bookworm woman encounter part1
- 4 years ago
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A few weeks ago my wife remarked on how "the gals" hadn't had a night out in months and suggested that we should perhaps go out later that evening.
"What! Yeah, sure! What's brought that on?" It wasn't like Judy hadn't been around, on the contrary, she'd been around twice last week.
I'm one of those cross-dressers whose wife gladly shares her wardrobe. And Samantha's the kind of wife that guys with my quirky habit can only dream of. We've been out together as a couple of girls on countless occasions, so her suggestion that we went on this night wasn't at all unusual.
"Great! We'll have a laugh." Sam then proceeded to delve into one of the bags from her morning's shopping spree. "Here! I bought you a couple of things."
She slid a small polythene bag across the kitchen table. It contained a small plastic box of glossy pink false fingernails and a pack of false eyelashes.
"Cheers, babe!" I was delighted with my new accessories and couldn't wait to get ready for my night. We both sat down at the table, sipped our coffees and planned our evening's sortie.
"Why don't we go out on the 'Girl's Road' to the service station and on the way back, stop in at that place we always pass and always say that we'll pop in there one night?"
The 'Girls Road' was the name we gave to the road I had used for years. In the olden days, before Sam entered my life, my cross-dressing was my secret. I'd leave the house in drab and change in a particular lay-by on the Girls Road. It meanders through a small village with a quaint whitewashed inn, that we always said we'd visit.
"Whatcha gonna wear?"
I'd already envisaged myself in at least half a dozen outfits by the time Sam asked her question.
"Dunno haven't thought about it yet."
"May I suggest classy sexy?"
"Classy, sexy, it is then!"
A few hours later two classy and sexy ladies were ready to step out into the dusky evening. Samantha looked stunning in a little black lace sleeved Lipsy dress, that showed her assets to the max.
"Wow! Look at you!" My admiration was genuine.
Sam gave me a twirl and almost came off her four-inch heels. "Oops!"
Evidently, she had consumed a few glasses of Rioja while preparing for her evening out.
"Careful, we're not out the door yet."
She steadied herself and gave me the once-over. "And look at you! Look at those fucking legs!"
If I may say so myself my legs are quite stunning and are definitely my best asset. As a result, I like to show them off, maybe a bit much for a lady of my years.
"Too short?" I looked down towards my hem.
Samantha coughed, "No... Well, maybe a bit... Fuck, they're always too short!"
My legs are what gets me noticed, I am in no doubt. But then if I catch anyone staring at me, I wonder if they're thinking, 'that's a bloke in a frock!' And my skirt for this evening was black, leather, and short. Under my short leather jacket, I wore a leopard print blouse with matching print three-inch heel shoes. My choice of wig for my jaunt with Samantha was blonde, fringed and shoulder length. My pink nails matched my pink lippy and all in all I was happy with my look.
The drive down the "Girls Road" was relaxed and safe. Sam's choice of music was appropriate.
Funny I can't stand Sade when in drab, but when I'm en-femme I think she's fabulous. Samantha is convinced that my cross-dressing is more to do with a split personality. And that's why I'm so good at it.
I'd positioned the rear view mirror so that every approaching vehicle would light up my face with their headlights. Sam had been engaged in texting on her phone when she caught me admiring my reflection and shook her head.
"You really would fuck yourself, wouldn't you."
"Yes, I would."
The Coach House Inn was located in a small village and was known locally for good pub grub. By our estimation the dinner service would be over and therefore, should be fairly quiet. It became obvious that we had picked a good night for a quiet drink, as there was just one lone car, parked in a far corner. I applied a touch up to my lips and checked for any pink staining on my teeth. I gave my hair a brush before getting out of the car. Samantha was already waiting patiently by a back entrance, as I walked up to join her.
"Honestly babe, you look fab." She must have thought I needed a confidence boost.
"No, I'm good!" I whispered quietly. "You know the drill."
