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You are here: Home / Adult sex stories / Milestone – by iamscrwd

Milestone – by iamscrwd

Adult story Editor November 16, 2021 Leave a Comment

Scanning down and making a slight twist…the string running between my legs and up my ass crack was nowhere in sight. Fortunately, for my age, my exposed ass cheeks still had enough firmness, so as not to look as though I had saddlebags dragging behind me.

As I turned back… even though I had thought I had trimmed and shaved my lower part back home, the small tuft of hair on my pubic mound could be seen just above the couple square inch patch of cloth covering me down there.

Shit…too late now. I pulled the bottoms off, lathered up a little and with only three of four passes with my razor…my vaginal area reverted back to pre puberty.

Gathered myself up and opened the door.

I do not know who was more surprised.

Mark apparently had decided late that he could quickly change into his swimsuit and figured by standing in front of the bathroom door, he could block it just in case.

That did not happen, I swung the door harder than anticipated, it hit him in the head just as he was bending over to pull up his swimsuit. He went down on his back…his swimsuit around his ankles.

My son’s penis flopped in an arch to his belly; I could not stop my eyes from focusing on it.

My God, my son’s dick is bigger than his father’s is all that came to mind.

Then it started to grow. Mark’s mouth was gapping open…he…he was staring almost in a mesmerizing way. Yet his eyes coursed over my torso…then I realized my jaw was slack too…Holy Shit…my son’s cock was now rigid…it had to be close to my ex lover’s…I shook my head coming to my senses. This all happened in less than a minute.

I gurgled out, “Ah…sorry, should not have opened the door so fast. Uhmm…let me get out of your way” as I stepped over him. In and effort to not step on him…had to look, my eyes automatically went back to his cock.

My psyche tried in vain to supplant morality for the lustful vision of my own son’s penis floating in my brain. Damn…I needed a drink.

Made it down to the beach, spread a towel on a beach chaise, adjusted my sunglasses, and got comfortable. The first daiquiri soothed the quandary of my conflicting thoughts and started me on the path to ignoring some of my inhabitations. I rationalized that maybe my multiple week build up of expectations might have triggered some psychosis, so to get my mind off of “that” penis started to recon my surroundings.

From my vantage point, not fifty feet from the wall separating the two resorts, I had an almost unrestricted view away from the neighbors, but towards the neighbors the wall blocked the angle to seeing more than a few feet of their beach.

I actually thought about moving the chaise closer to the shore in hopes of visually intruding on their privacy. With a warm humor coursing through at the deviant thought, could not help but smile. But, better check out the locals first.

Most of the patrons, from my resort, seemed to be a hundred or so yards away, accept two couples that were maybe twenty yards away.

Noticed the two guys as I was originally walking onto the beach when one of them elbowed the other and nodded in my direction. It fed my ego immensely and it was all I could do so as to not let on. Thankfully my large, dark sunglasses allowed me to check them out without them knowing.

As I settled in with my second daiquiri I had assessed the couple to be beyond the honeymoon stage and before the children raising stage at most in their late twenty’s.

The two women were so engrossed in their own conversation; they completely ignored their two male partners standing with drinks their hands a couple of feet into the turf.

Did not take much of a leap of logic to know that from the two guys vantage point, they had a direct line of sight to the “clothing optional” beach next door.

From my standpoint, they appeared to swivel their heads in my direction more often than down the beach.

Could not help but to check them out, mid to late twenties and physically fit, there was much to see. Let my mind wander as to what they might look like without their hip hanging swimsuits…where they hung? You think they would be interested in a “older” woman? Wonder if they would be interested in a threesome?

That thought came out of nowhere…had never contemplated having two guys at once. The thought tickled my senses right down my spine. My nipples tightened at the thought.

A quick glance at the women, they were completely in oblivion, and with the help of liquid encouragement I stood up and walked towards the water. Could have just gone right in front of me as I could feel their eyes capturing my every move. But…what the hell, let’s see just how interested they really are up close. So I altered my path to within feet of them, making sure that my movements yielded more sway than necessary and not in anyway disguising my sexual intent.

My nipples were in full erection and had their full attention as I approached. While walking by, in a very planned move, I turned my head towards them lifted my sunglasses and checked out the front of their swimsuits. Raising my head I gave each a smile and wink then broke into the surf.

The water was extremely warm, but felt good and still cooled down my libido a tad. Could not help feel a little of accomplishment at seeing the tents rise in those complete strangers.

Movement to my left caught my attention, it was a couple over at the other resort, and even though they were quite a distance away…there was no question as to what they were doing. His back was slightly turned towards me but I could see her, and one copious tit bouncing unencumbered to each thrust he made into her.

My audience was distracted…do not know what made me think they were “my” audience or why I should even care, but like a little kid throwing a tantrum for attention, I had to do something.

