

Advice on handling ridged/flared and thick toys please!
Gay male here - pushing myself with anal play and stretching. In addition to sex with my boyfriend and more standard toys, I've been exploring bigger toys and hoping to work up to fisting. I currently use X Lube.
The two toys I bought most recently were from Twisted Beast.
First pic - I started with the medium Dallas (10.2" insertable, 7.1" max circumference). Obviously takes up some warming up too, but I actually take this pretty comfortably and easily - feels amazing. https://www.twistedbeaststore.com/products/dallas
Second pic - then thought I'd branch out to one of their 'fantasy dildos' - partly for the fantasy, partly for the challenging and interesting shapes. I went for the medium Pegasus (9" insertable, 8.1" max circumference). Chose this because the shape looked challenging and interesting enough, but not too weird to put off my slightly less kinky boyfriend! https://www.twistedbeaststore.com/products/pegasus-dildo?variant=43848592883888
After some warming up and stretching, I have managed to get this almost all the way in me. It feels really good when it hits my second hole. But when I start to pull it out or bounce back up, the ridged and flared head just feels like it's pulling on my insides - mentally it's really hot, but it's quite uncomfortable no matter how much I warm up and give myself time. The width of the shaft starts to feel comfortable but the ridged, flared head inside me (and when it comes out of my hole) just doesn't feel right.
I'm using X Lube and plenty of poppers. I just wondered if anyone had any advice or similar experiences? I really want to nail this! Thanks in advance