Tag Archives: skinny dip

225. Pansexual, a skinny dip, and my “first time.”

225

I’ve shared a couple of stories of my youth — Post 64. Strip Quarters and Post 73. Pube Shaving Party.  Since I’ve brought up naturism, in my last two posts, now seems like a good time to share one more story of my youth.  Before I do . . . 

NUDIST VS NATURIST
I learned from E, the preferred term is “naturist” not “nudist.”  To some, nudity connotes sex, whereas naturist connotes nature.  “Naturist” was coined about 125 years ago by those who partook in the nude lifestyle.  “Nudist” was a term created about 90 years ago by media.  Focusing on nudity gave it a more prurient connotation, at a minimum to sensationalize it, at worst to vilify it.  The words are often used interchangeably now, but E is sensitive to the differences in what they mean to her, so, I too will use the word naturist.   

Naturism can go deeper than simply rejecting clothes.  It can encompass how we embrace nature.  E said her parents have a minimalist lifestyle, concerned about keeping a “reasonably small carbon footprint.”  They don’t shun electricity or modern advancements – they own a car and have all the modern conveniences.  They keep their possessions to a minimum and focus on conservation and recycling.   

We haven’t met them yet as they live in another state.  It is possible we may meet them at the naturist resort we are looking into.  It will be an interesting introduction for us, to say the least.

YOUNG JENNY GOES SKINNY DIPPING
In my prior post I shared my fondness of being naked.  That fondness plays a role in my first orgasmic sexual experience (not counting masturbation).  I think I mentioned before, but if not, I had sex with a girl before I had sex with a boy.  By the time I had sex with a boy I was a very experienced virgin – but that will have to be another story.

The sex would have happened without the skinny dipping, but I wanted to share the full story to illustrate my penchant for baring it all, even when I was younger.  

It was the summer between 8th and 9th grade.  I was 13, Amy was 14.  She is just two weeks shy of being a full year older than me.  With my birthday being just before the cut off to start school, and her age is just after the cut off, we were in the same grade despite an almost one year age difference.  I was often the youngest in my class, she the oldest.  Not a big deal, but it can be at that age, especially when it comes to physical maturity.  Adding to her 11 month head start, she was an early bloomer, I was a late one.  Yeah, she had boobies way before me.   

Amy’s parents had a really nice house with a large pool in their backyard.  The backyard was secluded, at the top of a steep hill with no houses behind it.  The two houses on either side were offset such that they didn’t have much of a view of the pool, and any potential view was obscured by many trees.  They had a gravel driveway, which, while out of view, was actually close to the pool and made enough noise that you could always hear any car driving up.  The perfect storm for clandestine teenage activities. 

We had seen each other naked countless times throughout childhood.  Amy was well aware of, and subject to, my proclivity to be in the buff.  I would often swim naked when her parents and brother weren’t home and even stay naked after the swim.  For years she refused to doff her swimsuit.  One day she finally relented.

From then on it became routine for us to swim naked if her parents were at work and her older brother wasn’t home.  It was comical because each time we heard a noise she would scurry to put her suit on.  Well, it wasn’t long until her brother caught us.  He was with a friend who parked at the curb and walked up to the house, thus we didn’t hear them.

He was 18 and had just graduated high school.  He was a “man” in my mind, plus was Amy’s dorky older brother.  No one was interested or thinking anything about sex (at least I wasn’t and I don’t think he was).  I wasn’t embarrassed, but Amy surely was and was yelling, “Don’t tell mom and dad, don’t tell mom and dad!” I calmly walked over, naked as can be, and talked to him and his friend.  I bargained with him not to tell.

He said no to my offer for him and his friend to simply join us in our “clothing optional” swim (much to the chagrin of his friend).  But, it didn’t take any convincing to get him to accept the offer of feeling free to watch me that day or any other day.  That, plus, he had to agree to not tell anyone else or invite any other of his friends over.

I was happy because it meant more opportunities to be naked as we didn’t have to worry about her brother being home.  By the way, in retrospect the thought of this horrifies me.  I put myself in a very vulnerable situation being naked in front of two 18-19 year old guys.  Even though I had every reason to trust Amy’s brother, I didn’t even know his friend.  In hindsight I was foolish and very fortunate that they both ended up being deserving of that trust.

At first Amy decided swimming naked in front of her brother was too much for her, so she kept her suit on.  Once again, eventually she said, “What the hell,” and went naked.  At first we got a lot of attention, her brother and/or his friend  would hang out by the pool and watch.  But eventually they tired of it other than an occasional peek out the window.  

MY FIRST “REAL” SEXUAL EXPERIENCE
If you’re keeping score, both Amy and I had boyfriends in 8th grade that we allowed to feel us up.  She had even let her boyfriend suck on her breasts — I was the prude who hadn’t gone that far.  Ha!   Beyond that, there was some rubbing of privates over the pants, but neither of us had “touched dick” nor been fingered (other than by our self via masturbation).  And we had both experienced orgasms, but again, only through masturbation.  Okay, back to the story. . .