The drill depended on how busy the bar area was. If I felt an anxiety attack coming on I would head for a quiet and dimly lit table, while Sam got the drinks in. If I felt comfortable on entry, then I would stand behind my "girlfriend" as she ordered the drinks.
Happy days! The bar's occupants consisted of a lonely gent dressed casually but smart and judging by the back of his head, appeared to be in his late fifties, maybe early sixties. There was an elderly couple seated at a corner table, but no sign of a bar person.
As we approached the bar, the lone gent turned his head.
"Well hello!" His eyes popped out like a Warner Bros. cartoon character. "Good evening, laaaydees."
Sam beamed a smile that threatened to brighten up the dim ambience of the room, while I hung back, much more reserved.
"Hi!" Sam wasn't quite as shy.
"Landlord's out back having a ciggy."
"That's OK, we're in no hurry." Sam turned to face me. "Landlord's out back having a ciggy."
I wanted to burst out laughing at the face she was pulling. I nodded and smiled.
"Go grab a table and I'll bring the drinks over." I immediately obeyed Sam's instruction and found a table in a dimly lit cosy alcove.
The landlord returned and was dispensing our drinks as a door opened in a far off corner.
'Get the fuck out of here!' I almost said it out loud.
"Hey, you! Fancy meeting you here!" It was Paul Collins. "Paul fucking Collins!"
OK. Where do I start with Paul Collins? I could write a book on the Collins family alone and perhaps someday I will.
Paul and Sue Collins are two of our closest and trusted friends. They have been aware of my crossdressing since I "came out" to them twenty-plus years ago. Since then we have enjoyed several nights out on the town when Paul has escorted his three bitches into some of the city's pubs and clubs. Our four-way relationship has developed over the years to a point where we have all slept together. Judy has tasted Paul's cum on a couple of occasions as it oozed out Sam's cunt. But that's for another story.
"Hey! What are you doing here?" My wife asked as Paul laid a couple of smackers on both her cheeks.
"I'm having a pint with my mate Ross here. This is his local."
Ross was the geezer at the bar and before we came in he had been enjoying a pint with our mutual friend. Paul had gone to the Gents' toilet just prior to our entrance.
I watched as Sam was introduced to Ross, who couldn't wait to slap a couple of kisses on my wife's cheeks. "So who you with?"
Uh oh! Here we go.
"Judy!" Sam looked over in my direction.
I smiled my best Princess Diana coy smile and gave a little wave over the table. Paul's grin showed more teeth than a Ferrari gearbox as he let go of the grip around my wife's waist.
"Judy! How the hell are you?" He fired a wink outwith Ross's view and approached my table. He bent down and plonked two kisses on either of my cheeks. "You smell divine, darling." He whispered in my ear.
"Fuck off," I whispered back in his ear. His sudden laugh was deafening.
"Would you mind if Ross and I joined you?" Paul addressed his self-invite to Sam, who was about to pay for our drinks.
"I'll get these," Ross handed the barman a tenner.
"Are you sure?" Sam was already carrying our drinks over to the alcove. She slid mine across the table and sat opposite.
"Slide along then." Paul was asking me to make room for him on the double seat.
I defied his request by standing up. "Toilet?" I was keeping my sentences brief.
I'm not one-hundred-per-cent confident with my voice, so I try to keep my talking to a minimum.
"Yeah, over there." He pointed to the door that he'd just appeared from minutes ago.
Ross had almost reached our table with fresh pints for him and his buddy as I brushed passed him on my way to the Ladies' room.
"Was it something I said?" His quip raised a laugh from the other two.
I reached the ladies toilet without hindrance and made straight for the mirror. I didn't look too bad even under the bright toilet light. I began a conversation with my reflection.
"Come on girl you can do this."
Just then the door opened. It was Sam. "Are you OK babe?"
"Not really! I wasn't expecting such close company."
"Listen you look great. Ross has already commented on your legs. You say that you feel like you're a real woman when dressed. So come on, we'll have a laugh with Ross." She addressed her motivational talk to my reflection. "You look fab!"
