Ashley’s First Time With A Guy free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
Ashley’s First Time With a Guy

DISCLAIMER: Story is merely fantasy and completely fictional. So please do not believe this happened to me or ask me questions about it, thinking it is true. I am writing simply because it is a fantasy and it’s just more fun that way

So it all started on Valentine’s Day of that year. My wife and I had gone to dinner and got a hotel room for a romantic evening. And of course being the fun loving couple we are, we had a couple bottles of wine at dinner and decided to head to a bar for a few more drinks and some dancing after dinner. So by the time we were heading back to the hotel we were pretty drunk and having a lot of fun.

I, of course, had set the mood in the room earlier in the day when I had stopped by to check us in so we wouldn’t have to deal with it later. I sprinkled rose petals on the floor leading from the door to the bed, set up some white xmas lights in lieu of candles (due to them being banned in hotels), arranged for champagne on ice and chocolate covered strawberries to be brought in prior to our arrival, and had a couple gift bags on the bed with some sexy lingerie in them.

As we enter the room she is completely swept off her feet by the romantic scene in front of her. She was very excited by the gifts, so I told her she should open them while we enjoy our champagne and strawberries. More than agreeable to it, she slinked her sexy body over to the bed, sat down and began removing the items from the bags as I brought the drinks and tray of strawberries over. Apparently I have very good taste in lingerie because she insisted on trying it all on immediately. So she disappeared into the bathroom as I put on some music and enjoyed my champagne.

She must have tried it all on because it took a while, but eventually I heard the door open. I was told I found the most perfect stuff, but she found the particular combo for the evening. She came out wearing a black bra and panty set with little hot pink details, black thigh highs with little hot pink bows at the top, and black stripper platforms which she had packed in her bag from home.

Now you have to understand, she has an unbelievable body… 5’5”, 100lbs, not an ounce of fat, A cup tits but perfectly proportioned to her supermodelesque frame, and an ass that could end wars… So even though it sounds like a simple set she came out in, it was still jaw dropping on her.

After seeing my face and expressing her gratitude, she said she felt bad that I did all that prep work and got her nice gifts, but she didn’t really have anything for me. So, jokingly (even though it was a fantasy of mine and I did it without her knowing), I said that they really didn’t make any sexy little things like that for me anyway.

Then I saw her have a thought. She told me to wait right there and disappeared back into the bathroom. After a few minutes she emerged empty handed and told me my surprise was waiting in the bathroom. As I got up she coyly smiled and strutted to the bed taking a seat and sipping her champagne.

Upon entering the bathroom, I found the toilet seat down and a sheer black thong sitting on it with a note next to it saying, “wear me”. I recognized it, this thong was a part of another set I had given her, but it was one of those one size elastic band type so she knew it would stretch enough to fit.

I had been wearing panties for a while without her knowledge and it had always been a fantasy of mine to wear them for her. So when I saw this, my cock nearly sprang out of my pants. Just as I started to undress to follow her command, I heard from the bed, “I’m waiting...” I quickened my pace and as soon as I pulled that soft, sexy material against my rock hard cock, I nearly finished right there. It felt so sexy.

I emerged to a big smile on her face asking what she though, posing a little of course. She said they were perfect and that I was right about sexy things not being made for me, but she was willing to share. Also noting that my rock hard cock oozing with precum proved how much I was enjoying it. We immediately proceeded to have one of the hottest nights of our lives.

A couple days later I was still smiling about it, thinking she had no idea how much I loved it and it probably wouldn’t happen again. But as I returned home from work, there was a gift bag and card sitting in the hallway with my name on it. It was a Valentine’s Day card. The inside read “Sorry it is late, but this should get you started… Happy V-Day Sexy!”. Opening the bag, I found three pairs of panties in different styles and colors, as well as a $50 gift card to Victoria’s Secret. It was one of the greatest days of my life.

Over the following months, my collection grew. And not just panties, but all sorts of lingerie, even some heels. My wife even started introducing me to her toys. She started slow with some of her smaller dildos and vibrators, but we eventually graduated to using double sided dildos together. A whole new world was opening for us sexually.

As October rolled around, the Halloween party invitations started rolling in. We had decided to dress as a couple and go as the couple from the movie “300”. Most of the parties were mutual friends of ours, and there were a couple invites from some coworkers we hadn’t been around much as a couple.

At some point during the week leading up to all these parties we were lying in bed, I also happened to be wearing some of my lingerie, when my wife seemed restless. I asked what was going on and she said she wanted to try something new, but wasn’t sure how to ask. So, excited by the prospect of something new, I told her to just ask. Then she began:

“Well, I’ve been thinking about Tom from work’s Halloween party, and I want us to wear a different costume to it…”

“What do you want to do?” I replied.

“Ummm… you really have only met a couple people from my work, and really only in passing… Soooo I was thinking maybe we could go as girlfriends? I mean you would not be dressing up as a girl for your costume. You would pretend to be a girl in a girl’s costume. I would introduce you as my friend Ashley. I would of course let people know that you were at one of your coworker’s parties and we couldn’t make both.”

“You think this would actually work? I mean here at home is one thing, but it could be really embarrassing if we get caught…”

“Let me worry about that. I’ll have you passable in no time. We’re already shaving you’re body hair for you’re other costume anyway.”

