#267, Guy's story: Ill make this short. When I was in college I found out the local Adult Bookstore had video booths. They were actually pretty nice, well ventilated with a toilet paper roll and a basket for when you popped. There seemed to be hundred's of videos to choose form in anything that was legal, I found I liked the 18 year old girls and the amateurs the most. When I came home over the summer I fund out I was spoiled, the only place with booths close to me was a dirty theater with dirty booths, the videos were all super old and just bad, and if you went at the wrong time it was all gays or worse I found out once a month they did a day/night for lesbians.

Then in early August I went to see my Grandparents for 2 weeks before I went back to school. After a few days with then I need some time to myself so I asked my Grandfather if I could use his car, he said no problem just don't wreak it. I didn't know where I was going or what I was going to do I just need to get out. About 2 hours later I was totally lost when I saw a sign that read "Adult Bookstore". I figured I would check it out. I walked in and it seemed clean. There was some guy stocking the shelves, when I saw the counter area I was shocked there was a woman behind it. She wasn't the most amazing looking woman but a definate MILF. Then I saw a sign that said "Video Booths". I was nervous but I walked up to the counter and asked the woman how much the booths were. She smiled and said a dollar a minute but you get 15 minute for $10. I looked in my wallet and had her break a $20 for me. As a turned to leave she asked if I wanted a tissue pack. I figured it was the thing you did here so I said yes and she said $5. $5 fucking dollars. I asked if one was booth was better that any other, She said " you will have a better chance with one of the middle ones". I didn't understand what she meant but I said thanks and walked back to the booths.

There were 2 booths 3 on each side of the hall way. I opened the door on the middle booth on my right and walked in. there was a dim light above and I put my $10 bucks in the machine. I found a video that was okay and sat down. I looked around, I had seen cleaner booths but this one wasn't bad. Then I noticed a piece of plastic on the right wall just below waist height. Then I saw one on the wall opposite it. I touched the one on my right and found it was a little plastic door. I smiled a huge smile, it was a gloryhole. I had heard about them but never seen one. I open both of them but saw the door on the other side was closed. I scanned through the videos trying to find a really goo one. Then I heard the door to the booth to my left open and close. I could hear a voice then another in the booth and then the video form the booth. Suddenly the door opened and I heard a voices say "you there".

I was shocked but said yes, who are you. The voice said you want a blow job. I was like from who you. The voice said no my girl is here. I asked how do I know she is a..... girl. Then a female hand came thru the hole and retracted. I was like why can't she talk and he said cause I am her master and she doesn't talk till I want her too. Then he asked again, do you want a blow job from my girl? I thought second and next thing I knew I was unzipping my shorts. I said if I find it's a guy suck me off I will kill you. then I heard a laugh. As I stuck my cock through the hole I hear him say "Suck that cock whore!".

Then I got the BJ of my life. That girl knew how to suck cock. She was amazing. She used her tongue in ways I had never felt. She would slurp and lick, suck and blow. After about 5 minute I could not take it any more and I blew my load. Then before I could pull away I felt her hands massaging my turgid cock. She was spitting on it, carefully massaging it. Then i felt her lick it again. In about 3 minutes she had me 85% hard again and was going to town again. I lasted long this time. We went on like that for at least 45 minutes. Finally after I shot almost nothing out of my cock I slapped the the wall a couple times and she let me go.

I grabbed some of the tissue I had bought and cleaned my cock off. As I was doing that I hear the voice say thats a good bitch, then I heard him say she sucks a mean cock huh. Yes was all I could say. Then her said we will be here on Sunday if you want a another. I about blew another load right there.

Since then I have had a ton of Gloryhole fun, even got a few girlfriends to do it. But nothing beats the first one!

"True Story"

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#265, Guy's story: Here's a true story about my first time with an older woman ...

It was the early 80's, and I was in my 20's. I'd worked with a group of fairly social people at a smaller company for quite awhile and knew everyone pretty well. I was in a "friends with benefits" arrangement with the woman that worked in the document/copy room. She was in her 30's, a short-haired blonde with nice big, firm tits that she seemed to enjoy showing off and was pretty well known at the company as a party girl. From the times I'd shared with her, I could attest that she was a real party under the sheets, too. I'll call her "V".

V let everyone know about the party and it was a great turnout. I'd spent most of my time on the main floor, but later in the evening I stopped downstairs to cool off a bit and see who was there. After just hanging out for a while, I was surprised when one of the company managers, a petite blond in her late 40's I'd never spoken with at work, came over and seemed eager to start up a conversation. She wore a very tightly fitting top and equally tight jeans, and had the body to pull it off. I'll call her "D". She mentioned wanting to see what the lakeside was like and urged me to join her.

The sun had gone down and in the shadows of moonlight D and I walked toward the lake. As we neared, she reached over to hold my hand and explained how it was a very nice view to share with another person and was glad I'd joined her. I agreed, but explained my surprise as she and I hadn't really crossed paths much at work and I hadn't noticed any interest. She explained that she'd been interested for awhile but didn't quite know how to approach me. D had apparently found out through the gossip channels that I was fucking V on occasion; she'd heard I was well hung and fun in bed and wanted to know herself.

At the water's edge I pulled her closer and we started making out. We both started getting pretty worked up and hands began sliding under clothes. She removed her top and bra. and standing there in just her jeans, D's tits were very small but perfect with long dark nipples standing at full attention. She pulled off my shirt and we continued to kiss. Licking her nipples and palming each others crotch accelerated things rapidly. We were far from the house, but could see clearly in the moonlight and yard light that cast a long lit path. I was a nervous we'd been seen, but D didn't care as she sat back on the grass to remove her jeans and panties.