"What did Ross say about my legs? "
Sam laughed at my eternal clamouring for compliments. "Spectacular. OK, can we go now?"
"Just a second." I searched in my bag for my lippy and smeared on a fresh layer of pink.
"Oh, by the way, I've said you have a sore throat, so that's the voice problem solved."
We walked back into the bar and returned to the guys seated at the table.
"Everything OK?" Paul asked me directly.
"Yes, thanks," I whispered and gently touched my throat.
The two gents stood up and ushered us into the alcove so that we sat either side of the table. Paul sat by Sam's side and Ross by mine.
"So where's hubby tonight?" Paul asked Sam with a mischievous glint in his eye.
'Oh fine, you know where I am!' It was as well Ross couldn't read thoughts.
"He went to the pub to watch some game of football." Sam never flinched. She placed her hand on top of Paul's.
"I don't understand how your husbands could possibly let you two beautiful ladies out on your own." Ross hadn't a clue.
I took a sip of my soda and lime and tried to ignore Ross's cheezy chat up line.
"Oh, Judy's divorced." Sam was quick with her reply.
"Oh really!" Ross appeared surprised, and on hearing the news he placed his hand on top of my free hand, resting on the table.
The other two witnessed Ross's bold advance and smiled simultaneously. They cosied up right in front of me.
"We've missed you, haven't we Jude?" Sam was referring to Paul. I could sense she was taking the conversation to a dark place. I nodded and took another gulp of my drink. "I bet you've told Ross!"
The girl just couldn't help herself as she cast her bait.
"Told Ross what?" Hook line and sinker.
My wife continued to reel Ross in. "Yeah, right. You men just can't resist bragging about your..." there was a gap as Sam thought of the words. "Sexual prowess."
I gave my wife an exasperated look across the table, which she ignored completely.
"No, I haven't said a word." Paul appeared as mystified as me.
"Oh right! Well, that's OK then." Sam backed down, but I knew she was only releasing the line a bit.
"Well, you can't just leave it at that! Told me what?" Ross wasn't for letting it go and was being reeled in again.
"You tell him." Paul handed the landing net to Sam.
"Will I tell him?" She was now looking at me.
I wanted to scream out, "Don't you dare!" but instead I shrugged my shoulders, like I couldn't give a shit.
"Tell me what for fuck's sake?" Ross raised both arms in frustration.
Sam leaned across the table. "We've had a threesome."
"What... a threesome... you two and him?" Ross was almost speechless.
Paul nodded to concur with Sam's outrageous confession and I almost choked on my drink.
I knew Sam had consumed some wine before we left the house, and had almost finished her gin and tonic, but this was outrageous, even for her.
"Wow, Paul! You're a dark horse." Ross was proud of his mate's prowess.
"See! I can keep a secret." Paul looked straight at me and winked. "Isn't that right, Jude?"
I had no more drink to choke on. My glass was empty but I put the glass to my mouth anyway.
"Someone needs a drink!" My empty glass registered with Ross. "I know I do." He stood up and picked up some empty glasses. "What's your pleasure, ladies?"
I think I managed to maintain my feminine deportment all through my giggling fit, while Paul spat his mouthful of lager back into his glass.
"Oh, I get it!" Ross joined in the hilarity. "I really didn't mean..."
"Gin and tonic. And a soda and lime." Sam managed to splutter out our drink order between her convulsions.
Ross was still laughing as he walked to the bar. I waited until he was out of earshot.
"What's your pleasure, indeed?" I looked at my wife. "And as for you!"
Sam's attempt to look innocent was pathetic. "Who, me?"
"What was all that threesome shit?" My attempt to whisper sternly was equally pathetic. I couldn't help but laugh. "And you!" I mimicked his line. "See! I can keep a secret."
Ross was still engaged at the bar, waiting for the landlord to change a beer barrel.
"If I didn't know any better, I'd say you two organized this whole chance meeting."
Their faces said it all. They were as guilty as sin. Confirmed by Sam's confession.
