18 Women Reveal The Questions They’re Too Scared To Ask Their Boyfriends But Still Want To Know The Answers To
"If it bothers him that I make more money than he does...Living in a modern world with old-fashioned insecurities."

1. “What he really thinks of me with no makeup on. He tells me I’m beautiful, but really? That unconcealed zit is beautiful to you? I don’t think so.” —Melissa, 24
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2. “If it bothers him that I make more money than he does…Living in a modern world with old-fashioned insecurities.” —Jillian, 27
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3. “If he’s ever fucked an ex after they’ve already broken up. If he has I’d question whether he’d do it again (while dating me).” —Marissa, 23
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4. “What he’d change about my body if he could. Not sure I even want to know the answer, but I’m very curious as to how he’d respond.” —Cait, 26
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5. “If I gave him the chance, would he have sex with other women? It’s most likely a yes, but I’m hoping he’d say no.” —Joanna, 24
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6. “If he’s ever going to propose. I don’t want to ask because then he’ll really never do it.” —Morgan, 27
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7. “How he really feels about my cooking. I can’t tell if he likes the taste, or just the fact that I’m trying.” —Ally, 25
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8. “If he notices my weight gain. If he can’t see that 5 extra lbs than I’m having dessert more often.” —Kellianne, 26
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9. “How many times a week he’d want to have sex if I was willing to do it whenever. I’m curious as to if he’s truly as horny as he says he is.” —Hayley, 24
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10. “Why he wants to vote for Donald Trump. I’m too exhausted with his political views to argue, but seriously, what are you thinking?!” —Liz, 26
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11. “Whether or not he’s ever thought about me as his wife. Not to sound conceited, but I feel like he definitely has.” —Mika, 25
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12. “What him and his friends talk about when I’m not around. Probably the same unfiltered crap they talk about when I am around.” —Cassie, 24
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13. “How my vagina compares to the other girls he’s slept with. Yes, my insecurity is showing.” —Erin, 23
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14. “If he ever jerks off to the nudes I sent him. I don’t know if I’m too embarrassed to ask the question, or too embarrassed to know the answer.” —Lisa, 24
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15. “How long he thinks our relationship will last. If it’s not for long, I’d be thoroughly insulted.” —Victoria, 25
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16. “I’d love to know if he wishes his penis was bigger. I can’t ask him though because he’ll think I’m implying that I wished it was bigger.” —Nichole, 26
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17. “If he has ever thought about being with another man. I think about other women all the time, I feel like men do the same thing, but are just too scared to admit it.” — Brianne, 24
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18. “If he actually enjoys the taste of whiskey, or if he just drinks it to be more manly.” —Tina, 25 ![]()