“Alright”

I had never thought about dressing outside, much less in front of a bunch of people I may bump into again. I was terrified, but strangely excited as well.

My wife had lived up to her word. She bought us some sexy costumes, She was sexy Snow White and I was sexy Dorothy from “Wizard of Oz”. She also bought me a real looking wig as well. When I looked in that mirror after being dressed, wearing the wig, and having my make up done… I wanted to fuck myself! I was hot! And as always she was looking gorgeous. We looked like absolute sluts, our little costumes barely covering our sweet asses and the cleavage on her as well as the cleavage she created on me.

We ended up taking a cab to the party because I knew it was going to take more than a few drinks to calm my nerves. And almost immediately as we got in the cab, the driver started hitting on us. My wife of course did all the talking as I was very unsure of my female voice. But wow was this guy into us. And maybe it was to break the nervousness for me, or maybe just for the thrill, but as my wife paid upon our arrival, she whispered something to the driver.

I was standing outside the cab right next to the driver side door staring at the house trying to figure out how I was going to fool everyone. Then my wife came around in front of me pulled me close and kissed me. But while she was kissing me, I felt her hands wander to my ass and in an instant, she pulled up the back of my skirt (not that there was much to pull up) revealing my ass cheeks separated by my cute little white thong. I couldn’t help it, I just let it happen. He beeped and drove off, she looked at me and said, “See you’ll be fine.” Now I was excited.

We fixed our make up after our little show for the cab driver and headed in. She went in first greeting people with hugs and introducing me as her friend from college just in for the weekend. Thankfully the music was loud enough that I could keep my voice low and sound somewhat feminine. After she said hi to everyone, we grabbed a couple drinks. Apparently people had been there for a while because they were pretty drunk already, which made me feel a little more confident. After a couple drinks and conversation, in which I contributed very little, my wife suggested we dance a little.

As we made our way to the middle of the dance floor, she whispered in my ear that I must be really hot because there are a lot of guys checking me out. Unexpectedly I felt sexy from that comment and my tightly secured cock lurched a little. Never thought about guys before, and now I’m exited about them checking me out…?

“Remember, you’re my friend from college, not a guy trying to get laid. You have to dance like it.” I think she noticed my confused look.

“You have to dance sexy, show off a little for the guys. Dance they way you like to see girls dance… oh, and of course lets give them hot little show…”

I was a little slow at first, but really started to feel sexy and get into it. We just started putting on an absolute slut show. Dancing and touching each other. It seemed like we were out there for a while. Then all of a sudden, I felt a body behind me. I almost froze, I looked at my wife still dancing in front of me being watched by a few horny guys around us. She saw my surprise, looked me in the eyes, winked and smiled. I turned my head and saw it was her friend Tom behind me! With that encouragement from my wife, I backed into him a little closer.

Before I knew it, I was grinding my cute little slut ass right against him. I soon found out exactly how much he was enjoying it, I could feel his rock hard cock right through his costume pants, it was huge, and with my tiny skirt he was basically grinding that monster right against my tight whole. I began having my own problems containing my “excitement”. He got bolder with every song, his hands began to wander, I was worried he might find my “secret”, but I was just too excited at this point and was helpless to stop him. Tom moved his powerful hands under my short little skirt, feeling my hips as I worked my ass over his bulging cock. I felt so sexy as he moved them around to my inner thighs, even brushing against my “clit” a couple times… it was hot!

After a few more songs, my wife and I excused ourselves to the ladies room. The door wasn’t even closed before she was kissing me deeply. We made out for a couple minutes until she broke it off…

“Those guys want you so bad! Tom especially.”

“I know.” It was all I could muster, my head still spinning.

“Well what are you gonna do?”

“What do you mean?” I’m lost.

“The party is starting to thin out…”

“So… We’re leaving soon?” Still completely lost.

“Look, I saw how much you enjoyed the attention. I also couldn’t help but notice you enjoyed riding on Tom’s cock while dancing and getting felt up…”

“Uh… but…”

“No need to explain to me Ashley, you’re a hot single chick, you should enjoy yourself. I have to go home soon and wait for my husband to get home from his party.”

I was stunned. She gave me another kiss, reached under my skirt, giggled and said “Oh yeah, you’re into it…” She walked down the hallway, looked into Tom’s room, looked back and said “See you at the house Ash”

I walked down the hall, looked into Tom’s room, and he was catching some sports news on TV. He saw me and called me in to see something. I sat next to him on the bed and watched an incredible football highlight. But when I looked over to him he just leaned over and brought me in for a deep kiss.

I had no idea what to do, I can’t get caught like this. I gave in and began kissing him back. His tongue darting in and out of my mouth, I got caught in the moment and was overcome by sexual desire. He was feeling me all over as I began to stroke him through his pants. He was bigger than me and I was kind of excited to see it, Just then he started to run his hand up my thigh and I realized he was about to get a handful of surprise… I had to think quick.

I dropped to my knees, unzipped his pants, and springing free his 8 inch cock. I was in awe, this was the closest I’ve ever been to another man’s cock, and I was stroking it. I now knew what I had to do, he just verbalized it..