Apparently, Sam had bumped into Paul earlier in the week and between them concocted this whole set-up. It dawned on me that Sam had been texting her co-conspirator while we were on 'the Girls Road', divulging our exact whereabouts. This would explain how Paul was able to time his visit to the gents' toilet.
"What if he wants to fuck me!" I'm still a virgin in that department. Dry fucking Paul's huge member is as close as I've got.
"Oh, he wants to fuck you alright!" Paul's answer was concurred by Sam's nodding head.
I couldn't believe it. My wife was pimping me out!
The landlord had returned and was dispensing our drinks, much to Ross's approval.
"So what's the plan now?" I was prepared to go along with the game for as long as I could.
"We never thought it would get this far. So just go with the flow." It appeared that Sam was encouraging me to embrace the full female experience.
"Shh. Here he comes." I could see Ross returning with a tray of drinks.
Where, as I could see the bar, the alcove was in a far corner, situated in a way that Paul and Sam were hidden from Ross's view.
"What is that perfume, Sam?" Paul was sniffing around my wife's neck. Before she could answer, their mouths collided in a full-on snog.
I wasn't expecting that!
Ross almost spilled the tray when he caught sight of the scene. I appeared to be playing gooseberry, while my 'girlfriend' made out with my 'boyfriend', not even stopping to acknowledge Ross's return.
They were still deep in tongue wrestling as Ross sat back down beside me. I took my drink straight from Ross's grip and took a few mouthfuls to relieve the acute dryness in my mouth. A side effects from the anxious euphoria that I was currently experiencing.
Ross settled back down, close enough for me to hear him breathing in my ear. "What is that perfume you're wearing Judy?"
To be continued...
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Hi to all friends and this platform has given wonderful sexual stories. I have been a regular reader of the stories. I am going to tell real stories about my mom’s sexual encounters with an uncle living under our apartment, with his friends and also with my friend. Let me tell you about my mom how she is look in mid 40’s in 90’s, she is lovely lady with heavy figure but sexy) and lady of 2 pair of nice boobs heavy and huge ass. This by now is understood it’s an old story. She was a housewife...
IncestThis is the continuation of my second encounter. Please go through my second encounter before reading this. I was posted to a place near Ghaziabad from my training center. I was told to go one particular room where 12 persons accommodation is available. Since the strength of the unit is more, I did not get any accommodation immediately. So, I used to float here and there, i.e. I used to sleep in a bed which is vacant. Some or the other, out of 12, will be on leave always. So it was not a...
Gay MaleEncounter Number 2 Hi Sex stories readers. I am back with another scintillating experience of mine. People have sent me accolades and praises about my first story entitled “MY FIRST GANG BANG”. Please read it. “GOOD AND GREAT SEX IS SOMETHING THAT CAN CHANGE A WOMAN’S LIFE IN ONE OR MANY WAYS” – Anonymous Sex should be enjoyed the way it is. It shouldn’t be taken as an opportunity to screw some one or get a woman to bed but as a way to explore a person’s inner feelings rather. People reading...
Closed Encounter Copyright Don Abdul ©2008 Darnell had discovered the adult bookstore quite accidentally a week ago, inside he’d seen a couple of erotic story books he’d been trying to find for ages. Since he wasn’t carrying nearly enough cash on that visit, he planned to return later to buy them. He had planned to close early and go to the bookstore for those books, but right after lunch break, things got very busy. He didn’t get to leave the office until 8.00 p.m. that night. As he stepped...
This story is entirely fictional. All characters in this fictional work are over the age of 18. This work is intended to be consumed by adults, 18 or 21 years of age, depending on your location. Please ensure that you are not living in a community that forbids reading material with sexual content. This work is NOT intended to cause any harm to existing human beings, either due to being featured in this work or by consuming it. The appearing characters should be treated with respect, whenever...
