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I have never met a man or woman as confident as the young woman who took my anal virginity. She was not dominating, or arrogant, just very confident in herself and her judgments of people. How she knew a guy like me would give her what she wanted, and what I learned to want, I still do not know.

We met when I was doing a work survey of a local university to add some decorative pieces to the administration areas and the student union's offices. I had started up a specialty business to do singular pieces of metalwork when I was 25. I later added decretive woodworking for fireplaces, exteriors of buildings, and eventually general interiors. I am 5'9", now 42 years old, and in very good shape for my age.

One Tuesday night around 1 am, I was at the university to do measurements for the bids I was preparing when I decided to get a snack from a vending machine. I turned a corner near the student union's relaxation area and met Robin by almost literally walking through her. My first impression of her was that she was Asian, cute, my height and her chest was nice and soft when compressed against mine before she went flying onto her rear.

"Sorry, I didn't mean to run into you!" was what blurted from my mouth immediately as I stood staring at her. I was mesmerized for a small eternity before I was able to hold out a hand to help her up.

I tried to frame a real apology while my mind ate up the details about her. That she seemed to be about my height, perhaps 5'8". Lush, dark, shoulder length hair framed her cute Asian features. My eyes dropped u*********sly downwards. Her breasts were C cups, and appeared large for her thin frame.

A short black skirt of some light blend swayed and flowed with her movements, as she rose. It had covered the upper parts of her thighs so far, but left the rest of her firm, stocking covered legs exposed. The absence of shoes helped explain why I had not heard her come up the cross corridor. Her age was a bit uncertain but my best guess was around 23, almost 20 years my junior.

I won't bore you with my conversation with her that night, my side of it was very inane and, I have no clue to this day why she did not just walk away from my dumb-stricken face. It wasn't until a half hour after the unexpected conversation broke up that I was able to sort out some of what she had said to me.

Her name was Robin, she was actually 22 and was born locally to parents that had moved from Japan about 25 years ago. She was the secretary of the student union, in her 3rd year of university studying mathematics. Her intelligence, confidence, and humor about the situation shone through my confused memories like a beam of sunlight through a cloudy winter sky. She told me, she was working late on both homework and some of the student union work. She mentioned she would be there most nights this week.

I had told her about what I was doing, a bit of my background, and that I would also be there also several times over the next few nights. From that came an invitation to stop by at the student union the next night and spend a bit of time with her. Reviewing in my mind what I remembered she said, I was sure that she knew how instantly physically attracted to her I was, and how charmed I was by her personality by the time we said goodbye that night. I wondered just what would happen the next night.

Wednesday went by extremely slowly, it took until around 10:30pm to do paperwork that normally be done by 4pm. I had never been so interested by a woman, and the more I went over the memories of the previous night the more I was sure it was not just her body that captivated me. I went home to shower, shave again and get dressed in something nice but casual. I did not want to spook her by overdressing for a casual chat. I thought it was likely scary enough for her to realize a 42-year-old man was enchanted by her. I was about to find out that I would be the scared one.

I know its not the acceptable thing for an older man like myself to be interested in anyone that young, and I would never have looked for someone like her, its just that lust and love does strange things to the heart.

When I got to the university around midnight I barely remembered to get the pack with my measuring tools and notebooks out of the car. I headed immediately up to the floor the student union was on.

The front of the exterior office was a series of floor to ceiling windows with a door and several columns set to divide them. The office looked out onto the floor of the largest of the student recreation areas s**ttered across the campus. I could see part of the front room was dark as I walked towards it from the east corridor and my disappointment was acute.

But when I reached the windows near the door I was able to see the light in one of the interior offices. I knocked on the door and she came out to unlock it for me. With the light from the recreation area shining past me I could see the long, dark blue, cotton dress that she was wearing, and how wonderfully she filled it.

She waved me in after unlocking the door, and said "Hello, come in! How are you?"

"Hi Robin, I am fine, how are you tonight?"

"Tonight is going great, I managed to get ahead on both school work and a list I have been making up for the student union."

She left the door unlocked and started back to her office, I followed a bit slowly, distracted by the sway of her hips in the low lighting. I did not know the layout of the office and had to follow her path to avoid tripping while my eyes adjusted a bit more. When we reached her office she stood beside her desk with its soft lighting lamp, while I stopped beside a chair facing her and let my pack rest on the floor.

She then stunned me by asking one of the most unexpected questions I have ever had from an almost total stranger. "Do you want me?" she said.