“Suck it for me Ash, I want your mouth on me so bad…”

I lowered my face to him, beginning at his balls, I ran my tongue slowly and deliberately all the way up the underside of his thick shaft and circling the head with my tongue a couple times before plunging my mouth down on his erect throbbing member. I head him groan and lay back on the bed. I started slow, exploring as much of his rod as I could. I loved hearing his low moans as I slowly worked my mouth up and down him devouring him like an absolute slut. Along with his groans, he told me how he had been in love with me ever since I walked through the door. He loved my body, my dancing, and just how hot of a chick I am.

As I quickened my pace, I could sense him getting close by his breathing and moaning. And with a grunt, he completely filled my mouth and throat. I’d like to say I took it all down, but it was a lot and it was my first. I dribbled a little, it ran down his cock to his balls. Wanting every last drop I pushed his now limp cock aside and began licking it off his balls, and by the time I made my way to his cock, he was erect again!

He looked at me and said, “That was amazing, I’ve never cum like that before. I want to fuck you so bad right now.”

Once again thinking quick I replied “Not to gross you out stud, but I’m kinds on my period. but you can fuck my ass if you want? You just have to promise to be gentle and let me be on top because you’re hung and I don’t usually do this.”

Of course he replied with an enthusiastic, “Yes”.

I don’t know what got into me, but all of a sudden I’m fearless and about to get fucked in my virgin ass by my wife’s coworker. As he continued to lay back on the bed, I climbed up and hovered myself over him in the reverse cowgirl position. Trying to ignore my own raging hard on I have taped against myself, I pull that little white thong aside revealing my tight puckered butt hole. He told me how gorgeous it was as I lowered it to meet the head cock, well lubed from a combination of my saliva, some of his cum I missed, and he now fresh stream of precum. My heart was nearly beating out of my chest as I lowered slowly onto him, feeling every thick inch stretch me out, I close my eyes let out a moan.

As I open my eyes I see my wife standing in the doorway which we seemed to have left open, she just smiled, winked, held up a piece of paper that said, “C U AT HOME”, blew me a kiss and disappeared. I just continued to ride Tom up and down his thick shaft. It felt so good deep inside me. I just closed my eyes and started rolling my hips which started running his cock directly into my prostate, the sensation only made me want it more, I was fucking him for all I was worth, as our moans grew together.

When I open my eyes again, in the STILL open doorway, is one of their other coworkers who I was introduced to earlier in the night but forgot his name. He had is cock out and was stroking it while watching me fuck Tom. I couldn’t take it, so I waved him in. He undressed the rest of the way, walked over and I took his average sized cock into my mouth with ease.

I felt Tom begin to get up. Tom and his random coworker put me on all fours going across the bed, one of them at each end. I began sucking again as Tom plowed me from behind, he was nailing my P-spot, I knew I wasn’t going to last long. Thankfully his pace began to quicken, I could tell he was ready to cum again. Just the though of having him dump his seed in my ass was enough to send me over the edge. He hit my prostate again and I tensed up as I shot load after load into my panty, thankfully it was cotton and caught it all.

Tom felt my muscles tighten around him and it was too much, he dumped his second load in me as my muscles were tensing from my own orgasm. He finished quick and told the other guy he had to try my ass while I clean Tom off,

“I just made her cum from fucking her ass”.

So they switched ends and it did not take long, being smaller than Tom the other guy slid right in and pounded my sweet ass for all he was worth as I cleaned Tom off. His pace was too much and I came again, once again squeezing him and forcing him to dump his load in me.

I stood up, straightened my thong, gave them both a deep kiss, and thanked them for the fun. I awkwardly made my way through the party, makeup I’m sure all messed up, probably walking a little funny from the pounding I just submitted to, went out front and grabbed a cab home.

My wife was in bed waiting for me and asked if I had fun. I told her she wouldn’t believe me if I told her how much fun I had and how much I loved her for it. I told her everything that happened, then we fucked passionately, then went to bed.

To this day, Tom is always asking my wife how Ashley is doing and if she’s coming to visit again soon. She might have to.

Same as

Ashley’s First Time With a Guy Videos
3 years ago
  • 0
  • 56
  • 0

Wifes FirstTime With Another Man

My wife Karen and I have been married for 9 years, and have three k**s. Karen is a short 5'1; slim, has an attractive face, short brunette hair, and smallish tits with magnificent large, puffy nipples. She’s fairly reserved, especially about sex. It’s not that Karen doesn’t enjoy it, she does, she’s just not comfortable talking about it. She claims to have no sexual fantasies, and outside of breathing heavily, makes little sound while we’re having sex, which is maybe once or twice a month since...

2 years ago
  • 0
  • 57
  • 0

The Amazing Mr Mortimer

THE AMAZING MR. MORTIMER My girlfriend Rachel and I had decided to take a two week vacation to PuertoRico. I had first come across the girl on the streets of San Juan. She cameup to me and begged me for some money. At first I was going to say no. ThenI noticed how beautiful this young girl was and I was intrigued. I startedto reach into my purse to get her something, and she smiled at me. She hada very beautiful smile. It was in fact an entrancing smile. I kept her close to me with small bribes...

1 year ago
  • 0
  • 37
  • 0

Mortimer and Myrtle A Love Story

Note: This is not your usual Lush story. It is an experimental play in a theater of the absurd style. There is no sex but it is an entertaining comment on marriage. I encourage you to indulge in something different. I think it will make you laugh and maybe cry. Scene: A formal living room. Mortimer is seated on a sofa in the center of the room when Myrtle enters and sits on the sofa next to him. She is wearing a blue floral dress and a pearl necklace, her gray hair is tied in a bun. Mortimer is...

