If He Asks About Size, Can I Tell Him the Truth?

Advice from three of our guy friends. This week they answer the following: If a guy asks me how I think his penis ranks size-wise, and I honestly think it’s a little on the small side or perhaps too skinny, what do you think the best approach is?

Straight Married Guy (Fred): I’ll start answering this question with another question:  If I honestly think a woman is on the big side or perhaps a little chubby and she asks me if she’s fat, what do you think the best approach is? Of course I tell her that she looks great. But there’s a difference between these two situations: she can eat a healthier diet and exercise but he can’t do anything about his size. She may even be looking for a little motivation with the question, but it’s still polite to fib in this instance. Which means it’s imperative to fib in the other instance. Tell him that you think his size is great. You can add that you’ve seen bigger and, more importantly, you’ve seen smaller, and that he’s just right.  Adding that too big can be uncomfortable is always a good tidbit as well.  Being honest in this case will only serve to make him forever self-conscious or even more self-conscious than he already is (men hear all the time that “It’s not the size of the boat but the motion of the ocean,” but men also see the widening eyes and devilish smiles when women talk about sizable, girthy man-sausage). A finessed answer can give him the confidence that most women find attractive and will more than make up for his tiny dick.

Straight Single Guy (Chris): This is an easy one: Lie. If you tell the truth (“It’s kind of too skinny…”) his penis may never again work for you, ever. Put yourself in his shoes, “Are my boobs big enough for you? You seem to always look at girls with big boobs when they walk by…” Would you really want him to say “Well, honey, your boobs are cute, but they are much smaller than I prefer. If I could use magic to change you, I would give you natural 34DD’s.” So lie. But before you do, you need to know is that if his penis is small-ish, he already knows. He is already sensitive about it, and he is just hoping you haven’t been with any well-endowed men. So if you overcompensate with an outright fabrication such as, “It’s huge. It’s the biggest one I’ve ever seen,” he will know you are lying to spare his feelings and he will feel even worse. So just say, “Honestly, it’s not the biggest one I’ve ever seen, but it works great for me and you are fantastic in bed. Let’s do it right now!” Trust me, this is the only answer that can work.

Gay Married Guy (Jon Ross): Oooh. Awkward. You might just want to end the relationship right then and there rather than suffer through such an uncomfortable conversation, especially if you can’t bluff. It is never advisable to tell a man his tool is anything but a first-rate, thick cut orgasm factory. If a man is asking you if you think he’s small, he’s probably having some self confidence issues, and confirming his suspicions will only exacerbate problems. So if you don’t mind living with his teeny-tiny skinny-minny member, lie through your teeth. Nothing good can come of you admitting you think he’s small. If the size of his prize has been an issue for you, or you’ve been looking for an excuse to break it off anyway, you might want to begin with “It’s not your small penis, it’s me. . .”

Our “guys” are a rotating group of contributors, some of whom wish to remain anonymous and some of whom like the attention. This week’s Straight Single Guy is Chris DiClerico, and our Gay Married Guy is Jon Ross. To ask the guys your own question, click here.

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211 Comments on "If He Asks About Size, Can I Tell Him the Truth?"

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Big Schlong
1 month 6 days ago

I overheard a couple guys talking at work a while back, where one guy, a new young dad said, “I wish the doctor had thrown an extra stitch in the old lady’s hoochi-hole.” The other guy responded, “you just have a little dick, man.” The young dad said, “F#@K YOU!” Anyways, sometimes it is about the guy, and sometimes it is about the woman. Hopefully they love each other and work things out, After all, a woman can get herself off with a single finger and never penetrate herself. Figure out how SHE does that for herself, and then YOU… Read more »

Jason Alex
6 months 23 days ago

I would say if she thinks it’s small then it’s obviously not for her, and she should break up with the guy instead of lie to him. Don’t betray someone’s trust just to make them feel happy when it’s actually an important issue. Let him find someone who doesn’t have a problem with it and feels that it’s just right. If it’s too skinny then sex is obviously important to you and unless you think otherwise, where sex isn’t everything, most likely it will not work. Absolutely don’t build a relationship on lies, break it off. You could be honest… Read more »

7 months 9 days ago

We are as males too small or too big, no middle ground, trying to satisfy a woman is impossible.

7 months 26 days ago

Dear Em & Lo; the guys, I am writing in disagreement to your advice. You each wrote that the woman asker should lie. I have two main issues with this. 1. It treats the man as if he were deserving of something, when in fact we know he is undeserving (you’ll recall the asker implied strongly that the man’s penis was small, not big). 2. It creates a liar out of the superior which could lessen her God given chances of gaining entrance into the kingdom of heaven. Approximately 76% of all living humans (all living females plus 50.000000001% of… Read more »

1 month 9 days ago

Straight from the Trying Too Hard department . . .

1 year 6 months ago

I’m a 40 y/o guy who has been around the block a few times. I love women, but some (most?) have no idea what an “inch” is. I have been called everything for “average” to “huge” (and probably have even been called “small” behind my back too). My penis is 7.5″ bpel (bone-pressed-erect-length) and a modest 5″ to maybe 5.25″ girth. It fits in the toilet paper roll, but just barely touches the sides- the head and some shaft sticks out of the roll. (Be aware that some TP companies have made the rolls larger to make it seem that… Read more »

7 months 10 days ago

I was thinking the same thing, I hate larger scale penises cuz giving oral frequently is soothing to me and it just doesn’t work on a bigger one. And don’t even think about anal! Besides, penetration isn’t that important. It’s all the things leading up to that, naked massages, oral, fingering, teasing…Intercourse is just for finishing, the last few moments of pounding sexual aggression before we go back to doing something else nonsexual. If you’re not great at penetration, at least hone your other skills and you’ll be swell!

Em & Lo
7 months 9 days ago

Judy, will you please put all this on billboards across our great country?! Maybe you could sky-write it too. Then put it on a bunch of t-shirts and cannon-ball the shirts into the crowds at ball games? Men need to hear this — you could singlehandedly be responsible for improving the national level of sexual confidence amongst men who think their penis is too small.

6 months 13 days ago

Hi ladies, i think you 2 make fantastic points but honestly as a guy with 6.5 inches. I can make my gf come and squirt with penis and fingers but knowing shes had a bigger guy do the same just makes you feel inadequate like thats what a woman wants when you add in all the shit stories of women wanting big dick lol its what you percive from society growing up.

7 months 26 days ago

Curse those toilet paper companies for manufacturing larger cardboard rolls that create unrealistic penile expectations for the average man. Don’t they know we stick our dicks in those? Don’t they realize how those bigger rolls make us feel?

7 months 26 days ago

Ha ha… the ol’ “what common household objects will my dick fit in” test.

Agreed: people have no idea what an inch looks like.

1 year 7 months ago

I have to say, I am a smaller guy, im only around 5″, and its only been the last few years that I have been a bit more paranoid about it, mainly due to one woman who told me I did nothing for her during sex. Since her , I have had several partners, my ex told me that I was the best she has ever had, despite having had a lot bigger. She put it down to the way I touch her, the way I made her feel and how attentive I am. My current partner is very much… Read more »

1 year 11 months ago

As a guy, you should really not allow yourself to waste any of your life feeling unhappy about your penis. If it’s small so what! What if you had no hands! You would be a lot less fortunate and be sitting in pleasure street way less than you can with hands and any size penis. I am around normal size perhaps a bit thicker than is typical, my opinion based on all feedback, porn and showers (15 at a time) at boarding school. I don’t feel inadequate in anyway, and you should just be real, why be concerned, did you… Read more »