Surprise Sex Story

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Surprise Sex Story
My Wildest Sexual Experience: It Was a Birthday He'll Never Forget!
My dears, you have some of the best sex stories I've ever heard. We received this doozy of a tale recently and I was so inspired, I may have taken a few notes.
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My dears, you have some of the best sex stories I've ever heard. We received this doozy of a tale recently and I was so inspired, I may have taken a few notes.
Here's how one reader gave her guy a sweet surprise:
You think that story about the park was racy? I've got one that will make you blush like mad. Fooling around in a park isn't such a big deal. I've done it, and apparently, it was captured on film! Long story... But the story I wanted to tell happened very recently. About a month ago, this guy I was seeing texted me. We were going out that night to celebrate his birthday, but he wanted to do something unexpected. He wanted to meet up at his church by his house, and picnic in the courtyard in front of it at midnight. So I got there a bit before him, and I decided to surprise him.
I've always been sort of a daredevil, and he really liked it. I took off my dress and sat waiting for him next to the small waterfall in the courtyard. He walked up and saw me there, naked but for a pair of panties and four-inch heels, and his jaw dropped. He came over to me and kissed me so passionately that we ended up making love right there for hours. Once we were done, we got up and got dressed. We never even got to have our picnic, but it sure was fun! After we parted ways, I got a call from him saying that that was THE sexiest thing a woman's ever done for him.
Hubba, hubba. And, yup, I'm blushing like mad!
Have you ever surprised a guy on his birthday by wearing little more than your birthday suit? What types of gifts do you give your guy on his birthday or special occasions? Quirky toys or clothes? Sexy favors like our reader? And what sort of gifts does he give you? Or maybe you don't exchange presents at all?
A few more steamy stories to get you through the morning…
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by

master


on
December 28, 2014


Age when it happend: 16 Where it happened: In My Best Friends Living Room Langauge: English Sex: Male Rating: 6
Category: Straight

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0 - very bad experience
10 - very great experience


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Copyright 2019. My First Time. Site by Paradigmnext
I was a typical highschool nerd. The only thing that set me apart from all the other girls was a set of huge tits. I was somewhat skinny, so that made them seem even larger. I only had one friend and she had a brother 2 years older than us. Every friday we would take turns sleeping over at each others house. This friday, shelia’s parents were away at their summer home. We had the house all to ourselves…or so we thought. For fun we decided to sneak at watch on of shiela’s dads old porno tapes. Watching a “man” size cock was somewhat exciting for both of us. We both have quite a bit of experience fooling around in the back seat of cars, but never going farther that stroking some boys cock through his pants. I made a comment how huge one of the actors cock was on the tv and shiela began to laugh. She then shocked me and say she once saw her brother leaving the shower naked and his cock was twice that size and it wasn,t even hard. Sure…was all I could say. Hours later shelia began to fall asleep as soon went off to bed. I stayed to watch one last movie. Right as the movie began shiela’s brother came creeping down the stairs I never noticed him and he must have watched me for a good 15 mins. Like what you see? He asked. All I could say was…Yes but their cocks are so huge! He just laughed and sat next to me on the couch. He had nothing on but a pair of boxers. He had a body to die for! I felt my nipples start to harden as I eyed the crotch of his boxers. Although he was not hard a HUGE bulge was sticking out. I couldn’t believe the size of his cock! Tony…I asked How big are you? I don’t know lets measure it. He got up and pulled a ruler out of the desk drawer and handed it to me. He stood up and slowly lowered his boxer shorts. My mouth dropped to the ground when I got a full view of his’ cock! Well…go ahead and measure it he said. I placed the ruler on top of his soft cock and it measured just over 7 inches. Shit..I sain in a whisper you are hung! Wait until you see it hard he said with a big grin on his face. I want you to stroke my cock for me. Ok and I held his cock with my hand like a fragile egg. I began to slowly stroke him up and down and watched as the HUGe cock got even bigger. Soon I was able to use two hands to stroke him and he was still getting bigger! After about 5 min he was finally as big as he could get. I had both hands on his cock and still about 4 inches were sticking out. He was so thick I couldn’t get my hand around him! I was speechless! Nothing I have ever seen, in the videos or real life was half as big as he was. I reached for the ruler and placed it on top of his monster and nearly fell on the floor. His cock was a shade over 11 inches and thicker than my wrist. Thoughts of me having sex with this horse hung hunk flooded my mine. I wanted to lose my virginity, so why not to a big cock like this one. I aske if a big cock like his would ever fit into a small girl like me. Only one way to find out he said reaching over pulling of my soaking wet panties. I know I should have been terrified but for some reason I wasn’t. I watch as he squirted a gob of some kind of jell all over his huge love muscle. Then he mounted me slowly rubbing his cock head at my entrance. I soon had what I thought was my first orgasm. After about 20 min he had all ove the head of is cock inside of me. Although I felt some pressure, I felt no pain. So he began to slowly move in and out and the pain hit me like a truck. After about 45 mins I had a wopping 5 inches of his cock inside me. Enough to take. I thought I was going to be split open. Our little sex session lasted about an hour before I couldn’t take anymore. I never got more than 5 inches of his cock inside of me for 2 whole months. Tony moved away that summer and I lost contact with him for 6 years. Just recently we got in touch with each other and had a hot sexual session. He still has the biggest cock that most of us girls will ever see in a life time, but now Im able to take a little over 9 inches. One day I hope to take the full 11 inches but thats just a dream. He’s just to damn BIG! This is a true story and It has brought back a lot of memories of loosing my virginity to my horse hung stud. Toony I will always love you Kisses