2 years ago
  • 0
  • 42
  • 0

Lunchtime Munchtime

As was his habit at lunchtime, Hal left the building and walked through the office park for exercise. It was a partly cloudy day, and for the moment it seemed overcast. On his way to a small path through the woods, he saw her. Sandy was an attractive redhead with a sensual voice who almost always wore a tailored blouse, a roomy ankle-length skirt, and one-inch pumps. Her wardrobe varied in color, patterns, and material, depending upon the season, but always the same ensemble. Hal watched as...

1 year ago
  • 0
  • 30
  • 0

Wartime

Elizabeth Fleming told me some of this story in the years before she died, aged eighty, in 2010. The more graphic scenes are mine but the emotions and surrounding history are hers. She was my Great Aunt, great in so many ways for she was the third family member I ever revealed my sexuality to, the first two being my parents. I had known since girlhood that she shared a cottage in Hampshire with her friend, Portia, but had never known their relationship was more than sisterly. When I told her...

Lesbian
3 years ago
  • 0
  • 34
  • 0

FaceTime with Ann Next Door

I never FaceTime. I'm not a adolescent girl. I don't need to see your face when a simple text will do. Call me an old bastard, get-off-my-lawn type, but that's the way it is. (By the way, I'm not that old).So when that mechanical beeping emanates from my phone that someone wants to FaceTime me, it's definitely out of the ordinary. Especially when it's 10:30 on a Tuesday night. I got to my phone and it said "Ann FaceTime video."Well, this was different. Ann Next Door and I been fooling around on...

1 year ago
  • 0
  • 28
  • 0

Daytime friends nightime lovers

She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½ feet. Dark red… it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the crystals were so thick it turned everything pastel. Breaking it apart just enough to smoke easy, she arranged the weed in...

3 years ago
  • 0
  • 29
  • 0

Daytime friends nightime lovers

Introduction: While a few details have been tweaked, this story is as close as I can remember it Prologue She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½, feet. Dark red&hellip, it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the...

3 years ago
  • 0
  • 43
  • 0

Sandy and RandyChapter 2 Daytime Funtime

After the close call and excitement, in more ways than one, of that first night together, Sandy decided they better cool it a bit so Mom wouldn’t get suspicious. Mom also went back on day shift, 8am – 8pm, so bedtime was less private, but days were not such a problem. Randy tried to act normal around Mom and of course, around Sandy, but he did have some issues like being quieter and more protective. Mom just thought he was getting older and closer to starting into puberty, especially now...

1 year ago
  • 0
  • 36
  • 0

Halftime Stranger

It was a warm October night and I was at a college football game with a few buddies. Throughout the first half of the game, I looked to my right and there was this hot sexy bald guy 3 sections to my right. He had huge arms and was wearing a black wife-beater and jeans. We kept looking at each other and at each time, he would show that bright smile of his.At halftime, I went to the restroom and used one of the stalls, luckily I was the only one in the bathroom. As I opened the stall, he was...

2 years ago
  • 0
  • 37
  • 0

Summertime In Colorado

Summertime In Colorado I absolutely love summertime. The hotter it is the less the girls wear. Instead of long jeans they wear short shorts. Instead of full blouses they wear skimpy tops. Coats are strictly out of the question too. Bikinis are popular even if it is just the top half with a micro mini skirt. Like I said I absolutely love summertime. Girls of all ages are wonderful to look at. Touching them might be a different story but looking at them is still legal. The problem...

3 years ago
  • 0
  • 41
  • 0

Summertime Blues

Summertime Blues Author's Note: This is an old story of mine which I self-edited using the great suggestions I been receiving. I will go back and edit it more. I want to see how well I could implement the suggestions which I got. Also, I want to give a thanks to all the people who had help me in my writing. It was a bright sunny Saturday afternoon in July yet it was raining in Joe's mind. This was for Joe was having a run of the mill bad day so he headed to the bar for a drink. He...

3 years ago
  • 0
  • 49
  • 0

Reese Witherspoon dommed

any of the actresses mentioned below. This story is written down for enjoyment purposes only. Reese witherspoon woke up with a headache. She didn't know where she was. All she could feel that she was blindfolded. Not only that, she was tied to the bed with duct tape, unable to move her hands and legs. She also noticed that she was nude. A duct tape covered her mouth so that she shouldn't shout. All she remembered was going to a producer's home for some script reading of a film they were...

2 years ago
  • 0
  • 44
  • 0

FaceTime surprise

I have a new job working away and I bought an iPad to keep in touch with the wife, it’s great seeing her when away I miss her so much so it’s great when I’m bored in my room. Jane and I for years have spoke about sharing? But she never comes through, it must be 4 years now we have had the same conversation about it and it’s always the same answer maybe! Jane is great in the sack she knows how to please, I keep telling her she needs to give it out cos it’s going to waste on me as I only last...

3 years ago
  • 0
  • 30
  • 0

Showtime for Teri

Showtime for Teri By Teri Franken Chapter 1 My name is Teri and I am 28 years old. I have been a closet sissy for as long as I can remember. My parents knew that I was not your typical child and they let me live how I wanted to and did not judge me, they just loved me unconditionally. I grew up loving everything that a little boy typically doesn't like, such as dresses and dolls. My parents were concerned that I would be a target for bullies, so I was home schooled, took my GED...

