I can’t make my boyfriend *** and it’s ruining my self esteem

to all the people who doesn't understand that this is an OBVIOUS troll and was here for the LOLs doesn't understand life.....

^ I wouldn't think the OP was a troll, but maybe she should not engage with sex so much for his desire.
If he cannot bust a nut when you attempt to help him out, then his mind is clearly not focused on you, but on something else - hence he can easily do it when you're not with him.

one month abstinence. make him work for it. and maybe hes a submissive

I’ve been with my boyfriend for 5 months, before we started dating he was definitley a player. He’s slept with around 30 women, and masturbates regularily. He’s never had this issue before with cumming. In the beginning it was hard to make him *** too, but we got there after 3 hours... I’ve tried so hard, foreplay, role play, new positions, sucking, stroking, everything I could thing of, and research. I asked him for tips and I’ve followed all of them, I’ve been more verbal, I’ve switched things up more, yet I haven’t been able to make him *** in a month. I’ve jacked him off for literally 3 hours once (because I guess he’s used to masturbating so it feels better for him) he still didn’t ***, that’s how dedicated I am. I’ve expressed my concerns that it’s just me, I’m very insecure. He has reassured me that he doesn’t know why he can’t *** but it’s definitley not me because I haven’t done anything wrong and that I’m great at sex. Then why when he masturbates he can come, but when I jack him off (listening to all his advice the whole time) he can’t? I feel so ugly and I feel like it’s completley me... what else could it be? We have also tried him stopping masturbating for a while and it still hasn’t worked. Sex has become a chore for me now, but I feel like I need to please him, yet I feel like I’m constantly left disappointed with myself, sad... I’m trying so hard whenever we have sex, and I also try to be more neutral and not try too! Just to switch it up! Nothing has worked, he smokes cigarettes and is on anti-depressants... which I know can prevent achieving climax, but he can make himself *** so it still doesn’t make sense. Whenever he makes me *** I feel like **** because I’m sad about it, please help me because I’m so upset...

I’ve been with my boyfriend for 5 months, before we started dating he was definitley a player. He’s slept with around 30 women, and masturbates regularily. He’s never had this issue before with cumming. In the beginning it was hard to make him *** too, but we got there after 3 hours... I’ve tried so hard, foreplay, role play, new positions, sucking, stroking, everything I could thing of, and research. I asked him for tips and I’ve followed all of them, I’ve been more verbal, I’ve switched things up more, yet I haven’t been able to make him *** in a month. I’ve jacked him off for literally 3 hours once (because I guess he’s used to masturbating so it feels better for him) he still didn’t ***, that’s how dedicated I am. I’ve expressed my concerns that it’s just me, I’m very insecure. He has reassured me that he doesn’t know why he can’t *** but it’s definitley not me because I haven’t done anything wrong and that I’m great at sex. Then why when he masturbates he can come, but when I jack him off (listening to all his advice the whole time) he can’t? I feel so ugly and I feel like it’s completley me... what else could it be? We have also tried him stopping masturbating for a while and it still hasn’t worked. Sex has become a chore for me now, but I feel like I need to please him, yet I feel like I’m constantly left disappointed with myself, sad... I’m trying so hard whenever we have sex, and I also try to be more neutral and not try too! Just to switch it up! Nothing has worked, he smokes cigarettes and is on anti-depressants... which I know can prevent achieving climax, but he can make himself *** so it still doesn’t make sense. Whenever he makes me *** I feel like **** because I’m sad about it, please help me because I’m so upset...

I’ve been with my boyfriend for 5 months, before we started dating he was definitley a player. He’s slept with around 30 women, and masturbates regularily. He’s never had this issue before with cumming. In the beginning it was hard to make him *** too, but we got there after 3 hours... I’ve tried so hard, foreplay, role play, new positions, sucking, stroking, everything I could thing of, and research. I asked him for tips and I’ve followed all of them, I’ve been more verbal, I’ve switched things up more, yet I haven’t been able to make him *** in a month. I’ve jacked him off for literally 3 hours once (because I guess he’s used to masturbating so it feels better for him) he still didn’t ***, that’s how dedicated I am. I’ve expressed my concerns that it’s just me, I’m very insecure. He has reassured me that he doesn’t know why he can’t *** but it’s definitley not me because I haven’t done anything wrong and that I’m great at sex. Then why when he masturbates he can come, but when I jack him off (listening to all his advice the whole time) he can’t? I feel so ugly and I feel like it’s completley me... what else could it be? We have also tried him stopping masturbating for a while and it still hasn’t worked. Sex has become a chore for me now, but I feel like I need to please him, yet I feel like I’m constantly left disappointed with myself, sad... I’m trying so hard whenever we have sex, and I also try to be more neutral and not try too! Just to switch it up! Nothing has worked, he smokes cigarettes and is on anti-depressants... which I know can prevent achieving climax, but he can make himself *** so it still doesn’t make sense. Whenever he makes me *** I feel like **** because I’m sad about it, please help me because I’m so upset...

