Lola Puts the “Fun” in Fundamental Fantasy

Lola Dreams of Gang Bangs

 

“Lola, by any chance did you watch Lily Phillip’s fucking a hundred cocks?” I asked over breakfast.

“Who do what?” she replied.

“Don’t be coy.”

We were sitting on the roof deck of a fancy five-star hotel in South Beach.  To my right was the famous Ocean Blvd. and then the Atlantic.  To my left was the roof deck pool, cabanas lining the side of it, and a bar at the far end.  In the pool and lying out in the early sun were topless women and their husbands sunning themselves and drinking cocktails.  It was only ten in the morning, and at that hour a Bloody Mary is basically breakfast.  Or, at least it is when you’re on vacation.

“Of course I watched it,” she finally blurted out.  “Why?”

“I was reading an article this morning that was quite enlightening about it.”

“I bet you were,” she said with jealous derision in her tone.

“Do you care to read it?”

“What’s it called and what do you find so fascinating about it?”

“It’s called ‘Lily Phillips: One Woman’s Dream of Don Juan’ or something like that. In a nutshell, it says that there is an archetypal sexual fantasy for men and another for women.”

“I’m curious.  What would those be?”

“For men, it’s the – well, it’s a little difficult to explain,” I stumbled over my words.  “But basically, every man fantasizes about being an Alpha Male on steroids.”

“What does that mean?”

“Just imagine Rocky, The Terminator, John McClane from Die Hard, all rolled into one.”

“I get it, like Tyler Durden is to what’s his name in Fight Club.”

“Exactly.  And, he doesn’t have a name.”

“The fantasy figure?”

“No, the narrator for Fight Club, played by Edward Norton.  He’s so castrated that he doesn’t even get a name.”

“Castrated?”

“Never mind.”

“And what is a woman’s fantasy?  Please, do tell,” she said sarcastically, underscoring that it is not a man’s place to tell a woman her fantasy.

“According to this article, Don Juan.”

“Don Juan?” she repeated, stunned.  “He’s a male fantasy, if anything.  I mean, he is the prototype for those movies you just mentioned.”

“That’s what’s interesting about this essay,” I said.  “It’s a little too convoluted for me to explain.  Why don’t you read it yourself.”

I texted it to her.  She finished her breakfast, stood up, removed her bikini top, and sat in one of the lounge chairs facing the pool, phone in hand, reading the article.

I ordered a mimosa and sat across the pool from her.  I watched her from behind my dark sunglasses as her left hand held the phone in its palm and her right hand moved lower and lower down her abdomen, to her bikini bottom, and then between her legs, where she pulled the thong to the side and revealed her long, meaty labia.  She slowly stroked them in full view of all to see – especially me.

The boys get a real thrill when Lo’s around

When she was done with the article, she looked up from her phone.  There, in the pool, were at least two men and a few boys who had been spying on her just as I had been.  Let me be clear, everything she did was unconscious.  When she’s engrossed in something – a movie, a book, an article – she is oblivious to the onanistic meanderings of her free hand.  But her audience was engrossed in her.  Each of them – including me – tried to pass it off as if they hadn’t noticed a thing, but it was abundantly evident – to me and everyone else, especially the wives and moms around the pool – what captivated their attention.

She glanced over the brim of her large and dark sunglasses, smiled, fixed her bikini bottom, and walked to the bar where she sat on one of the stools.  It was a small, tiki-style bar, only big enough for four patrons at a time.  She waited for the bartender who, at that moment, was delivering a tray of drinks to various patrons around the pool.

I met her over at the bar and said, “Well?  What did you think?”

“I like that the author doesn’t deny Lily Phillips her right to claim her own pleasure, her own fantasy.  I like that he doesn’t say, “She says this, but she must be wrong.”

“And?” I was expecting a critique.

“I also agree with the observation that no man, no matter how virile, can ever get it up enough.”

“I thought you’d like that.  I mean, that was the theme of our second book, More!, after all.”

“But,” she began.

“Ah-ha!  I knew there was a but.”

The bartender returned to his post and asked Lo what she’d like.  Lo got excited.  She stood up from the stool and was now bending over, leaning on the bar, showing her thong-clad butt off to her loyal fans in the pool.

A.I. of Lola by the pool

“Hmmm,” she said, licking her lips, “you have all these specialty cocktails.  I love their whimsical names!”

“I think she’ll need a minute,” I said to the bartender, with a wink.

She was wiggling her butt in anticipation of the fun drinks, like a puppy excited to play.

“So,” I said, bringing her back to the conversation.  “What is the but?”

“Well, I think there are a lot of fantasies – not just two.”

“Fair, but I think he’s talking about a fundamental fantasy.”

“You know,” she said, looking at me now, “even Don Juan wasn’t so simple as people make him out to be.”

“Your point?”

“Well, when he was a young man – I mean, really just a boy – he was sold into slavery and then, when spied by the sex-starved sultana, Gulbeyaz, she had her eunuch buy him for her, dress him up as a harem girl, and sneak him into the sultan’s seraglio for him to please her on the sly.”

“You mean, in Byron’s telling of the tale,” I said.

“Of course Byron!” she responded.

“And your point?” I asked again.

She turned her head over her shoulder and looked at her admirers in the pool.

“Well, maybe Don Juan is a woman’s fantasy, just not the Don Juan who beds all the women.  Maybe the Don Juan who. . .”

“Lo, I think I know where you’re going with this.  You weren’t dreaming of Lily Phillips while reading that article over there,” I nodded to where she had been lying down.  “You were dreaming of MILF Meri’s son.”

“Por qué no los dos?”

“Madam?” asked the bartender.

“I’ll have the Red Headed Slut shot,” said Lo, licking her lips.

“Very good.  And you sir?”

“The Blue Balls shot.”

Meri and son with a bull

Circus Freak

 

Lola at Party

Believe it or not, that’s when things began to get weird.  Lo was back at the pigsty, but instead of pigs, she was surrounded by circus animals.  It turned out that she, or her comic avatar, ‘Catnip,’ was to perform in the circus.  She did not know how she was to perform, but the ringmaster was barking orders at her.  Lo, who was on all fours in the slop, looked up and saw Tara dressed as the ringmaster – top hat, red sequin vest, red sequin pantsuit – and carrying a whip.