I pulled off my skimpy top, stood up, and rubbed my tits as if they were covered in sand and I was cleaning them.

It got their attention; I slowed the rubbing, their eyes glued to my chest. Brought a devious smile to my face…then to theirs.

Did not last long, one of their women saw what was going on. She barked in a not so pleasant manner…like puppy dogs both the guys turned and shuffled back towards them, their heads down as if in guilt. Even from this distance, I could feel the daggers of anger coming from the eyes of the women.

Oh well…so much for that. Returned my attention to the couple obviously fucking in the surf. Like a bug to a light, my feet moved me closer to them, my curiosity greater than my caution.

As their details came into focus, my feet froze.

The female was the one that Mark and I saw by the gate, she had to be at least my age or greater…the guy…it was Mark!

I did not know how to handle this…was I jealous? Not because of my son necessarily, but more from me being extremely horny from teasing a couple of guys. All of which I knew deep down, due to the condition of having their female partners right there, nothing would have come from it.

And here my son was, getting what in my mind was the real reason I wanted this trip.

God damn, this woman…she was living my fantasy, not of my son but a young cock plying its hard youthful strength deep into her vagina…and not mine!

Like stuck in a state of suspended animation, I just watched.

She was driving down more and more violently as my son reciprocated, her head thrown back to the sky. Mark was peppering her neck, upper chest, with nibbling pecks. Then he closed around her nipple…pulling it between his teeth.

I shivered at the thought of someone doing the same to me…

Her breathing, even noticeable from my distance, had changed to gulping…then she arched hard against my son. My God…she just climaxed.

Mark just froze and held her…did he cum too?

A few minutes passed, they were still enjoined, her head now resting on his shoulder catching her breath.

I could see Mark’s lower torso start almost imperceptibly to oscillate.

The woman made a small whimpering sound.

His oscillating movement was now interjected with an occasional thrust.
—————-

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Milestone – part 2

Adult story Editor March 10, 2016 Leave a Comment

He said that he mumbled an answer, whereas Mary Anne took that as a yes and instead of giving him a chance to refute her, she animatedly pointed to my actions as being in need of a good fucking. Based on the video. The whole time, Mary Anne was fondling his penis.

“Mom, to be honest…watching you, listening to Mary Anne, her doing what she was doing to me…well, when Mary Anne stood up and sat on me…I could only hold out so long.”

I wondered if he was implying that I had anything to do with his reaction.

He continued.

It had happened so quickly, Mary Anne did not have enough so she asked him if he had ever-felt fake boobs before and let him investigate with his hands, his mouth, and one thing led to another…they ended up out in the surf where I saw them.

“Who were the other ones?” Not only my libido was stoked, so was my nefarious curiosity.
“Only one…it was Denise”. He sounded like that was going to be it, but I was not going let it stop now.

“So…explain Denise” I was adamant in getting a response.

Mark hesitantly began; Mary Anne and he had gone back to festivities at the resort after their extracurricular activity in the water when Mary Anne was summoned to the office for a phone call. Mary Anne handed him off to Denise to complete the tour…Denise was interesting in that it was the first time he had actually been around a pregnant naked female. He said that even though she was showing pretty good, she told him that she was in her seventh month; she also had a very sexy aurora around her.

Mark wondered out loud whether or not Denise not being much older than him, she was maybe in her mid-twenties and had a gorgeous face. Anyway, Denise told him that she was on her delayed honeymoon, patting her belly as if that was the condition needed for the honeymoon.

Then she just flat told him she was going to have sex with him. He worried that he might hurt the baby…but Denise did something no other one had done to him. She went down on him.

“Holy shit!” escaped from my mouth, the thought of almost eight inches of cock in my throat stunned me. No way she could take the whole thing.

“Really Mom…took a few times…but she actually got the whole thing in her mouth. I…I could actually feel my…my cock in her throat. She put my hands on her neck so I could feel it going in and out!” Mark said excitedly…I moved my leg over one of his and accidentally rubbed his cock…I wanted to hesitate…shit, I wanted to feel it, see it…but, I did not.

I wondered what it would feel like in my throat…and I have only given maybe ten or so blow jobs in my life.

“Did you?”

“Yep… could not hold back…right down her throat!” he was really excited about this.

He said that Mary Anne never came back and Denise needed to do something so he started back here. Where he ran into Crystal, Mary Anne’s daughter.

Even though he was naked…his suit disappeared, Crystal was fully clothed and just coming back from a sight seeing trip. This did not bother her at all.

Mark’s tone changed…I surmised that Crystal made a different impression.

He told me that Crystal was roughly his age and just had a fantastic personality.
So why didn’t he pursue her I thought…was he worn out?

In the next statement the reason became apparent, Crystal was at her time of the month and the resort does not allow the “Clothing optional” thing during that time.

