If You Could Only Have Sex With 5 People...?

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1. Wife
2. Jayden James(pornstar)
3. Mutual friend of my wife and myself
4. Piper Fawn(pornstar)
5.Cate Blanchett
 
Eden Mor, when she was lovely and chubby.

Jessica Milagros, she is lovely and chubby. I'd love to watch her and Eden going at it.

Fabiola Voguel, she has an awesome cock, I'd love to see how much of it I could get in my mouth.

Blake Palmer. 80's male porn star, he had a really fat cock. I looked at some pictures of Blake with a really cute CD once, which led to us having a lot of sex together.

The really cute CD. she was so sexy I still miss sucking her cock to this day. If it was only one person it would be her:(
 
I'd like to add Mrs. T even though I already have 5.

That is two women who I'd love to have make a real man out me. Mrs. T and Liz Vegas.
 
I've only ever had sex with my (now ex-) wife, so five sounds like some kind of fantastic candy store to me. So, in no particular order:

1.My former therapist.

2.My secondary school form teacher (the subject of the first dirty story I wrote).

3.The mother of one of my son's friends. She's impossibly attractive and fit and happy and so totally out of my league.

4.Random woman who worked in vaguely the same organisation as me and flirted whenever I saw her but disappeared before my marriage ended.

5. Ruth Wilson, or 'Alice' who she played in Luther. Brutal psycho but gorgeous.
 
My niece who is drop dead gorgeous and so down to earth, giving, and caring
Former grad student who is married but so gorgeous, flirtatious, and intelligent
Ivanka Trump - definitely a grudge fuck, but she's hot and I have no doubt quite fun
Carey Mulligan
Gabrielle Union
And the list goes on...
 
Jennifer Connelly
Ashley Judd (pre-plastic surgery)
Salma Hayek
UN Ambassador Nikki Haley
Gomorrah from Guardians of the Galaxy (don't judge me - something about that green skin turns me on)
 
Mmmm

1.Becky Lynch
2.Riley Jensen
3.Emily Blunt
4.Jennifer Lopez
5.Shyla Jennings

In no particular order of course!
 
Gomorrah from Guardians of the Galaxy (don't judge me - something about that green skin turns me on)

I'm sure you're not the only one :D
Plus it is Zoe Zaldana after all, who is rather nice looking regardless.
 
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1. Current flame
2. Ex boyfriend because I feel like we didn’t get a final fuck and I need to get it out of me.
3. Roman Reigns
4. Dean Ambrose
5. Kevin James
(Didn’t see that coming, huh?) lol
 
1. Current flame
2. Ex boyfriend because I feel like we didn’t get a final fuck and I need to get it out of me.
3. Roman Reigns
4. Dean Ambrose
5. Kevin James
(Didn’t see that coming, huh?) lol

really Roman Reigns ?
 
If You Could Only Have Sex With 5 People...?

1.) "Jean". The girl I have never gotten over and whom I have thought about every day for the last 45 years.
2.) My man crush Spencer Day, Jazz crooner, openly gay, sexy as hell.
3.) Kate Beckinsale, whether in the guise of the vampire Selene or not.
4.) "Retired" porn star Katie Morgan. Cute, petite, sweet though I still wish she'd reconsider her claims that "I don't do the butt."
5.) Rod Garetto, 80's and 90's gay (and some straight) porn star. BIG dick, nice body, good looks, and that beautifully cheesy Tom Selleck mustache.
 
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In no particular order:
1. Mila Kunis
2. Kate Upton
3. Janine Lindemulder (but prefer pre-tattoos)
4. Suzy Q
5. Salma Hayek

There is a lot more but off the top of my head these are the first 5 that popped in.
 
5 women

Ann my first wife, would like one more fuck with her

Janet, my high school love, never fucked her, was saving it for marriage

My best friends wife, the 20 year old version. she had great tits and a hot ass that would have been fun to do

have to think about the last two, so many women such a small list.
 
My wife

a Lit friend who knows who she is,
A man, with my wife (or the above friend),
Dame Helen Mirren
and Jame Lee Curtis or Charlotte Rampling.
 
Open to both the Men and Women of Lit. Imagine you could only sleep with 5 people for the rest of your life, who would they be and why?
These people can be Celebrities, Adult Performers, Politicians, Athletes... Etc
You're not just limited to people in the public eye, you can also include people you know in real life & Literotica. For argument's sake, let's assume they are still alive and never age :D

For me it would be:

1. Kay Parker - I have a strong appetite for older ladies, she's the quintessential MILF for me ever since I stumbled across the Taboo series.

2. A former Colleague[/Before ] - She lives abroad, we still flirt, share the same sense of humor and sexual appetite. Things have just never aligned properly to hook up... well yet ;)

3. Salma Hayek - Have a soft spot for Hispanic/Latina ladies, and I've always found her irresistible.

4. A current lady friend - We get together regularly, sexually we are very comfortable with one another, embrace each other's fetishes and we also swing together on occasions, so definitely a keeper.

5. Jada Fire - A former adult performer. A very sexy, curvacious ebony girl, ticks all the boxes for me, someone I'd never get bored of.


That list would be ever-changing. Most would, at any particular point in time, be women I’ve already had sex with, because I loved them. But at any moment, I could throw in three or four women I’ve worked with, the porn stars Stoya and Naomi Woods, and the actor Kiera Knightly. Of course, this list could change entirely by tomorrow. I am a typically promiscuous man. :rolleyes:
 
Hey!

Are these 5 people all at once or individual? Are we limited to never have sex with anyone not on the list? Can we mix and match?! (Sleep with 1&3 on Monday, 4 on Tuesday, 2 on Wednesday and 5&1 on Friday? (with Thursday off for a rest) and another pattern next week)
 
My 10th grade English teacher, so wise and experienced.
Terry Crews, because he's yummy.
Peter Steel (r.i.p.), the man WAS sex.
Benedict Cumberbatch, he's smart, sensitive and pretty.
Amanda Palmer, because no one's completely straight.
 
Jenna Coleman - The absolute cutest doll I’ve ever laid my eyes on. She’s beautiful.

Raphaella Ferrari - Trans / Shemale porn star. An absolute sex symbol and a perfect body, ass, tits… with a huge cock and long sexy legs. I’m not into men, but I’ve fantasized about having sex with a tgirl for years. Something about a cock on a girl makes me wild.

Priva (Libellule) - Thai porn star. She’s petite but from her movies, she really loves to please the man in a romantic erotic way. It’s rare to see that kind of ‘love’ for sex. She also almost always swallows ALL the cum. Super sexy.

A Friend - A mix of Jynx Maze and Josie Maran with all the good parts.

Another Friend - Met her a year ago, fell heels over head for her. Never met someone so cute and so well put together. Most guys wouldnt care too much about her.

Honorable mentions: Other shemales like Eva Lin, Danny Bendochy, Jane Marie, Gia Itzel and other porn stars like Breanne Benson, Romi Rain, Kiara Mia and Audrey Bitoni.

Raphaella she is awesome! She cums like a fountain as well, I'd love to be sucking that cock as she came.
 
Five people all at the same time or separately? LOL! Just kidding.
Not necessarily in this order but,

Matthew McConaughey
Denzel Washington
Matt Hagan (Race Car driver)
The actor who plays Thor (sorry I don keep up with new actors)
Maybe Helen Mirren if she is bi
 
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