Hey all, I’ve recently begun my journey to twink/sissydom and had a few questions about insertion. I love the idea of being penetrated, but I’m having trouble putting fantasy into action. I purchased a small prostate massager, but I can’t get it very far in. I use lube, but it’s still tight going in, and I feel like I hit a “wall” that I can’t get past. Pushing up against it just makes my intestines sore. Afterward I just feel a dull pain in my lower back and mental satisfaction.
It hurts and I don’t know what I’m doing, but it feels so right I just can’t stop. Any tips from other, more experienced sissies?
2"-3" deep, I rub some on my hole and use a pre-lubed condom, I get the sense that’s not enough.
What position do you find works best for you? What kind of mental preparation do you do? I smoke a bowl of weed and touch myself for a few minutes to get in the mood but thats about it.
Thank you for the help, it’s great to find this community so welcoming. I’ll definitely be sticking around!
You might want to try slowing things down a little; anal stimulation doesn’t provide the same instant gratification of fapping, and people who focus on going slow and enjoying themselves seem to have the best time.
I finger myself to insert a little lube in myself, I copiously lube my dildo, insert it a bit, and then take it out and apply more lube and re-insert it. For riding, I usually ‘back it up’ on all fours against a wall, squat on it, or take it from behind lying on my side. Suction cups are awesome on dildos.
Many like porn to mentally prepare, and dressing up. I really like sucking/ deepthroating my dildo. A bath beforehand is really nice too, but it depends on how much time you’ve got
Thanks, I just get too excited and can’t be bothered to wait it seems. I have a larger suction cup dildo as well that I enjoy deepthroating, but I’m too nervous to try and ride it yet.