Tara

Tara was whipping Lo’s ass to get her out into the center ring.  Lo crawled on all fours, led by Mr. Biggs dressed as Jabba the Hutt.  In the center of the central ring of the large round tent was a circular stool or podium.  Biggs led Lo up onto the podium.  The crowd applauded loudly.  Lo was surrounded by hundreds of people – men, women, children – all eagerly anticipating the performance.  They seemed to know what was about to come, but Lo did not.

Tara Ringmaster

However, she got a sinking feeling in the pit of her stomach when she saw over her shoulder Tara, the ringmaster, using her whip on the ass of a giant elephant, to get him out to where Lo was instructed to wait.

Tara Ringmistress

The crowd rose to their feet and screamed and hollered, eating popcorn and whooping it up.  The elephant was right behind Lo and, to her astonishment, getting very erect.  It put its front legs very gingerly on the stool and, incredibly gently, almost lovingly, nudged its enormous phallus up against Lo’s pussy.  It was so, dare I say, polite, that Lo found it endearing.  As scared as she was – and she was scared – she was also startled to find her inner thighs getting wet, and she could feel her pussy expanding to let in the massive elephantine cock.

Massive Cock Mount

The crowd wanted to see Lo bring the Brobdingnagian beast to a climax, but the prospect of this natural conclusion to the show terrified Lo because she had no prior experience of fornicating with any proboscidean lovers.  As she was contemplating this fact, she felt what could only be described as a cum cannon exploding between her legs.  She was thrust forward and felt a rocket-like boost shot aft.  A large white puddle collected around her knees and feet.  The crowd went crazy and Lo fell forward onto the muddy, dirt floor.  Looking up, she saw Tara ushering in a lion.

Sunstroke

[Continued from Young Lust, Dirty Woman]

Lola at the nude beach

The dad was lying back, sleeping or simply suntanning.  I was sweltering in the sun and so I got up and asked Lo, “How’s the water?”

“So refreshing!”

“Looks a little chilly,” I said as I looked down at her pointy nipples.

“It’s delightful.”

“Seems like you’re delighting in more than the water and weather.”

“Go on, Daddio, try it for yourself.”

Was she trying to get rid of me?

I walked to the water.  It was like bath water.  I didn’t hesitate to get in and cool down as much as I could.  I felt myself burning in the sun, but didn’t want to curtail Lo’s little jaunt.  I thought that maybe, if I stayed in the water, I would avoid a burn.  I knew from experience that was not true, but it felt better to be in the water than shriveling up dry in the sun.  I sat in the shallow water looking out at the Mediterranean.  To my surprise, not much later, the mom walked into the water beside me.  She passed me.  I saw from the back that she was much more heavyset than I had thought when I saw her sitting on the blanket.  She was rather round on the bottom.

Model, Jennifer Battistoni Kincade

She stopped about five feet in front of me and bent over to splash water on her face and shoulders.  As she did so, I could see her FUPA (fat upper pubic area) fall forward like a curtain in front of her.  Her ass was large and round.  There was so much flesh that I couldn’t even see her pussy.  I wondered to myself how her husband fucked her, but then I remembered his enormous member and realized he probably could fuck her from a foot away when fully hard.

The thought crossed my mind that she might be putting on a show for me.  She was very attractive and this view was. . .

Uh oh!  Now I was getting hard.  The tip of my cock was pointing upward like a mushroom growing out of the water.  I dared not stand up because then I’d be even more conspicuous, but what will happen when she turns around?

I didn’t have to wait long to find out because no sooner had the panicked thought presented itself, than she did turn around and look right at me.  I saw her eyes glance down at my attention-grabbing appendage and she smiled!

Thankfully she didn’t say anything.  She just splashed water on her heaving breasts and lifted them up, probably to cool down the underside where they pressed up against her belly.  I found it all captivating (and arousing).

While I was contemplating the plump Aphrodite before me, I noticed she was pointing behind me.  I couldn’t see by simply turning my neck and so I had to stand up.  I figured she had seen an erect penis before and that perhaps she’d take it as a compliment, so I got up to look behind me since she seemed insistent that I see.  She was smiling, as if delighted by the vision.

When I turned around, I saw Lo and the boy wrestling or wriggling on the sand.  Then I realized they were having a tickle fight.  The mom said, “Bella, bella!”  That I understood.  She thought it was beautiful how they were getting along.  She was indicating to me her approval.  She doesn’t know Lo.

I walked back up to the blanket and saw that the two of them had separated.  Lo was sitting in the sand, her legs spread, heaving heavily.  I saw that between her legs, the sand was darker – wet.  Oh boy.  Did she?

“Squirt or pee?” I asked her, judgmentally.

“Both?” she said, guiltily.

“Lo.”

The father said something to me and I turned my head and saw the mom still cooling down in the water.  The baby was in a small carrying seat with a makeshift tent over it.

The father repeated his question to me.  I turned to him.  He was holding his massive cock and pointing at Lo.  “Scoparla?” he said, or something like that.

I was ignorant.

“Fuck,” he finally said in English.  “Fuck her.”  This he knew.  But I was still uncomprehending of whether he wanted me to fuck her or if he wanted to fuck her himself.  So I did the only polite thing and said, “Si, si.”

I soon had my answer, for he got down in the sand on his knees and stroked his cock as he looked at Lo’s shimmering body and glistening pussy lips.  Soon he was inside her.  He fucked her violently.

Lo, for her part, wrapped her legs around his wide torso and began to moan and groan and say, “Yes, fuck me.”  I think it then dawned on her that he couldn’t understand anything she said other than fuck, so she repeated the term many times.

I looked at the boy who stood to the side of the four armed, four legged beast and watched with wide eyes and an erect penis.  He held his diminutive dick in his hand just as his father had done.

Lo then started saying, “Fuck me you ugly, fat, disgusting old perv!  Fuck me with that massive cock of yours!  You are so abhorrently hideous!  A sea monster, really!”

Occasionally, other beach goers would walk by without stopping.  The mother was in the water, no doubt aware of what was happening, but unconcerned.

“Yes, you gross fucking single tentacled kraken!  That’s my spot.  Fuck!”  Lo is quite poetic when her pussy is activated.

Then she was unable to speak as her body began convulsing.  She looked up, directly into the eyes of the boy by her side, and her eyes communicated everything: delight, ecstasy, pleasure, pain, longing, satisfaction, disgust at herself and the man on top of her, triumph.

