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Well Endowed: What It’s Really Like to Sleep With a Big Dick

Women say they want a well endowed partner, but do they really mean it? Here’s what it’s really like to sleep with a big dick.

Well Endowed man

A well endowed penis can seem sexy and exciting, but those who have actually slept with a big penis may say differently.

It seems both men and women praise the thought of either having or being with someone who is well endowed. But is a big dick really all it’s cracked up to be? Here are the facts that a well endowed package isn’t always a screaming good time for either party. [Read: What do women really think about your penis?]

World record for the biggest penis

While the Guinness Book of World Records doesn’t document penis-related records, they do exist! Roberto Esquivel Cabrera as recently as 2015 has been reported as having an 18.9-inch penis with a 10-inch circumference. Now that is a truly terrifying size to a woman’s vagina. Cabrera is an advocate that bigger is not always better.

In fact, Cabrera says that women were so scared of having sex with him that he never could maintain a long-term girlfriend. He also says his penis is so long it hangs down to his knees and has prevented him from working.

In fact, since his size became public knowledge, Cabrera was able to get an X-ray to support his well endowed self and submit his unique problem to try and obtain disability.

To view photos of Cabrera’s gigantic bandaged penis that he can slap against his own face when sitting down head over to Cosmopolitan’s story on this. It really goes without saying that this is NSFW!

Reasons why having a big penis isn’t all it’s cracked up to be

Having a large penis definitely isn’t as glamorous as you think it is. Same goes for sleeping with a well endowed guy.

#1 Women won’t sleep with you. For smaller men, the thought of having a big dick means getting all the girls you could ever dream of. After all, bigger is better, right? While many women say they’d love to experience a well endowed partner, the reality is a shocking, if not scary, experience. [Read: 18 fascinating and unknown facts about the penis]

“I was once about to hook up with a guy who was so small I thought I was cupping a testicle when I reached into his pants. We did not end up hooking up, and I left very disappointed. The very next guy I hooked up with was so big, like 10 inches, that I thought I was holding a steel pipe when I reached into his pants! We did not hook up either. It was terrifying.” – Cassidy, 25.

“My last year of college my boyfriend and I broke up, and I was ready for some mindless sex. I had heard from a girlfriend that a guy we knew was particularly blessed in his nether regions. Naturally, I wanted to conquer. We started fooling around and I was literally tongue-tied when he whopped it out! I am very, very petite. Suddenly I had visions of him on top with me, seeing his member slithering visibly under my stomach skin like the chest-bursters in Alien! We did not sleep together, and he was very understanding about it.” – Miyako, 29.

“My first boyfriend was about nine inches and let me tell you, that’s way too big, girl. We could barely ever have intercourse because he was so thick around, it felt like he was skinning my vagina from the inside out. I would usually try and give him a blowjob but could only get the tip in. I’m sure this was unsatisfactory for everyone involved. My next boyfriend was only about five inches, and I was so relieved.” – Lauren, 27.

#2 If they do they may cheat on you. That’s right, women are more likely to cheat on men with large penises says this study. That is life’s cruel irony. The study suggests that for every inch longer a penis was, the likelihood of the wife cheating went up by one and a half.

The study’s findings indicate that of the 545 wives polled, 6.2% were cheating on their husbands. When not citing domestic violence or other legitimate reasons for cheating, many women cited that their husbands were unskilled in the sack.