3 years ago
  • 0
  • 14
  • 0

Cableguy

The day started like any normal week day. The alarm clock went off early in the morning, I hit snooze and dozed off for ten minutes before it went off again. This time I killed the alarm did a good stretch before climbing out of bed. The morning tasks went like usual, then I got dressed in a polo work shirt and khakis. I cooked some bacon, eggs and hash browns before leaving the house to make my first stop. It was a new customer and company policy was new customers are top priority. A call the...

2 years ago
  • 0
  • 12
  • 0

flyguy

Not my story but one from myhotwife blogA couple weeks back I got an email from a commercial airline pilot who said he’d be flying into my town and wondered if I’d be interested in a rendezvous at the Embassy Suites near the airport. He said he had a six hour layover and couldn’t think of a better way to spend it than borrowing another man’s wife for the afternoon. At first I was a little surprised at his forward approach, so I called his bluff and told him to message me and we could talk about...

3 years ago
  • 0
  • 17
  • 0

Becoming TheDildoGuy

I wrote this as a way to process my sexual development, as well at to share my dirty secrets with like-minded people.This will be deemed sexually devious, inappropriate and offensive to some people. DON'T READ IT IF YOU'RE NOT A DEVIANT!I’m a 33 year old guy, I’m in a hetro relationship and I’m straight.I love sharing my sexual experiences on-line, particularly those from my teenage years. Sharing stories from my youth, and photos and videos of my more recent sexual pastimes is a very...

3 years ago
  • 0
  • 17
  • 0

7 ASIAN BLOWJOBS IN 7 DAYS DAY 6 NGUYET

SEVEN ASIAN BLOWJOBS IN SEVEN DAYSVOTE FOR THE BESTPLEASE SEE:- INTRO AND DAY ONE – MEI- DAY TWO – EMI- DAY THREE – YUZMIN- DAY FOUR – YONG-JAE- DAY FIVE - JOYCEDAY SIX – NGUYET?I was relieved to know I could get a little more sleep on the boat. We were travelling to one of the islands near the mainland, and it would take a couple of hours. My dreams were saturated with images of Joyce trying to coax my cock inside her, my near-death experience oral sex with Yong-Jae, the mystery of Yuzmin...

2 years ago
  • 0
  • 13
  • 0

How High a Price Contributed Conclusionsby jimguy

Early left Susan sobbing on the couch and taking his Explorer went shopping for beds to replace their marital king. Early tersely told him what he required, and then with little thought given to details he purchased the beds, leaving instructions for next day, Sunday delivery. Leaving the store, Early sat in his car and cried. The reality and uncertainty of where he and Susan were heading overwhelmed him. Regaining his composure, Early just drove with no destination in mind. On a beautiful...

1 year ago
  • 0
  • 19
  • 0

ThePornGuy

I’m not The Porn Guy. I’m not really sure how many times I have to say this, but people keep confusing me with that asshole. Sure, we’ve both got “Porn” in our names, and we both have websites devoted to the topic, but that’s pretty much where the similarities end. I think it should be obvious just by looking at what we have to offer, but the internet’s a funny place, and Google sure doesn’t know any fucking better. So maybe this will be a good time to dig in and let you all know who the...

Free Porn Tube Sites
2 years ago
  • 0
  • 27
  • 0

Eagle in the Sunset 2019Chapter 29 Summertime for Us All

October 17th, 1995, 7:30 AM PT, Metro Plaza Hotel, Los Angeles, CA Miriam had been tossing and turning all night; she spent time just sitting in the chair in the corner of the room to try and let Baruch sleep. She was so upset she was oblivious to the fact that Baruch couldn’t sleep either, which was not in her nature. She was usually fully aware of what was going on with her husband. They thought together almost telepathically, and yesterday had been one of the first times in decades when...

3 years ago
  • 0
  • 27
  • 0

Timeless Beauty

TIMELESS BEAUTY BY PAUL G. JUTRAS Sam walked in the dorm house, looked at the lock and then in the dorm mistress's room. The plus size woman was dress in a black blouse and flats, black with white palm tree design jacket and skirt with dark brown nylons. She new there was only a half hour before she made her rounds and called lights out. Upstairs, roommates Chris and Alex waited on their beds. Like their friend Sam, both guys were petite and lovely looking. Being transsexuals who...

3 years ago
  • 0
  • 26
  • 0

First Time Sex With My Longtime Bestie

Hi everyone Akshay here, age 23 from Chennai. I’m a reader of ISS for the past 5 years, and it’s high time I shared my experience. This happened a couple of months back. It was with my longtime bestie. Her name is Vaishali. We know each other for around 6 years, starting from our college days. She lives half an hour away from my place. I’m pretty familiar with her parents. We got to know each other from our college days as we were from the same department. She had a sexy shape, which gave me a...

1 year ago
  • 0
  • 32
  • 0

Younger Than Springtime

The door was open. I had no reason to have it closed. We were all in this together. So I was sitting in the large chair as my nurse prepared to access my port to begin the first liter of Cisplatin. The cancer center had been busy today and I glanced out the doorway as several people passed by. Then I noticed a woman pausing as one of the nurses escorted her somewhere.It was Katherine. I recognized her at once even though it had been so many years ago. Then I heard her laugh as her companion...

