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Mom's Best Friend: A Virginity Lost

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"If you wanted to play with my titties you could have just asked," she joked, as I kissed back and forth between her huge knockers. "As a matter of fact, Eddie, you can always ask me to do anything you want."

I had absorbed her generous words, but I was still lying on her chest with my mouth worshipping her heavenly pillows. I reluctantly moved my head away from those beautiful breasts ever so briefly to confess, "I'd be lying if I told you I haven't fantasized a trillion times about my face luxuriating right here."

"A trillion?" she doubted, teasingly.

"We'll, maybe only a million," I smiled.

She grabbed my head and buried my face within her valley of womanly flesh. Although my body was spent, my mind and mouth were on full alert and I kissed and licked those wonderful melons.

"Mmmmmm, you like these titties, don't you?" she purred, her breasts so large she could squeeze them around both sides of my head.

"I love these big tits," I replied, liking being able to use coarse words in front of her... something I usually only did with my friends of online gaming fame.

"I've seen you drooling over them forever," she correctly recalled.

"I never thought I would get to see them, let alone touch them, let alone kiss them, let alone suck the nipples on them," I said, demonstrating all of these heavenly firsts, still in awe of this whole surreal day.

"You can see them whenever you want, and next time you can even fuck them," she promised.

"Really?!" I asked, excited at that possibility.

"Oh Eddie, there is little I won't do," she smiled wickedly, before adding, "but unfortunately my open house, which will be very different from the open house I just gave you, is in forty minutes, so we can't do any more now. I have to clean up and make myself presentable."

"Okay," I said, not wanting this moment to end.

"Don't worry, stud, I'll work that cock of yours to the bone," she said, reaching down to find it was still hard.

"Wow, still ready to go!" she recognized, impressed.

"It doesn't take many naps," I joked, as I reluctantly allowed her to reclaim her luscious tits, and stood up.

"I've been told I'm insatiable and too horny," she said as she got off the bed too.

"I'm the poster boy for horny," I returned.

As she put her bra back on, she fished, "And am I the poster woman for MILF?"

"God, yes," I nodded as I watched her getting dressed, a reverse striptease as she languorously covered up all the parts of her gorgeous body that I was so in lust with, clearly enjoying her captive audience while I was recording a mental picture of every inch of her perfect body.

She put her dress back on, picked up her panties from the floor and tossed them to me, "Studmuffin, here's a memento of your first time."

"Thanks," I said, very excited to have the sexy, damp panties... damp because of me!!!

"I'll be in touch when I need a lawn mowed," she smiled wickedly, gesturing towards her well-trimmed tuft of 'lawn', now unfortunately hidden away.

"I'm on call twenty-four seven," I promised, getting dressed myself.

"Well have your cell phone on, studly. I'll be calling you for some three hole plugging right after the open house," she said, making my very sated and sleeping cock resurrect itself.

"Three hole plugging?" I gasped.

"I told you there isn't much I won't do," she said, walking over to me and kissing me. Once she broke the kiss, she reached down and stroked my still erect cock, "My mouth, my pussy, my tits and my ass are all available for you to fuck and play with."

"I think I just died and went to heaven... again," I said dreamily, thinking she was a Goddess, my Goddess.

"Oh, Big Eddie," she promised, "we are just getting started. I want to be your first everything."

She kissed me one more time, her tongue sliding into my mouth for a lengthy French kiss (another first) and gave my cock one last squeeze before turning and walking out of the room... leaving me high and hard.

As I got dressed I couldn't help but think about how life worked in mysterious ways... falling down the stairs while jerking off and eavesdropping had led not only to my losing my virginity, but to getting my very own full time MILF slut.

And my incestuous fantasies of someday fucking my beautiful sexy Mom had moved from the realms of Impossible Dream all the way to Actual Possibility. It wasn't a slam dunk, but it was a step closer than it had been yesterday.

Wow!!!

It was going to be a great summer!

The end... for now.

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73 Comments
midatlstorymanmidatlstoryman24 days ago

I can certainly see follow ups. Mom falls. Then Kendea's bitchy daughter (maybe acted a bitch because she secretly had a crush on him, but dating a geek would lower her status in the high school heirarxh).