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Transgender & Crossdressers Surprise Twist To My Sex Life
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My wife and I had been married for almost 20 years having gotten married in our late teens. At around our 15 th anniversary my wife told me she had grown tired of sex. I still found myself attracted to her, but going forward it was going to have to be without intercourse. I accepted this situation, and some may say I accepted it too easily.
The reason I was okay without sex was I had relieved my sexual tension since I was very young by dressing in the most feminine and pretty lingerie I could find. I had a very large collection and I had not hid this fact from my wife. I rarely dressed in front of her, but she knew everything about what I had.
"If you want, it would be okay with me if you want to keep your lingerie in our dresser and wear it anytime you feel like it." Said my wife.
"That's very understanding of you. I'd like to wear my panties and nightgowns to bed every night from now on if you're okay with that." I replied.
"Sure...Why not." Was her response.
I took her up on her offer and soon I began wearing my full cut panties, training bra, and a half or full-slip everyday under my male clothes. I did not hide my panties and nightgown wearing from her at night, making sure the lights were on when I came to bed so she could see me in my pretty nightgowns and baby dolls. My wife wore cotton pajamas to bed and sometimes she looked more like the "man" of the house.
After about a year or so, wearing pretty lingerie on a daily basis became routine and I was looking for something to push the envelope. I listed my contact information on a few crossdresser web-sites along with some photos I had taken of me I thought were my prettiest. I quickly had responses from men wanting to meet me and I took my time deciding who I would get together with. This activity I did not share with my wife.
I had never been with another male or had any thoughts of it until I found myself moving deeper and deeper into enjoying daily life thinking of myself as a female. When I agreed to meet with a man named Ed I was very nervous but I kept things moving forward and we arraigned to meet in a hotel room on a work day at noon.
I arrived well before noon, took time looking as pretty as I could complete with make-up and a wig and breast forms and before long I was surprised at how feminine I looked. Ed arrived just as he said he would and the two of us hit it off almost immediately. He complimented me on how pretty I looked and how aroused he was being with me. Before long we were in the bedroom with him fully nude and me in my knee length slip and we were tongue kissing as I stroked his huge, thick cock. My little cock was not at all hard. It was completely soft and somewhat pulled back inside my body. I was amazed how deeply I was into being the girl. I had no male sexual thoughts about Ed at all.
I could feel Ed's cock had gotten close to its erect limit and he told me;
"Suck my cock baby...Suck me till I cum."
I had never done anything like this before, but without hesitation I plunged his erect penis into my mouth and flicked my tongue all over his thick pole. He just sighed as I ran my lips up and down his cock and I could feel his erection throbbing in my mouth. It was only a couple of minutes into this I felt his cock swell quickly and then shoot at least five streams of white hot semen into my mouth. I did not let a drop get out as I wanted it all. When It was obvious he had finished, I savored his hot load and then slowly swallowed every last drop of his semen and sperm. I felt over-the-top feminine doing this and I loved the feeling.
Over the next six months Ed and I got together several times. I dressed as feminine as I could and got myself prettier and prettier. I looked so natural as a girl, Ed took me out in public as his date and I passed with ease never generating a second look at all. By this time I had not fucked my wife in well over two years and I had not ejaculated almost the same. I had orgasmed several times as a girl and the feeling was very intense. My body shook with pleasure much more than it ever did when I was having sex as a male. I had a strong feeling that I was falling in love with Ed. I was stunned I had these feelings.
In bed at night with my wife I came up with a fantasy that I became more and more interested in trying in real life. The more I thought about the fantasy the more my little penis pulled back inside my body. I was wearing my pretty pink baby doll nighty with large lace covered panties. My wife could care less, and the less she cared the better my fantasy became.
I wanted to ask Ed if he would act like he broke into my house at night when my wife and I were in bed and then have him force me to have sex with him while my wife watches us. I want my wife to be tied up and forced to watch us while I lovingly sucked on Ed's cock and make him cum in my mouth.
The next time Ed and I shared an afternoon together and we were lying in bed after I had just swallowed his load of hot semen, I asked Ed about his desire to help me out with my fantasy.
"The way you have described your wife to me it sounds like she is anything but sexual. What do you want me to do to her?" Asked Ed.