College Sex
1 year ago
  • 0
  • 29
  • 0

Night of Many Firsts Part 3

Night of Many Firsts 3Don Abdul ©Eddie is still caressing her tits, and rubbing his way up and down her torso when he feels her gentle movement, as she sways her hips opening up her ass to take in more of his cock. When he reaches in between her legs and rubs her clit, her rhythm changes and he begins to fuck her ass more actively. They continue to move together in blissful harmony and in enjoyment of their shared anal dance. The thought, and the pleasure of his cock live and breathing deep...

2 years ago
  • 0
  • 43
  • 0

Sex Survey Females Firsts 3

I invite all my fine female dear readers to respond to this sweet sexy survey of their number #1 erotic experience. I invite you to write me the best possible sex you dream to have in the future, or maybe it better stays only fantasy?I invite you to tell us as much as you like about the ideal circumstances needed and the sexy scenario you long for.I invite you to share your feelings about your favourite fantasy. Why is it so special? A secret? A taboo? A fetish?I invite you all to check as well...

2 years ago
  • 0
  • 16
  • 0

Night of Many Firsts Part 3

Night of Many Firsts 3Don Abdul ©Eddie is still caressing her tits, and rubbing his way up and down her torso when he feels her gentle movement, as she sways her hips opening up her ass to take in more of his cock. When he reaches in between her legs and rubs her clit, her rhythm changes and he begins to fuck her ass more actively. They continue to move together in blissful harmony and in enjoyment of their shared anal dance. The thought, and the pleasure of his cock live and breathing deep...

BDSM
4 years ago
  • 0
  • 18
  • 0

BSC07 the First Lifestyle NudistsChapter 5 Lazy Springtime Dreams

Eventually Joan Simpson stopped gesticulating with her hands and just pointed to a building through the trees that she wanted Hank and Lynn to take the car up to. Once the car was parked the proprietor of the Success Nudist Resort would catch up with them and give them all a proper tour of the facilities. This naked woman then disappeared back into the Admin Building leaving Hank and Lynn to climb back into the car and drive up to the building she had pointed out to them. Tom just sat there...

3 years ago
  • 0
  • 49
  • 0

Master of All Timelines

Your name is Edward Richardson. You're 20 and you've been fascinated by history ever since you're 11. You're also good at making inventions as well. As you're growing up, you usually found that at various points in history of each country, things always turned ugly at many points. And you wanted to change that. You decided to use your intelligence you create the device called the T.O.S, abbreviated for Timeline Opener and Stopper, that can make you travel back in time and alter the histories...

Mind Control
2 years ago
  • 0
  • 25
  • 0

I was a wartime TV for the US Army

‘I was a Wartime Transvestite for Uncle Sam!               TJ Ryder                                            Chapter 1           Reform School Romance!     I couldn’t believe that all I got from my uncle Bill when he died after all he said to me about my being his favorite grand nephew was an old diary from World War II.    I mean I thought we got along pretty darn good, and its not like he had any money or anything, just another old geezer in an assisted care center who if he ever had...

3 years ago
  • 0
  • 20
  • 0

Wartime France

The funeral was a gloomy affair as funerals go. I am somewhat irreverent and remember clearly my twin brother and I giggling all through my Uncle’s funeral because his widow had the price ticket still dangling from the back of her hat. John and I shared a sense of mischief and humour. At our Grandfather’s funeral, we’d been unable to look at each other during the hymn ‘Praise my soul the king of heaven,’ because John had written an alternative verse that was utterly filthy and we both knew what...

Lesbian
2 years ago
  • 0
  • 28
  • 0

Wartime Passion

A few years ago, my wife was having a midlife crisis while I was away serving in Iraq. She was both lonely and horny. She had been without me for nearly 8 months and I still had four more months to go on my tour of duty. Char is an attractive 40 year old woman, 5'8" tall with blonde hair and green eyes. She keeps herself in great shape and still has a body to prove it, 36-30-36. Our sex life is absolutely wonderful when I am there, and I would not change a thing. She is a Hottie and we are...

1 year ago
  • 0
  • 28
  • 0

I was a wartime TV for the US Army

  'I was a Wartime Transvestite for Uncle Sam!              TJ Ryder                                          Chapter 1          Reform School Romance!    I couldn't believe that all I got from my uncle Bill when he died after all he said to me about my being hisfavorite grand nephew was an old diary from World War II.   I mean I thought we got along pretty darn good, and its not like he had any money or anything, just another oldgeezer in an assisted care center who if he ever had anythinghad...

Crossdressing
4 years ago
  • 0
  • 23
  • 0

Surprising FirstTimers

Friday night had arrived and as usual, I was at the sex club early to assume duties as a greeter for any first-time visitors. Quickly, I changed into black latex shorts and a pair of black boots ready for the night to begin. After setting up the equipment in the dungeon I returned to the bar waiting for the guests to arrive.Slowly the room began to fill with the usual mix of friendly faces. By now I was well known to the clientele and almost everyone greeted me with a hug, handshake or kiss. As...