The study also showed the women associated larger penises with sexual dissatisfaction. The research then showed these hubbies were so well endowed that their wives took to smaller men to satisfy them, pain-free. [Read: Who cheats more, men or women? How to have a cheat free romance]

#3 Or they will stereotype you. “Women seem to be under the impression that just because I have a larger penis that I’m a douchebag player. I’m not a cheater, and I don’t play games with girls.” –Mark, 33, 9”

“Girls talk. Man, I mean they talk a lot. Everyone at the bar I frequent knows my size because of a waitress I hooked up with there. Not going to lie, the attention is nice. But at the same time, not to sound like a baby, but I feel like the girls are only interested in me for my dick. That’s not always a great feeling.” –Anton, 28, 11”

“I’m not even really that big, but women still think I’m out sleeping with a hundred girls a week. Definitely far from true. Also, they stare at my junk a lot. I now know how girls with large chests feel. My eyes are up here!” –Tanner, 39, 8.5”

#4 You can’t hide your erection, not even at the airport. Falcon was actually pulled aside and frisked at an airport in San Francisco due to a large bulge in his pants. Turns out the only weapon he was concealing was his massive 9-inch flaccid penis. A 1999 HBO documentary listed Falcon as having the largest penis on record at a whopping 13.5-inches erect. In fact, Jonah Falcon has one of the biggest penises on record.

#5 Clothes are suddenly a problem. When it comes to shopping for clothes most men are quick to chuck a few items into the cart and call it a day. Men who are well endowed tell you choosing a wardrobe isn’t so cut and dry.

Shorts are a nightmare, workout clothes leave little to the imagination, and jeans are restrictive against the extra leg in there. A big penis shows up no matter what you wear. While this may seem like a goldmine wardrobe for getting laid at a club, it’s not so exciting when you arrive at grandma’s dinner with your giant dick visible. [Read: Big vs. small: Why bigger isn’t always better]

How to have sex with a well endowed man

If you’re with a guy who’s packing in the pants, there’s no reason for all that girth to go to waste. If you’re determined to make the most of your sex life, we suggest the following tips:

#1 Relax. It isn’t a monster, so stop treating it like one. The more you freak out the more anxious your body will be when the big moment arrives.

#2 Foreplay. If you thought you needed foreplay for an average sized penis, you’re going to need about 10-times more for the gigantor you’re now up against! Go slow and allow time for the vaginal walls to stretch out. Like, lots of time. It may be beneficial to have an orgasm via hand stimulation or oral sex before penetration to ensure you are wet and ready.

#3 Lube. Lubrication is an absolute must when sleeping with a well endowed man. Lube will allow for more clitoral friction and decreases the odds of tearing or pain during sex. [Read: The best lubricants for sex: 15 winners from the kitchen cupboard]

#4 Tell him when it hurts. This isn’t anal. Pain is not an expected side dish with vaginal intercourse. Don’t try and be the “cool girl” if you’re in pain. Open communication is essential for either of you to have a good time during any form of big dick sex.

#5 Don’t expect to take it all. Conquering Mount Everest is definitely a brag-worthy feat, but arriving at the base makes you realize the pain you’re about to endure just to make the summit. This is how you should feel about conquering every inch of your partner’s manhood.

It would be foolish on both of your parts to expect to use the entire length inside your vagina. Only let him insert as much as you can take and have him do careful thrusts from there. [Read: Why does sex hurt? 15 quick signs that something’s not right]

#6 Choose the proper position. Choosing the best sex positions for a well endowed penis allows both of you to enjoy yourselves. For example, avoid doggy as well as any position where your legs are up in the air, as this allows him the deepest penetration. [Read: Why are men so obsessed with their penis size?]

Here are some of the best positions for a well endowed partner:

– Spooning or standing: Any position where he only has access to shallow thrusting is going to be your new best friend.

– Girl on top, reverse cowgirl, side saddle: Girl on top positions are great since you’ll be given control to what angle, depth, and pace you handle his XXL member.

One final tip? Pre-sex stretching is highly recommended.

[Read: The 13 types of penises women love… or laugh at!]

Being with a well endowed man isn’t always the joyride you think it’s going to be. Remember to stretch first, breath deep, lube up, and give it your best shot. And if it doesn’t work out at least you can say you’ve seen the biggest dick of your life.

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Natasha Ivanovic
Natasha Ivanovic is an intimacy, dating, and relationship writer, and the creator and author of her short stories on TheLonelySerb. She completed her first degr...
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