The dad kept on plunging into Lo’s gushing cunt, oblivious of her climax and desirous of his.  He pulled his torso up off of Lo’s and held her by her ankles, her legs up in the air, as he fucked her like a piece of meat hanging in the outdoor market.  He then let go of her ankles and greedily grabbed and squeezed her breasts.  He began to slap them and she responded with more sounds of pleasure.  He slapped her tits silly.  She began to cum again, but before she could, he spurted his spunk deep inside her.  She could feel it and that was all she needed to push her over the edge.  Her legs began to tremble and her tits rose and descended with her fast, deep breaths.

All this time her eyes remained fixed on the boy and it was as if the two of them were telepathically communicating mysterious words of love and compassion in a common, yet private language.

The father pulled his incredibly long lance out of Lo’s clam and soon after liquid pearl began to drizzle from her widely dilated lips onto the sand.

The dad and the son stood side-by-side looking down at the kill.  There was a touching moment when the son’s little hand reached to his father’s large one and held it as they gawked at Lo lying on the ground, immobile.

Then, from between Lo’s legs a sudden dribble of pee percolated and puddled by her ass.  The father and son duo smiled at the sight and, as if it gave them both the idea and permission, they too released their bladders and showered Lo with their golden streams.  More than once the father’s and son’s lines crossed and crisscrossed again over Lo’s body as they drenched her in a double dosage of warm urine.

When they were done, Lo was recovered and she got up and walked right past me into the sea.  I saw her exchange smiles and some words with the mother who was still bathing there.  I glanced at the father-son team and smiled a ridiculously twisted grin, feeling awkward and stupid.  They both laughed and went back to sitting on the towel together.  I noticed that the father’s meat hung down now, nearly to his knees.  It no longer had the arch to it that it did when we first arrived.  It was completely flaccid.  The son’s was still rigid though.

When Lo returned from her purifying bath, she said, “OK, Daddy, I think it’s time to go.  I’m beginning to burn.”

“No doubt from the jealousy of Aphrodite Ourania and Aphrodite Pandemos.”

“What?” she asked.

“You make the goddesses of desire hot with jealousy.”

“You flatter,” she said, smiling.

I put my clothes back on.  Lola put on her bikini top and bottom, but carried her shorts and t-shirt.  Lo waved and smiled at the family and patted the little boy on the head before giving him a matronly kiss on the cheek.

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Interview with Porn Star Hotwife Sara Anne and her Husband

Interview with Porn Star Hotwife Sara Anne and her Hubby

Hotwife Sara Anne

LOLA – Sara Anne – I’m such a BIG fan!  I’m so glad you agreed to this interview.  And I’m really glad the interview with “After Hours Radio” came out first so I could listen to it and come up with some interesting questions based upon what I’ve learned about you and your hubby.

That said, first question: Not sure if you’ve raid Rated X by Maitland Ward, the former “Boy Meets World” star, turned adult film star, but her story reminded me a lot of you.  She was brought up with strict and conventional notions of sex and, though not a prude, she documents the long journey for her personally and professionally to get from where she was to where she is now.  What was your upbringing like and how did you get into making your own adult content?

Maitland Ward from her “Boy Meets World” days.

Maitland Ward Cute Ginger

Maitland Ward getting off to mysexlifewithlola.com

Inspirational Maitland Ward

Maitland Ward in Blacked ‘Unprofessional’ (Photo 004)

S.A. –  I was raised in a Catholic household that didn’t really talk about sex or educate me on sex and sexuality.  My father was verbally abusive and, as such, I no longer have a relationship with him and sadly my mother passed suddenly over a decade ago now.  I barely even kissed a boy before I was 17, but once I did the floodgates were turned loose and I lost my virginity on the cliche prom night.  From there, I experimented with a lot of different guys and by the time I met my husband I was already well into double digit numbers.  On our first night together we both said we were the best each other ever had and we were soon married after that.  It was not long after our marriage that my hubby said that I was so good he had to share me with his friends.  While I was reluctant at first, eventually I did start having sex with him and his friends at parties.  After several years of experimenting with the “lifestyle,” hubby started filming me with other men (with their permission of course).  We showed it to some people and they liked it, so we shared it on social media and before long Amature Pornstar Hotwife Sara Anne was born!

Sara Anne

LOLA – One reason Maitland Ward reminded me of you was because she talks about how, when first getting started, her husband was the camera man.  Question for you, Hubby: Did you frequently fantasize about Sara Anne being with other men (and women), or how did that come about?  Does it turn you on now to see her with other people making porn?

Dirty Girl Sara Anne gets clean.

Hubby – I did!  From the first time I was with her, I thought she was so good that I couldn’t keep her all to myself and I wanted to share her with my friends.  I also knew her “number” and knew that even though she swore she could be “faithful” I would never have wanted that for her.  Why would I take away something from her that she has enjoyed doing so much and was so good at?  I’ve always said, Sara’s men are like going to an amusement park.  She has a favorite ride (me), but she still wants to ride all of the other rides and why would I ever deprive someone I love so deeply of that.  In turn, she has remained “faithful” to me for nearly 20 years now.  We are one of the closest couples you will ever meet and we are definitely each other’s forever.  I still fantasize about her with other men and the only porn I ever watch are her films.  I truly enjoy watching her work her craft and getting it on film for the rest of the world to enjoy as well.  Someday I hope that managing her career and filming her will be my only job.

Taking it hard, Sara Anne

LOLA – Would you, Hubby, ever consider being in a film or photos with Sara Anne?

Hubby –  If you have a keen eye, you can find parts of me in many of her films.  However, for now, my face cannot be shown for business related reasons.  Someday though, I’ll make my first full appearance!

LOLA – I heard on the interview with “After Hours” that one of your “friends” found out about the porn and then outed you.  Can you describe what that was like?

S.A. –  Extremely stressful at first.  We had to do damage control when we first found out that our “friends” were telling all of our other friends about it.  Long story short, ultimately all of our friends told us that they kind of suspected all along but that we had never made them uncomfortable in any way and that they knew we were good people and that it really didn’t change anything about our relationship with them.  We actually did not end up losing a single friend over it and now it’s fun to listen to them ask questions and joke with us about it.

