When The Role Play Backfired free porn video

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It had been a very long time since I had last seen Janeen. Her athletic body enticed me to want things that she didn’t agree with and my requests for dates were politely and continually refused. Also, the last time I had called her for a date she was about to elope with a male trainer with whom she was working, so I knew she was done with me.

Consequently I was almost shocked when she called and asked me to dinner. I gushed like a teenager about to get his first piece of ass but she was diplomatic enough to ignore my eagerness. By the time we were actually seated and finishing our dinner, I had calmed down.

“Janeen, what happened to the guy you eloped with?” I asked.

“Turns out he’s into pain during sex, mostly inflicting it, and I couldn’t take it. I thought I would like rough sex but he went too far with it,” she said softly.

“I’m sorry to hear that, and I was glad that you called; I’ve thought of you often on cold, lonely nights,” I said, hoping for something positive from her.

“To tell you the truth,” she admitted, “I haven’t had sex in a couple months now and I thought you would probably accommodate me without any strings attached.”

I beamed and leaned in to touch her hand. “You know I’ve always just wanted to be your friend, Janeen, so you have nothing to worry about with me.”

She smiled and leaned back in her chair, crossing her arms across her chest. “Tell me something, Ben; you mentioned one day while you were at my house that under the right circumstances, you could come untouched, just by being stimulated. Is that true?”

I didn’t know whether to be embarrassed or proud of my answer. “Yeah, with the right woman under the right circumstances, I believe I could. Why do you ask?”

She smiled and her answer caused a familiar stirring in my pants. “The last time you were at my house with Jill and I, we commented to each other afterwards that at more than one point we thought all our teasing was going to get you off before we could fuck you. Do you remember that?”

“Hell yes!” How could I forget that? A guy never forgets sex with two sexy women. And by the way, you never did tell me whose ass that was.”

“Jill and I agreed never to divulge that to you; it’s our little secret. Anyway, getting back to the reason for my question – I need some sexual attention but I just want to touch and feel a man’s body, to have control again. It would mean a lot to me to be able to experiment, to see how much a man can take while I just satisfy myself. Would you be willing to submit to me like that, Ben; no limits?”

I agreed too readily to satisfy her and she responded abruptly. “And no safe word, Ben. I would take and have total control all day and maybe longer. Can you commit to that?”

I held my answer only long enough to convince her that I was giving it some serious consideration when in fact I was dying to be used by this woman. “Yes, Janeen, I will gladly give you total control and submit myself to whatever sexual experiment that will make you happy, as your friend.”

She reached across the table and clasped my hand with both of hers. “Thanks, Ben. I really appreciate this, and knowing what you like, I can guarantee you that you’ll enjoy it.”

We had some coffee while we worked out a day when we would both be available. That following Saturday morning I walked down our street to her house. She kissed me lightly on the cheek when she opened the door. I gave her a snappy military salute and said “Reporting in for duty, Ma’am!” She smiled politely but seemed more serious than I’d ever seen her.

I followed her to her bedroom where she immediately began helping me undress. There was no kissing, no foreplay like we had done on our previous dates; she was all business. Once I was naked she went to her closet and brought back a belt I’d seen before and she put it on me. It fastened around the waist with Velcro strips and there were cuffs on the side that held my forearms against my sides. The cuffs were held tightly closed with Velcro.

She helped me sit on the edge of the bed, and she spread my legs wide. She tied two scarves together and used them to tie my ankle to the leg of the bed and then did the same with the other ankle. I was literally sitting on the very edge of the bed with both legs stretched as far as they could be apart and secured to the leg of the bed.

She stood in front of me and undressed slowly, staring at me while she talked. “No talking today, Ben, no safe word, no begging, nothing. Just enjoy it and endure it for me.”

She left the rest of her clothes in a heap by her feet but brought her panties to my face. She rubbed the already wet crotch under my nose. The fabric was wet and she pressed them firmly over my nose. She knew I would voluntarily inhale, which I did, and it made my cock begin to swell, which we both knew it would.

She tossed the panties on the floor and pulled her vanity chair over between my legs. She sat down and slowly caressed my balls for a long time. It felt wonderful but I wanted her to touch my cock, which was standing proud. When she finally licked up and down the underside of my shaft, she never touched the tip, which bloomed like a round crimson flower.

Then she playfully nipped the crown with her teeth, hard enough to make me gasp. She stood, climbed onto the bed behind me and pulled me down by my shoulders until I was lying flat on my back. She leaned over me, feeding me her breast. I licked and sucked at the nipple and when she pressed down against my mouth, I sucked my mouth full of her soft flesh.

She did this repeatedly, alternating from one breast to the other for a very long time. It was pleasantly erotic and arousing and I stayed hard the whole time. Then she got off the bed, got a tube of lubricant from her dresser and sat down in the vanity chair again. She squeezed more than enough lube into the palm of one hand and began stroking my cock very slowly.

Her hands were so slippery that there was barely any friction as her hand traveled up and down my shaft. The lube was warm and made the air in the room seem very cool. She watched my face as I watched her hand and I began to get sexually frustrated. Her hand stroked painfully slow and the tip of my cock was becoming sensitive.