BDSM
4 years ago
  • 0
  • 41
  • 0

Summertime Fun0

Summertime Fun After my divorce I got my daughter every other weekend and for the entire summer. Now that she was fourteen and developing quite nicely I was enjoying her even more. I also indulged her desire for sexy revealing clothing, since her mother wouldn’t. Holly was pleased that I had purchased a summer home alone the beach. We used to go to the ocean when we were still a family. Another thing that I did to piss my wife off after the divorce. It was a very nice place and I...

1 year ago
  • 0
  • 27
  • 0

Summertime Chapter One

Summertime: Chapter 1 By Tommie Summertime, and the living was easy. I had just graduated college and I was home for the summer. My parents were on vacation and I had the house to myself. I had settled into a relaxed routine. Up late, lazy breakfast, a little bit of work on the computer to keep my hand in for the programmer's job I was starting in the fall. Then, as often as not, a lazy afternoon reading in the back yard before soccer training in the evening. Soccer had paid my...

2 years ago
  • 0
  • 17
  • 0

Club Orb First Timers

This is my third transformation story but my first straight up transgender romp. I'm a fairly new author and I'm striving to improve. Hopefully the story will be enjoyable and thank you for reading. Club Orb: First Timers "C'mon! Please come to the club, I know it's not your thing but I swear you'll have a lot of fun. My personal guarantee -- we will both get laid." Danny attempted to bribe his extremely undersexed buddy Jack. "That's... not really something you can...

2 years ago
  • 0
  • 33
  • 0

Facetime Accident With Mother In Law

Facetime Accident With Mother In LawIt was the usual time me and my girlfriend would facetiming but I felt a little risky this time so I was already naked. I gave her number a ring and had the camera straight at my junk trying to throw a little surprise there for her. I was swaying it back and forth and I still didn't get a reply. All I heard was.. “Uhm... Hello...” Next thing I noticed it was my girlfriends mom. I said oh shit and struggled trying to hang up while she said “No no... don't hang...

1 year ago
  • 0
  • 18
  • 0

TimeLine chapter 1

Like Billy Pilgrim, John and Amy have become unstuck in time. Unlike Billy Pilgrim, theirs is a fate more akin to eternal recurrence. Fate, for sure, had intended more for them. The timeline was diverted and the two were paying the price: Amy for her stubborn obstinance; John for his arrogance. For her stubborn behavior, Amy was dealt a hand similar to that of Sisyphus. She was placed upon life's treadmill: forever struggling to make ends meet; forever struggling to find her way...

2 years ago
  • 0
  • 21
  • 0

TimeLine chapter 2

When did the first, unfortunate fork in the timeline take place? Each attempt to divert the timeline back onto its true, fateful path has resulted in failure. Time is growing short, and an altered fate nearer. Each manipulation has resulted in this fate's end time grower slightly nearer or farther, but no significant change has occurred. Given that recursion is the problem, perhaps it is also the solution. Perhaps. The two share a weakness -- each knows on some level what needs to...

2 years ago
  • 0
  • 11
  • 0

Playtime With A Sissy Part 1 How I First Started

Playtime with a Sissy - Part 1 How I first started By Lisa Jade I enjoy dressing men up in sissy clothes. I suppose "enjoy" is not really the right word to use, as for me the experience is very much an absorbing sexual adventure, to which I have now become totally addicted. I know that I get just as much excitement and stimulus from our sessions as my poor sissy does. In fact I usually end up being wetter and in a bigger mess than he is. So let me take you back to when I first...

3 years ago
  • 0
  • 27
  • 0

A Night of Firsts

I have been crossdressing in private since I was young. Now in my late forties and after three failed marriages, I had decided to step outside as Jessica.So after a lot of planning over several months, the day had finally come.I stepped in the bath as JD and shaved any hairs on my body that should not be there. It did not take long as I had been preparing my body for weeks to be smooth. I stepped out of the bath as Jessica and dried myself off. I wrapped the towel around myself just like any...

Crossdressing
4 years ago
  • 0
  • 29
  • 0

A Day of Firsts

A Day of Firsts by Kathy Nelson [email protected] (c):Kathryn Nelson, 1998 It was one of those hectic work periods where I was putting in 70 to 80 hours a week. You know, when there's no time for anything else in your life except the job. But, thank god the rush was over and it looked like things were going to calm down. Friday night had come around and I was going home at a decent hour. I even had the whole weekend off and I was ready to celebrate. Well, more like...

1 year ago
  • 0
  • 24
  • 0

Timeless Beauty 2

TIMELESS BEAUTY 2 BY PAUL G. JUTRAS Alex walked from the shower trying to dry his long shoulder length hair. In only a bath robe, he entered his college dorm room and turned on the television. The channel 5 weather man was giving a major warning for its forecast. As a transsexual he was happy to of gotten a single room. "This just in," said the weatherman. "This looks like it will be the worst hurricane season for Florida since the 1960s. The major threats are the hurricanes that...

2 years ago
  • 0
  • 24
  • 0

An Afternoon of Firsts

The bar was crowded for the big football game. Standing room only. I was alone but hoped to find another regular to watch the game with. I ordered a beer and resigned myself to a disappointing spectacle. A good game was much more enhanced when watching with a familiar face or two. Halfway through my beer, I see Jim walk in. Jim was a guy a frequently chatted with and we really hit it off. He was the perfect guy to watch the game with. I flagged him over, shook hands and told him "Looks like...

