Tag: Awkward

8 Sex Stories That Will Put Your Awkward Sexual Encounters To Shame

imagesSex with someone new should be really hot, right? Well, according to people on Whisper, sometimes it’s just really awkward. Here are 8 anonymous confessions that will probably put your most awkward sexual encounters to shame. You’re welcome.

  1. “Once during sex I was thinking about what I need to get at the grocery store and accidentally screamed out ‘carrots!’” I’ll have what she’s having?
  2. “One time my wig fell off during sex and the guy was scared that he pulled my hair out.” Wardrobe malfunction!
  3. “I stopped in the middle of having sex so I could tuck my dog in for the night.” You bad, bad boy!
  4. “Mid-sex, he totally killed the mood when he put a hand on each thigh and said…’Open Sesame!’ and yes, he was serious!” Did you respond with, ‘CLOSED’?
  5. “In the middle of having sex with someone, he asked if I wanted to check my texts…” Did he send a sext?
  6. “Once I was playing music during sex and my favorite song came on and I started singing out loud and got up to dance.” Naked dancing—that could get dangerous!
  7. “I had sex on the first date. He lasted 2 minutes, yelled ‘I won!’ as he finished and then fell asleep.” Score!
  8. “I hit my Fitbit goal during sex and was so excited I said something and ruined the moment.” Excited for all the wrong reasons…

Looking for a hot sexual encounter? We can tuck you in for the night right here!

Check out more awkward sex stories: https://www.huffingtonpost.com/entry/these-sex-stories-are-awkward-omg_us_582df26fe4b099512f816a1f

Woman Live-Streams Getting Tricked Into Awkward Group Tinder Date on Boat

best_phone_sex_niteflirt_tinderWhen Kayla Hutch “matched” with her Tinder date six months earlier, she didn’t jump at the chance to go out with him. But when he invited her on a boat ride around Lake Michigan, she finally gave in. After all, as she explained, boat’s are cool. What she definitely wasn’t expecting on his cool boat, however, was five other Tinder dates he’d also asked to come!

She decided that when you find yourself trapped on a boat in a bizarre situation not unlike “The Bachelor,” you might as well live-stream it. The other five women also didn’t know about the guy’s plan—and none of them were happy about it. The guy’s response? “It’s not awkward.” But the date had a happy ending—after bonding with the other women who Hutch interviewed in her live-stream, she finally started to enjoy herself. And she eventually got rescued by another vessel!

Looking for some group fun yourself? No tricks here at NiteFlirt—unless you’re into that!

Check out more about a woman live-streaming her awkward Tinder boat date here: https://elitedaily.com/humor/woman-live-streams-getting-tricked-awkward-group-tinder-date-boat/1608556/

8 Even More Awkward Moments You Have During Man-on-Man Sex, Part II

As you probably know, sex can be awkward. And as we already covered in “8 Awkward Moments You Have During Man-on-Man Sex, Part I,” sometimes shit literally happens if you’re a guy who fucks guys. Here are 8 even more awkward moments you have during gay sex.

  1. When you run out of lube
    This especially sucks when you are oh. so. close. to finishing!
  2. When he pulls down his pants and you realize there’s no way he’s ever…
    Gonna fit! Bigger isn’t always better, as it turns out.
  3. When you accidentally catch a load in your eye
    And then no one actually believes that you have pink eye.
  4. When you can’t find his butthole
    You’re poking around like a fool as he’s waiting impatiently for you to find it.
  5. When he looks nothing like his Grindr profile
    Hm, maybe it’s time to update that pic—you know, by about 15 years!
  6. When you can’t finish no matter what
    A bottle of lube, a cramped jaw, hand and wrist later, he finally gives up!
  7. When you realize your both tops or bottoms
    This is like that awkward dance in a confined space when you’re trying to get around a person who is also trying to get around you, and you’re both accidentally going in the same direction.
  8. When you have to pee right as things are heating up
    Do you run to the bathroom and ruin the moment, or pee on him? The choice is yours.

Looking to heat things up? You don’t need to worry about awkward sexual encounters—we’re prepared for anything here!

Check out more even awkward moments you have during man-on-man sex here.

8 Awkward Moments You Have During Man-on-Man Sex, Part I

If you’re a man who fucks other men, you’ve probably had some not-so-sexy, somewhat embarrassing experiences during sex. And if so, you’ll probably recognize at least a few of these awkward moments (terrible beard-burn, anyone?). Here are 8 awkward moments during man-on-man sex.

