A**l with someone seemingly inexperienced?

[lalalita]

My boyfriend has expressed great interest in anal sex since about a month into our relationship (We've been together about six months now). I have no problems with this. It actually is a turn on for myself, as well. I've had anal sex before in a previous relationship, but not very frequently and it has been quite some time since I've done it.

My boyfriend is quite well endowed. Much larger than the partner I had anal sex with some time ago. It's obviously going to take some time and lots of patience and prep work to ease me back into things. For some reason this sort of baffles him. We've tried to just "go for it" with some spit. I knew that was not going to work. We worked it in a little way, and then he tried to just go at it like it were my vagina...and uh....NO THANK YOU.

I explained to him that he's too big, I'm too tight, and we're going to need lube. I know all of this from experience, but am trying to refrain from being like "I've done this before, I know what works for me" since I know he doesn't want to hear about my past sexual romps. I'm just a little confused as to why he doesn't know this. He also tries to play with my butt without any sort of lubrication and it is just plain uncomfortable. I've vocalized this.

I'm not sure if he's ever done it before himself, or has just done it with girls who were very...uh...worn in? We've both made it clear we don't want to hear about sexual pasts, so I'm not going to flat out ask "Have you done this before?"

I'm just a little nervous going into something that can physically harm me if not done correctly. I know the porn industry makes anal look like it can just slide right in. I wonder if his interest in anal is just something he's seen in porn and wants to try.

I've told him lots of times that I'm interested in doing it with him and that we need to stop at the store to get lube. Should I just then say "I'm a little nervous about the pain, so be slow with me?" and leave it at that?

[Wakeup]

I've told him lots of times that I'm interested in doing it with him and that we need to stop at the store to get lube. Should I just then say "I'm a little nervous about the pain, so be slow with me?" and leave it at that?

Yes and do this after you've slathered him in the lube that you went to the store and bought before he came over to see you.

Make sure he has a rubber on because it's not safe to do that without one on for either of you. If he won't wear a rubber then don't let him proceed.

Google Anal Prolapse in google images and show him what can happen if he goes at you dry, like a jack-hammer.

[michelle23]

He sounds retarded. Ask him can you shove a 6inch dildo up his ass without any lube

[lalalita]

Exactly ladies! I don't mean to presume, but I have to chop this up to inexperience. I doubt there's any girl out there, experienced or not, who would want a dick in their ass without any sort of proper lube.

[Wakeup]

Its' up to you to teach him what feels good to you then. You need to take charge here and guide him and stop him when you need to. If he won't listen then don't do it that way anymore.

You don't have to have experience to know what feels good and what doesn't so shut his questions up with that explanation if he should bring it up.

[surfhb]

Exactly ladies! I don't mean to presume, but I have to chop this up to inexperience. I doubt there's any girl out there, experienced or not, who would want a dick in their ass without any sort of proper lube.

You'd be surprised. I dont get the poo poo hole thing myself.....Im perfectly happy with a vagina.

Are you doing this for him, yourself or both? If you dont want to do it, then dont.

[basilandthyme]

Lalalita, instead of talking about your past - how about "I Googled it...."

[somehelp4me]

If it isn't enjoyable for you and him both don't do it.
Give it a good hard try and that is it- if he is too big then it becomes more about working it out then enjoying it. For you that gets boring fast for him not as much.

[Butchie]

Yes, you really need to start small and work your way larger... fingers with lube, etc. Also, relaxing in order to receive is probably tough. I had a friend who had difficulty doing this with a friend who was too large (huge!), and she ended up just satisfying him orally and with BOTH her hands... ;-) Thing is, if YOU really want it you may have to resort to smaller dildos and/or a third partner.

[Belle's]

Anal sex is a real pain in the butt (no pun), Lube is very important. You can tell him that you read it in a magazine or something so you don't seem like you're telling him your sexual past. A lot of Men are just concern about getting it in so you have to be specific with them.

[Lee77]

I think it is important as you are partners that you know the sexual history between you both, this doesn't mean you need detail. But asking a simple question like 'have you done anal before?' It's not huge deal… It will help clarify for you if he has not why he is so uneducated on what he should and shouldn't be doing. As for the anal it self, why don't you try buying flavoured lube and making it a fun night. Express to him that you want it happen but because you think it may hurt a little due to how well endowed he is, (making him feel big) that you need the lube to help the process along, tell him that you want to enjoy it, so to take it slow and as you ease into it then he can go a little harder or faster once you start enjoying it more… It won't be enjoyable for him if your'e uncomfortable.. Hope it works out.

[lost_man]

There is no point reasoning with him when he's horny. When I'm horny you might as well be talking to a brick wall (within reason). You need to sit him down and tell him you want to talk about sex, and that you would like to try anal but that he is quite big so it has to be on YOUR terms so he does't hurt and injur you. If he moans tell him a lot of girls don't do it full stop so he should think himself lucky his does. He should love it anyway because you will be both complimenting the size of his cock and taking charge, both of which are hot.