After one of our swims, Amy and I were in her bathroom drying our hair.  We had bottoms on but no tops.  We were talking about things we often talked about – such as boys!  The conversation turned to another common topic of ours – our breasts.  More precisely, her abundance and my lack of.  This was a normal conversation for us to have.  It was not sexual.  We always openly talked with each other about our bodies, even about masturbation.

At some point I asked her if I could feel her boobs.  I was just curious.  I had actually done this once before, about a year or two earlier, but they were much bigger now.  She said yes, so away I went.  Unlike before, this time I really went!  She stood in front of me as I played with one, then the other, then both at the same time.  Squeezing, poking, prodding, and pressing and pulling her nipples between my fingers. 

I don’t know how long I did it for, but it surpassed the length of time to qualify as platonic.   While my eyes were focused on her breasts, I became aware of her breathing as her chest would slowly expand and contract, and the sounds of inhaling and exhaling grew louder.  I finally looked up at her.  Her eyes were closed, lips were pursed.  I clearly excited something inside her.  

I smiled.  Even though it was not my intent, I knew she was feeling something sexual.  I kept playing with her breasts until her eyes opened.  When she saw me looking into her eyes she quickly got embarrassed and said, “Okay, enough of playing with my boobs, let’s get dressed.”  I could tell she was uncomfortable so I didn’t say anything about it.  That was that.

The next day we were hanging out in her room and Amy says, “Hey, it’s not fair you got to feel me up.  I want to feel you up now.”   I took it as her just teasing me and said, “I did NOT feel you up, I was just curious to know what they felt like.”  She continued teasing and said “yes you did, yes you did.”  I finally said “Fine, then if it will shut you up, then go ahead, feel me too.”  She did.

She also felt and felt and felt.  Needless to say, she also excited something in me.  I started to feel her up too.  We played with each other’s breasts for quite a while.  I actually don’t remember who went first, but at some point we began sucking on each others breasts.  And that was that.

That night I remember masturbating to thoughts of Amy.  The first time I ever had such thoughts.  I didn’t feel bad for thinking this way.  It was the early 80’s, I didn’t know anyone who was gay or bisexual, or even really know much about the terms.  I didn’t even connect my feelings with any of those terms.  It wasn’t about feeling “that way” about girls.  It was simply feeling that way about my friend Amy. 

The next day, at Amy’s, we stayed in her room the entire time.  We got naked, kissed for the first time, fondled, and fingered until each of us had an orgasm.  This was the first time that, other than through masturbation, we had been brought to climax.  We went on to frequently have sex, eventually advancing to oral sex as well.  And that was that.

PANSEXUAL
Amy and I continued having sex throughout high school and college.   All along it was important to me to make the distinction in my mind that I wasn’t attracted to girls, I was just attracted to Amy.

Only recently has it dawned on me that such a distinction is stupid.  Why did I feel it was so important to make this distinction?  I mean, I didn’t like every guy I saw, but I never felt compelled to make the distinction that any attraction to a guy was about the person versus the gender.  That was just too obvious!  So why then was it so important for me to make that distinction about Amy?

I think that it is simply due to the negative baggage society puts on us when we are attracted to the same sex.  As if you are attracted to one person of the same sex you must be a sexual deviant that wants to have sex with every person of the same sex  – thus, my distinction was important to me.  This is, of course, just societal bull shit.  

As I eventually came to understand, my sexual attractions, men or women, are based on the person, not the gender.  And it is fortunate we now have a name for this – pansexual.  No negative connotations, no negative societal bull shit baggage.  We didn’t have that term back in the early 80’s.  Pansexual!   That’s me!

Next: Post 226. Kink Research

123. Mischievous Mike and the Swim

mischiefgrin

I am sharing some of the events that Mike and Kayla shared with me regarding their trip to Florida together.  I previously shared their silliness at the airport, and will now share another escapade of theirs that I call, “The Swim.” 

I want to remind you of a few things so you understand a bit about what Kayla was feeling during these experiences.  You can learn more about her on Post 91 Undressing Kayla.  She is the admittedly “quirky girl” and shy, at least in groups – she has never been shy around us.  She is overly self-conscious of her looks, even though she is beautiful.  While she seems a confident and vibrant 22-year old around us, in many ways she is like an insecure 14 or 15-year-old when in public or especially when around people her own age. She has always been more comfortable around older people.  Throughout school her friends were always several grades ahead of her and today, her friends are all in their late twenties to early thirties (and then of course there is us).  I restate this to give greater context as to the impact the experiences I am sharing had on Kayla.

Mike told Kayla to purchase a two-piece bathing suit for their upcoming trip.  He said that it needed to be “skimpy.”  Mike knew that would be difficult for her.  I mentioned before she has been around my family for many years, even on vacation with us.  In any swimming activities she always wore a one piece.  Too shy and self-conscious to attempt the bikini.  