I’ve been with my boyfriend for 5 months, before we started dating he was definitley a player. He’s slept with around 30 women, and masturbates regularily. He’s never had this issue before with cumming. In the beginning it was hard to make him *** too, but we got there after 3 hours... I’ve tried so hard, foreplay, role play, new positions, sucking, stroking, everything I could thing of, and research. I asked him for tips and I’ve followed all of them, I’ve been more verbal, I’ve switched things up more, yet I haven’t been able to make him *** in a month. I’ve jacked him off for literally 3 hours once (because I guess he’s used to masturbating so it feels better for him) he still didn’t ***, that’s how dedicated I am. I’ve expressed my concerns that it’s just me, I’m very insecure. He has reassured me that he doesn’t know why he can’t *** but it’s definitley not me because I haven’t done anything wrong and that I’m great at sex. Then why when he masturbates he can come, but when I jack him off (listening to all his advice the whole time) he can’t? I feel so ugly and I feel like it’s completley me... what else could it be? We have also tried him stopping masturbating for a while and it still hasn’t worked. Sex has become a chore for me now, but I feel like I need to please him, yet I feel like I’m constantly left disappointed with myself, sad... I’m trying so hard whenever we have sex, and I also try to be more neutral and not try too! Just to switch it up! Nothing has worked, he smokes cigarettes and is on anti-depressants... which I know can prevent achieving climax, but he can make himself *** so it still doesn’t make sense. Whenever he makes me *** I feel like **** because I’m sad about it, please help me because I’m so upset...

What is your reasoning for his mind not being focused on me? I’m genuinley wondering. I think his mind is focused on cumming because of the concern I’ve expressed for the lack of it. Ever since I mentioned it he hasn’t been able to *** so I’m thinking that might be it? I’ve started having sex almost every night and hardly ever am I in the mood for it, but I’m just worried about disappointing him. I try so hard and I’m genuinley feeling so drained I hope more people try and help me.

He is probably banging some other girls and has drained his balls by the time he ****s you. This is what you get for dating a “player” as you put it yourself. There is no way a guy goes days without cumming and then can’t during sex.

Amandabrown, what I'm going to tell you, you could and should get from your boyfriend by talking to him about it.

The testicles and male glands are not a magical ever lasting semen fountain. They need to recharge between ejaculations.
If a male has released recently it becomes more difficult to make him come again.

Ask any man when he last had an orgasm and if it was his right hand or someone else, chances are he will lie convincingly about it.

Poor cardio vascular conditioning affects the ease with which a man can get and maintain an erection. How old is your boyfriend and how does he respond to strenuous exercise? Smoking damages the cardio vascular system over time.
The medication that he's on, may well be affecting his libido too.


The reason that he can climax when he masturbates, whilst you can't finish him off is because he has a feedback loop, you don't. His nervous system is telling him where to hold his penis, how tightly to grip, how far and how fast to move his hand. His brain instantly knows what feels good to him. You are not plugged directly into his nervous system.

When you give him a hand job, do you do it dry? If so, try using plenty of lube next time. The feeling of a dry hand or fingers on the tip of an exposed penis is a turn off. Nearest equivalent for you would be of a penis being inserted into your anus dry.

Talking of anal, have you tried fully lubed anal with him? The tightness of your sphincter and the intimacy of anal may bring him off when vaginal or oral wouldn't.


And as Pigster quite rightly said in post #2, you do sound like an adventurously sexy, loving, caring young woman.
There is something special about bringing your partner to the heights of sexual pleasure, isn't there?

How come male who are not loyal get women and I can't despite being loyal?

Obvious troll. How do people keep falling for these kind of threads...