first time

I cannot insert anything into my vagina. What should I do?

amenie358 asks:

I am 20 years old and I cannot insert anything into my vagina, not even a tampon. After a month of practice, I have managed to be able to insert a finger about halfway into my vaginal canal. After that I freak out because it's uncomfortable and I pull out very quickly, which hurts a bit.

I know I'm not the only one with this problem because one of my close friends has it too, but I haven't figured out what to do about it. I would really like to be able to have vaginal sex sometime in the future, if not exactly now, or at the very least be able to use tampons! I haven't figured out anything that works.

Life Lessons from TV: Dawson's Creek on How to Know You are Ready for Sex

One of my favorite TV shows when I was a teenager was the series "Dawson's Creek." The series centered around best friends Joey and Dawson and portrayed their experiences from high school and into college as they made and lost friends, entered and left relationships, and grew up. The show was aired from 1998 to 2003 and was one of the most popular drama series of its time.

Fear of pregnancy? Ready for sex?

Hannahcarissa95 asks:

I am almost 18. My long distance boyfriend is 22. I have decided he is the man I want to lose my virginity to. Seeing as he is 1500 miles away means that he is not going to be doing it anytime soon. However, I am going to where he lives for Thanksgiving and we are planning on doing it then. He is a very spiritual guy and has a strong feeling that I might get pregnant on the first time that we have sex. He thinks this due to the fact that I really want a baby and I always have. But I want one when I am married and able to support it and a family. I told him that the best that we can do is be safe and smart about sex and protection and if it happens it happens but I need some advice on what else to tell him. Could you help me? I also was wondering if you have any suggestions about what would be the best plan of action if I were to get pregnant? In my mind abortion is not an option for me. I asked him what we would do and he said that he would obviously support me with multiple jobs. we would get our own place. But we all know that things never go exactly how you plan them. What do I do to ease his worries and my own?

Like a Virgin: What Having Sex and First Time(s) Have Meant to Me

Figuring out who you are as a sexual being, and what your sexual experiences mean to you, in a world full of double standards and outdated definitions can be quite confusing. Here's my story of "losing my virginity" and finding my identity when it comes to sex.

I might be bi, and am not sure this is forever: is it wrong to have sex with her?

Maverick18 asks:

I'm a 17 year old male currently involved in a relationship of four months. I'm a virgin, and I am also "questioning" about my sexuality, but my girlfriend is unaware. There was a time when I would consider myself bisexual, because I am attracted, physically, to males but not emotionally, but I'm still not entirely sure that I am bisexual. My girlfriend is much more experienced than I am when it comes to sex, but she has never gone "all the way" and she wants to do this for the first time with me. I want to really bad as well, and we plan to soon, but I can't shake the feeling that I will be doing something wrong if I have sex with her and I'm still not fully comfortable or aware of my sexual orientation, or that I want to be in this relationship forever. I would however like to lose my virginity for the first time with her. Would it be wrong if I am still considering myself questioning and we still went all the way?

My boyfriend got so angry at me when my first time hurt. Will lube fix it?

coco23 asks:

I am 24. I am a virgin. I tried to have sex with my boyfriend. We didn't use condoms. He tried to put it inside of me. I was in pain. He went in a little. I was feeling uncomfortable. He was so angry. I told him, I wasn't ready. He was very angry. He told me to get over it. He is so frustrated. Is there way to get over the pain? Does lube work?

I gave him my virginity, and I don't feel like I got anything back.

needs some advice asks:

I've been dating my boyfriend for 6 months now. He is my first long-term boyfriend and I really do love him. He is 3 years older than me and has had a 3 year relationship with another girl before me. After 3 months we decided to have sex. I was a virgin and this was a really big deal to me but he was not a virgin and had been with 2 girls before me. I don't regret being with him, I knew I was ready. But I get really upset about him not losing his virginity to me. Is it normal to be so upset about his past and past relationships? I have tried to just forget it all but I almost feel cheated. I gave my virginity to him and I didn't get anything in return. I felt like it wasn't as special to him as it was to me. How can I get over this?

He's Giving Me 8 Weeks to be Ready for Intercourse... Help!

confused@19 asks:

I've been seeing this guy from school for a couple months: three to be exact. From the moment we've met he's been interested in having sex, especially after he found out that I am a virgin and now he wants to be my first. He's pressuring me for pictures and oral sex, which we did but now he's pressuring me more for full on sex. We're not dating or in a relationship, all he says is that we're connected, which I don't understand. A couple days ago he said that he would give me 8 weeks to decide if I am gonna have sex, which will be in March.

He's the first guy to give me any sort of sexual attention, any attention more like it, I've always felt unsure of myself because I'm not a size six. I want to have sex, but with him I feel as if giving into finally have sex will just end up becoming sex and then the door. I don't want my first time to be a one night stand affair, he's assured me that it wouldn't be that way, but he's a guy looking for some. I'm real confused about what I should do with him. I want more than just sex, but I feel as if I wait it out long enough a relationship will grow. Please give me some help.

(More Than) a Few Words On Being 13 and 100% Ready for Sex

vergin_13confussd asks:

Im 13 and a vigin and my boyfriend is 13 and not a vigin, and we're 100% ready 2 have sex, but the problem is that hes in south carolina and im in minnsota. Wen I lived in sc he went 2 my skool and we never talked. But there was a girl that would always say bad stuff about him, like hes slept wit every girl in the skool and hes such a bad guy, blah blah blah. so 1 day i messaged him on myspace and i gave him my number 2 txt me. i wanted 2 hear his side of the story. we got 2 no each other and we fell in love. im just worried that hes not done with his cheating ways, n that after we have sex hes gunna leave me. 1 of his ex's says that hes telling her that he doesnt love me and that he wuld cheat on me, but it depends on who. and that hes jus using me. idk wat 2 believe anymore!! i love him with all my heart and we believe were soulmates!!! ive never felt like this b4. and he says the same thing. my question is: how do ik he is gunna change and not leave me? and how do ik hes not jus tellin me wat i wanna hear? he says that im gunna b perfect in bed, but im jus so worried that im not gunna b as gudas he hopes. how do ik i'll b good? i really need 2 no!! im desperatly confused and dk wt 2 do!!!! my mom says he means wat he says 2me and that she's been threw sumthin like this. my heart says to stay with him and my gut says that stay with him but yor gunna get hurt. i jus dk. i really need help!! Thanks Heather!!!

We did everything for it to go just right... but it didn't.

Hedo asks:

My girlfriend and I are both non-op transsexuals; (i.e., she's MtF, I'm FtM, and we haven't had "the surgery" and don't intend to.) On a visit with her a little while ago, she and I were sitting in her car and talking about our feelings regarding sex. When our relationship started over a year ago she asked me to wait, which I was fine with, but didn't know she had been open to what we considered "in between" kind of stuff like oral (she doesn't want to go "all the way" because she was raped a little while before I met her and she feels like penetrating me is putting me in her position--it isn't, but I'm not going to pressure her), and while we had been discussing it we realized we were both in the mood and I asked her if she wanted to find some place more private and explore, and she said "only if you want to." I did.

Before we got started, I asked her if she still wanted to continue and if she had any other boundaries she wanted to set in place, and she said no. I reminded her that if she wanted me to stop at any time she could say so and I would stop everything.