She bought one and tried it on for Mike and he told her to return it – not skimpy enough.  He even spanked her for not following his orders to buy something skimpy.  He called it “revealing but not skimpy” and sent her back to purchase another.  He was happy with the second purchase – low cut all around so there was both some cleavage action and had both some side-boob and bottom-boob action.  This link is a fairly good representation of the top.  The one she got had a little more coverage than that one, but, it gives you a good idea. It required frequent adjustment while wearing it to keep the boob coverage publicly presentable.  The bottom was skimpy too.  Small and tight in the crotch and, while not a g-string, it showed a lot of ass.  This link shows one that was fairly close to what her bottom looked like from the front (it wasn’t a g-string though).  

He asked her how she liked it.  Having to be honest she said, “I like it because it is what you want for me.”   He asked if this was something she would wear if he didn’t require it.  Without hesitation she said, “No, Sir, I would not.”   “Good, then I know for sure it is the right one for you,” he proudly said.

They went down to the pool as late as they could and the only people there was a table of what turned out to be college aged kids.  Mike told Kayla she wanted her to “flaunt” her body.   She made big sweeping adjustments to her top, and when she did she gave them an innocent and incidental  flash of her boobs – which they clearly saw as they were already checking her out. 

Kayla, being on a bold streak after the airport experience,  not only did that, but made eye contact with the group as she “adjusted” and said, “Oh, hello y’all.” 

Mike and Kayla were in the water at one end of the pool.  Mike embraced Kayla, wrapping his arms around her, and told her, “I want you to swim the length of the pool and when you reach the wall on the other side, stand up, wipe the water from your eyes, and then swim back to me.  She did so.  This time he told her, “Good, I want you to do it again, but I want you to have a wardrobe malfunction. I want you to lose your top just a few feet from me but keep swimming.  When you get to the other side, stand up again and give a bit of a shriek and yell, “I lost my top!”  I don’t want you to go back under the water and I don’t want you to cover yourself with your hands.  We will just ad-lib it from there.

She did as she was told and of course when she shrieked, the guys all looked over.  Kayla then said, “Where did my top go?”  One of the guys at the table pointed in the water near Mike, “there it is.”   The guys looked over at Mike and as he retrieved the top he said, “Well, you might as well get a good look before she gets it on.”   Undaunted, Kayla gave a pose and cupped her boobs together and said, “Well, if he wants you to have a good look, then let me make them easier to see.”   Mike then tossed her top, not to Kayla, but out of the pool near the table.  Mike said, “Go get it.”

The young men just laughed and looked over at Kayla as she had this surprised look about her.  One of the guys got up and said, “I’ll toss it to you.”  Kayla, knowing that Mike is purposely trying to embarrass her and feeling confident after her “win” over his last attempt to do so, said, “What’s wrong, you don’t want me to get any closer to you?  Just leave it and I’ll come get it.”  

With that she swam back to the end where Mike was. She told Mike, “Now would like me to lose my bottoms, Sir?”   Mike had played a few games like this before with her, but this trip was like “major league” play.  Yet this rookie Kayla really knows how to play this game.  She totally flipped the script and instead of Mike pushing her, she was the one pushing to see how far Mike would take things.  

Mike told her to leave her bottoms on and to retrieve her top.  In telling me this story Mike said he had Kayla leave her bottoms on only because he was concerned there could be kids coming in or it could cause trouble.  I slyly told him, “How convenient, Sir, are you sure it wasn’t the fact that you were simply the first to blink.  Sounded to me like Kayla was ready to go further.  I think she wins again.”

Kayla 2.  Mike 0. 

Kayla said, “Hell yeah  I won, and I even took it further.  Let me tell you about my victory lap!”  Turned out when she got herself out of the pool and walked over to her top she told the guys at the table, “Here’s a closer look.  Look all you want.”  She then took the top and sort of half put it on.  She  then asked one of the guys to tie it for her. She purposely let one boob hang out for some time before “noticing” she needed to tuck it in.   Once the top was secured she looked down and said, “Oh, you can barely see my nipple through this thing.”  With that, she stuck her hand under her top and tweaked both nipples for about ten seconds.  “There, don’t you all think that looks better?  Thanks guys. Isn’t Orlando fun?!”

She then went back into the pool and embraced Mike and laughingly said, “Sir, I will do anything for you.  Although I am full of embarrassment, I can always will myself to surrender to your will.  I am all yours and my embarrassment is not as important to me as my service to you.”  They stayed in the pool a little longer, and then got out and went over and talked to the guys for a bit.   That’s when they found out they were in college.  It was two pairs of brothers who were each other’s cousins Did I explain that clearly?  Whatever – not important to the story.

While Mike generally likes to win at these games, he was now even more motivated since he had  “lost” twice in a row.  Could he actually conjure up a public scene that could break her will power?  Of course, this is bounded by what is safe, sane, and legal, as well as her hard limits.  Other than that, it is only limited by Mike’s imagination.  Well, Orlando is the land of magic and imagination.  He had more in store for her the next morning. 

NEXT: 124. Mischievous Mike and the Room, the dance, the term, and the treat.