spikey34

So I guess the missing link to us being as successful as possible is her just relaxing her muscles more, and being comfortable with something in that area?

We were going from behind the first time, and I followed a lot of the right steps as to what I've seen online. I went down on her, and then we had sex for awhile until she was ready to try it. We laid down a towel, and I put a small amount of desensitizing lube on the outside of her anus, and I used a non-lubricated condom that I doused in a water-based lubricant. We started with my penis, but its like sticking a hotdog through a pinhole regardless of the amount of lube. So, I stuck a condom on my finger with lube on it, and inserted down at about a 45 degree angle and got it halfway in before she said I was done. I pulled it out slowly and we called it a night. It took nearly an hour of this, but a lot of the time was taken because I couldn't stay hard enough as I was too paranoid with hurting her. We're going to try her lying on her back on the couch with her legs on my shoulders, and that way we can go straight from vaginal to anal with little delay to keep the mood going. The only concern about having her tell me the angle is, she doesn't know which way I should go. If I try experimenting its going to hurt her and she'll be done. I'm also questioning my placement of the lube, should I actually put some inside of her, or around her anus and lube the condom?

My girlfriend and I tried anal sex for the first time with no results. I couldn't even get in her, and when I used a finger with a condom on it, (tons of lube) it went right in but I think my finger nail caught something wrong and hurt her. She wants to try again (as do I), but I'm not sure if I'm doing things right. I've researched it a lot, bought a book, and browsed the forums, but I still am left wondering as to which angle I need to insert myself or my finger in to her to make things go smoothly as possible. I mean the vagina you go up into her, but the anus seems different. When I put my finger in her, I had to go down at about a 45 degree angle to actually penetrate her and got about half of my index finger in her. Is this the proper angle to take, or is it just a straight shot in? From behind, should I be positioned to go straight in, slanted up like her vagina, or should I am down the way my finger seemed to penetrate naturally?

Well after a few days of taking a break from sex, and me giving her an all about her session she feels back to normal again. We talked about it, and I realized I had been selfish the past few times without paying much attention to her.

My girlfriend told me today that for the past few times we have had sex she hasn't felt anything, and actually said that it "felt like rape". I was stunned as I took this the wrong way initially. I never make her uncomfortable, and she is always ready and willing. What she meant was that she just doesn't feel anything during sex lately, like no pleasure comes to her at all. She has always had a hard time orgasming so I went and bought her a vibrator, and that combined with me has remedied that problem for the most part (every few times we have sex she'll have one, MUCH better than before). I'm always looking out for her on that end. Anyways, she has been on the pill (ortho-tricylcen) for 2 months, with a few side effects (rashes, and she had a UTI about a month ago). That got all cleared up, and we started having sex again. A few days before christmas she was on her period and we decided I should cum inside of her as she was on the pill and her period at the same time we figured this was the least likely time for her to get pregnant (still possible we know, but not likely). It was perfect, we came at the same time and both really enjoyed ourselves. However, since then she has not enjoyed sex at all. I've came in her twice since then, but I am becoming uncomfortable with it, and want to start using a condom again. Her parents also found her birth control and now know she is sexually active since this time. Do you guys think this is just an emotional problem with the combination of worrying over being pregnant with me cumming in side of her and her parents finding out she is having sex, or is there something else this could be? I asked if it was a lack of emotion for me and she said no way. She also mentioned that lately it seems sex is all about me (she is always on top the past few times), but she voluntarily takes this position, I'm not putting her there. So I told her today that 1. We might want to take a break from sex for awhile until she has her period (2 and a half weeks from now that way the pregnancy worry is taken care of for this month) 2. I'll start using a condom again, and 3. That I lost direction during sex on trying to please her as much as I did when we first started, and I'll work on it my best to do so. Am I way in left field with my response and thought on this, and if so what advice can you folks give me? Thanks!