Chances of pregnancy when he inserted after ejaculating outside vagina?

On February 2, 2017, I had unprotected sex, he pulled out, wiped himself off, then went back in for like 5 minutes. The next day, I took plan b. A week after that, I experienced bleeding for about 9 days. It is now the next month, and I'm waiting on my period. Is there a chance I could be pregnant?!

From what you have said, your activity could have led to pregnancy if it happened at a fertile time. But you have not given any dates of starts of periods or the anticipated start of the next period. However, you took plan b in good time, and it seems you got withdrawal bleeding, so the likelihood of pregnancy is very low.
Having taken EC, subsequent periods often come up to a week earlier or later than otherwise expected (I don't know what your usual cycle was); sometimes one period is missed. If 2nd Feb was the only time you had sex, then a test should be reliable if you feel you need to take one.

The start of my period before the encounter was Jan. 21, and ended Jan. 25. My cycles are usually 26-28 days long. I was expecting my next period In but I didn't get it due to the withdrawl bleeding, so I'm really confused about if the plan b worked or not.

2nd Feb would probably have been a very fertile day and the bleeding does seem to indicate EC was successful. However,

1. Bleeding is normally only for a few days, so I would suggest having a check up.
2. I would expect a period to start within a week from your normal cycle. 28 days after 10th Feb (day bleeding started?) = 10th March. A week later is 17th March, so, as today is 20th March, I suggest taking a test.
3. You didn't say whether you have had sex on days other than 2nd Feb.
4. You haven't stated your age.

I too have a similar concern. If I experience Withdrawal Bleeding, does that mean I'm not pregnant? I've read as long as you bleed within three weeks of taking Plan B, you're okay?

The withdrawal bleeding started Feb. 15. Now, I'm getting the feeling that my period is coming but I'm afraid it won't. No, I didn't have sex on any other days than Feb. 2, I am 17 years old.

Feb 15 + 28days = Mar 15. A week later is Mar 22 (two days from now). So your period may come any day soon.

It is highly unlikely you would be pregnant, but I would usually expect the bleeding to occur within a week or so. However, bleeding that is similar to a period would indicate that you are probably not pregnant. It would be better if you gave your own circumstances, together with relevant event dates and dates of your last 6 period starts.

Since the bleeding occurred almost 12 days after I took the plan b, would that count as my period instead of a withdrawal bleeding?

The fact you had the bleeding is the significant factor.
What is on your mind? There seems to be something worrying you.
You would consider you have started a new cycle from the bleeding anyway.

There are many websites saying that bleeding after plan b doesn't mean you aren't pregnant. I'm really worried that I won't receive my cycle. I can't go to my mom about the situation. I've been doing too much research online & they said I could be in my 9th week of pregnancy & some of the symptoms match what I'm going through. this is all too overwhelming.

1. Although "bleeding after plan b doesn't [necessarily] mean you aren't pregnant", it usually does indicate that Plan B has been successful. However, it is also true that having a period doesn't necessarily mean you aren't pregnant; but it usually does.
2. I understand you saying "I'm really worried that I won't receive my cycle" [not "cycle" but "period"], and that is always a risk when you have sex. However, from what you have said, it seems unlikely you are pregnant.
3. "I can't go to my mom about the situation." Why is that? What are the cultural or religious implications? Where are you from?
4. "I've been doing too much research online" There is a lot of misinformation on the web, and everyone's situation and circumstances are different (that's why I always ask for exact details)
5. "I could be in my 9th week of pregnancy" That is going on the fact that your last period started 25th Jan. That assumes a 40-week 'pregnancy' beginning from Last Menstrual Period start. In fact, it is really 38 weeks from fertilisation (ovulation coming 2 weeks after LMP with a typical 28-day cycle).
6. "some of the symptoms match what I'm going through" Which are? A number of pregnancy symptoms are similar to premenstrual ones.
7. If you to take a test, a negative result would be reliable now.
8. If you want to talk more about what happened on 2nd Feb to try and ensure you don't have this situation again, please feel free.

I can't go to her about this, because she is against me having sex at all. If she found out this happened she would probably send me away to my grandmothers house. I'm from Texas. And so based off my circumstances does that mean I couldn't be 9 weeks pregnant? But I've had cramping since Sunday, and I've had a few pimples appear. Thank you so much for talking to me, you're the only one who I can actually talk to about this situation. There is nothing else I can think to tell you about February 2. All I can remember is him pulling out, and going back in for a couple of minutes. But he didn't ejaculate when he went back in.

I am not saying you couldn't be 9 weeks pregnant, but I don't think you are on the basis of what you have told me so far. The only way you can be sure until your period starts is to take a test. However, I need some clarification.

1. You said "he didn't ejaculate when he went back in", but you did not say whether he ejaculated the first time he entered you or after the second time. When did he ejaculate?
2. You said "he pulled out, wiped himself off, then went back in for like 5 minutes", but you didn't say what he wiped off!
3. I can only give advice on the basis of what you actually tell me, and by you saying exactly what happened (with the order and timing of 'events') is the only way I can know.
4. I asked if you want to talk about what happened in order that I might be in a position to be able to help you avoid getting in the same situation again. Also, I am rather concerned that you remember so little of what happened ("All I can remember is him pulling out, and going back in for a couple of minutes"). It leads me to think that maybe you weren't expecting things to go that far.
5. I assume this was with your boyfriend, but you haven't said, nor how old he is. I understand this was your first-time sex, as you said "I didn't have sex on any other days than Feb. 2nd"
6. The symptoms you mention could well be premenstrual.
7. You say "[my mother] is against me having sex at all". Has she indicated why? What do you mean by "sex at all"? By going against her behind her back puts you in a difficult position should you actually be(come) pregnant, or get an STI/STD. She will probably find out sooner or later, and you may be glad of her help one day. Sex is more than a pleasant stimulating sensation. It is a bonding action, and pre-marital sex often has a detrimental impact on a future relationship and marriage.

I hope this helps a bit more.

Okay when We first started, he put his penis in, pulled out, ejaculated, then wiped the cum off, and put his penis back in for like 5 minutes or so! No, this was not my boyfriend, he is just a guy I've been knowing for a while. He is 17 as well. I'm just scared to take a test because I'm scared it will be positive.