Coochielover71Coochielover71about 1 month ago

Great story. Left me wanting more.

smoothed273smoothed273about 1 month ago

Part 2 ,Please !!! 🙏🙏🙏🙏👍👍👍💖💖💖💋💋✌🙏

smoothed273smoothed2733 months ago

👍👍💖💖💖💖💋💋💋💋💋✌

AnonymousAnonymous5 months ago

Haven't been reading for long but it is about the best by a longshot!

AnonymousAnonymous5 months ago

Aroused this 76 year old silver daddy ..... My cock is harder than in months. Dream cum true for the 18 Y/O virgin. Hope we read more of his education.

Jimdog32526Jimdog325269 months ago

Excellent as always Silk.

AnonymousAnonymous11 months ago

I got daughter & mom pussy mom was way better

4chuckssite4chuckssiteover 1 year ago

355. Good story. Of course, it deserves a continuation to involve moms, daughters, continuation with mom’s friend and anyone and any thing your devious mind provides.

AnonymousAnonymousover 1 year ago

Waiting for continuation with an erection waiting to be released of its rigidity.

AnonymousAnonymousalmost 2 years ago

This was very well done, not using fucking a married woman nor a grandfather.

5 stars all the way.

Bill S.

tazz4fun69tazz4fun69almost 2 years ago

Definitely needs more chapters for this... There is a line where he said he's a Milf Fucker. He should of said daughter fucker, so then she knew he wanted to fuck her daughter too & make her his bitch. Just a suggestion

AnonymousAnonymousalmost 2 years ago

He needs to fill all three holes soon

AnonymousAnonymousabout 2 years ago

Great read, gave me a boner. More!

Thanks.

roveroneroveroneabout 2 years ago

Lucky Eddie! climbing-the-walls-horny milf that goes both ways, and her kids out of the house for the summer...and she's an all-options babe on birth control...going to be a hot summer....

SatyrDickSatyrDickabout 2 years ago

Hawt und Zexxi!

11/10!!!!!

sf_operative63sf_operative63about 2 years ago

Well done...need to add to the young man's adventures. Perhaps with Mon.

DOL

AnonymousAnonymousabout 2 years ago

Awesome, when is part 2 coming out.

I loved it!

Hannah333333Hannah333333over 2 years ago

1nderful keep it coming

AnonymousAnonymousover 2 years ago

When is the sequel coming out?

AnonymousAnonymousover 2 years ago

This was amazing! Is there a sequel

AnonymousAnonymousover 2 years ago

Great Story. When is the sequel coming out?

naughtyandy4unaughtyandy4uover 2 years ago

Every time I come across one of your stories I have an enjoyable time reading. Pace, content, characters are all so well done. Thank you.

blkuserblkuserover 2 years ago

You were my first writer that I followed years ago, so when I returned to lit and rejoined again you were my first again. Thanks for all your work it is very enjoyable

AnonymousAnonymousalmost 3 years ago

I hope their will be more to come keepnup the great work

chytownchytownalmost 3 years ago

*****That was one HOT AZZ read. Thanks for sharing. Hoping for a part 2 somewhere down the line!!

mrdata9770mrdata9770almost 3 years ago

I thoroughly enjoyed this story. I liked the main character's self-deprecating humor. I also liked the style of the writing, the only words I can find to describe it are "educated and mature", (Really). I believe there may have been one missing or misspelled word, but hey, not all of us are English lit majors or professors. I hope there is a continuation to this story. IMO 5 stars without a doubt in my mind.

AnonymousAnonymousover 3 years ago
Loved it. 5*****

Thanks. tom anon

AnonymousAnonymousalmost 4 years ago
VIRGIN LOVER?

I liked the unusual opening of this story - an 'innocent' youngster eavesdropping on an adult conversation, resulting in the inevitable erection and subsequent 'exposure' (but a 'faint'?) The 'Mrs Robinson' character was far more realistic in the introductory stages of the story, but quickly became just the (now familiar) 'sex toy' of the average porn video; whilst the apparent 'virgin' suddenly became an experienced stud! Had she forgotten what she's said previously about the importance of foreplay for the woman? She should have been much more sexually demanding of him as well as teaching him the male erotic arousal zones (eg nipples/anus etc) I also think the introduction of a mother sexual fixation was superfluous and did nothing to progress the flow of the storyline following her exit from the opening sequence.

