Skip to main content
I am 23, so this will probably sound silly and foolish but I don't have anyone else to ask these things so here goes: First off, how do you know it's in the right hole? My boyfriend and I were getting involved last night for the first time, and at first it hurt horribly like I was being ripped apart.
He re-adjusted and it still hurt a little but nothing like before, it was mostly just a lot of pressure. Was he in the wrong hole before? How do I keep that from happening? Also his penis is BIG and my vagina is not. How far in should he go? Can he cause damage by going too far? Thanks for the advice.
My boyfriend and I, both 18, are very comfortable with each other. We took things slow, somewhat due to my discomfort in the religious section and partly to make it more genuine. Skip forward a bit and we are delving into the world of sexual activity. I want to steer clear of PIV sex for pregnancy reasons and virginity reasons. But the other day we were exploring each others' bodies and before we knew it we were having anal sex. Thankfully my boyfriend used much lotion in the absence of lube and took it very slow. We both enjoyed it and were even able to switch positions once or twice with little to no difficulty. My question for the staff of Scarleteen is simply this, is there something I'm missing? From word of mouth anal is supposedly unpleasant, unsafe, and should be avoided; but my boyfriend and I really enjoyed ourselves. We want take a day and just explore the possibilities but is there such thing as too much or things that I should be wary about before we even consider more anal sex? Thanks.
I'm a 16 year old boy, and for as long as I can remember I have been attracted to girls and yet rarely able to feel comfortable around them and get to know them. I've always been a nice person (the friendly guy) but without that many actual close friends who are girls. Recently I've noticed I am turned on (and everything that follows that) with the thought of receiving anal. Yet when I actually tried to see what anal was like through porn (I know this isn't realistic) I really didn't like it (to be polite). People have sometimes quietly thought of me as homosexual as I've never had a girlfriend and now I'm really not sure about myself? There are so many bad stereotypes and public jokes about gays I don't think its worth considering? I guess if I could fall in love with a girl and kiss her I would be far more confident...but I shouldn't need this! Advice please?
So my boyfriend of 9 months was asking me about anal sex. We only ever done oral sex, so when he brought up anal I was a little scared. We both decided to at least see if it could work. We were at his house and I got on my knees and he slowly went in. At first if hurt then it didn't. All in all we only did this for about 7 seconds then we stopped. We were never intending to do anal for longer than 15 seconds. We were just going to do long enough to see what it would be like. After we stopped we sat on the bed and I asked him if this counted as sex. He said that it didn't. (We are both virgins by the way...or maybe not?) I'm not sure if it counted. If it did then did I just lose my virginity?
I used to be able to have anal sex with my boyfriend. We're in college, we've been together for over three years and have been having anal for the entire time. I never enjoyed it at all, it always also hurt but I let him do it because he liked it. Ever since last summer, I haven't been able to allow him to do it. It just hurts so much more than it used to! I've always been really sensitive, but usually if he was gentle it would be okay. It's not anymore. Even though we use a lot of lube (we don't use condoms, I'm on birth control) it just burns from the second he puts it in. (I don't think it's the lube because it doesn't bother me otherwise.) It feels like it's sore in there, that it's ripping or tearing something.
He's really upset because he wants anal. He says he feels cheated because he used to get it and now I won't let him. He understands that it hurts, but doesn't get why it's so bad all of a sudden. I don't get it either! The only explanation I have is that I don't get to see him as often now (I'm at college so sometimes it's only once a month) so maybe it just gets all tight in there. I've noticed this with regular sex too, but to a much lesser degree and it's still okay for me. So I feel like that might not be it. I don't know if my butt is sick somehow but it's been going on for such a long time there must be something going on! What could this be? It really upsets him, and it kind of bothers me, too. I don't get why it hurts so bad all of a sudden! Is something wrong up there? What can I do?
Hello, I have browsed your web page and didn't exactly find what I was looking for so I am wondering if you could answer my question. Yes, it is orgasm related. You see I have been sexually active for a long time. I am 17 and I have been with my boyfriend for two and a half years. He was a virgin when he met me but I wasn't.
The problem with me is: I have never had an orgasm. I know what you are going to say. "Not all women have an orgasm during intercourse." I get that, but I never had an orgasm during masturbation, or foreplay. Nothing. And now I am kind of pressuring myself to go. Well, not exactly pressuring myself, but in my mind I go: "Yes, right there, omg I am gonna come." When in truth, I am nowhere close. My brain might have just been sexually turned on to the max at that point, but I just don't go.