All I could do was gape at her at first. Before I could even think of dissimulating that no I just wanted to talk, my head jerked up and down in a quick nod.

Robin asked, "What would you do to have me? I don't just give myself to anyone. You will have to prove to me that you want me."

There was no doubt in my mind what the answer would be, "Yes" I said.

"Strip down." was her reply.

I took off my shirt slowly, a bit stunned at what I was doing. The shoes and socks were a bit awkward, but my pants flew off. I hesitated with my hands in the waistbands of my boxers, but in a moment they join the rest in a pile to the side. My penis was just starting to fill with blood. I might have been uncertain but it was more than willing.

I was standing naked in the bright office light with a clear view through the exterior office to the hallway as she approached me. She kissed me lightly a few brief moments. And then lightly lead me by the arm to a chair beside the desk where she had me sit down.

I sat back the way she wanted me to, with my butt at the front and my shoulders touching the back and my head tilted back. I heard a bit of movement of the desk drawers while she slowly rubbed one hand up and down my cock. The slightest touch had it hardening. When she started rubbing it things went swiftly to solid thickness and I felt slightly dizzy on how fast this had happened.

Her lips slowly wrapped around the head of my cock. One hand firmly held my shaft while her other traced butterfly light patterns across my testicles. Soon her fingers ran down the path between my testicles and anus teasing the muscles there before doing small scratches and tickles at my rosebud. One finger felt moist and strange for some reason but despite my curiosity I kept my head tilted back to the ceiling, as she wanted. Only later did I learn she'd put a lubricated condom on one finger.

The one finger slowly started to press against the muscle keeping me closed. Surprisingly I trusted her and was comfortable, though still somewhat confused. The pleasure from my glans distracted me as the questing finger entered me. I'd heard of things like a finger in the ass during oral sex but never been with a woman who had liked it. Her finger slowly plunged in and out, maybe half an inch at a time. With the muscles relaxing and accepting, it started to go deeper, ever deeper. After a minute of this I all of a sudden trembled as her finger touched my prostate and caused a sensation to go through me. She must have worked her finger its full length into me.

Her finger slowly fucked my ass as her gorgeous lips were doing with my penis. She bobbed deep a moment engulfing me totally, and removed her hand from my shaft. She used her left hand to help get a second finger into the condom, her arms brushing my thighs as she adjusted it. Slowly she worked in the two fingers. Another minute and the third made a triangle penetrating me. All the while her she never let me out of her lips completely.

The constant bumping, touching and caressing of those fingers on my prostate while her lips and tongue caressed my cock was too much for me after a minute more of this. It wasn't a violent orgasm but it felt so long and exquisitely drawn out of me that I felt like I was a puppet who's strings had been cut, to lie limp in this chair. She waited a moment after I was done and then slowly eased me to the floor beside the desk with just quiet touches directing me.

I could barely look up when I heard the rustling of her dress falling but the beauty revealed drew my attention. She slowly took it all off, to reveal that she hadn't chosen to wear underwear tonight. Maybe she was so sure of my reply that she'd taken it off earlier to relax and prepare. Her body was an exquisite masterpiece of silky smoothness and rounded curves.

She reached over and pulled something she'd placed on top of the desk while I was in the chair. It was a small, almost g-string harness with 2 dildo's attached and a cord to the side. One small four-inch dildo faced inwards with a thick stem to it. A second seven-inch dildo stood out from the harness. She put that on while I watched. I wasn't sure what my emotions were, they were rolling through me so fast it was hard to concentrate on anything but her slowly stuffing the four inches inside herself.

She grabbed what looked like another harness and dildo then walked over my supine body to a patch of bare carpet where she slowly laid herself down. She just looked at me and I started to crawl over to her. Her hands guided me to sit lightly on her stomach while pulling out a tube of KY from the bundle with the other harness. Slowly lubing up her strap-on's dildo with one hand and rubbing jelly onto my semi hard penis took only a few moments.

A small push against my stomach had me slowly scooting back, easing her thin long dildo into me the pain and pleasure were mixed but the pleasurably stuffed feeling was winning out almost immediately. I must have backed four inches into me before slowing down. The head of her dildo tapped my prostate as it went by.

I still don't know how I let myself be settled there to ride her cowgirl style, but I think it was that quiet confidence and her beauty.

She reached out to the other harness and dildo. It was smaller in some ways and much different when she unfolded it. It seemed to be a mask with a set of straps to hold it and a five-inch dildo projecting. When she slowly put it on over her mouth I understood how it was worn. She reached up with her hands and gently drew me to her.