"I sure will, Jim," she responded. "I'll be there in a few minutes." "Mr. Andrews isn't upset about the reports, is he?" asked a worried Cheryl. "Oh, no," responded Carol;. "I just need to get with him and square some of the reports' findings before they are submitted" Carol smiled inwardly to herself. In reality, this was an alert provided by one of the men committed to relieving her hypersexuality problem. Although Dr. Carl Stevens, an MD, was the Pathologist and...
1. Bree1 – Kate, the prequel to: 2. Bree 2 – Girlfriend’s Big Surprise 3. Bree 3- A Trip To The Mountains, when sequins to: 4. Bree 4 -Wife’s Accidental Encounter With The Donkey 5. Bree 5 – Bree and Suzanne Go To The Mountains 6. Bree 6 – The Awakenings 7. Bree 7 – Shannon’s Encounter with Jake the Donkey 8. Bree 8 – The Reunion (a standalone story that references Bree 1 – 7) As a reminder, you are encouraged to read these stories in succession so you will gain an understanding...
* * * The Chance Encounter Part 1 * * * She had been sad for a long time and had been afraid to open her wounded heart to anyone in ages until he came into her life. She longed for his embrace every night until one night he surprised her with a visit. She opened the door and saw him standing there. She was shocked for a moment then wrapped her arms around him and cried in his arms as he handed her a bouquet of wild flowers as he kissed her cheek and her neck and wiped the tears away from her...
Kelly had been a wreck ever since the encounter with her boss Stan. She simply couldn’t get the encounter out of her mind. She was filled with a rollercoaster of emotions ranging from confusion, shame, fear and the most surprising and persistent to her… lust! The encounter with Stan had been the best sex she had ever had and she hated herself for it. Kelly didn’t know what to do about it either. She knew she couldn’t tell her fiancé, Mark, but should she quit her job? How would she...
Hi all, this is my first attempt at a story for Xhamster, so please bear with me.It is a fantasy about a first real encounter with a Xhamster contact. Other than the possibility of meeting we haven’t discussed details at all, this is one version of that first encounter as played out in my head.Paul, I don’t even know his real name, said it would be easier to meet at his house as his wife was staying away with family. I had his address and a time to meet, instructions to park the car around the...
Hi My name is Raj (name changed) from the South Indian city of Bangalore. Interested aunties and matured ladies can contact me on As I write this story which is 100% true, my memory dates back to 1990 when I was a 1st year Engineering student with raging hormones. I had a very strong sexual urge but did not know how to or where to release it. In those days, we did not have sites like Indian sex stories but our access to sexual literature was limited to books which were sold in some book stores...
Hi All of indian sex stories dot net, If you are a new reader of this story, I kindly suggest you to go through my first encounter ‘ Introduced to the world of sex’. After the end of my first encounter, days passed by with few quickes and bjs when ever I catch up with Preethi. I was jobless for almost a year, then decided to do my masters so moved to Bangalore in one of famous college. Until my first year never had any girlfriend, almost for one year everything went always with handshakes. The...
Special Encounter, an erotic story as told by photo model Julie Starr.Julie: Okay, so this wasn't my first bi-sexual encounter, (remind me to tell you about that one some other time though, hehe) but this one was surprisingly exceptional for a variety of reasons, as you will see.I am a happily bi-sexual girl and thoroughly enjoy the best of both worlds. This story was an experience that was one of those wonderful adventures you remember for a long long time. It has already brought a smile to my...
Hi, let my name be Hardrocky. As I don’t like to show my identity. To say about myself I am a 23years old bachelor living in Chennai. And now I am going to say about my first sex experience which happened today. As everyone says any woman in Tamil Nadu mainly in Chennai, Bangalore or Coimbatore feel free to msg me @ hardr coming to the sex story still now I have not yet fucked any woman and today I was very much eager to lose my virginity after a 23year time. To begin, I am same like other boys...