I could see D's vulva was covered by a nice bush of dark blond hair and as I dropped to the grass to join her it struck me how odd it was I was seeing D this way and that D of all people wanted me to fuck her. That she was an older woman intrigued me as I considered what things she might do and want to teach me. It seems silly to think that way now, but at the time it was a huge turn-on. I started toward D's crotch to eat her but she had other plans and pulled me over to have me take off my own pants. I was mostly hard already, so D really got going when she saw the big cock she'd heard about and plunged her mouth right down it with abandon. It seemed like D really knew what she was doing - a blow job like no other before. D had very full lips and knew just how to use them on a cock to full advantage.

She had me rock hard now and I just wanted to find out what fucking D was really like. She was sopping wet already, so without further ado I slid inside her warm beaver (she was pretty furry after all). She was fantastic! First fucking missionary style then putting D on her hands and knees and really going for it. D knew what she liked and was so eager to fuck hard. She came once and then again and with that I responded in kind, letting loose a hot load for D to remember.

I think after the fact, it dawned on D and I (the alcohol was wearing off by then) that we worked together and it might be an awkward situation going forward. We got dressed, and as we walked back to the house, D thanked me and then said she had to leave. I went back inside the house, cleaned up in the bathroom and returned to the party still warm from the great fuck with D.

As the party dwindled down, V (remember, she was the one holding the party) made it increasingly clear she didn't want to spend the night alone. Once everyone was gone, V led me to her bedroom and we spent the next couple of hours fucking. What a night indeed!

Within a few days I was able to get D's phone number and gave her a call. I was right, she was real worried about the ramifications of us working together. We had a long talk and worked things out, and the result was that she would come over in the next day or two. When she arrived, D was pretty nervous, but a drink helped a little and she gradually relaxed. Before long, D was buck naked on the carpet and this time I ate her pussy inside and out. She'd been alone for quite awhile she said and it had been a long time since a man had done that. That explained the screaming orgasms, I guess! We moved from there to my bedroom where we proceeded to fuck each other in a half-dozen positions. The chemistry was great, and D's enthusiasm for just about any kind of fucking was amazing. She ended up staying the night, and we fucked again in the morning before showering and both going to work ... at the same place!

It never really turned out to be a problem with working together as we both knew how complicated it would get if we let it. D knew I was fucking V on occasion and didn't seem to care. She wasn't really looking for a boyfriend, just a friend and great sex and it seemed we had that. I saw D now and then after work, we'd chat for quite awhile and then eventually end up fucking. A pretty shallow arrangement, so it just kind of ran its course. Things with V eventually just petered out too, no harm done. Everyone got what they wanted I guess, but I still won't forget the passion of the older woman and the party that made it possible!

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#264, Girl's story: When my parents divorced I ended up living with my mom most of the time but spent summers, holidays and spring break with my dad. When I was 13 he remarried this woman Sarah, I didn't really know but she turned out to be a pretty cool stepmom. My dad and Sarah had moved from San Francisco to Marin. There new house had a private gate, a pool, a hot tub, I had a huge new room. So after a few week that summer I had made a few friends, the one girl I hung out with the most, April, lived at the bottom of the hill my house was on top of. She was a year older and liked coming up the hill to my house cause it was more private, my pool got better sun and we could tan topless.

So one day my Stepmom was at work and we were board. April and I were checking out Sarah closet. Trying on some of her dresses, non fit me but one or two fit April. Then we open her panty drawer and thats where we found them. There had to be 15 or 16 dildos and vibrators there. April laughed and asked me if i knew what they were. I kind did but played it like I totally did. She grab one of the vibrators and turned the bottom and i sprang to life. She touch the palm of her hand with it then said "give me your hand". I held mine out and she touched my had with it. Even on my hand it felt good, goosebumps up my spine. I asked her if she had ever used one before, she said she had found her aunts but never tried it. When she asked if I had, I said no too. Then she said we should try it and I was like "NO, NO". April was pretty pushy but she just twisted the vibrator off and put it back.

A few hours later after April had left I was still thinking about what we had found in my stepmoms drawer. So I went back to her room and got out the same one April had grabbed earlier. I twisted the bottom and it was alive again. I touched it to my hand again and got goosebumps up my spine. Then I started trying different spots on my body, my inner elbow, my upper arm, my neck, my tummy, my chest bone, my outer thigh. I knew where it was supposed to touch and I slid it up my inner thigh. I was feeling really good. Then being scared I ran it past my pussy super fast, i am not sure it even touched it. So I tried it again slower, then slower, after about 10 times I dragged it across pussy as slow as I dared. It felt so amazing so I did it again. I did that several times finally stopping it between my young pussy lips.

I discovered sliding it up and down less than an inch between my lips felt even better. Then it dawned on me I should trying on my skin not through my bikini bottoms. I got on the bed and leaned against the pillows using one hand to move my bikini bottom to one side and touched myself with the vibrator again. I would touch it to my pussy and rub it up and down then take it away when it was to much, on and off. Then I decided to take my bottoms off, it would be easier, my bottoms would be in the way. So there I am naked, my bikini bottoms on the foot of the bed, using a vibrator for the first time, my stepmoms vibrator and I hear my stepmom kind of gasp in shock. I shot up he vibrator in my hand, totally naked on her and my dads bed having been caught. I was freaked, She was shocked, we were both embarrassed. I dropped her vibrator grabbed my bikini bottoms and ran to my room.

About 10 minutes later Sarah knocked on my door and I told her to go away. She tried another three times over the next hour and finally I heard her say she wasn't going to tell my dad and she wasn't mad. I came out about 10 minutes later and she was actually super cool about it. She talked to me like and adult or at least not a kid about what had happened. Two days later I came home from being out with April and there was a bag from Good Vibrations on my bed. In it was a note from Sarah, a small dildo, a small vibrator and book or maybe it was a pamphlet about the female body and masturbation.

This is my first time posting here. Please be kind. Maybe I will tell a little about my first girl/girl experience another time.

"True Story"

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#263, Guy's story: I know this sounds like a bad 80's porn but this happened to me.

