Dr. Buttlove or: How I learned to stop worrying and love the prostate massage [MF]

*Some backstory

So as a preface, I’ve never really been into or curious about butt-stuff. My gf can attest, as she came into our relationship enjoying it for herself, but even then, I wasn’t much intrigued. Sounds weird, I know, a guy who *didn’t care* to have anal sex???? ;) She encouraged me that she enjoys it, and was very open to it, if I so desired (she wasn’t about pressuring me). So we talked for a bit about it, and finally I dove in. It was my first anal sex, and it was amazingly different. I’m not a guy who says it’s “far better” than PiV, but just that it’s “different, in a good way”. So after some time enjoying anal and me becoming an ‘ass man’, far more than I was before, she brought up “butt-stuff” on me. I wasn’t all that comfortable with it. Sure, I’d tried to find my own prostate before, but let someone else, especially a girl I really like, go **there??** Needless to say I had a lot of preconceived notions about that area. This is about how that aspect of my life was changed forever.

end preface*

Like most men in their lives, I’ve found my prostate during a couple of solo sessions, but it wasn’t this “earth shattering” experience like I’ve read about. Rather than try to replicate that, I figured I was someone who just didn’t get a lot out of that particular area or feeling. Only trying it a couple of times, my gf, about 6 months later, really showed the desire to play with my ass, like how I was now playing with hers (call me a later comer to the anal party …. pun not intended). At first I wasn’t sure, she didn’t push the matter, and I just said she could get handsy on my cheeks, if she desired while we had sex.

It felt amazing. I just loved how her hands feel on my whole body, but the ass was no exception, it was better than the rest, in fact! Slowly, I started to encourage her to go further under my balls, as time went on. I’d never had *any* anal play, so we went slowly.

The first real experience was when she wanted to 69 with me on top (truth be told, I **love** it when she rides my face, but I also love licking her pussy, so I’m good for either). She would suck my cock, and rub my legs and ass, until she asked if she could rub my asshole. I was nervous, but it was a very hot and sexy situation and there was no way I could say no, I wanted to finally try it. So I allowed her. She played around it, and tried to finger it, just a little bit (I was clinched and too nervous though), for what seemed like 30 minutes or so. I stayed, mostly, diligent in eating her pussy, but there were some times that felt really amazing. At the end, she had cum so profusely, all over my face and beard, it was dripping onto the sheets. I thought she liked it, from her moans, but when we stopped she was like an animal. I’m not sure I’d ever seen her this turned on before.

Needless to say she liked it, so we talked about it more, tried to come up with more comfortable positions for me. Every time we tired things, the position progressed and so did her desire, passion, and aggression ;).

The next time, I was on my back, knees bent up and held over me (about the position she’s in, when we’re missionary). We had some porn on, and she had better access to me. But it still wasn’t enough, no penetration again and I was still uncomfortable.

The next time we were in 69 again, but we had gone through a lot of little things, like how when I really get turned on, she’ll rub and lick further down my body when she’s blowing me. So I had a lot of little moments of getting more comfortable with her desire, and my body, for her face to be licking my asshole. So here we were, and I was really into it, licking her pussy, she was blowing me so good. And she started to play with my ass, a lot of rubbing and being gentle. But it was perfect, I slowly warmed up and calmed my nerves and then got really turned on and had a lot of ‘good’ feelings. She was reading me just right, and suddenly, literally, squirmed her way through my legs, and told me to stay in that position. I chuckled because it was like her pussy literally slid away from me. But I stayed there, I knew what was next, but I was really turned on.

Soon, I felt her mouth and tongue licking and kissing around my ass. It was warm and new. She started rimming me a bit, and then rubbing me. It felt **soooo** good. It was completely new, but so amazing. This went on for as long as our bodies could stay in that position. I never came, but I was seriously in a fog of heightened sensations for a longer period of time than I can remember. Fun side note about that night, I later *pounded* her ass, which she loved. Not sure I’ve ever pounded her like that before.

This now leads us to the most recent time. I’m not 100% sure how the position started, probably 69, but could have been missionary. She instructed me to stay on my knees, with shoulders on the bed (a tip she gave me, from when I’m behind her). She was right it was more comfortable than being on all fours. Which was perfect, since it helped me relax that much more. So her usual kissing, licking, and rubbing all began. I was, once more, already excited and so it was very enjoyable. But this time she worked her finger in. It was tight, but it went back and forth with “that’s tight/new/different” sensation and “oh wow, that’s goooood”. Probably has a lot to do with her *fingering around* for my prostate. Spoiler alert: she found it. She would be better to describe it to you, but it’s not *exactly* a button, from my standpoint. She didn’t hit it, and then I popped. It was more like she hit it, rubbed it, and everything just felt…. better. Like putting butter on top of southern food. It just somehow makes it better. I failed to mention that during this whole time, I was stroking my cock. We talked about that last time, because this aspect hadn’t been done yet, and it’s a difficult position for her to do it. When she found it, she could tell, because it feels slightly different, and because my moans drastically changed. When I ‘edge’, I usually just find the point of no return, and then back off of it. I’m not good at riding that edge. With her doing this, it felt like I was standing on the edge of a waterfall! The roar just below me, the anticipation of the unknown rush that would soon befell me. I lost myself, moaning, groaning, maybe yelling a little, right into the mattress. I wanted to cum, I wanted to feel the height it would take me to, but I also didn’t want it to end. She knew I was close, so did I, for a long time, so she crawled under me, face right in front of my cock. She gets turned on watching me masturbate, so I thought she might cum just by this situation right here (found out later she *could* have, but she wanted to focus on my 100%). She would let my cock rub her tongue sometimes, but wanted to watch and let me do what I desired in order to cum. Her change in position didn’t change the feeling, she didn’t lose my prostate and her other hand was on my legs and cheeks. I’m still not sure what made me cum, maybe it was just the build of everything, or just knowing how **badly** she wanted me to cum on her face, or maybe I just got a few, quicker, strokes in and that put me over the top. But when I did cum, it *was* earth shattering. I shot a **huge** load on her mouth, cheek, hair, ear, and neck. I remember rearing up, pushing up with my hands, probably forcing my body down on her finger, and making a little more room for my cock. My eyes were tightly closed, jaw was wide open. I was breathing heavy, screaming and moaning like I’d never heard myself before. I didn’t even care about all the drool that was falling off my lips. She tried to take some of my load in her mouth, but it was too much and the angle was difficult. She took my cock in as I finished cumming though, gentle sucking on it. It felt like I orgasmed for several minutes, my body just kept convulsing. Eventually she was able to get up, clean up a little (I came *so* much), and I laid down. The rest of the night was a blur, I’m sure we cuddled and I passed out **very** satisfied.

I’m still in awe at finally getting to this point, and it being well beyond anything I could have imagined. I won’t say this is for everyone, but when you’re with the right person, you’re sure to find new things that you enjoy like you have never done before. Next time, she wants to tie me up, and use a toy on me. Let’s just say I’m *up* for that experience ;)

**TL;DR**

Worked my way up to my first prostate massage, gf gave me earth shattering experience you read about in stories.

Source: reddit.com/r/gonewildstories/comments/523yo9/dr_buttlove_or_how_i_learned_to_stop_worrying_and