LOLA – You said in that interview that one of the things you had to do was tell your sons about your new profession.  I think you said one of your sons is 16.  How old are they?  And what was their reaction?

MILF Sara Anne

S.A. –  In attempting to keep my family protected and out of the story as much as possible, I will say one is late teens and the other is mid 20s.  The older was okay with it, but didn’t want to know any more.  The younger had a lot of questions but ultimately is also “cool” with it and now can’t be blindsided by friends finding out and not being prepared with a response.  He has even joked with me a couple of times about it.  It did not change our relationship with our children in the slightest and, in fact, I think they are more open and honest with us now that we have been transparent with them.

LOLA – What do you think of the term “MILF”?  Do you think that your sons’ friends (or their parents) see you that way?

Taking it Doggy Style Sara Anne

S.A. – LOL….  Hubby has always considered me a Mom I Love to Fuck.  I honestly try to stay detached from their friends’ parents because I don’t want one of them recognizing me and making things awkward.  When I do interact with them, I’m usually not as glammed up as  you see me on film or photos so I don’t honestly know if they consider me a MILF or not.

LOLA – What are some of the reactions that you’ve received from friends and family when they found out about your work?

S.A. –  As mentioned before, everyone has been very supportive after asking a million questions.  They have seen how strong our relationship is and how well we get along, so it’s hard to argue that we are doing anything wrong.  It’s been over a year since it all came out and I feel like everything has just gone back to normal. . . other than the occasional joke or question now and then.  We both like that we don’t have to hide it any more.  It’s like a huge weight lifted off of our shoulders.

Hot Wife Sara Anne ready for a hot night

LOLA – Hubby, have your guy friends had any response about what Sara Anne does?  Do they say things to you like, “I wish my wife did that” or “Your wife is so hot!  I saw her in the last video and. . .” ?

Hubby –  Honestly, believe it or not, all of my guy friends have been very nonchalant about it and it rarely comes up.  The plus side is when she or we are trying to pick someone up while we are out, we don’t have to sneak around about it anymore.

Midnight Swim with Sara Anne

LOLA – Any negative or judgmental reactions from friends or family?

S.A. –  Honestly, none.  We had one couple that initially did not want to be friends with us any more, but after about six months they decided they missed us.  Our other friends had told them nothing has changed and they realized they were wrong to react the way they did.  We got together and talked it out and now are back to being good friends again.

LOLA – Ever have a screening at your house for friends and family before the video is released?

S.A. – Never, and I don’t think we would ever try to do that.  Just because they are okay with it doesn’t mean we want to shove it in their face.

LOLA – Do you come out of a session with another man and ever go home and, when having an intimate moment with your hubby, tell him how amazing it was?  What is his reaction?

“Can’t wait to tell hubby about this!” – Sara Anne

S.A. – Oh, one of our rules is that he always wants all the details and I happily oblige him.  I enjoy seeing how much it turns him on to hear me talk about it and when the story is done, both of us love him “reclaiming” me.  Sex is never better than when hubby goes last and I truly don’t feel satisfied until I’ve had him after being with another man.

LOLA – Hubby, do you have a preference to see Sara Anne in a scene with another man, another woman, or with multiple men?

Hotwife Sara Anne Smiling

Hubby –  YES!  LOL.  I just enjoy seeing her have fun and seeing her smile, whatever she is doing, whether it’s sex or riding amusement park rides or singing karaoke, her smile means everything to me.

 

Hot Wife Sara Anne having fun.

LOLA – Sara Anne, who are or were some porn stars you admired or got off to either past or present?

S.A. –  Believe it or not, I don’t watch much porn and never watch my own films.  I enjoy having great sex and getting it on film.  I occasionally will do some light research with hubby for ideas for new material, but in general I prefer to make my own fantasies come true rather than watch other people on film.  We both also prefer to watch it live when we do, which is why we love to attend lifestyle parties and enjoy the show that we get to see.  Live porn is always better than screen porn!

LOLA – Hubby, if you’ve been reading what HH writes about me, and I’m not sure if you have, then you know that one of my kinks is turning on married men who have beautiful wives.  I include you in that category.  Any thoughts about me?

Hubby – I said before, the only porn I ever watch is Sara Anne’s, but that doesn’t mean I don’t read it!  The stories are hot and I think it would be incredible to film you and Sara Anne together.  It would be called MILF and Nymph.

Yes, Hotwife Sara Anne is a Cumtributing member of The Match Book Club!

LOLA – Sara Anne, as you know, in my relationship with HH, I’m allowed to play, but he is not.  I get incredibly jealous.  But for you, if the roles were reversed and Hubby was doing the adult films with other women, how do you think that would make you feel?

S.A. –  In the beginning we were strictly a Hotwife couple and I wouldn’t have dreamed of ever sharing him.  I always felt that he would find something better, but over the years he convinced me that he was never going anywhere no matter what.  Eventually we did change to a full-swap couple, although he still prefers to just sit back and sip some bourbon and enjoy the show I put on for him.  While we have made the transition to full-swap, it’s same room only and I can’t imagine a scenario where I would be fully okay with not being there while he was with another woman.  He has and does let me play with other men by myself and perhaps that is just because he has that much faith in us, but in recent years we pretty much only play together.  It’s about enjoying each other’s pleasures together rather than trying to get something from somewhere else.

LOLA – Sara Anne, what was the most fun you’ve had doing this?

S.A. –  Oh wow!  It would be hard to say exactly, as there have been so many different fun experiences.  The first time I squirted, the first time I got DVP’d, my first gangbang. . . and so many more!

LOLA – Do you do this for the money, the fun, or both?

S.A. –  Well Hubby doesn’t see a dime of my income and lets me spend all of my “porn money” on whatever I want.  Of course I use it to buy gifts for him, but mostly it’s to support my “vanilla hobby” (which I will keep private for now).  So yes, the money is nice, but I did it for fun for almost 13 years before I ever made a dime.  It was due to sheer boredom during the pandemic that I found OnlyFans and started my account in May of 2020.  So yeah, it’s always been about fun, but the extra income is really great too and I want to especially give a shout out to my fans who realize that while this is a lot of fun, it’s a lot of work to also bring my films to life.  So, from the bottom of my heart, THANK YOU to anyone who has ever donated their hard earned money to enjoying watching me do what I love.  It means the world to me and motivates me to keep going for as long as you want to see me having fun with my clothes off!

