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10 Greatest Penthouse Letter Subjects Of All Time

By David Grant
Published Aug 22, 2015

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Penthouse Letters have covered a range of topics over the years. Here are the greatest submissions ever sent to the popular adult magazine.
"I never thought this would happen to me...", a line that is now classic thanks to Penthouse Letters, a section reserved in the popular adult magazine for stories. For many years these stories have been a staple of Penthouse, this is a list of the most popular scenarios readers have enjoyed.
Growing up in the eighties there were three magazines teenage boys wanted: Playboy, Penthouse and Hustler. Despite the name, Penthouse was always more Hustler versus Playboy. One area it differentiated from the others was through running section known as Penthouse forum where they printed sexy letters sent in by readers. These stories are and have always been accompanied with colorful photos of hardcore adult situations. The stories are supposedly real, but definitely embellished and in many cases, probably flat-out fiction. Regardless of true or false, these stories are fantasies for the reader.
Honorable mention goes to “Jailhouse Stories”. That’s right, this subject, a mainstay didn’t even make the list! Jailhouse sex stories go one of several directions; it could be a gay sex, guard sex, or even better, escape sex. In case you haven’t figured it out, the one common component to all of these stories is sex.
This list has everything ranging from chance encounters to multiple partners to painful situations. Grab your favorite beverage and for Christ’s sake, pull up your pants, man! This is a list of the greatest Penthouse letter subjects of all time.
“I never thought I would be into pain, but now whenever I smell leather I think of him.”
These stories typically fall into one of two scenarios; first one is that someone gets an appointment as a gift or suggestion. I guess this is the gift for the girl or guy who doesn’t do spa days. Anyway, the person is usually shy and conservative until they feel the leather hit their bottom. The second scenario is the “dating a dominatrix” situation. Many guys fantasize about, but are probably too scared to put themselves in this situation. According to the letters, those who dare are rewarded for their sense of adventure.
“I never thought it would happen to me, but seeing my High School sweetheart after 20 years…”
The old friend tale is often a coincidental encounter followed by “coffee” and then a Fatal Attraction type romp nearby. The good story tellers have a back story of how this boy (starting quarterback in high school) would never talk to her, but now she has finally had him and it was spectacular. At some point the tale may even turn vengeful (again, Fatal Attraction ) where the girl rights her wrongful past, leaving him naked and tied to a bedpost while she calls his wife (who just happened to be the head cheerleader in high school). Yeah, revenge stories are always the best.
“I’ve never been with another woman so you can understand my surprise when she took my hand and placed it…”
One of the more popular topics is lesbians, specifically first-time lesbians. The storyline is often that the girl is very shy and surprised by how fast she is turned on by her friend. Keep in mind this isn’t two men, these are women; the climate is sensual until of course she gets really turned on with a combination of candles, touching and margaritas. I don’t know what the Penthouse Letter phrase is, but I know in movies it’s known as the money shot!
“I never thought I would write a letter to Penthouse, but then again, I was never that into bikers until recently when…”
I don’t know why (maybe it’s the sex on motorcycle fantasy), but people love biker stories. Too many drinks in a bar that is only lit by a neon Pabst sign is often the initial setting. Usually the letter is submitted by a naïve valley girl or uptight east coast girl who tells the tale of night of sweaty Harley guy sex. “It was as if I was with a bear!” These forum letters were very popular in the late seventies, so much hair back then…
“I’ve always wondered about my neighbor Rick until the day…”
The settings are limitless, but the plot is often the same. These letters could go the direction of “dress up” or something more aggressive such as a rape fantasy; however, it’s usually something more basic. It sure seems like a lot of people really lust for their neighbor who just happens to stop over looking for sugar, cigarettes or really anything but sex. A girl is watching her shirtless neighbor mow the lawn and minutes later he’s on her deck enjoying a glass of lemonade. Minutes later all clothes are off and it’s kinky time. These fantasies never happen, I mean, who makes lemonade anymore?
“I’ve always been a shy girl who kept to herself, so you can imagine my shock when…”
For many reasons the celebrity is not named, but there’s usually clues. For example (not actual) “I don’t want to say who it was, but he was well traveled and had No Reservation s!” Penthouse letters dealing with celebrity encounters are often in a hotel which make sense, but also lends itself to a much broader audience. What if his security catches us? Is he married? What if a tabloid news service sees us? Each layer of danger adds more and more excitement to the celebrity sex encounter.
“I often fantasize about having sex with men in uniform, but I never thought this would happen to me.”
There is something to be said about the position of power and how this can turn on a girl, especially if there are added benefits. A good letter will paint the picture of a stressed woman speeding home after a rough day of work only to get pulled over by a buff cop. The girl hikes up her skirt and not only is the ticket an afterthought, but so is the stress as the two end up in the backseat forgetting about all the bad things and living in the moment, a very naughty moment it is.
“Honestly I was just working on my tan when he walked over and introduced himself.”
One of the more cliché predicaments, but this happens, at least in the world of Penthouse letters it happens. The pool boy is tan, ripped and often wet. He has strong hands for applying sunscreen (or sun tan lotion prior to nineties) and impeccable massage skills. Once “ready” there are a lot of options for play time that include the pool house, adjustable beach chairs or simply, the pool. Other variations of this letter include the cable guy, mail man or milk man. Remember when people had milk delivered? I bet milk man sex was amazing back then!
“I had always found her mom attractive, but it wasn’t until her breast brushed up against me…”
Teenage boys work best for this particular yarn and usually go one of two directions. First is the mom and daughter threesome or just mom (much more dangerous). An innocent compliment or brush of a breast is all it takes. Hell, an innocent brush of a knee cap may be all it takes. Remember, these are young boys; the brush of a breast equals sex 100 percent of the time! Bonus for “tutoring” or mentor/protégée relationships, builds a good back story that makes the passion more real.
“I never thought I would be involved in a threesome, but one summer night my girlfriend brought over her neighbor…”
The classic threesome Penthouse letter puts a couple and an acquaintance (another girl – remember, this is Penthouse) together. The alcohol usually moves things along and before you know it a very close game of twister has turned into an even closer game of twister under the sheets. It turns into a tale of exploration and ecstasy, the dream and fantasy of many. There is only one rule: Do not talk about the aftermath. In real life there isn’t enough alcohol in the world to save those relationships!
David S. Grant is the author of several books including "Blood: The New Red." He writes about pop culture and humor, he is also a degenerate gambler (which he also writes about). You can reach David on Twitter @david_s_grant and his website www.pulpscribbler.com. David lives and works in New York City.

