I should have added a little bit about anal sex on this previous post but thought it deserved and required some further investigation:
Never say never
When I was younger there was no way I was going to be anally penetrated. There were different connotations surrounding it, anal sex between consenting heterosexual couples was illegal when I first started experimenting sexually and the subject was certainly taboo with my friends and a complete veto with boyfriends.
The considerations for losing my rosebud cherry:
I was remember how both when I lost my virginity, the first blow job I gave, my first fingering, more firsts! Let's just say when the fourth person I gave a blow job to really hurt me (a story for another time) I was VERY upset, distraught, followed by a MIGHTY anger and I felt extra hurt as I gave him a blow job when I was still sensitive about giving them.
I know I will become emotionally attached and as such I am weighing up the options of the fallout, and if I were to get upset I'm not sure how many friends I would have the courage to talk to. I am drawing up a list, male gay friends are at the top!
Preparation is key it seems. I don't want to soil anywhere during the event and I certainly don't want to have any bowel 'loosening' after the event. After a little research, I have started to keep a food diary and a poo diary, yes, on my desktop there is a file called poo.doc, oh how we laugh!
What if something goes wrong, not enough lube, too much lube?! I don't want it looking like the first five minutes of a late night Casualty special. I know doctors and nurses would have seen worse but I still don't want to be at their mercy.
The right person
Considering the emotional attachment and the potential embarrassment if it goes wrong or I don't like it, I can't decide whether I should wait until I am settled in a loving trusting relationship, suggest it to a long-term lover and other ingenious ideas. For the time being I am leaving to when it feels right, it will feel right. And hopefully that time will be the right side of my stool diary!
But all in all, I am not put off trying anal sex, and more than happy to don a strap-on for a loved on if he wanted me to. In fact that makes my rosebud twitch as much as thinking of being penetrated there myself.