The summer of 92 when I was 17 I was working for the local hometown pizza restaurant. I was mostly doing deliveries durning the day. One of the regulars was a hot single mom name Cindy. I made several deliveries over the summer to her. She always flirted and if I was lucky she was in a bikini or a sun well cut sundress. All the drivers liked going to her house, cause she was cute and tipped well. In early August on a way to hot Sunday afternoon she brought her kid and his friend in to the restaurant for a pizza. It was quiet, they were the only customers and she was talking with me and my coworker Brett the whole time they were there. Brett was hitting on her hard and going down in flames, I was admiring her and laughing at him. 4:30 came and my shift was over, I wanted to go to my Friend house where I knew there was a pool, girls and cold beer. As I was walking out Cindy stopped me and asked me if I was interested in earning some money and doing some yard work for her.

So the next morning I was at her house at 9 am being shown the work! A grassy hill she needed mowed down and a bunch of other stuff. I was a good week of work, but she wasn't in a hurry other than the hill. I told her I would do the hill that day and the rest over the next couple of weeks. She told me feel free to have what ever was in the fridge and to jump in the pool if I got too hot and she left for a meeting or something.

4 hours later I had 80% of the grass on the hill cut down and stopped for lunch. The pool looked so nice and it was so hot outside. I had one problem I was in jeans and had no suit. I looked around, and realized with the hills and the angle of the house no one could see in to the back yard from any of the other yards. I had been skinny dipping before but never in the middle of the day, only under the cover of night. I thought about it for a minute and then striped all my clothes off and was in. The cool water felt amazing. About 10 minutes later I was floating on my back with my eyes closed when I heard Cindy say "Enjoying the pool, Huh?" I was a little embarrassed and tried to cover myself a little. I could see her smile change a little, some delight in it. She said don't worry I get in naked all the time. Then like it was nothing she took off her dress then her bra then her panties.

My mouth was agape and my cock was rock hard.

I had seen a few girls naked before in person but this was a woman. A very hot sexy woman.

She walked to the stairs and stuck her foot in the pool. Then she stepped in and before I knew it she was about 4 feet from, waist deep in the water. Her nipples were sticking out from her breasts like I could not believe. Then she jumped up and dove past me into the deeper end of the pool. She came up at the back wall of the pool and called me over. I pulled two strokes and was their. We floated and treaded water and talked a little, her asking more and more reveling questions. The whole time I keep looking at her, trying to see more, some time she would float on her back her breast sticking up out of the pool, some times she would push her pelvis up pushing hips and pussy out of the pool, knowing I was watch.

We ended up back in the shallow end of the pool standing in the middle our hips under the water. I was trying had not to just stare at her tits the entire time. Then I felt her hand caress my stomach and start to move lower. I looked her in the eyes with a huge smile, she smiled a little more to.

Then she asked "this okay".

I was like "Yes!" And I started to touch her lower stomach and caress her back and forth between her hips. I remember her closing her eyes and getting a huge smile on her face. We went on like that for a while till finally she got her hand on my cock. She touched it so lightly under the water sometimes I thought her hand wasn't there. I started to rub the very top of the landing strip her pubes had been shaved in to. Then she suddenly lowered her self a few inches and cup my balls with her had, carefully squeezing and massaging them between he fingers. I reach up and lightly touched both her breasts with both my hands. I still have never felt a woman's nipples that hard. I barely touched them and she moaned and told me lighter. Up until that time I thought bigger is better when it came to breasts but Cindy's full B cups showed me that size is not everything.

Next thing I know she is walking out of the pool. when she got out she turned around and asked me if I was coming. So I followed. She sat down on one of the lounge chairs on the patio and I stood over her just staring my cock at full attention. I asked "what now" and she smiled and said "what do you want to do?" Then she leaned back and put one foot one each side rail letting her knees fall away from each other showcasing her pussy for me. Her right hand reaching down and playing with her clit. I knew if I touched my cock I would explode right there. I had only eaten a girl out once before and well she didn't seem to like it. I got down between her legs and looked at her and said "i am not sure what I am doing". She smiled and said it's okay just be gentle.

As my face got close to her pussy i stuck my tongue out and licked up between her lips. I hear Cindy breath in a little so I did it again and again and again. I still remember her salty taste. After I don't know how many licks i felt her hand on my head guiding my head higher on her pussy, then I liked something stiff at the top of her pussy, I knew this was her clit. So I lick her clit some more, her telling me a little about what she wanted, mostly softer and slower. Then suddenly she pushed my head down hard , my mouth into her wet, wet pussy. I felt her legs squeeze my head tight, her pussy throb and she moaned forcefully. I knew enough to know what that was.

Ran out of space sorry

"True story"

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#259, Girl's story: Last week, a guy I met online invited me to go with him as the +1 to a dinner he was invited to. He is older than me, and has certain powerfulness that I find irresistibly sexy.

Halfway through the dinner I went to the bathroom, removed my panties and put them in a little box I brought with me, with a little note. We stayed a little longer, had more wine, laughed and lightly caressed each other's legs below the table.

When we left the dinner, we went to an underground garage to get the car. It was late, and the garage was deserted. I said to him I had a present for him and gave him the box. He opened it, took the panties from inside with a mix of surprise and delight on his face, and then read the note. It said "Fuck me". Just that. And when I saw that mischievous smile, I started to get wet.

I thought we would get into the car, or wait until we got home. Instead, he told me to get closer to him. He then kissed me (so passionately), while I felt his hands under my dress, in my bare ass. He then bent me over the car and fucked me right there, with one hand on my neck and the other on my waist.

