As a female I cannot tell you from my own personal experience but I can share some information with my medical background. Stretching should be done very regularly and gently. You should never force your skin too far, doing so can cause tearing which will eventually build up scar tissue and could make it more difficult than before. Stretching in conjunction with a topical steroid cream can help speed up the stretching process, the over the counter strength creams are insufficient you will need a prescription strength cream such as betamethasone. Skin softens in the shower/bath, during this time it is also lubricated with water, something to consider for your stretching routine. Lubricants can also provide some extra slip to make the process easier for you and are highly recommended. You will need to keep a daily routine in order to make this work.
Not knowing how tight your phimosis is, it is hard to say if pulling it back and sporting an erection would be a problem. If it is too tight, your penis will take on a sort of hourglass figure and bind around your erect member which could be harmful with a lasting erection. I would proceed with caution in that direction. If the foreskin becomes stuck squeeze the head of the penis firmly to force the blood out and try and ease the foreskin forward. If after many tries you still can’t do this see a doctor or ER.
If the foreskin is very tight the simplest method is to pull back on the skin (easiest with an erection) so that the opening feels tight without real pain. Hold that for a few minutes and repeat a few times. Do this a couple of times a day. If the opening becomes sore, or tears, stop and let things heal up. Going at it too fast will only slow things down.
Once the opening is big enough to just fit over the rim of the glans when erect the foreskin is at risk of getting stuck behind it. If this happens paraphimosis may develop.
You can try either grabbing each side of the foreskin opening (with the foreskin forward) and gently pull on each side of the opening or, even better, insert the ends of two fingers, even the little fingers and pull them gently apart. Stretch the opening in this way until it feels uncomfortably stretched but not actually painful. Hold the stretch and repeat several times.
Sometimes the cause is not a tight foreskin opening but a short frenulum called frenulum breve. This can also be stretched though it is sometimes more difficult to do this. You can grab the underside of the foreskin opening and pull out away from your body until you feel the frenulum stretching. If your foreskin opening is large enough you can pull back on the foreskin until you feel the frenulum stretching. Hold and repeat several times. If the frenulum cannot be stretched then an alternative is a frenuloplasty. It is a simple operation that does not remove any tissue but fixes the problem with minimal healing time.
I hope you find this useful.
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