Sara Anne sucking cock

LOLA – Best part of this job?

S.A. – Being a happily married woman who still gets to experience the entire world of sex that is out there.  I am a proud SLUT and have always said that word stands for “Sexually Liberated Unlike Them!”

L – Worst part of this job?

S.A. –  Trying to find people who are willing to be on camera with me!

LOLA – Would you say you ooze confidence, that this work has made you more confident, or that you struggle with confidence to get naked and have sex with strangers?

S.A. –  I am definitely not a confident girl and that dates back to my upbringing and early boyfriends.  I was also a late bloomer, so no one ever told me I was attractive until I was in my early 20s.  I’m actually extremely shy when you first meet me and am not good at small talk.  That being said, I think I know that I am really great at sex and I’ve been hearing it my entire life, so I honestly have zero issues meeting someone one minute and have them fucking me silly the next.  When it comes to sex, that is where my confidence lies!

LOLA – Gang bang, glory hole, bukkake goals for a film?

S.A. – I have one gang bang in the books (hopefully you have seen it) and another scheduled tentatively for this summer. I’m not opposed to glory hole or bukkake, but again its finding the guys willing!

LOLA – Any kinks or fetishes that are a real turn-on or turn-off for you?

S.A. – I’ll start with turn-offs: anything to do with anal sex.  I’ve tried with professionals, it’s just not a pleasure zone for me.  My pussy is pretty amazing and allows me to orgasm in multiple ways multiple times.  Even the hint at backdoor play turns me off and will get me out of the mood really quickly.  As for turn-ons and fetishes – Oh please creampie me!  I don’t know what it is, but I love when a guy creampies me and especially a new guy!  Sex isn’t complete until I can feel their cock swell inside me just before their cum explodes in my pussy.  I love the new warm wetness its creates and I always orgasm hard instantly as soon as I feel it and it’s the very best way to finish sex with me.

Do not accidentally go in the wrong hole!

Hubby – My biggest turn on is just seeing her naked.  It’s also great watching her with other men and I also love when she adds a new guy to her list.  We have a running joke that when she’s done and the guy has left or we are on our way home, she gets a big hi-five from me.  I know we are always looking forward to the next one!

LOLA – Do you still masturbate and, if so, to what?

S.A. –  I do, at least a few times a week and honestly it’s more about relaxation for me, so I don’t really masturbate to anything in particular.  If hubby is available, I just ask him to fuck me (which he always does), but if he is not around I have my Battery Operated Boyfriends to keep me company.  If anything, it might just be that I saw a hot guy on TV while I was at home alone and if the time is right, I’ll get myself off!

Hubby – Sara learned a long time ago to never let your man leave the house hungry or horny, so she keep me pretty well drained.  After I found out a few years ago that it turned her on to watch me masturbate, I usually only do it when she is present and, in fact, I can’t remember the last time I did it on my own.

LOLA – Best sex of your life?

S.A. –  Any of the countless times with hubby.  He is and always will be the best because he knows what I like and knows how to hit all the right buttons.

Hubby –  Oh definitely Sara Anne.  You have seen her films and that’s what I get to have sex with regularly!

LOLA – I’m a bit of a size queen myself.  I LOVE an unusually long and thick cock.  What about you?

S.A. –  While I have never backed down from a challenge and have had some massive cocks inside me, I honestly prefer an average 6-to-8 inch guy.  I’m a small girl and I have a very naturally tight, wet pussy, so I can’t work with the big ones as well as I can with one that fits nicely in my “hot pocket,” as hubby calls it.  If you watch my films, I think you can see how much more I am capable of doing with an average guy versus a huge guy.  That doesn’t mean I’m not willing to try them all, but I just enjoy it more with an average sized cock.

LOLA – I also find micropenises fascinating.  Ever been with a guy you just couldn’t even feel?

S.A. –  I have, but just one guy a long time ago.  I’ve been pretty happy to discover that in my triple-digit cock experiences they have all been average to above average.  But there was that one guy. . . I just couldn’t even feel it!  I honestly felt terrible for him, but I did let him finish and he did give me great oral, so while I never tried it again, I can still say I had fun.

LOLA – Favorite movie, novel, or television show?

S.A. –  Movie – Steel Magnolias.  Novels, almost anything Stephen King.  Television show?  Depends on my mood, but either “Friends,” “The Office,” or “Supernatural” are always on in the background in my house.

LOLA – Pornstar crush?

Angela White

S.A. –  Right now, I’d love to work with Johnny Sins!

Johnny Sins, Angela White, and Lola on TV

Hubby –  Besides Sara?  Right now, Angela White!

LOLA – Would you recommend this lifestyle to couples?  Why or why not?

Both – It’s not for everyone, as we have found, but those who figure out how to do it and put the jealous feelings aside will find that it makes their relationship closer than any you will find in the vanilla world because you have to have 100% trust and honesty at all times.  The moment you lose that, this would never work.  The great thing is that if you find lifestyle couples that have been together for a long time they will be the coolest, most down to earth, drama free people you have ever met.  Once again, it’s all about having fun and marriage should never be hard!  There are three things that end a marriage: parenting conflicts, money, and sex.  When you eliminate one of those problems from a relationship, you immediately have it 33% better than other couples!

LOLA – What do you write on your tax return as a profession for this income?

S.A. –  Model.

LOLA – Has it ever happened that you’re out with your girlfriends and you’re like, “Oh, sorry, I have to leave, I’m filming tonight”?

S.A. –  Nope, I never plan for things like that to overlap.  In general, on a film day it’s like game day for me.  I spend my morning getting ready and give 100% to filming.  If they did a great job, I should be exhausted by the end, so we don’t usually plan on doing anything after, although sometimes its shorter than planned so we will go out after on occasion.

LOLA – Do your girlfriends have questions about it?  Do they express interest?

Sara Anne with Grace Stewart

S.A. –  They did have a lot of questions and most of them have watched my films on their own and had even more questions after.  All of them have joked that they need to get into it!

LOLA – Would you ever invite one of them to join you?  Or have you ever?

S.A. –  We decided long ago that we will never mix vanilla friends and lifestyle again.  It has caused too many problems and we do our absolute best to stay drama free!

LOLA – Plans for your future career?