Then he announced that he told Crystal he would like to sight see too.

Tomorrow they are going to the caves on the other side of the island.

Good I thought, maybe I can take advantage of that…my vagina moistened at the thought, my brain switching back to horny mode.

“So Mark, does a fake boob feel any different from a real one…of the same size?” It was a spontaneous question coming from the flash in my head of Mark talking about Mary Anne’s. Subconsciously I might have had an ulterior motive, but it was not dawning on me.

“Uh?…uhm, don’t know…never really compared them”, but Mark’s eyes betrayed him, he focused on the top of my tits. I obliged and raised my chest out of the water.

Knew full well this was wrong, but slid forward pulling Mark’s bent left leg between my spreading thighs while at the same time putting his hands on my tits.

His jaw dropped and for a moment thought he was going to pull back.

“They’re just tits Mark…what do you think…are they the same?” Can’t believe I was doing this, trying to even sound clinical. I wanted him to fondle, squeeze, twist,…hell I was ready to fucking rape him!

He tentatively squeezed…then a bit more, the apprehensive look on his face turned to a more serious look…he was getting into it. My nipples yearned to be pulled…he did.

I slid a little closer, Mark’s chin touched my cunt…a shock ran through my body making me jerk suddenly. My leg mashed against his balls and cock…sonofabitch…me being the bitch…in heat on top of that. I started reaching for that cock…completely ambivalent as to what I was about to do to my own son.

Then the phone rang…the loud ring breaking through the fog of desire, the moment broken.

Still I jumped out of the tub without a thought of humility…my naked body totally exposed to my son…I did not care.

Until I picked up the phone and morality slammed me in the head. It was my husband, Mark’s father. I covered up with a towel as if there were eyes in the phone. The thought of getting caught by my husband with our son sent shivers through me.
Mark on the other hand, had no vestige of humility, he climbed out, dried off, and throwing the towel in a corner then sat spread eagle in a chair facing me. That wondrous cock was in full display.

My husband inquired into how our trip was going, if we had settled in. It dawned on me that Mark and I had only been here one day…seemed a lifetime ago, no that we had two different lives.

Then he asked if Mark and I had anything exciting planned together. I lied and told him nothing yet instead of saying, “I was minutes away from fucking our son’s eyes out”. Then he asked to talk to Mark.

When I handed the phone to Mark…he kind of blocked me in between the wall and the bed. I could not get around him unless I touched him.

He saw that I was a little nervous about being that close…especially him being naked, me being naked under a towel, and his dad on the phone inches away. He was also expressing that smart-ass smirk as he listened to what ever his dad was saying.

Knowing that I could not move without disrupting the conversation, I relaxed slightly.

Mark caught that immediately and his had thrust under the towel grasping my left tit.

To resist would have been futile and my surprised body jerk caused the towel to fall to the floor.

He kneaded, then squeezed, slowly pulling towards my nipple.

He turned to his right…his cock was right there…it was rigid.

I fought the urge to grab it…did I want to push it away…or was I going to return the favor.

I returned the favor…his body jerked in response to my mouth encapsulating the end of his dick. A head so big, it stretched my mouth.

How in the hell did Denise get this monster all the way in? The thought that this was my son’s dick…coupled with the knowledge he was on the phone with his dad…the taboo of the whole situation overcame any thought of physical limitation.

The end of his cock was now at the back of my mouth, my thorax slowly spreading as I pulled him further in. The body of his wonderful cock entered my larynx…moving down my throat.

I had to breath, released just enough to let the air from my nostrils pass into my lungs, and then plunged that whole sausage deep into my throat. My lips buried into his pubic hairs.

Ah ha! Had that fucking huge cock of my son entirely in my body! Morality be damned…it was mine.

My senses were all encompassing around that huge dick in my mouth, but as if in a different room a I could hear one side of a conversation.

“Yea dad…yea I know Mom is a hot looking woman”

“Don’t worry…uh (he humped my throat), I’ll take care of her”. Mark held my head with one hand and thrust three or four times, his cock reaching the end of my throat on the pull back and then pushing deep into my throat.

I have never deep throat ed anyone, at least not like this…but my hunger for his cock, over came any resistance.

“Dad…I will give her what she needs…yea, yea…uhm” Mark froze and a hot string ejected from his cock almost straight into my stomach.

I caught my breath in each stroke…more strings, all but one deep within me. The last emptied in my mouth, salty, thick, and yet creamy…only the second time in my life that I tasted semen after the first time when I told myself never again. Now I wanted more.

That minute delay in the phone conversation apparently did not register to my husband as Mark finally broke his silence, “Yea sure dad…I’ll put her back on…she just had some cream, give a sec to swallow”.

Then handed me the phone.

It was short…he would not be able to make it at all and take care of Mark just like he asked Mark to take care of me.

The first day of my vacation was almost over.

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