My mouth slowly engulfed the dildo on her face. I felt like gagging a bit but it wasn't much different from my old drinking contests of holding my mouth and throat open while friends poured liquor in. I felt utterly possessed by her. She was in my ass and mouth, holding me to her gently with a hand on my back. Her beautiful eyes locked mine to hers.

A small push and I was rocking forward and back on her dildos. The strap-on in my ass would penetrate me five to seven inches while the one in my mouth had its tip at my lips. Then I'd move forward and feel that pleasurable void as the one in my ass withdrew. She bounced her hips to fuck me harder and to make the dildo inside her move. The harness moved away from her a bit when I bounced away, drawn by my how tightly my ass held to her cock. It pressed against her when I plunged back onto my impalement.

Her small, gentle hands were busy. The left reached down to the harness to push and pull it and the dildo inside her. Her thumb flicked my testicles lightly every few strokes with a randomness that teased.

The right hand reached out and grabbed the cord attached to the harness. A small battery activated a light vibrator over her clitoris. She then reached down to my penis as it occasionally rubbed against her stomach depending how I arched myself. Holding the head of my penis away from my body and tight to her, she used my precum to break a trail across her soft and smooth stomach for it to follow.

I don't know how long I rocked on her back and forth. I know she had several small orgasms at least from the way she tensed and bucked into me but time seemed meaningless as I concentrated on the sensations and her eyes. Soon, though it felt much too fast, I found myself building up to an orgasm. She seemed to approve and stoked harder into me with bucks of her waist and occasionally her head.

I felt my first spurt come forth onto her stomach. I tried in a frenzy to time my thrusts down onto the dildo in my ass, but the contractions inside me came too fast at first. With the pressure on my prostate and the way I continued to come for so long. A second peak of pleasure sent trembles through me, I felt a third smaller peak as through I'd had three orgasms during that long pleasurable moment.

We lay there connected together until we were able to recover, after minutes, from the experience. I took my mouth off her face dildo and pressed my cheek to hers as she held me. She took off the mask to kiss me gently on the lips. She started to nibble on my neck as she slowly eased her strap-on out of ass.

I don't know if any passerby saw what happened that night but I know I never cared. I'm sure some have seen us on the deck of our pool on warm summer nights. We enjoy a wide variety of sex, but often we re-enact her taking of me with many variations on the theme. We've done it outdoors while camping, at my office, and more staid places like our living room floor many times in years we have lived together.

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It was finally here. The day I have been counting down to for over 2 months. It was my 28th birthday, and I couldn't wait. My wife had asked me what I wanted, and since we were a little tight on budget, I told her only one thing, to fuck me up the ass.It had been 2 years since we were married, and things started to slow down sexually for us. Soon we both were searching online for tips and tricks to bring back the zest and spice back into the bedroom. I took the simple route and found news ways...

3 years ago
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strapon

Here is a story that was the greatest exciting experience for my wife and me. Here as it happened: I was tired when she left so I decided to take a shower to relax and lay down for a nap; – I thought that she would be gone for a couple of hours visiting friends. A shower always relaxes me. Before I took the shower I thought that I would shave my pubic hair as I always doJ. My wife loves the look of my big shaved balls and a cock, just a thin skin all around. This really turns her on, and I have...

3 years ago
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Strapon brother 3

"I've got a request." My sister-in-law and I were sunbathing naked in my garden. We'd had a couple of drinks and were nicely relaxed."Uh huh." "Most people would think it pervy and disgusting, and although I know you are perverted and disgusting it may even cross your strange code.""Try me." My hand went to my pussy in anticipation. "Well, you know you said that you didn't like big things up your bum.""Yeah.""And your husband has, well, a big thing.""Yeah." I genuinely didn't spot where she was...

1 year ago
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Strapon brother 2

"What you doing today?""Fucking you. All day." I'm a doctor and work shifts, so despite being mid week I had a day off. Unfortunately my husband did not. "Afraid not - I'm working all day.""I'm so fucking horny.""You've been horny since Annie fucked you up the arse. She really got you.""Annie fucked me up the arse because I was so horny. Come on, a quickie?""I really have to go - I'm already late.""Spoilsport. Pass me a dildo then.""Front or back?" He'd pass me a smaller one if I said back. So...

4 years ago
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strapon spitroast with 2 busty Filipino babes

so i finally had a 3some with Jessica and Jenny. not how i originally planned it but it was still fucking amazing. so last night I'm laying in bed and i look up and i see them both standing there. i immediately get hard cuz theyre both wearing lingerie and their bodies look fucking incredible. then my eyes wander down and i see a 10" strap on dangling between each of their legs. i suddenly realize what kind of 3some this is going to be. I'm going to be in the middle, but like a pig on a spit...