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#255, Guy's story:
My friend & I were flying to Florida from Texas on a long trip in a Cessna 182. It was getting late & we decided to stop in Gulfport Mississippi for the night.
We got a ride to the hotel & checked in. They only had a room with one king sized bed due to a convention in town....We talked about it & decided to take it. We went down to the casino to try our luck at making enough money to pay for our trip. You went to play Texas Hold em & I went to the blackjack tables.We both did good there.
It didn't take long before you met a very pretty sexy blonde lady in a short black dress that had a low neckline that showed almost all of her full breasts leaving only her nipples covered. You ordered some cold bubbly wine & then you introduced her to me. After finishing that bottle we ordered another one and were starting to get relaxed on the vino.
We invited her to have dinner with us at the club at the hotel. We got along great & was having a lot of fun.You told her that she could be dessert & she must have liked that as she laughed about it.After dinner we invited her to go up to our room to use the large hot tub in our room. We grabbed another bottle & took the elevator to our room.
I filled up the tub & poured some bubble bath into it. with some soft music. We all got naked & jumped in. Of course we both got horny & sported erections. There was a lot of touching each other other too.I said to her I was sorry that my penis was not as large as my friends, but said she preferred it that way because she thought that she could take it all the way into her mouth without choking.We had a good time in the hot tub with every body doing a lot of touching. When we got out we made our way to the bed & she sat on the edge of the bed & to taste both of our dicks. She said that she wanted to try both of us in her mouth at the same time. We did that & I thought that you might feel uncomfortable with your dick along side next to mine. It was feeling so good that you didn't seem to mind & it felt wonderful. Of course we were playing with her nice tits too.We both came at the same time & she swallowed every drop.
She look real tasty to me so I told her we needed to return the favor. I laid down flat on my back & pulled her down on top of me in the 69 position.I began licking her pussy & she was rewarded me with her very juicy pussy.It didn't take long before she had her 1st orgasm.I also was enjoying her sucking my dick all the way down her throat.She said that she wanted for you to rub her pussy with your dick which you did.After a little while you inserted it into her and began sliding all nine inches all the way into her. Every time that you did that your balls were bumping me on my chin. I kept licking her clit as you were riding her. My tongue was also sliding up & down the length of your penis too but I don't know if you realized that.There was so much juice dripping out of her pussy between you & her. I was having a real feast. I could sense you about ready to explode in her so I kept on licking & tasting her & you.The action speeded up & I could feel your balls tighten up & then you unloaded a full load into her.I also came in her mouth about that time too. There was so much cum dripping out of her it just dribbled into my mouth. You pulled out & still had a few more squirts left .That went all over the outside of her pussy & I said "why not" so when you pushed back into her your still hard penis went into my mouth.When we got through there was nothing left to clean up as I sucked off your cum & her juices out of her wet hairless pussy. She spent the night with us & we both took turns fucking her the next morning.
She said that she was getting married there the next day & she had to go to the airport to meet her future husband.she needed that one last fling before she settled down with her wealthy new husband. She did manage to give us her email address and said that she wanted us to be email friends. Her future husband was arriving on Delta Airlines. We gave her a ride to the airport.She said she wanted to thank us very much as she said need one last fling.
Whew!!! That was so much fun. I really enjoyed tasting her & you too.
Again please don't think bad of me. It was just a dream. I just believe...If it feels good ....do it!!

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#254, Guy's story:
I just finished reading your beautiful story. It sure reminded me of the times our petty daughter Kim slept with us growing up. We all were used to sleeping nude anyway.She really liked to get into out huge tub & take bubble baths. We would all soap each other up & then she liked for me to rub lotion all over her naked body when we got out.She wanted to do that to me but I had to stop her because I knew That I would have sprung an instant erection. Sometimes she would join us in bed because she wanted to sleep with us. She always liked to be in the middle.
By the time she reached puberty we told her that she would have to sleep in her own bed now. That made her cry.Telling her that sometimes we wanted to make love & be intimate and that it was not for little girls eyes. That prompted her to tell us that she had already watched us through what we thought were closed eyes as she pretended to be asleep.We also noticed that she would touch herself & become very wet when she thought we were asleep.
We did try not to wake her but when my wife wanted me.My wife would crawl over to my side or I would crawl over to her side of the bed & we would have the best oral sex with each other before going all the way while watching Kim's naked body just inches away.. Our daughter was a sound sleeper or so we thought. It was a real turn on for both of us to make love with the covers completely off of the bed while our daughter Kim was laying there naked next to us.It was my wife that whispered to me to touch her nipples that had begun to grow & also to lightly touch her slit & little pink clit.She always got very wet so we thought that she must have been dreaming a pleasurable dream.
We both would take turn licking & kissing her nipples too. We always quit before she woke up.My wife got down between her legs & would lightly lick her hairless pussy & tease her clit as Kim spread her own legs while enjoying her dream.She asked me to do the same to Kim but to quit when we thought that she might wake up.
She has seen me with an erection many time because I usually woke up that way.One morning I woke up to find her leg over my hip & her hand wrapped around my penis. She was moving it up & down enjoying the feel but trying not to wake me up.I pretended not to let her know that I was fully awake.She was sliding the wet head of my penis back & forth up & down her pussy lips. It would have been so easy for me to push it into her which is what she wanted anyway.I turn over reluctantly & pretended to wake up.Kim then turned over & pretended to be asleep.
She was about ten or eleven & just starting to develop her breasts.She had grown some tiny blond peach fuzz on her pretty little pussy. Her Mom & I decided to explain that what we did in private must remain that way or we could be in real trouble. She said that she was ok with that .My wife showed her how to preform oral sex on her & also on me.
To be continued.......

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#253, Guy's story: I met her on one of those sites for married people looking for affairs. It started innocently enough as we joked about a sports team we both rooted for and realized we were in the same situation -- 40, married for over 15 years, parents, over of weight and not satisfied. Then the chat got a little more x-rated as we flirted sexual lines at each other. Our flirts got more bold as we talked about ,meeting for sex. We exchanged photos, clothed and non-clothed. Usually that's where most of these type of conversations end. This one kept going. Then one day, not long after we "met," it happened.

Now I work from home near a business area and coincidentally her office was a few towns over. One day she emailed to say she suddenly had the afternoon off and that maybe that we could meet. I agreed. At this point I think we both knew what we had talked ourselves into and knew what was about to happen. We decided to meet for the first time at a local Starbucks. We never even made it inside.