S.A. –  Keep having fun!  I plan to continue making films as much and often as possible until people stop watching.  And I’ll remain in the lifestyle until I get too old to do it.  Then I’ll probably just become a nudist.  LOL.

Sara Anne squeezing out that Cream Pie

Protected: A Wet Workout and a Wank

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Shopgirl Assistance

Panties Panties Panties

“Excuse me, but could you please help me with this?” he asked.

“Sure, what is it you’re looking for?” replied the young, cute women’s clothing shop salesgirl.

“I’m trying to find the right size miniskirt.”

“Oh, for your girlfriend?” she asked, not seeing a wedding band on his ring finger.  “What’s her size?”

“Well, that’s just the problem.”

“You don’t know her size,” she said, holding up a couple of skirts.

“No.”

“That’s ok, it happens all the time.  Do you think her waist is wider or narrower than mine?” she asked, twirling and trying to be helpful.  He was stunningly handsome and had a ‘V’ shaped physique.  Broad shoulders, narrow hips, bulging biceps.  He wore a tight t-shirt that hid very little of his rock-solid pecks.  His jeans were loose-fitting, but she could see he was packing something large in them.  She immediately wanted to be as accommodating as possible and she was grateful to show off her own feminine form for him to compare her with his girlfriend.

“No, I don’t think you understand,” he said.  “It’s not for my girlfriend.”

“Oh?”

“It’s for me.”

“For you?”

“Yes.  And these are only in women’s sizes, understandably.”

She chuckled and asked, “Are you getting ready for Halloween?”  It was only August.

“No,” he said, secretly delighting in the bombshell he was about to drop.  He had never done this before.  He was nervous about her reaction.  But he also had been looking forward to this moment, vividly imagining it in all its detail, and spending lots of time choosing just the right sales assistant for the job.  He didn’t even know it before Lola, but it had become his particular kink.  “I’m a cross-dresser,” he said nervously, the blood rushing to his flush face.  “I’m looking for a skirt for me.  And maybe some panties, a garter, and maybe a nice choker.”  He said it all very fast, like ripping off a Band-Aid.

She was young.  Inexperienced.  Innocent.  Naive.  She couldn’t conceal the surprised look on her face.  That’s exactly what he was hoping for.  But he also was wracked with fear that she would laugh, or worse, call security.  His heart was thumping in his chest.  He could hear the blood beating like a drum in his neck and ears.

Now for stage two.

“Well, uh, what is your size?”  She asked foolishly.  But then she corrected herself.  “No, you know what, here, I’ll just measure you.”  She played it off as if she had had many customers with the same request.  In fact, she had never even fathomed an encounter like this.  But something about it – probably his amazingly good looks and his disarmingly polite, even shy demeanor – made her feel at ease and willing to help.

She wrapped a measuring tape around his hips.  She liked getting her face close to his abs.  She didn’t linger too long.  She did some quick calculations.  “What style were you interested in?”

He pulled up a couple of very skimpy skirts, barely six inches in length.  “Something like this.”  They were pink.  One had a plaid pattern on it.

“OK,” she said, trying to be cool.  These were sexy outfits.  She felt a twitch between her legs.  “Let’s get you something in your size and get you in the fitting room.”

“Will you help me pick it out?  I’m new at this.”

She laughed flirtatiously.  He was at least five, maybe seven years older than she.  “Of course I will.  That’s my job.”

They picked out a few items and then they walked to the fitting room together.  She had to tell the other shopgirl that it was ok.  They often had men waiting for their wives and girlfriends outside the fitting room, but never one go inside, to try on something like this!

She followed him in.  He took the items.  He tried them on.  When he found one that he thought fit, he opened the door to let her see.

“What do you think?” he asked.

She looked, mouth wide open, as she saw him in a pink frilled mini-skirt, his giant cock bulging out from the bottom, supported and veiled by tight white lace panties.  He was bare-chested.  She had never seen such an Adonis as this perfect man!

How do I look?

“Um, is that the look you’re going for?”

“What do you mean?”

“I mean, uh, well, you’re not exactly covered.”

“I like that.”

“Then I think it looks fabulous!”

“Really?”

“Yes.  Really.”

“I have a few more to try on.”

He shut the door.  Now her face was flush.  Her heartbeat was thumping in her chest.

A few moments later, he opened the door and asked again, “What do you think?”

This time he was wearing a pink plaid mini-skirt and white lace stockings held up by a garter belt.  The tip of his uncut cock protruded a good two inches below the hemline.

What do you think?

She looked at him, speechless.

“Oh.  My.  God.”

“What?” he asked.

“Um, I’m sorry, uh.”  She fumbled.  She had never, ever seen anything like this.

They spent the better part of an hour trying on different items.  Her imagination went wild as she dressed him up in tight panties, stockings, even a bra.  She loved touching his rock-hard flesh.

She had orgasms before, but never had she had a hands-free, contact-free orgasm.  This one happened merely as a result of being in his presence.  She creamed her panties and she knew she’d have to leave work early.

Before her assistance was over, she asked, “Where do you plan on wearing these?”

He pulled out his phone and showed her the wallpaper of the homepage.  It was a sexy photo of a beautiful, buxom, brunette.  “They’re for my girlfriend, Lola,” he said.

And, indeed, he wasn’t lying.  Lola had instructed him to put her photo on his phone and to do everything that you have just read and to tell the shopgirl that Lola was his girlfriend.

Lola Wallpaper

Later that day, he brought all his lingerie home and did a photoshoot for Lola and relayed how he obediently fulfilled her instructions.

“Closet Panties”

“J.O.I. de Vivre”

Uh Oh, someone got busted looking at Lo’s tits while working from home!

 

For those few of you who might not know, “J.O.I.” stands for “Jerk Off Instructions.”  It’s a rather popular form of porn that has been part of intimate bedroom play for as long as there have been masturbators and  those who love to instruct them.  Lola has engaged in this special type of kink for a long time now – telling her friends and fans exactly how she wants them to cum to her, remotely or in person.  During the COVID lockdown, this became one of her favorite ways of getting herself off safely.

You also may recall our newlywed couple, Jane and Andrew, who discovered each other’s kinks on their wedding night.  Turns out Jane’s kink was reading Match, Cinder & Spark while denying Andrew and Andrew’s kink was wearing women’s lingerie while being denied by his bride. 