2 years ago
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Strapon Power

Es war gestern,ich saß da trank einige Bier und spielte mir mit meinen Fingern an meinen Arschloch rum.Ich wusste genau das es schon viel zu lange her war das ich einen prächtigen Gummischwanz in meinen Arschloch gespürt hatte.Ich hatte mich schon seit Jahren immer wieder von Frauen in den Arsch ficken lassen.Ich denke nicht das ich ich schwul bin, aber so richtig geil werde ich nur wenn ich einen kräftigen Gummischwanz in meiner Analfotze spüren darf.....einmal hatte ich es sogar geschafft mit...

3 years ago
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Strapon

I call you at work as soon as I get my mail, excited by the package that has arrived on my doorstep this morning- our new toy! Shopping for the perfect strap-on was harder than I had anticipated, so many choices, reader reviews and it's not like I could try one on first to see how it felt. Well, we were both going to see how it feels tonight!"Baby, do you feel like having your wildest fantasy come true tonight?" I purr into the receiver when I hear your voice, all serious as you answer the...

4 years ago
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Strapon

She takes me all the way...My amazingly hot Filipina girlfriend had taken complete control of me. I was bound to the coffee table, naked, nipples clamped, her wet panties over my face. And now she was going to take it even further.She stepped towards me, with that huge black dildo buckled into some kind of leather harness, wrapped around her slim hips."Better open that mouth and make this wet, bitch boy, because you are losing your cherry tonight!"I opened my mouth as wide as I could, but she...

4 years ago
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strapon

I was shaken from my trance."Lick that come from my toes." Diana's voice had edge.I had just shot a rather large load onto the oak floor of the bedroom and was basking in the afterglow of my release. She'd found my eyes with hers. Her eyes were dark. My heart clutched, just a little, and, I took notice of it."I wonder what Matthews feels like?" Diana stepped in it. She lifted from the floor ever so slightly on the balls of her feet. It squished between her toes."Don't look down there, Matthew,...

4 years ago
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strapon bride thanx to dave b

Regina smiled broadly as she entered the secluded cabin nestled among the tall ponderosa pines. At 24, she had a considerable amount of sexual experience compared to that of the 21 year old man that she married that same morning. Their courtship had lasted nearly eight months, and although they had engaged in sex play, she had not allowed him to have intercourse with her, saying that she would only allow that with a man to whom she was married. Their sex play had consisted of everything but...

3 years ago
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strapon to the max

The story below is actually 95% true. Terri started it at my urging (I'm the guy in the story) but I added to and edited it and am submitting it. I'd love to hear similar stories and receive feedback. Up until a few years ago, my sex life was very conservative and pretty boring; certainly nothing worthy of a story. I had been with several men and the sex was often enjoyable, but it always ended up being very predictable and in the end, very vanilla. That all changed when I met my present...

3 years ago
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Strapon Wrestling 8211 Part 1

Hey all, I am kinkyAB. I am new to the Indian sex stories community and I hope I get some love from all of you as this is my first story. I love bdsm, dominatrix and role playing. This is NOT GAY, so please don’t think that. The story is how a couple starts fighting and then wrestles. The best part is the punishment of the loser. Let’s begin… I was once dating a chick who was pretty tall and we had a lot of arguments. She was a little tom-boyish in nature. She was around 5’10” and with a decent...

4 years ago
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strapon and me

My introduction to the joys of a strap-on dildo came in a roundabout way. My wife and I were attending an outdoor party at our health club in northern California. It was a nice warm evening and a great band was playing. We were drinking wine and enjoying the music. My wife seemed to be particularly intrigued with the lead singer, a sultry brunette with long curly hair and a husky sensual voice. I had my arms wrapped around her and she was leaning back into me. I casually asked if she was...

1 year ago
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strapon via bbw

Finally I was on my way home from work and couldn't wait to get in, I had received a call from my wife to say she had got rid of the k**s for the night to her parents and she had a surprise for me when I got home. It had been a while since we had spent some quality time together and I was looking forward to finding out what my treat would be. I pulled into the driveway and parked the car before making my way to the door. I turned the handle and pushed the front door open to be greeted by my...