  1. When you get facial hair in your mouth while kissing
    This can be pretty disruptive. But, hey—at least it’s facial hair and not some other type of hair!
  2. When you’re lying on top of each other and your erect penises keep awkwardly poking each other
    Guy 1: “Oh, excuse me!”
    Guy 2: “Oh, excuse me!”
  3. Beard-burn from kissing
    Ouch! Worse than rug burn!
  4. When you’re so turned on, you orgasm within seconds of him touching you
    “OMG, you’re so hot…Oops!”
  5. When you can’t get it up
    It happens. And yes, it’s awkward.
  6. When he’s just too tight
    “Just. Can’t. Seem. To. Get. It. In. Argh!”
  7. When you keep falling out
    As Homer Simpson would say (if he had gay sex): D’oh!
  8. When you get a little poop on your penis
    Well, it was probably worth it!

Looking to have some not-so-awkward moments? We can guarantee Homer-free good times here!

Check out more awkward moments you have during man-on-man sex here and keep watching the Phone Sex Blog for part 2 coming up in a few days!

The 10 Most Awkward Sex Confessions

15929936930_14a78eca47_mLet’s face it, most of us have an embarrassing sex story. Or if not a story, then at least a moment. Recently, anonymous people from around the web took to Whisper to share their most awkward sex confessions. And as you can imagine, what they have to say is pretty cringeworthy—and hilarious! Here are the 10 most awkward sex confessions.

  1. “The most embarrassing moment of my life was when I accidentally mooed during sex…”
    Well, who hasn’t made the occasional animal noise? That just means you’re really enjoying yourself!
  2. “I once held my own hand during sex.”
    We all need a little self love every now and again!
  3. “Once when I was having sex with this guy, his parents texted us to be quiet.”
    “Dave, this is mom and dad. We’re glad that you have a new friend to play with, but we need you to keep it down. Okay, hun? Dinner’s in 30.”
  4. “My boyfriend moaned his cat’s name during sex.”
    This gives new meaning to the expression “feline friend”…
  5. “I once broke somebody’s arm during sex. That was the last time I saw her.”
    This is why we have safe words, people!
  6. “Once I had a cold and I made a sound like Chewbacca while I was having sex.”
    Chewie needs love, too!
  7. “I answered a phone call from my dad in the middle of sex…”
    Was he calling to ask you to keep it down? Cause you didn’t answer his and mom’s text from before?
  8. “My fwb whispered ‘come baby’ in my ear when we were having sex. I just thought of him as a sloth and got creeped out.”
    Is that what sloth’s whisper during sex? We’ll never think of sloths in the same way again!
  9. “Once during sex, as I was climaxing, I shouted ‘That’s finger-licking good!’
    Kernel Sanders would approve that message!
  10. “One time while having sex with my ex, I read a psychology book out loud so my parents wouldn’t get suspicious.”
    Freudian!

In the mood to make some uncontrollable animal/Chewbacca noises? Come have some Freudian experiences with us!

Here are more awkward sex confessions.

8 Unavoidably Unsexy Things That Happen the First Time You Fuck Someone

imagesDistractify recently put together a list of the unavoidably unsexy things that happen during sex that will make you cringe with embarrassment and laugh with recognition. Let’s face it, sex for the first time with someone can definitely bring some awkwardness, and this list is a hilarious reminder of all those simply unavoidable moments. Here are the 8 unsexy things that happen the first time you fuck someone (check out the full list below):

  1. Your bodies will make several sounds when they slap and detach, slap and detach
    Distractify describes this phenomenon as “the sound of a wet suction cup being peeled from the side of a bathtub.”
  2. You’ll direct your partner to what feels good like an air traffic controller
    Wave an arm; use a code; try to decipher what the other person wants while trying to stick a perfect landing.
  3. Yes, you will smell and probably have your face in their armpit
    And possibly, if you’re into that, you will lick their armpit.
  4. You will get hair in your mouth
    At some point you will need to pause to get hair, pubic or otherwise, out of your mouth.
  5. The condom ask and search party
    Someone will ask, the other will search…and sometimes search and search and search for a condom: “sort of like a business deal and a scavenger hunt.”
  6. There’ll be awkwardness putting the condom on 
    You try to do this as smoothly as possible, but it will inevitably be awkward.
  7. Yes, air will get pushed inside places and noises will be made in response
    Aw, yes. The unavoidable queef. It happens.
  8. You are going to get sweaty
    Distractify: “Not in a glisten-y way, but in an ‘oh my god, I didn’t know I could sweat there’ animal way.”

These are funny cause they’re true. In the mood to have some real experiences yourself? We don’t mind getting sweaty here!

Check out Distractify’s list.