Getting back into anal (toy + tip recs plz)

[BruxoCub]

I've been more of a top and oral faggot (a side as the kids call it) during the past decade. I want to get back into riding cock but my hole is very tight, too tight, and was SORE for WEEKS after I rode a 5" cock a few weeks ago. I know the basic drill, I was cleaned out, relaxed, used poppers, and had plenty of lube but I need more mileage to open up back there.

Does anyone have any toys, tips, and/or maintenance recommends? I appreciate your master holes out there, hehe!

[partying.hard]

Since I’ve been getting fucked since a young age, and totally getting off on it, I will compare your hunger to bottom to me needing my first fist many years ago. It took a lot of patience. Practice. I played with my hole by myself and I let Others have a chance at it. And I finally met the man who I decided would be my first. I remember waking up on a Friday morning. I was in a stage of what I call coasting. I wasn’t awake and I wasn’t asleep. But I was faced down on my bed, hard dick into the mattress. And I started thinking about Kris and our date that night. My hole was twitching and my dick was hard and I was imagining him playing with my ass. Before the alarm hit, I had made up my mind that I wanted Kris to be my first, and I wanted it to happen that night.

When we hooked up, we played around for a while and he was the 1st to climb into the sling. His ass was Gifted in very quickly took my hand. I’m not sure how long he played but at one point I looked up at him in the sling, and he was smiling at me and he winked. He said “your turn”.

I got in the sling and within minutes he made a comment to me that he had never felt my ass so relaxed and open. I didn’t mention my dream State earlier that morning. But within about 10 minutes, his hand was up my ass.

so I am a firm believer that it’s a mindset, and a physical hunger that let me go past that point. And I will forever be grateful to him. Today, I love having my ass played with including having a paw stuffed up there.

[DumpHere]

Mmmmm.    I did get there a few times quite a while back.   I played w a group and one guy had smallish hands.   He saw it as a challenge and he was very good and patient.  I loved reaching back and feeling his wrist at my hole.   The 2 other guys congratulated me and I sucked their cocks.  For a few weeks I met my new foster bud and he put me in his sling.  It was increíble even before he booty bumped me.   Next time we smoked first and it was getting fairly easy for me to take it.   Obviously I still think about it.  

[partying.hard]

@757neg4poz you need to follow this thread.  Maybe there will be some good techniques you can use.

[SFCumdog]

I can't even remember where I read about this technique, but I hadn't regularly bottomed in years and when the opportunity arose to try it with a top of significant girth. I did. And it worked. When you are just about ready to take the guys cock, and it is just pushing into your hole, breath deeply from the bottom of your diaphragm which kind of sucks in your stomach. Its like it creates a direct connection to your ass and it will open up and literally suck that cock right on up and into you. All of that old pain upon entry... completely gone. It was like magic the way it worked. I was never quite sure if I could explain this technique properly, and couldn't find the original thing I had read, but just recently I read something where someone described opening up your third eye, and that sounded exactly like it. Practice that breathing technique. Once you get it right, you will know exactly what I'm talking about.