4 years ago
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strapon twins

It has been almost a week since my sunset encounter with my lover and I have been worried she might be so turned off by my strange fetish that she no longer wants to see me. Sex had been good before she used a strap-on to fuck me and we had seemed to hit it off outside of bed also, but the tone of our conversations since have been a bit weird. Friday night she called me up and we chatted for an hour of how we might spend this weekend, but despite being happy she still wanted to call me and talk...

4 years ago
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Strapon Bride

Regina smiled broadly as she entered the secluded cabin nestled among the tall ponderosa pines. At 24, she had a considerable amount of sexual experience compared to that of the 21 year old man that she married that same morning. Their courtship had lasted nearly eight months, and although they had engaged in sex play, she had not allowed him to have intercourse with her, saying that she would only allow that with a man to whom she was married. Their sex play had consisted of everything but...

3 years ago
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strapon femdom pegging

I have never met a man or woman as confident as the young woman who took my anal virginity. She was not dominating, or arrogant, just very confident in herself and her judgments of people. How she knew a guy like me would give her what she wanted, and what I learned to want, I still do not know. We met when I was doing a work survey of a local university to add some decorative pieces to the administration areas and the student union's offices. I had started up a specialty business to do...

2 years ago
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strapon Pegging First Timer

She grabbed me by the ear and directed me to the bed. She has done this many a time before, however, she has been quite tired lately so I figured it would be some heavy petting the just a quickie before sleep. Oh how I was wrong. I was not ready for what happened next. On our way to the bed she took my shirt off, NO, she ripped my shirt off. Lay me on my back on the bed and started to suck and chew at my neck and chest. Before I knew what was happening I was blind folded and she was preparing...

1 year ago
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Strapon story

The skintight black patent leather minidress should have been the first warning. Instead, it was the bait, and she reeled me right in. I'd stopped off at my favorite hangout after work. It was mostly older college students and young professionals not too far removed from the campus. I was chatting with a few buddies when I spotted her. She was just standing on the edge of the dance floor, surveying the room, her hips barely undulating in time to the music. She was the woman who had starred in...

Fetish
2 years ago
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Asian

I met this couple online and we finally decided to meet in person.  It was a little bit of a drive for me, but it allowed me to clear my head of the many things I had going on.  There was no guarantee that anything was to happen that night, but at the minimum, I could finally meet this sexy couple.  I arrived at the restaurant and walked in.   They had already gotten a table.  My first impression of them was great.  He was about my height and in shape.  She was Asian, tall and athletic build....

3 years ago
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Life as a poor asian

My mom hated me she was always drunk and she said alot of thingz she didnt mean she said: "itz your fault my husband left you and your damned sister i fucking hate you i sat in labor with you for 9 hours and this is how you repay me you stupid son of a bitch get out of here right now" I would alway leave anywayz to hang out with my new friends in my new neighbor hood. My neighbor hood was way to bad now that my mom got fired for excessive drug use and the abusive us of...

4 years ago
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asian

With my Vietnamese Accounting partner splitting with me over an argument and taking most of my clients I was facing financial ruin but I saw an opportunity to get into the new lucrative Indian student market and went into partnership with Arupama, a 43 year old , dark skinned, pock faced, 36C 33 37, portly 127 pound 5ft 4 Calcutta woman. On a whim to see if it could be done I had seduced her. To put it mildly I had found a Bengal tiger who now wanted to work through my previous lovers fighting...

2 years ago
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Invasian

Your decision has been made regarding where you are going after high school. By the time you step foot onto the campus on your last year, you have already made up you mind that you want to head into the military field. You want to make your old man proud that you want to serve your country. But is it what you expected. You are an athletic man, toned but not too stocky, of 18 year of age and you just graduated from high school with high honors. Now your reputation is on the line and you don't...

Interracial
1 year ago
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AsianHotties

Reddit Asian Hotties, aka /rAsianHotties! Everyone has their type - some guys like big boobs, some like big butts, others like petite girls, some like pale goth girls with toxic habits, some like healthy girls who test negative for COVID-19 and some like Asian girls, which come in many shapes, colors and sizes. Asian girls aren’t just big-boobed, petite-built pale babes who don’t trim their bush, and each nationality on the world’s biggest continent has its own qualities.For example, Asian...

Reddit NSFW List
1 year ago
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LiveSexAsian

Asian cams at Live Sex Asian! The things many people ask regarding live sex cams are; price, safety, and whether there are enough choices. Well, a sex cam site is all about chatting with beautiful models that are ready to entertain you at your whim. It’s all about browsing through an endless list of gorgeous women and deciding which one you need more of. You may sign in and chat away, but mostly it's all about asking the girls to strip, tease, masturbate with toys and basically do anything you...

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