I’m happy to report that they found a way for them both to get off, using the tertium quid of Lola.

“Lola, Andrew has two work-from-home days next week.  Please tell us instructions for his torment,” wrote Jane.

“When he works from home, is he on Zoom?”

“Yes.”

“Well then, he should only be dressed from his waist up.  You should hang my photos all over the house.  Whenever he gets up – to get a coffee, to eat lunch – and walks past my photo, he must stroke until he is good and hard.  But he may not cum.  Take photos of it.”

“Excellent.  And on the second day?”

“On the second day, same, but at the end of the day you will stroke his hard cock to my photos and this time he is allowed to cum, but only by means of your touch.”

“Thank you, Lola!  You have no idea what this means to us!!!”

Lola sent them select photos for them to print out and frame.  Here are the results.

You should try this at home too and send Lo the results!

Polyglot

Markus Apegren painting

 

“That’s one thick slick dick!” she said.

“Lo, I’m in my pajamas and I’m not even hard,” I replied.

“I wasn’t talking about you,” she said, not picking up on my sarcasm.  “Look,” she said, holding her phone to my face so I could see the surprisingly serpentine appendage which had provoked her initial comment.

“An admirer?” I half stated, half asked.

“This whole COVID quarantine thing has been crappy, but it has also produced some unexpected yet pleasant surprises.  I’ve never felt so connected to my fanbase as I do now.”

a hung fan

“Not connected enough, it seems,” I added, under my breath.

“Well, it’s true that I’ve been getting off to them, but the relationship is reciprocal.  I’ve heard from guys, wives, husbands, single girls, older folks who live alone, even one coed who had to move back from college to live with her parents and was so horny that hearing her parents going at it in their bedroom turned her on.”

“Luckily she had you to turn to,” I said.

I don’t think she heard me.  She was indulging her natural need for self-copulation under the sheets.

“And don’t forget your sister,” I added.

She came.

“Is that the whole shebang?” I asked, wondering if she had any desire left for me.  You know, her ole man lying there next to her, in the flesh, ready, willing and able to gratify her every lustful whim.

“That’s the hole shebangs,” she quipped, slapping her puss.  I could hear how very wet she was.

“The hole who bangs?”

“Anyone and everyone.”

“How about this one?!” I asked, thumb pointing to my chest.

“You want me, Daddy?”

“How did you guess?”

“Then have me,” she said, holding her phone in one hand, spreading her legs as she lay missionary position on the bed, allowing me to enter her.

“Are you seriously texting while I fuck you?” I asked when she raised her other hand to the phone and was going at it with her thumbs.

“Does it bother you?”

“I’d like maybe ten percent of your attention.”

“You have one hundred percent of my pussy.  Go to town.”

I didn’t stop going to Lola Down town, but I was frustrated.

“Who the hell are you writing to?”

“I have a following to satisfy, you know.”

“When you look behind you to see your following, I’m the first in line!”

She didn’t respond.  She was engrossed in her text exchange.

“Are you at least sexting? – telling someone about how amazing I am in bed?”

“Yeah,” she said, unconvincingly.

“Tell the truth, Lo.”

“Well, I was actually telling a couple how sexy they are when they mutually get off to my pics.”

In my head I heard the lyrics, “Cause if you like the way you look that much, oh, baby, you should go love yourself.”  But loving herself (or fucking herself) was exactly what she had been doing next to me for the past hour or so.  I wanted her to respond to me.

“How about you tell me something?” I requested, not politely.

Again, she didn’t hear me.  She was texting.

I pulled out.

“What are you doing?” she asked, as if I had just splashed ice water on her.

“I’m stopping.”

“Why?”

“Cause you’re not into it.”

“I was into it.  I was into you being in me.”

“I’m a whole person, not just a penis.”

“And I’m a hole for your penis.  Put it in me.”

“Put down the phone.”

I was on my knees, looking down at her as her legs were spread with her knees on each side of me.  She could see my cock dripping with her juices.

“Please, Daddy,” she whined.  “Please fuck me.”

“Not until you put down the phone.”

“But it enhances the experience for me.  Come on,” she said, reaching down between my legs and fondling my testicles, feeling how soaked they were.  “You know you want it.  I can feel how full you are.  Just use me.  Fill me up.  Fuck me.  Get your rocks off.  Cum inside me.”

I couldn’t resist her voice, though I knew I should.  I entered her again.

“That’s it, Daddy.  Use your little girl.  Drill that dirty whore.”  She was saying the words as if reading a script.  Her eyes were glued to her phone screen.  She was typing again with her thumbs.  “Yeah, Daddy.  That’s it.  Feels good, right?”

Speaking words to me, typing different words to some virtual lover.  She was a polyglot.

I finally let myself go.  I didn’t care anymore.  I released my full load deep inside her.  She held me for one second with one hand, pressing it to my back, and then was back at it – typing away.

I pulled out with a sploosh and she rolled onto her tum, her legs dangling in the air, her feet touching at the toes, her pussy dribbling my ejaculate out slowly.

She pulled her right hand away from the phone just long enough to rub it between her legs and then lick some of the cum off her fingers.

“I love you, Lo,” I said as I rolled over to go to sleep.

“You too, Daddio.”

Lola pumps

Masturbation Marathon

Lo and I were in the living room, sitting on opposite ends of the couch.  She was looking at her phone.  I sat with my laptop open, reading emails, when suddenly, up popped an email in our shared account.  Unlike most of our fan mail, it wasn’t directed to Lo, it was addressed to me.  And it had a few photos attached.  Sexy photos.  Of my female fan.

“What are you looking at?” Lo asked, never one to be unobservant.

“Nothing,” I clumsily lied.

“What do you mean nothing?”

“Just an email,” I said, telling the truth, trying to pass it off as nothing.

“Let me see,” she said, scooting over, closer to me, suspicious.

How does she do that?  How does she know when something is amiss?

My heart was racing.  She gets so jealous.

There was nothing to do but give in to the inevitable.

I showed her the email and the photos.

“Nothing huh?  Who is she?”

“I don’t know.  I really don’t.  Just a fan.  A connoisseur of fine literature.  A grateful reader.  A woman of exquisite taste in art.”

“You really don’t know who she is?”

“I swear.”

“She just wrote to you for the first time?”

“Yes.”

“You haven’t carried on a correspondence with her?”