We met outside the store, said hello and I boldly asked if she wanted coffee or to go somewhere private. She shyly said whatever I wanted and I told her there was a cheap motel up the road we could go to. She agreed. We took the 2 minute drive to the motel, parked in the back and asked for a room for a short stay. Less then 10 minute after we physically met we were in a motel room. Less then 15 minutes after we met we were doing much more.

We entered the room and I sat on the bed. She stood nervously, saying she had never done this before. Neither had I but at this point I wasn't stopping with cold feet. I told her all would be fine and I patted to a spot next to me on the bed. She down next to me and we kissed, hard. Our tongues started dancing as we laid down, our hands moving across our bodies. Slowly we took our clothes off. I unclasped her bra and started kissing her breasts. So much larger then my wife's, so different. I experienced the same difference when I got her panties off and saw she was shaved. I never had seen a bald vagina and a mature woman and I began to eat her out. So different to not get hairs in my teeth. Soon the situations were reversed and she had gotten my pants off and was licking me, doing things my wife never did.

After a few minutes I pulled out a condom and we placed it on me. We laid down on the bed, face to face, my hardness rubbing her thigh. We kissed until I mounted her. It had been over a decade since I had been with another woman, same for her with another man. In the back of our minds we both thought how weird to be in bed having sex with a person you had only just met in real life less than 30 min ago. What a difference being with someone different. Different body, different movements, different feeling, different responses. She enjoyed herself, raising her legs each time she came. The look in her eyes was one of lust. We changed positions a few times until I finally came in her doggy style.

We spent the next 20-30 min lying on top of the covers, naked and talking. Not just about sex, but about our lives. Then I felt a stirring and decided I had to feel her without a condom and climbed on top of her and began having sex with her again. I was going in and out, feeling her skin against my skin, the feel of a different vagina and, I suppose to her, the feel of the shape of a different penis, when she asked me not to cum in her. So I stopped, put on a condom, and let her ride on top. We had sex for another 40 minutes (one good thing about condoms and getting older -- you last longer) until we finally stopped, exhausted and spent, as I unloaded into the condom while my wrapped penis was inside her.

We rested for a little bit and, after realizing we weren't up for a round 3, got up to start getting ready to return to our lives. We considered taking a shower, but one look at the shower quickly changed our minds. Instead we washed up at the sink. There we were, 2 practical strangers, standing naked in front of the sink, looking and smelling like we had sex. I stood behind her as she washed up, while my limp dick ran up and down her ass crack, fondling her breasts and kissed her one more time when she turned her head towards mine.

We washed up as best we could and left the room. After returning the key we went back to our cars, kissed. We each said we'll have to do this again. That was over 4 years ago and we haven't spoken since. I don't justify our actions that day, but it was one of the more erotic in my life.

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#252, Guy's story: Working a register all night at a busy store, you get to know all kinds of people. One of my regulars was a shy young girl, 15 years old; every time I saw her, she'd be staring at me. One day she got up the courage to ask for my MySpace URL and we became friends. She lived across the street from where I worked, so afterwards I'd sometimes stop by to hang out or take a walk with her or whatever.

She was really cute, but because of her age (plus I had a girlfriend) I never made any moves on her. But we'd hang out and she'd move closer and try to touch me all the time, and on colder days by the lake where we started going to hang out I'd help keep her warm by hugging her. Well before I knew it she had kissed me and I couldn't refuse. I could tell she didn't really know what she was doing, but we kept kissing and eventually she got the hang of it so we made out by the lake. When I took her home, she wouldn't get out of my car until she got another kiss, so I obliged and instantly she was into it. She put her hand in my shirt to feel my chest and she worked her way down until she was groping at my cock. I could tell she was horny (and so was I) so I started rubbing her tits through her shirt which made her even hotter, and I was surprised, actually, by how big they were. Then she unzipped my pants and took my dick out and started giving me a clumsy handjob. Meanwhile I had snaked my hand into her pants to rub her pussy which was just soaking wet. That was about when I realized I could instantly get in loads of trouble if we got caught by any random person in the parking lot, so I gave her the boot, said thank you, and left. Later she made sure to tell me how horny she was, and that she made herself come several times that night.

That's all the farther we went for a long time: lots of making out and manual stimulation. One time I showed up, and we started making out in the doorway. I slipped my hand in her pants and fingered her until she came, with her sister in the next room and her mom in the kitchen.

And then finally one night we had a perfect chance to fuck. She had just turned 17 now, by the way. Before, we could never do it at her place (parents) or my place (girlfriend, roommates) but finally one night came when her family was out of town. Incidentally, I wasn't scheduled to work that night even though I usually did, so my girlfriend would think I was at work all night >:}

I showed up and she was having a little party. I met some of her friends, we got a little drunk and a little high, and soon she was practically begging me to come to her room. I sat on her bed while she put on some music, and when she came to join me we started making out. After a little while I realized she didn't really know how to move forward, so I pushed her with my face until she was lying on her back and started touching her all over. I knew she was probably already wet and I moved down and started kissing her neck and her ears, lightly sucking and biting at the edges which she loved, grabbing her tits and running my hands over her body. I lifted up her shirt to kiss her stomach and worked my way up to her chest until the shirt needed to come off. She sat up and took it off while I unhooked her bra, and when she laid back down she was topless. I grabbed one boob and sucked the other nipple while she squirmed underneath me. I kissed my way down to her pajama pants and stopped, leaving her to squirm while she watched me strip down to my boxers. Then I grabbed her by the hips, pulled her toward the edge of her bed and removed her pants. She got a little shy and closed her legs, but after I kissed her naked skin a little more her tension disappeared and she let me take off her panties. I gently kissed the insides of her thighs, breathing on her pussy as I got closer and closer to it. I gave it a big lick and she gasped, having never experienced it before. I ate her out until she came all over my face. I wiped the juice off my mouth and went to lie next to her, but she immediately pounced on me and started to kiss my neck and my chest. I didn't expect for her to take control at any point, but I laid back and let her, enjoying the feel of her soft lips and tongue on my dick and balls. Before she could make me come, I put her back on the bed. She told me to fuck her and I asked if she was ready. I've been told I have a big dick, and I could feel how tight she was from fingering her, so I made sure to go really slow. I put it in, inch by inch, giving her a chance to breathe every time I paused. I couldn't put it all the way in because she'd wince in pain, but soon enough I was slowly pumping in and out, watching her face to make sure I wasn't hurting her. She wrapped her legs and arms around me and let me fuck her until she came again.