Hello Everyone, This is Rohan, back again with the second part of my encounter with big Spanish women Latisha, a bit about me again, I am 27, 6’1″ tall and athletic. I suggest you read the previous part to enjoy the current story even more. Here is the link Well after our encounter in the kitchen and in the sofa, we both were exhausted and sweating, it may have been a short session of 20 mins, but it got us both very horny and we both came like never before, our face was wet with each other’s...
After having a wonderful sex with my beloved Sujata mami, we were laying on the bed holding each other’s body. I was narrating her about my threesome encounter which I had experienced before. My classmate Ajit lived in the far away part of the town. He had an elder brother who was married and was working in gulf, while his wife stayed in the city alone near my locality. One day, while I was with Ajit, he took me to his sister-in-law’s house for his work. He introduced me with her sister-in-law....
Hi guys, this is Shreya raj from Bengaluru writing my first sexual encounter with a masseur. As it is my first story here please forgive me for my mistake suggestion for changing my narrative style are most welcomed. I am 24 years old 54 height with stat 34b 32 36 fairer side and my friends always compliment me that I look like actress shreya sharan that makes me expose my beauty to the world. I am here to narrate my sexual adventures to all you guys. This is my first story here which happened...
Dear ISS readers, my name is Manish, from Bangalore. My family, relatives, friends call me by nick name Munna. I would like to share my first and recent sex encounter with you all. Ok. Let me introduce myself. I am an engineer working in it fiend, staying in Jayanagar. I am regular reader of ISS and after reading many stories I too had a dream to have sex desperately and finally it happened this year in the month of June 2015. Let me explain the true story how I got a chance to have a sex. On...
Hi viewers.. This Raj it’s actually the first story of mine on ISS. But not the first experience of my life…. Let me describe myself first.. Me age of 28 … good height of 5’11” and my chotu size will be known and remembered to all you has seen it. As its my first story please do bear with me if any mistakes and please do reply and send me the feedback so as to motivate me to write more stories. Please send your feedback on Myself a young energetic and good physic guy from Hyderabad, I was...
Sorry for making you wait for such a long time!! I hope you guys remember about my first lesbian encounter with Sanjana . For those who don’t, I’m Natasha and it will be great if u read my earlier post https://www.indiansexstories2.net/lesbian/first-lesbian-encounter/ My first encounter was really very special; everything was so new to me. The feeling that u get is too amazing. Girls who have not tasted another girl are surely missing a lot .The touch, the feel, everything is super amazing!!!...
LesbianI read my email and sure enough, an email fromTrelane was waiting for me. My heart started to poundas I read it, then it was pounding even faster!Trelane told me that he had a friend, another top, whowas wanting to join us for a threesome. I had oftenfantasized about being with two men at once, and herewas my chance. I sent a reply stating that I would behappy to meet his friend, but being sexual with himwould just depend on what happened at our firstmeeting. A couple of days passed,...
Hi readers, this is Atul once again with a brand new encounter, which has happened early December, 2011.It was Friday 2nd December, 2011 as usual I went to office. I always love Fridays since the next two days are holidays for me and when I reached office my boss called me in his cabin. I was not even settled on my seat, but once I got his message, immediately I went to his cabin. He told me that I am going to Pune within next 4 hours. He had made arrangement to book my Volvo ticket also. I...
The Case Files of Cindy Masters, Dyke Detective This Episode: A Chance Encounter - Part Three This Episode: A Chance Encounter - Part Three Masters is the name. Cindy Masters. I'm a detective. I get $50 a day and expenses, $75 if I can get it. I lay back on the weight bench and placed my feet behind the leg brace for a few chest flies. My eyes darted about the room like a fly looking for a warm beer. The Case Files of Cindy Masters, Dyke Detective This Episode: A Chance...
By : Shon Hey I’m a guy 18 years old who will let you know about encounter with a woman who I wanted to fuck. My name is Shon and her name was Pretika. Well the story starts off by the day pretika came to my house. She was a married woman who has had two children. Firstly let me tell you she is short not very tall, has black skin.She was a family friend. She was good looking so before you ask me why I was interested, you should know the answer. Pretika was doing the dish when my dick started...