"I just want you to tie her hands and feet so she can't get out of bed. You can rip open her pajama top if you want to expose her breasts. Maybe you could pull down her pajama bottoms and expose her big muff. I'll let you decide. I don't want you to hurt her." I answered.
"Okay...Let's do it. Give me an extra few days so I'll have an extra big load to ejaculate into your mouth. How do I get into your bedroom?" Asked Ed.
"I'll leave the door unlocked downstairs and you just quietly come upstairs. Plan to be there around midnight. We will both be starting to sleep by then and you coming into the room will be a startling surprise. Make sure to turn the lights on so my wife can see everything and you can see my wife as you tie her up." I instructed.
We agreed on the night Ed would come to the house. I wore my bridal night white baby doll with red ribbons and white balloon panties with lots of lace around the leg openings. My wife was in her cotton pajamas that buttoned up the front. It was not the normal, but my wife complimented me on my nightgown.
"That baby doll is extra pretty on you. I hope you're not trying to get something started." Said my wife.
"Not at all honey. I'm just feeling very feminine tonight. Good night." I replied.
It was a couple of hours later that the lights in our bedroom quickly turned on and there stood my lover Ed in his sweatpants and a t-shirt and I could see he was beginning to grow an erection. My wife was stunned and began to shout but Ed moved quickly and put his hand over her mouth. With his other hand he was pulling her wrists behind her body and into a zip tie circle he had already prepared. Quickly her hands were behind her back and tied. Ed had pulled the blankets off of us exposing me in my baby doll and my wife in her pajamas. All I kept saying was;
"Don't hurt us...Please don't hurt us."
I don't know why I kept saying this, but it was all I could think to say. Ed was more prepared than I had told him as he had a cloth gag he quickly pulled over my wife's head and tied into her mouth. It stopped her from making any sounds other than grunts. My wife started to get up from the bed using her untied legs but Ed pushed back down and zip tied her ankles together so she could not move. He positioned her on her back and all I could do was watch as I continued to plead with him not to hurt us.
With a very quick pull, Ed opened my wife's pajama top ripping the buttons as he opened the shirt exposing her breasts. My wife's naked breasts caught my eye as her nipples were fully erect to a size I had never seen before. Ed noticed this too and just smiled as he pulled down her pajama bottoms exposing her trimmed, but rather bushy, pubic area. He pulled her pajama bottoms all the way down to her tied ankles. For all intents and purposes, my wife was on her back fully nude and tied at her wrists and ankles. Her eyes were very wide as she gasped for breath through the cloth gag. She was motionless just looking at Ed and his growing erection.
"So what have we got here? A little girl with a cock in her panties?" Sneered Ed.
"I have a penis, but it's not what you think. I enjoy being a girl first. Please don't hurt me." I said with a shake in my voice.
"I'm not going to hurt you honey, I'm going to allow you to give me pleasure!" Said Ed.
"Get over here and down on your knees and pull down my sweatpants to see what a real man's cock looks like." Ordered Ed.
I did as Ed directed as his hard thick cock sprang out of his sweatpants.
"Show your wife how much you like it by kissing it and putting it into your mouth. Let's see how good a girl you are." Said Ed.
I did as I had done hundreds of times before and kissed, licked, and sucked on Ed's thick erection. My wife was beginning to make some louder grunting sounds through her gag as she shifted on the bed looking at me pleasuring Ed's manly cock. Ed began to look over at her and I was seeing her from the corner of my eye. Her naked nipples were even larger than before and the hair covering her pussy lips was obviously soaked. My wife, who said she lost interest in sex, was getting turned on watching me suck another man's cock. I could tell Ed was getting close to ejaculating when he put his hands on both sides of my head and stopped me from milking his cock. He pushed me back gently and said;
"Hold up there little girl. I see a wet pussy that needs to have a cock inside it."
Ed climbed onto the bed and in a swift motion inserted his rock hard cock easily all the way into my wife's wet cunt. She let out a small grunt as his huge penis slipped inside of her. The two of them were tightly copulated in a matter of seconds. Ed didn't move for a few seconds as my wife wiggled her pelvis underneath him. Then, Ed began to slide his huge cock in and out of my wife as she gasped for air through her mouth gag and her eyes rolled back into her head as Ed fucked her harder and longer than I had ever done her.
My wife convulsed as her nipples grew even larger and it was obvious she was having an orgasm. A few seconds later Ed made sure he was fully inside her as his body twitched and I knew he was ejaculating his sperm deep inside my wife. She began to convulse again as the two of them experienced simultaneous orgasms. It was something to see, my wife enjoying sex with my male lover. I could not control my limp little penis as it slowly and steadily began to flow my now useless stream of semen into my panties. The mor
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