Terribly sorry to bother you, I know you get a lot of emails and messages, but I really love your videos and they have helped me a lot, so I thought you might be able to help me with my situation and I couldn’t find the answer to my question in any of your videos.
To be blunt, my boyfriend has a rather large penis (7.5in, 2 in.wide), and I’m a very small female (120lbs), and we have been having problems in the bedroom. We are probably the most intimate couple I know, completely in love, and after a long wait we decided that we wanted to have sex. We’re both virgins. However, whenever we try, he cannot penetrate. I know that it is not a matter of our comfort level, both of us want it very much, and I get wet, but he can never penetrate more than an inch without me experiencing extreme pain. So I guess you could say we’re having problems with penetration. Inserting tampons larger than regular size is even uncomfortable for me. We have tried multiple times with various condoms, and I am aware of the fact that the first time will hurt, but I was wondering if you have any suggestions, like positions we could try, or products we could buy to make it less uncomfortable for me, or any other advice you might have.
Would it be easier if we “practiced,” as in, he tries to penetrate a little more every time? Or would that just make the pain worse? Should I use a toy, or would that just be silly?
Thanks for your help,
Worried First Timer
Dear Worried First Timer,
Thanks for watching and supporting what I do!!
What your are experiencing is very common and something I hear all the time. That being said, please be aware of the fact that it is normal, to be expected and nothing to be ashamed or embarrassed about.
As for suggestions, I think you should start small and then work up to an actual penis. There are many things that you can use that are smaller then him that will help your body to stretch (it won’t actually ‘stretch out’, so don’t worry about that), get accustomed to having something inside, as well as hopefully provide you with the stimulation you need to have an orgasm.
First I would suggest making foreplay a very regular and integral part of your experience. I say this because the more aroused you are the more your vaginal canal will expand to allow the insertion of a penis. Just to be clear, when the vaginal canal at its largest (fully expanded) it’s “usually” between 6″ – 7″ inches deep, whereas it’s normally only 3″ – 4″ inches deep. Crazy, I know. Unfortunately, more foreplay doesn’t equal a deeper expansion.
Foreplay doesn’t have to be anything specific, just whatever it is that turns you on in the moment. For some people it’s cuddling, others like talking dirty, some like watching porn, others prefer something more external like light caresses, massages, or spankings. Feel what’s right for you in the moment, it’s all about turning yourself on.
Also by making foreplay a regular part of your experience you allow your body to go through the natural response cycle of arousal, allowing you to lubricate and ready yourself for intercourse.
Start Small and Go Slow
Next, I would suggest either using a finger or a small silicone dildo to get yourself used to the feeling of having something inside. This can be done by him or by you. I’d personally suggest a dilator set, they often have everything you need, starting with smaller sized dildos and graduating to much larger. Or if you’re looking for something more specific I’d say go with a Small Silk, Little Flirt, or a Tantus Meteorite (my review) the last one is meant for anal use, but can just as easily be used vaginally. They’re all relatively small, made of body safe materials, have a base so you can get them out easily, and will last you a lifetime.
As for using them, I don’t suggest you just try and cram them in or go for an instant thrusting motion as it’ll likely be painful. Instead, lube both yourself and the toy up, then when you’re ready slowly insert the toy until it starts to hurt and when it does… just stop. Don’t remove it or shift it, just leave it exactly where it is. I know this may seem a little silly, but as time passes your body will relax and you’ll find the pain will subside. When you’re ready insert a bit more until it hurts, again, just stop. Keep going like this until the toy is completely inside you. For some people this takes one session, for others a few days of practice, some are able to do it on the first go. There is no barometer for what’s right or wrong. Just take your time and go slow. Eventually it will far less painful and something you can learn to enjoy.
Once you’re comfortable with the toys, try having him use his finger to penetrate you. I realize that it still might hurt, but using lots of lubricant and relaxing can make a world of difference. Again, I don’t suggest that he use his fingers in an “in and out” motion as the friction can sometimes hurt, but instead place that he slowly insert one in you for as long as your comfortable. Follow the same steps outlined above until you’re comfortable and ready to explore something larger like two fingers. From there you could attempt a larger sized dildo or have him try and penetrate you. Again, it may still be painful but usually if you’ve taken the necessary time to allow your body to get used to the feeling, it can make a world of difference.
The final suggestion I have is to take some time relaxing before you have sex. The more relaxed you allow your body to become the more you will enjoy the experience because you are not tense, and therefor not “tightening” up.
Please remember that it isn’t something that is going to happen over night and instead is going to take some time for you to get used to. That being said, once you are comfortable and ready it can make the experience a much more pleasurable one then a painful one.
I do understand how frustrating this can be and hope that some of my suggestions helped.