Head Pro wishes you much good tidings, cheer, and toe-curling orgasms as the holidays approach. Email him at [email protected], and follow him on Twitter and Insta at @betchesheadpro.
Hey there head pro,
Not sure if you’re still answering questions, but here’s one you probably don’t get that much. Basically, I’m in my mid-twenties, and I’ve had exactly five orgasms in my life. I have a good sex life, masturbate, etc. it’s just really hard for me to orgasm. I’ve tried everything you can think of, read every article, even seen doctors about it, but I’m just one of the people who have a really hard time cumming. It’s tragic, I know, and that’s not even the problem I’m writing to you about.
A few years ago, a guy I was in a serious relationship with broke up with me over this issue. He even said that everything else in our relationship was perfect he just “didn’t feel like a man” because he couldn’t make me orgasm. He did tell me I could give him a call if I ever got the problem fixed (go fuck yourself). This obviously made me feel really shitty because I’ve tried really hard to find a solution, and he knew this and knew I was seeing doctors for it. I still like sex a lot and have an above-average sex drive, I always told him how good he was in bed, and I never pouted about my problem or anything.
Since then I’ve casually slept with different guys, and as long as they put in some effort to make sex enjoyable, I just fake an orgasm. I know people always say not to do this and it’s like against feminism, but I started doing it because 1) I’m not interested in telling random hookups about my sexual history/issues. 2) I’d rather not scare off another guy, and 3) If I do tell a guy and he puts a lot of effort in to try and make me orgasm, it makes me feel pressured which is a guarantee it won’t happen.
So, sorry for all the backstory, here’s the issue. I ended up really liking one of the guys I was sleeping with, and now we’re in a relationship that’s going really well. Except for the fact I’ve been faking an orgasm 99% of the time of course. Since we’re a couple now, I’d really like to stop lying and tell him the whole story, but I’m afraid what his reaction will be to both me having this problem and me having faked orgasms. The thing is, he’s actually amazing in bed and is responsible for two of my orgasms, which is incredible for me. Any tips for bringing this up? And if he does dump me over this, any advice on how to handle this for future relationships? Would this be a dealbreaker for the average guy?
Orgasmless in Seattle
Yeah, I’m still answering questions, I’m just both lazy and busy, which is a lethal combination. Faking it (whether it’s orgasms or being a productive blogger) is never the path you want to go down, but I understand doing what you gotta do. In this case, the good news is that you have an excellent angle from which to approach this: He is responsible for a solid 40% of your climaxes. A way better efficiency rate than the freakin’ congress, amirite folks?!? I say, the next time you ride the fuckcoaster and you don’t see God, that’s a good time to say something like “you know, I’ve had a hard time reaching orgasm my entire life, I’ve even seen doctors about it. In fact, the only time I’ve ever actually cum during sex was with you.”
Now: Is that last part true? I have no idea. Only you know. But even if not, it’s a beautiful little lie. You can just tell him that the other three orgasms came during intense, marathon diddle sessions that left you with carpal tunnel afterwards. The point is, you’re padding his ego just enough so that you can easily and honestly discuss the issue without worrying about anyone feeling awkward. Reinforce that he knows his way around his own dick, but also impress upon him that machines built literally expressly for your pleasure just won’t get the job done sometimes. Also important: let him know that sex can be perfectly fun and enjoyable without an orgasm, especially for someone who has them about as often as Donald Trump has a solid bowel movement. A lot of guys don’t realize that, because it’s a little different for us.
Even though it’s not really something you want to use in this way, it’s kind of a litmus test. If he’s cool, he’ll totally understand, keep up the good work, and (most importantly) not make it about his ego. If not, well, you know what to do. Kick him to the curb, and tell him to call you when he gets the problem fixed.
But no more faking. No good cums of that.
Dear Head Pro,
I’ve been texting a swiping app match for about 2 weeks, and we originally were going to meet the weekend after thanksgiving. We never made plans with a time/place so I figured nbd, it’s the holidays and we just started talking. He isn’t able to meet until the weekend after Christmas….literally 4 weeks [Edit: now 1, oops] away. Is he just trying to avoid me so I don’t get the wrong idea over the holidays? Or is he just not trying to meet?
For the record, I don’t want a relationship or a one-nighter, just something casual with someone that is sexually curious. Specifically, we have a dom/sub thing going on and he’s really into it/me from the texts, so I’m confused why he hasn’t tried to move things along. I don’t think he’s traveling for Christmas bc his family is pretty much all in his city. He’s living with his brother for the next few months so I’m wondering if that’s the issue?
Side note: Another match has the same demanding hours as him (same occupation, requires weekends depending on the client) but has managed to ask me out twice within the same time span of knowing Mr.Dom. He is recently divorced so he’s obvi not looking for a relationship either. Idk maybe I’m having a hard time with this because even my old dates that were like, working on a doctorate still made time to drive 45 minutes to take me out.
Should I kick him to the curb before talking drags on too long? I am only distraught over this because I want to expand my kink and we fit well personality wise. Is it normal etiquette to not hook up over the holidays?? What are guys thinking as far as plans go for someone that is FWB material before Christmas break? Is it too romantic to do stuff (like watching the lights/skating) with someone you just met?
Thanks,
Daddy’s little girl
Let me get this straight: All you want is to act out the lyrics to Ludacris’ second-best song. And yet, you’re distraught because the guy whom you want to smack your ass raw is… unable to find the time to meet and engage in deviant sexual congress with a total stranger during literally the busiest and most miserable time of the year? I don’t get it. In the same paragraph, you say it’s cool he hasn’t made plans because of the holidays, and then also that you’re worried he’s just not interested. What kind of drugs are you on, and where can I get some?
Weirder is that you’ve decided this based on exactly one other person you’ve matched with, and a handful of horny graduate students. This may shock you, but not all people are the same. I would go so far as to say that everyone is different, if I may be so bold. Yeah, guys for the most part wanna smash that ass, and we’ll overcome more hurdles than is probably necessary to do it. But what you want with this guy isn’t the standard “drinks and an awkward quickie” that most swiping app matches lead to. You want, like, a whole thing that involves role-play, rules, boundaries, and maybe even some heavy equipment. That’s not something you do on the fly, and certainly not in the month between eating turkey at grandma’s house and then ham at grandma’s house a little later. Like, that’s a serious commitment. A lot more serious than acting out your fantasies via text and furiously wanking it, anyway.
I don’t think holiday hookups are an etiquette thing so much as they’re an issue of logistics and convenience. As for guys’ plans, I think that depends on the guy. A college dude, yeah, he might be angling to line up some strange while he’s home for a couple months. But post-college? Nah. We’re not thinking about it at all, or any differently than we do any other time of the year. Honestly, just relax, and take the stranger you’ve yet to meet at face value for now. Keep on sexting, if you want to. He’ll still be there after NYE.
I don’t know how you went from “choke me daddy” to ice skating in the same message, so I won’t acknowledge it.
Head Pro wishes you much good tidings, cheer and toe-curling orgasms as the holidays approach. Email him at [email protected], and follow him on Twitter and Insta at @betchesheadpro.
