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?
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.