“No, absolutely not.”

“You like her?”
“What do you mean, like her?”
“You find her attractive?”

That is a very dangerous question.  The female author of the epistle in question was, in point of fact, appealing.  As her missive made clear, she was a wife and mother whose sex life had fallen fallow in the past few years as the children occupied more of her time and energy.  But reading about my sex life with Lola had rekindled something deep down inside her and she just wanted to show me exactly where it was rekindled.

“She’s not unattractive,” I said, attempting to be as neutral as possible.

“Let’s play a little game,” said Lo.  I was quizzical.  “I’ll go through photos of our fans and you tell me if you find them sexy.  But let’s do it in the bedroom.”

“What?”

“Yeah, just be honest,” she said as she walked down the hall.

“Are you trying to get me deeper in the hole?” I asked, following behind her.

“Depends on which hole you mean.”

GULP.

“Let’s start,” she said as she took out her computer and went to her special stash of emails and photos.  She unzipped my pants and grabbed onto my flaccid member as she pulled up photo after photo.  Honestly, I was too scared to get hard.

After about five or ten, she paused and looked at me a moment.

“What’s wrong?” she asked.

“Lo, you know perfectly well what’s wrong.  For years now, you’ve made the nature of our relationship clear.  Now you want me to look at other women?  I think that I’m being set-up.”

“No no no,” she said with a smile.  “I’m just feeling like changing things up a bit.”

“You know, I could get just as hard looking at photos of men who’ve sent you cumtributes.”

“Well, maybe I’ll throw in a few of those as well.  But don’t be bashful.  Let’s keep on playing.”

She scrolled through scores of sexy photos and, for each one she gave me a bit of backstory, telling me the names of each woman and a bit of bio.

“That’s Floss,” she said.

“Yes, I know Floss,” I responded as she went through photo after sexy photo of her.

Floss and Match, Cinder & Spark

“And this is Karla.”

“I know Karla too.  In fact I wrote about her.”

Just Floss

“Yes, that’s right.  Did you know her hubby, Chris, gets off to me when he has her at home?”

Karla and Chris

“Doesn’t surprise me.”

“This is the author, Larry Archer’s wife.”

“Is she a fan?”

“I don’t know, but I’m a fan of hers. . . and his!”

“And this is. . .”  The list went on-and-on.  With each new set of photos that Lo opened from her password-protected fap file, she grew a little more excited.  If she was a guy (and she sure acts like one), she would have had a raging hard-on at this point.  I have no doubt that her clit was fully tumid.  She was reaching for it.

Karla over the years

Karla’s husband Chris getting off to Lola

“Um, can you give me a minute?” she asked.

“What?”

“Here,” she said, passing me the Stoya Destroya vagina.  “You can use this if you want to wank.  But only use my photos.”

“What are you going to do?”

“I’m gonna have me a wank too.”

“But you want me to leave.”

“Yeah, is that ok?”

“Um no.  Not really.”

Larry Archer’s wife

“Just give me a little while.”

She got out of bed to escort me to the door as she got out of her clothes.  She put her panties on the doorknob as if she had a paramour over, but it was just her and her fingers, toys, and binders full of women.

I went back to the living room, confused, carrying my vagina.  Well, Stoya’s vagina.  Carrying a vagina.

I returned to the bedroom and knocked on the door furtively.

“What?” she asked, not opening the door.

“Lube,” I said.  “You didn’t give me the lube.”

The door opened a crack.  I saw her standing naked.  She looked good.  Her arm extended, dropping the tube of lube in my hands.

“OK?” she asked, shutting the door.

Stoya front, Lola back

I walked away again.

Finding my way onto the couch, I began writing – this story.

Lo’s orgasmic arias were audible throughout the house.  They rose and fell, crescendo, decrescendo.  So many ups and downs I lost count.  I looked at the vagina sitting next to me and said, “It’s bad enough she needs more from me.  Don’t you just sit there and look despondent at me that she’s getting all the action.  It’s not my fault you don’t have arms, hands, or fingers to help yourself out.”

Finally, I made use of Stoya, more for her sake than mine.  She looked so sad there.

I came, one brief onanistic climax, looking at Lo’s photos on the internet while Lo, in the flesh, was having a grand old time fucking herself just down the hallway.  I got up to do the proper aftercare cleaning of Stoya in the second bathroom and saw Lo’s panties still prominently displayed on the doorknob as Lo went at it.

I returned to the couch and took a long nap.

I was woken up by the feeling of Lo’s lips on my flaccid cock.

“What are you doing?”

“Cock-warming,” she said as she lay naked on the couch between my legs, looking up at me.

“You want something?”

“No, Daddy.”

“No?”

“I’m sore.”

“What the hell was going on in there?”

“You really want to know?”

“Yes.”

“Well, I started off jilling to the women I was showing you, but then I was into the cumtributes I’ve been getting.  I’m such a slut.”

“Agreed.”

“No, you don’t know why I’m saying that.”

“Do tell.”

“Well, I guess it’s bad enough that I am not faithful to you.”

“I don’t mind. . . usually.”

“But I have a sort of internet boyfriend.”

“What is that?”

“You know, like a work wife or a work husband.”

“You mean when people become overly chummy with people they work with?”

“Yeah, like that, but in my case, it’s with people I’ve met online.”

“Go on.”

“Well, I’ve been cheating on one of them with another guy.”

“I’m sure they don’t expect monogamy from you, dear.”

“Yeah, they’re both married themselves.”

“So, what’s the problem?”

“That’s just it!”

“What?”

“Do you think I have a problem?”

“Other than being a nymphomaniacal, egomaniacal hotwife attention whore?”

“Yeah, other than that.”

“No, not at all.”

“Really?”

John Doe shrine to Lola

“If your biggest problem is that you’re sexting with someone behind the back of your long-distance lover while shutting me out of the bedroom so you can fist-fuck yourself because you’re turned on by your fandom, well, hey, we all should be that lucky!”

John Doe gets of to Lo

“I love you, Daddy,” she said, before returning to cock-warming me.

“Want to watch a movie?”

“Sure.  What?”

Northerngentleman

“How about Boogie Nights?  Have you ever seen it?”

Northerngentleman cums in his wife’s panties.

“No.”

“Oh, then you’re in for a treat.”

  • Photos used with permission.