After a bit she wanted to try doggy style, so she got up into position and stuck her ass up into the air for me. It was so sexy, I just rubbed her pussy from behind for a bit to get a good look before I fucked her some more. I threw on a condom I had, and when I put my dick in her this time, she said it was a lot more comfortable than before. I started fucking her pussy, and soon we were going at it pretty hard. At one point I put a finger in her ass because I've been with a few chicks that loved it, but she apparently didn't because she reached back and I took it out with a "heh, sorry." But she came again and soon after that I came hard. We collapsed on her bed and I ran my fingers over her skin while we cooled down, and wouldn't you know it we were both horny again. We had sex again that night and in the morning I left.

She's 18 (19?) now and still loves being my tasty side action any chance we get.

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#251, Guy's story: Around twelve years ago, when I was a recently qualified doctor, I worked for some months as a locum general practitioner while I looked for a permanent practice close to home. The locum work took me up to a hundred miles from where I lived with my parents and I travelled daily in my rusty and unreliable Ford. Towards the end of that time, I spent six or seven weeks in a country practice covering for one of two doctors who had taken an extended honeymoon with his new wife in Australia. The other partner at the practice was Dr Willows, a woman in her late fifties, who planned to retire whenever Dr Newby returned and seemed to be very busy organising various things outside work, including a retirement cruise, house-sitters for when she was away and a number of builder and plasterers for work she was having carried out at her holiday home thirty miles away on the coast.
Most of my time there was mind numbingly tedious and I’m sure I read every magazine in the waiting room twice, while I was crawling the walls with boredom. There were only a few appointments planned in each morning and the surgery had an “open door” arrangement each afternoon. A few weeks passed without anything more exciting than a sprained ankle or a nasty rash, until one Friday lunchtime, when I heard the coffee table in the waiting room being pushed suddenly and a woman’s voice giving a small yelp in pain.
Sticking my head out of the door, I saw a young couple who had obviously been having an argument. It was clear that she had been crying recently and he seemed agitated and embarrassed. Evidently, the coffee table had been pushed out of the way by her shin as he pulled her by the arm into the waiting room and she leant down rubbing her shin with her hand.
“Where’s Dr Willows?” he asked without any greeting. He was red faced and a little breathless.
“Who are you?”, I asked. “Dr Willows has had to leave early for the day. I’m Dr Sweeney.”
“Sorry. I’m Michael Bell and this is Flora. Is Dr Newby about, then?”
I explained the situation to the Bells and they seemed a little put out that the regular doctors were not available. Flora had sat down on one of the waiting room chairs at this stage. I stood back with all the confidence I could muster and gestured towards the surgery door, hoping they would go into the room. I was twenty six and looked younger and they were probably five years younger than me, and so I was a little surprised and pleased when Flora stood up and walked into the room, followed by Michael.
Michael was an inch or two taller than me, and was fairly well built. I could tell he worked outdoors as he had a deep tan on his face and arms with especially red cheeks from too many years of working in direct sunlight, perhaps on one of the local farms or further along the coast onboard one of the few remaining trawlers operating off the coast. His hands were huge, almost outsized, and he caught me looking at them. Shoving them into his pockets, he looked round at Flora who was staring out the window. I offered him the chair in front of my desk and pulled another one in from the waiting room for Flora. I took my seat behind my desk and looked through the desk drawer filing cabinet for the Bell family file. There were only three hundred or so people registered with the practice so I imagined it wouldn’t be too difficult to find it.
“You’ll not find a file for us in there”, Michael said. “We’re from Appsley Grange, forty-odd miles away. We’re not registered here. We’ve come all this way because...well, it’s a sensitive matter”
I decided to say nothing, and gave him the time to settle down.
Michael looked round at Flora again and back at me. She was silent, but squirmed a little in her seat, very obviously uncomfortable with the whole situation.
“I’m not sure you can help us. You seem very young. I’m not sure anyone can help us, actually, but I had hoped for an older woman doctor as my wife is...well, anyway. We’ve driven down this far to avoid going to my local doctor”.
I could sense Flora blushing and I deliberately focused my attention on Michael, addressing him only.
“I’ve trained for the last five years to deal with any ailments my patients have. I can assure you, if I cannot help you, I will put you in touch with someone who can. Why don’t you try me?”, I said with a nervous smile.
This seemed to put him at ease a little. He looked at Flora again and then back at me.
“We’ve been married for almost three weeks. Flora and I love each other very much but we haven’t actually made love. We waited for the two and a half years when we were courting and engaged so that our married life would be special. Now we’re married and we cannot do it!” Michael was practically on the edge of his seat and was trying to curtail his frustration while allowing me an insight into how important this problem was for him.
“And I’m about to go back to sea for ten days at six this evening, and I don’t want to leave her upset and the whole thing is getting to us, to be honest. We’re not at all experienced in these things and there’s no one we can talk to about it. It has taken over a week to get the courage up to come here, and Dr Willows isn’t bloody here!”
Flora reached over to the desk and took a tissue and dabbed at her eyes. She had taken to staring out of the window again. Her eyes flitted about and I could tell that while she was embarrassed at the turn the conversation had taken, she listened avidly. Nicely dressed in a floral patterned skirt below her knees and a linen blouse, she wore no makeup or jewellery, apart from what looked like a ladies Timex watch. She was borderline skinny with red blonde hair and fair skin with a smattering of freckles across the bridge of her nose.
“You’ll need to tell me, in simple terms, what is stopping you, Michael.”
For the first time, Flora spoke.