HragsHragsabout 4 years ago

I have read several of ur stories in the pass. You are one of the best story teller on literotica. This story is a fine example. Hope u will continue us additional chapters. I will be watching in my homepage of new activity. Keep up the great works . Grayson

AnonymousAnonymousover 4 years ago
Fantastic Love Story

Waiting for next chapter!!

linnearlinnearabout 5 years ago
ON MY GOD

That was simply amazing

AnonymousAnonymousover 5 years ago
I only wish

Great story. I always wanted to be ravaged by my mother's friend

AnonymousAnonymousalmost 6 years ago
Nice one

Lucky guy, his dreams finally came true

AnonymousAnonymousabout 6 years ago
Wonderful fantasy

I really enjoyed this story. (as I do most SSL stories)

I hope it continues, would love to see where it goes.

AnonymousAnonymousover 6 years ago
I agree

Earlier someone made a comment about being odd man out and not liking this particular author's story. I want to join the club. Yeah, no personality, no depth to the characters-- just a bunch of sex robots sums it up best. Most overrated author on this site.

AnonymousAnonymousabout 7 years ago
I'm addicted 😘

I love reading your stories...

You are so insightful... so hot!!!

I'm addicted 😘

RANDOG61RANDOG61about 7 years ago
YOU DID IT AGAIN!

I LOVED IT AND A STORY THAT CAN BE BUILT ON. YOUR WHIT IS WHAT MAKES YOU MY BEST AUTHOR! I WAS ONCE ONE OF THESE GEEKS. HAD TO BE THE SCHOOL CLOWN AND A CHAMPION IN SPORTS TO KEEP PEOPLE FROM KNOWING I WAS A GEEK, lol IT WORKED 100% JUST AS A GEEK PLANS!

AnonymousAnonymousabout 7 years ago

Can't wait for the next chapter .

Worthy of a 10 rating .

AnonymousAnonymousover 7 years ago

Another 5* story!

AnonymousAnonymousover 7 years ago
Another Obne Please

Please hurry up and write a sequel to this story and tell us how you fucked your mother when you arrived home. Also give us the details of going back and fucking this MILF again and again

Mike

AnonymousAnonymousover 7 years ago
More!

Great story, loved the level of detail and please write more parts!

Grimangel4366Grimangel4366over 7 years ago
Please, I need more!

Please, don't ever stop writing!

AnonymousAnonymousover 7 years ago
Follow on!

I can't wait to read how Kendra helps get his Mom into fucking her son and her at the same time!

AnonymousAnonymousover 7 years ago
Mum makes 3

Mmmm would love to read how he got into fucking his mother along with her friend.

AnonymousAnonymousover 7 years ago
More!

Unlike many stories I have read, this one is perfect for more chapters. Most multi-part stories should have been wrapped up long before they were. The author just trying to make his/her readers happy, extending a story that already has a good place for an ending or an epilogue. But this leaves so many roads still to be traveled. Kendra hints that she'll take orders from him at one point. She's excited by his incestuous fantasies. Will she use her past with his mother to help them get together? Help him seduce her? Or help his mother to think she is seducing Him? There is Kendra's daughter. Will Kendra elicit his help in taking the 'bitch' out of her? Does he remain a gamer geek? Will he throw over his friends for the obvious sexual pleasures and 'games' he is about to have unleashed upon him? Or does he give them some good advice, or does Kendra unleash the gamer's on her daughter in a gang bang to take her down a notch from her high horse? Wow, so many places they can go. I do think he needs to go back to calling her Mrs.Williams. It is sexier. He should never forget who he is and who she is and that it was Mrs. Williams who took his virginity. He needs to call his mother Mommy. Never to forget that she is the woman who brought him into the world that he is going back into. He can call the daughter Tamara, or even 'Bitch'. Yes, so hot. Thanks, I've enjoyed most all of your stories.

LanceinBermudaLanceinBermudaover 7 years ago
WOW

I love all your stories but this one was extra special! thanks so much for sharing!! Cheers Lance

Sex4lf57Sex4lf57over 7 years ago

Loved it!! Next chapter has to include the mom!

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