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My wife and her friends traveled to Miami Beach to celebrate turning 50 this year. The other day at work, I received a call from the husband of my wife's friend. I think I have met this guy maybe once or twice. He said that he checked his wife's text messages on the cloud and suggested I do the same. When I asked him what should I expect to find, he said, "You will see that their laid-back vacation was not about relaxing, but rather trying to get laid." His words, not mine.
I have what I consider to be a strong marriage, and I hate to think that I have to start prying into my wife's phone for dirt. My better judgement tells me to just leave this alone. If she was unfaithful, oh well, as it would not be worth the trouble to turn my life upside down at this stage of my life. I would be quite upset, however, if this was the case, and I'm not too sure I can just forget about it. Your advice would be appreciated.
Your gut is steering you in the right direction. You'd rather not snoop, so don't. You have every reason to believe in your marriage, because texts can mean anything. Sometimes messages among friends are just a joke. Maybe they were texting about getting their collective groove back, but really they were just making light of the fact that they were at the Cheesecake Factory in Coconut Grove.
The only decision you need to make is whether you want to tell your wife about the phone call. If this guy is going to start making trouble, calling around, and telling his own wife that you're in on the snoop, you might want to get ahead of the problem. Depending on how you left it with this guy, it might be worth telling your wife that he called, but that you had no interest in his conspiracy theories. The heads up might keep you on the same team.
Readers? Should he check her phone? Should he tell her about the phone call?

"The other husband sounds like a tool, you should mention the call to your wife." – JoJo----
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How to Watch My Wife With Other Men? A Simple Method!

MLA Style Citation:

Anderson, Davina "How to Watch My Wife With Other Men? A Simple Method!."
How to Watch My Wife With Other Men? A Simple Method! .
27 May. 2010 EzineArticles.com.
9 Jul. 2022 < http://ezinearticles.com/?How-to-Watch-My-Wife-With-Other-Men?-A-Simple-Method!&id=4376641 >.

APA Style Citation:

Anderson, D. (2010, May 27). How to Watch My Wife With Other Men? A Simple Method! .
Retrieved July 9, 2022, from http://ezinearticles.com/?How-to-Watch-My-Wife-With-Other-Men?-A-Simple-Method!&id=4376641

Chicago Style Citation:

Anderson, Davina "How to Watch My Wife With Other Men? A Simple Method!." How to Watch My Wife With Other Men? A Simple Method!
EzineArticles.com . http://ezinearticles.com/?How-to-Watch-My-Wife-With-Other-Men?-A-Simple-Method!&id=4376641

By
Davina Anderson |

Submitted On May 27, 2010

You say to yourself: I want to watch my wife with other men. Although most wives prefer a monogamous relationship, many others love the swinging lifestyle. The trouble is, most women would never admit it. The aim of this article is twofold: to help you make your wife comfortable enough to admit to her sexual needs and to give you a good method of finding men for your wife.
Let us assume your wife secretly loves the idea of letting you watch her sleep with other men. What you need to do, to help bring her out of her shell so to speak, is confess your own desires. And the best time to do so is when you are next making love.
When you are both highly aroused, and during the act of love-making, confess to her that you often think, "I would love to watch my wife with other men." After your confession, and while still making love, introduce this fantasy as a roleplay. In other words: pretend to be another man.
Most wives find it highly erotic to hear their husband make a sexual confession. If your wife shares your desires, she will probably admit it to you at this time. If not, you can try this approach more than once. She will soon feel comfortable enough to admit that you and she both share the same fantasy.
So now you need to find men for your wife who are willing to let you watch - perhaps in a cuckold capacity. This is simple. You and your wife need to make a profile on a popular adult dating community.
Next, put in a search for men seeking couples in your area. These are the best type of men for you. They are aroused by the idea of you watching. Once your search has produced a list of local men, just spend some time getting to know some of them. Send some friend requests, exchange some emails, chat. Soon you will have a handful of men who will sleep with your wife on a regular basis and happily allow you to watch.
You said to yourself, "I want to watch my wife with other men." Now that you know how to do it, you can find thousands of men on this site: Find Wife-Loving Men [http://www.ampersonals.com]. It is one of the most popular dating communities and has a mass
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