“Every time Michael tries to have intercourse with me, it hurts too much. We’ve tried dozens of times and...” She started to sob. Michael put his hand on her knee and she visibly flinched. I offered her the box of tissues.
I’m thinking “intercourse?” Is it possible that this couple in their early twenties in the 1990s have actually not much idea about sex and how to enjoy themselves? Is it even possible now to lead a sheltered life with all that the TV and media throw at us? I decided to start with the basics.
“When did you last try to make love?”
Michael spoke again. “This morning. Just after I woke at seven.”
“And?”
“I woke Flora up trying to get it in. She cried out with the pain.”
“She was asleep when you started?”, I asked incredulously. Had this guy never heard of foreplay?
“Yes. It hurt me a bit too.”
I asked the obvious question.
“What sort of foreplay do you have?”, I said, looking both at Michael and Flora.
“Foreplay?” Flora looked quizzically at me. This issue seemed too simple to be true.
“What is that?” asked Michael.
“Petting, cuddling, kissing, or stroking your partner’s hair, ears and other parts of his or her body. What about mutual masturbation? The female body needs a few minutes to become aroused before being ready for sex. The vagina lubricates itself in readiness for the penis. Could that be why Flora has such pain? Is she still dry, Michael?”
Michael looked puzzled. “I haven’t heard of that. I thought it was just a matter of putting it in there. I have seen animals doing it. Seems simple enough. What is mast-ur-bation?”
Flora was glued to the conversation. She shifted forward in her chair and looked very curious. My God! Where have these people been?
I looked at both of them again. For a moment, I thought that someone was playing a trick on me. I couldn’t believe that someone could be so naive about sexual relations and yet be married. This was like something from the days of Jane Austen.
I took five minutes to give them a breakdown of Biology and Anatomy for Dummies in really simple terms.
“I don’t know where that clitoris thing is”, said Flora. “Can you show me?”
I almost reached for a text book. I had an idea. I blame the boredom of being stuck in the arse-end of nowhere for three weeks and my own curiosity about these two specimens.
“Step behind the curtain and undress, Flora. Michael, would you wait in the waiting room please?”
“No, doctor. I want him here with me. He’ll need to know where it is too”
Flora moved behind the mobile curtain. A few minutes later, I could tell that she was ready. I pulled the screen back and folded it to one side. She still wore her bra and knickers and was lying down on the trolley. They weren’t anything much to look at. Just your basic M&S underwear, but it was refreshing after all the elderly, wrinkly women I’d had to examine over the last few months.
“You’ll need to remove those too.”
She arched her back and with fingers and thumbs at each side slipped the knickers down over her thighs and legs and handed them to Michael. Her dark ginger pubic hair was matted and untrimmed and I could just see her labia through the jungle of hair. I took a pair of rubber gloves out of my coat pocket and asked Flora to raise her knees to allow me access. Michael moved around behind me to get a better view. Her lips parted naturally as she raised her knees. I gently parted the labia and ran my finger upwards to separate the hair allowing me to reach the hood.
“I can’t see. Can I sit up?”
“Of course you can. Whatever way you’re most comfortable.”
I took her hand and she sat up and swung her legs ninety degrees with her feet up on the edge of the trolley. Michael shifted round behind me again in the other direction. I parted the labia again and began my examination. Just as I reached her clitoral hood, she jumped perceptibly. I held the lips apart with one hand and pulled back her hood with the other. Her clitoris was of average size and everything looked normal.
“Look just below my finger. Do you see that little stub of flesh? That is your clitoris. It is very sensitive but if you’re gentle with it, you can gain great pleasure from it which in turn will prepare your vagina for intercourse by lubricating it.”
“What do I do with it, doctor?” Flora seemed to have lost any embarrassment she had before, and was genuinely fascinated by what was down there.
This was surreal. Should I touch it myself, to demonstrate how it works? No way. Her husband standing behind me with those shovels for hands might decide to become a little jealous. Of course, he needs to know what to do with it. The voyeur in me, leapt to the front of my imagination.
“Michael. Come around here and gently in a circular motion, rub Flora’s clitoris. Wet your finger first with some saliva”
He looked at me as though I’d asked him to put his hand into a roaring fire.
“It’s fine. You won’t hurt her as long as you’re really gentle.”
He gingerly wet the tip of his index finger and slowly moved his hand between Flora’s legs.
“Flora. Hold your lips apart so that Michael can easily see and touch it.”
Flora reached under both thighs from the side and found her labia. As he held them apart, Michael had a closer look. She must have jumped an inch or so when he made contact with the clitoris the first time, but after a few seconds, she reddened and looked me straight in the eye and half-smiled. I thought I heard a very slight whimper and I definitely noticed her breathing change.
My own breathing was keeping pace. I noticed a few moments earlier when Michael’s finger slipped between her ginger pubic hair and her lips, my own tackle coming to life. He spent thirty seconds rubbing away before she suddenly shot her hand out grabbing him by the wrist and moving his hand is a different, slightly slower direction. She had her eyes shut tight and Michael looked at her and me in quick succession.
“What do I do now, doctor?” Michael half whispered.
As he spoke, Flora moved her hand up to her chest and took a handful of her breast kneading it, as though she wanted to pull it off. I could see her other nipple sticking out a good half an inch through the front of her bra. I thought I’d chance another advance and made silent motions to Michael signalling that he should undo her bra “to help her”.
He stood to one side and looked at her back. After a moment’s fumbling, the tension in the bra loosened and Flora discarded it to the floor in one movement. Her almost crimson nipples were the longest and thinnest I had ever seen, to the point where she was rolling one between her thumb and forefinger and there was still almost an inch of nipple showing. Her instinct rather than experience, was kicking in. Michael was back at his job working her clitoris, but I noticed that he hadn’t had to lubricate his finger again since he started. I studiously bent down to have a closer look and it was clear that Flora was dripping moisture like a faucet to the point where the tissue covering for the trolley had a sizeable wet patch where she was perched. The “problem” was resolved, but I was inclined to see how this situation might develop.