Seduction
2 years ago
  • 0
  • 37
  • 0

4th bi experiencemany firststrue story

My 4th Bi experience happened that night of my 3rd experience. I'll never forget it was on a Saturday,Sept 24 1983. I was 16. It was 7:16 pm when I looked at the clock for what seemed like the millionth time. My parents were down the street at another neighbors house. I was sitting in my bedroom wondering what time I should go over to Charles house the anticipation was killing me. Earlier that day he asked if I wanted to come over tonight but what time should I go? I had occasionally looked out...

3 years ago
  • 0
  • 21
  • 0

Sentiments of a Submissive

Sentiments of a Submissive By:? Miss Georgia Peach As told to:? JEP  Introduction:? Miss Peach is the most unique submissive I have ever encountered.? In addition to being incredibly beautiful, she has the mind of a true intellect.? She has a unique ability to put words together to create a vivid word picture that is truly a work of eroticism.? The following are her words to express her sentiments and a few of her experiences.???????????????? JEP  I do love the concept of being pierced...

3 years ago
  • 0
  • 26
  • 0

A Vacation of Firsts The Conclusion

Eric watched with unblinking eyes as the tiny panties revealed a small but erect cock hidden underneath, and that was another first for him. The stunning woman before him had just pulled her panties down and revealed a cock and he was not repulsed. Tonya's head was bowed in shame with this act. To her, it was like showing off a birth defect. Eric responded by placing his fist under her chin and gently raised it up and looked her in the eyes. He gave her a warm smile and then removed his boxer...

Trans
2 years ago
  • 0
  • 23
  • 0

The Couple and I First Timers

During the last few years I developed an interest in being with a couple. I can’t say exactly why, maybe because I masturbated in front of and with other males before, like to be watched, it just so happened.So I put an ad out there and started talking to some couples. One of them appeared to be very nice, also first timers and we hit a “vibe”.We basically all agreed on meeting and maybe just looking, nothing serious. This is even more erotic, look but don’t touch?We met shortly after dark, I...

3 years ago
  • 0
  • 40
  • 0

Springtime Summit

I smile as I step out of the car, my boots crunching against the gravel beneath my feet. It’s one of those perfect spring days – the sun shining brightly through the crisp, cool air, a bit of breeze carrying that intoxicating earthy, damp smell of the season. My smile broadens as I remember that quote from Miss Congeniality: the “perfect date” was April 25th, because “it’s not too hot, not too cold, all you need is a light jacket.” I guess I am a cliché, but I can’t help it. I love Spring. New...

Masturbation
2 years ago
  • 0
  • 28
  • 0

Springtime is for Lovers

When we first met it was entirely by accident. Even now I remember it clearly, although almost four decades have passed by since then. It was one of those lovely bright sunny days that are so typical of Paris in the springtime.I was strolling along the Boulevard Haussmann, just outside the Magasin au Printemps where the pretty girls were selling their bunches of lily of the valley as they traditionally used to do on the first day of May.  I wasn't looking where I was going, daydreaming as...

Love Stories
4 years ago
  • 0
  • 18
  • 0

Another Springtime Ch 05

Chapter 5: Encounters On The Open Road Looking back now afterward I still cannot make sense out of what happened that day at the motel at LeGrande, Oregon. They had picked up our trail somehow, although I think it must have been a matter of pure chance. I have reviewed it now a thousand times and cannot see where we left a trail to open ourselves to their tracing. Nevertheless, we had an encounter on a Tuesday morning after a pleasant stay in LeGrande and breakfast at the restaurant across the...

4 years ago
  • 0
  • 36
  • 0

Springtime In Pennsylvania

I remember vividly, one Saturday last year. It started out as a regular, routine springtime Saturday, filled with plans of getting the trimming done up and then mowing the yard. The sky was a deep, rich shade of blue and not a cloud to be seen. A few short weeks from now, a day like this would turn into a scorcher, but today, being early in the summer, it held the promise of being almost perfect weather for me to get everything done. There was a full case of beer waiting for me in the...

4 years ago
  • 0
  • 26
  • 0

Springtime for Summers

Springtime for Summers (c) 2002 by Nom de Plume Anne Summers had always thought that Christmas would be the worst time. The death of her husband Patrick the preceding September had been such a devastating shock, she had barely gone through the motions that first December, in an effort to create a semblance of joy for her three year old daughter Lindy. In her fragile state, she had succumbed to the smooth advances of her investment advisor, Andrew Nash, a...

4 years ago
  • 0
  • 30
  • 0

Springtime In Pennsylvania

I remember vividly, one Saturday last year. It started out as a regular, routine springtime Saturday, filled with plans of getting the trimming done up and then mowing the yard. The sky was a deep, rich shade of blue and not a cloud to be seen. A few short weeks from now, a day like this would turn into a scorcher, but today, being early in the summer, it held the promise of being almost perfect weather for me to get everything done.There was a full case of beer waiting for me in the...

Mature
3 years ago
  • 0
  • 26
  • 0

Springtime on the Farm

It’s been 29 years since this happened but I remember it as if it was yesterday. I changed her name but the incidents are true. I knew what the ‘bird’ was, we used it at school to taunt and tease our friends, a greeting. We knew it had a sexual connotation but that wasn’t why we flipped each other off. I could stiff finger my friends and they would laugh and reply in kind, it was part of how we communicated. Once in a while though I would give my younger sister the finger because she irritated...

Porn Trends