributed to her legs; I let her know that her legs were amazing in every way (a fact that she had no doubt noticed herself), and spent some time admiring them with my mouth and hands, massaging her feet, letting her wrap me in them. She confided in me that her legs are an erogenous zone for her, and she loved having them touched; the fact that they were magnificent definitely drew me to spend lots of time here. Like, if I were to design the perfect woman, these are the legs she would have! Any more time spent here and I would have probably developed a leg fetish😊

Working my way back up her legs, I graze her thighs slowly while I move across her waist, up her sides, and focus on her upper body. While my hands caressed her arms, from her shoulders to her wrists and hands and back again, my mouth settled on her perfect breasts, making sure each nipple was adequately worshipped with my lips and tongue. Making sure not to skimp on my time with her upper body, eventually I move back down, below her waist. My hands gave way to my lips as I explored her inner thighs. The occasional lick of her clit was almost too much to resist, but I made sure to use that as a tease initially as I slowly kissed my way around her thighs, until finally I started with my tongue and lips on her. Making sure to go slowly, my tongue starts to explore her, around her lips, making sure to dip itself inside her to take in her taste. I carry on like this for about an hour, changing tempo and movement slightly every so often, and while she definitely is enjoying me (and guiding me to keep going a specific way, which I was eager to do), we take a break for her to let me know how she was feeling. I felt great to her, but it wasn’t quite enough to get her to orgasm just yet.

The next several hours were spent going between more caressing of her body with my hands, more making out, and more oral sex. We tried different positions, including a new one for her, but eventually she knew that we weren’t going to get her to orgasm despite our best efforts. Afterwards, however, some more cuddling and making out helped to make her feel cozy with me, and we even talked about our previous Reddit muff dive adventures. I made sure she knew how amazing she was in general (but especially her making out with me, which felt so amazing that my heart literally skipped a beat at several points), and we parted ways, both sleeping soundly after an amazing 6-hour meetup.

Post-Meeting

I always reflect on each of my meetups, and this one was no different. Good things, bad things, things I would have done differently, etc.. But a day later and I was still in awe that I had finally met my match; someone to take me down a peg and humble me. Now I know what you, dear reader, are probably thinking; “Why on Earth would someone share a success story that didn’t result in an orgasm?”

I dwelled on it myself and realized that even without an orgasm, my time with this challenger (henceforth known as my conqueror) was still an amazing experience, one where I explored not only her body, but her mind and personality. To me, it was the full experience of this woman as a whole, and it is always an honor to garner that level of trust from someone, especially for a one-time meetup. For her, everything still felt amazing and she was impressed by my oral stamina; I could tell by her body language especially while we cuddled that she felt really good and enjoyed my arms around her (aftercare is super important to me, so this was a plus for both of us). She enjoyed that I was a man who definitely put her pleasure first and foremost, and ultimately we would both count this as a success!

If you take away anything from this story, it should be that the main goal of any RAOMD meetup should be to make the woman a priority. Connection is extremely important, and while quicker meetups are hot in their own way (and not to be discouraged either), having that rapport with someone, exploring their likes and dislikes, and learning about a woman’s history and wants and needs when it comes to a muff-dive meetup, is extremely rewarding in more ways than one.