While I was checking this out, I noticed that Michael was now standing almost side on to me and Flora. Stealing a glance in the full length mirror beside the trolley, I could see he was very aroused and was rubbing his erection with his hidden left hand in time with the good work his right was doing.
“That’s masturbation, Michael” and I smiled.
“Huh? Oh right”, he stammered.
“There are many triggers for arousal, you know. Perhaps the sight of your erect penis might help Flora become aroused at times. Why don’t you try that?”
“How are you doing, Flora?”, I asked.
“Mmmphh...k”
While we were talking, Michael had dropped his trousers and his underpants and held his purple headed penis in his left hand, pulling his foreskin slowly back and forth. Flora opened her eyes to see and swallowed hard.
“It’s very large, doctor!” She sounded surprised. Could it be that she hadn’t actually seen it before?
“Haven’t you seen it before?” I asked incredulously.
“We’ve always had the....aaaaauuuuahha...lights off and he gets undressed in the bathroom.”
She now had both nipples between her fingers and was rolling them alternately gently and then roughly. I could tell she was fairly close to an orgasm. I needed to prolong this. This was fun!
“So! That’s arousal and how it works” I said clapping my hands together loudly. They both stopped moving without disconnecting from each other. Their eyes were wide open and staring at me.
“But doctor...?” Michael almost gasped.
I wheeled around and walked back over towards them. Flora’s legs were trembling and Michael’s hand had built up quite a rich foamy white lather with her juices. Surrounded by the now wet stringing red hair and swollen lips, the virginal vagina was doing things to me in the lower trouser region. I caught Flora checking my package between the folds of my white coat. I think she gave me a knowing look. I blushed a little too.
“What do we do now?” Flora pleaded with me.
“You now know how to prepare for intercourse. You should not suffer any further discomfort if you continue in this way.”
“I don’t want to drive forty miles home and try this if it’s not going to work”, Michael reasoned. “We should try it here now, Flora” She nodded quickly.
“Now hold on....” I didn’t go any further. I shrugged and turned away as if to go out the surgery door.
“Where are you going, doctor?” Flora looked very perturbed.
“I was going to give you some privacy, but if you prefer I stay...?”
Michael had already restarted his efforts and I detected a smile cross Flora’s lips. She was into this. It was clear she had found her inner slut. I smiled to myself and winked at her.
She moved herself closer to the edge of the trolley making the potential access for Michael easier. Her hips and torso were now rhythmically moving against Michael’s finger. She reached down and slipped her own forefinger inside her soaking wet vagina. It looked to me like she was checking she would be wet enough and wanted to assure herself it wouldn’t be as painful.
Michael had stepped completely out of his trousers and underpants. His erection was a good six or seven inches long and he moved it towards his wife gingerly. Flora reached out and held his head in her hands for a moment, pulling him towards her for a passionate kiss. He looked down to see where the head of his penis was and guided it into her wet cleft. As he started to penetrate her, she became more animated and moaned. Two inches went in without any pain. Michael actually looked around at me momentarily! He went on. Another inch, and then another. Flora stiffened and Michael instinctively thrust the rest straight in. I thought that he thought it might suddenly end again and didn’t want to take any chances. He waited a beat and then started to withdraw and back in up to the hilt. He settled into this rhythm quite quickly and Flora started to cling to his back and shoulders pulling at his shirt and pullover. His massive hands were on her thighs and he seemed to want to push them behind her head. Her backside was almost off the trolley and her protruding anus was getting slapped in rhythm by his scrotum. More of her juices were running out the side of her vagina with every thrust and down between her buttocks adding to the smack of his nuts. His hair was soaking with sweat by now. He paused momentarily to pull his pullover and shirt off, ripping a button in the process. In the break between thrusts, I could see Flora’s left hand reaching around to grasp his buttock and drag him back into her. Three fingers of her other hand was in her mouth collecting saliva and quickly returned to knead her prominent right nipple. Again she looked over at me and caught my hand covering my crotch. She nodded at me.
Was she “saying” what I think she was saying? Did she permit me to stroke myself at the vision of her being fucked in my surgery? Might as well get hung for a sheep as a lamb, as they say, and I quietly lowered my zip and fumbling with my underpants found my penis and freed it up. She had her eyes closed again and then turned her head towards me with one of those “almost there” looks on her face and opened her eyes through her tousled red hair.
When she saw me sitting pulling my foreskin back and forth over my glans, she gave me a smile and she started to cum. She stared at my crotch for at least a full minute. Michael noticed how much more aroused she had become and he seemed to try harder to get her off. Always a good sign! He hadn’t seen me with my cock out yet and I was quite nervous that he might be a bit upset, but I was nearly there myself at that stage – no going back now.
With a groan Michael’s body started to shake while he continued to thrust into her and I could tell that he was already shooting his strings of sperm. She must have felt the heat of his ejaculation as she let out her loudest groan yet. Her legs were crossed behind his neck while he shuddered his last gasps. With Flora watching me this whole time, I came quickly and quietly onto the carpet and resolved to stand on the spot until Michael left. It would need to be our secret. I tucked myself in.
Michael had almost collapsed on top of Flora and after a minute or so of exhausted, breathless hugging and kissing, they parted. Michael found his and her underwear and they started to dress.
Flora was glowing and smiled continually. Fully clothed eventually, they came back to the desk hand in hand.
“You seem to have got the hang of that”, I said and smiled.
They both looked very pleased with themselves.
“Thank you very much, doctor.” Flora said and smiled again.

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