She released my cock and pushed the chair back out of the way. Then turned around and, bending over, backed up until she was able to grab my cock, reaching between her legs. She rubbed the tip through her slit several times, pressing it against her clit each time. Finally she slipped it between her labia and pressed back against me, taking the shaft fully into her wet pussy.

Then the real difficulty began; trying to hold back while she used my cock for her pleasure. She eased back on forth on it, letting it fill her ever so slowly. When she began to pump against me in earnest, I heard her breathing heavily, almost sighing. Her juices were running down onto my balls. Although she never moaned out loud, her actions told me at one point that her orgasm had finally come. Her legs quivered and her hands squeezed my legs. My cock remained hard but was beginning to throb with the need for release.

When she stepped away from my body, she went to wash her hands and brought back a wet cloth. She gingerly wiped my shaft and balls clean and then used her mouth to take me almost to the edge. By the time she had stopped, my heart was pounding out of my chest and I wanted to beg out loud but I had promised not to speak, so I held my breath hoping she would have mercy on me.

I was mistaken. Somehow sensing that I was at the brink of release, she stopped, sucked the precum from the tip of my cock and then just licked up and down the underside of it again for several minutes. I could not refrain from moaning my frustration.

She came back onto the bed, straddled my head, and fisted a hand in my hair. Then settling down against my face, she began a rhythm of riding back and forth across my face, coating me with her juices. I was getting hotter by the minute and she seemed in no hurry to change. When she finally did, she pressed down over my lips. From previous sex dates with her, I took the cue and drove my tongue up inside her.

Having my cock in a pussy feels wonderful but having my tongue in one adds another arousing dimension; taste. Janeen was well aware of how much more this would excite and torture me. She let me explore her with my tongue and savor her sweetness for several wonderful before she adjusted her position slightly, indicating directly where my tongue would do her the most good.

I worked her clit carefully, not rushing her orgasm but just trying to prolong her pleasure. She lasted much longer than I expected, and when she finally climaxed, her hand in my hair yanked me hard into her pussy. I sucked on her clit and she came again quickly.

Content with my results, I tried to relax, to calm my beating heart. My cock was still oozing precum, tiny drops sliding down over the tip of my cock. Janeen shifted, lifting and turning around before dropping back down on my face once more.

Her hands rested on my rib cage as she leaned slightly forward, sliding her wet pussy lips over my lips. Hungrily I drove my tongue up into her again, wallowing in her sticky sweetness but unsure of her needs. Then it seemed as though her ass consumed my face; her thighs closed against both sides of my head, and her pussy made a tight seal on my mouth. Driven by the lust to taste her and the need to breathe, I realized she was smothering me and I began to panic. I moaned into her flesh. Silently ignoring me, she squeezed her legs even tighter and her buttocks clamped around my nose. And then the strangest feeling I’d ever had washed over me.

I felt the cum rising in my cock and oozing out in a steady stream, not shooting and spurting but easing out, running down my shaft like lava from a volcano. Wave after wave of it oozed as I struggled against my bindings and Janeen’s weight on my face. My legs shook and my body shivered with the power of my orgasm, conflicting with the slow release of my cum.

Mercifully Janeen pushed herself up off me and I sucked in precious air as she lay beside me. She looked at the tiny river of cream easing down my throbbing cock. She helped me sit up on the edge of the bed and went to the bathroom again.

She returned with a warm wet cloth and wiped me clean, smiling. “I didn’t think a guy could come untouched, but seeing it dribbling out like that was amazing. And arousing,” she said. “Would you like to stay like this until I’m ready for more sex, or would you like me to free you?”

I nodded towards my cock, still erect and answered, “What do you think?”

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A New Spin on Role-Playing Games By: Shawna Summers I've always been something of a geek. I love sci-fi and fantasy books and movies; I can recite countless bits of useless trivia back to you about all kinds of movies. So, it was no real surprise that I took to role-playing games, or RPGs, as we like to call them. You know the kinds, Dungeons and Whatnots, all that kind of Tolkien-esque stuff. I had a couple of groups that I games with in high school, and it was fun, but it was never...

3 years ago
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my cop wife loves to role play

Introduction: my boring sex life becomes very interesting when my wife and i role play For the last five years Cindy and I have been happily married. She works as a police officer and I am the manager of a grocery store. We live alone in our one bedroom apartment up town. When we first met we had sex every day, sometimes several times a day. When we got married we fucked every night, all over the apartment and town. We fucked in the park, in our cars, in restaurant bathrooms, in my office,...

2 years ago
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Telling Mom Im A Crossdresser Part 4 Repeat Business and Roleplays

When my mom and I had gotten home, I immediately ran into the house to take a shower and change as quick as I could. I re-shaved my entire body and removed my makeup so that I could start from scratch and apply it again. Once I was finished with my makeup, I see a new outfit laid out on my bed. This was a cute nurse outfit with a short tight skirt that barely covered my ass. It was also pink with white stockings and long lace gloves that went up to my shoulders. Finally the top was like satin...

1 year ago
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Telling Mom Im A Crossdresser Part 4 Repeat Business and Roleplays

When my mom and I had gotten home, I immediately ran into the house to take a shower and change as quick as I could. I re-shaved my entire body and removed my makeup so that I could start from scratch and apply it again.Once I was finished with my makeup, I see a new outfit laid out on my bed. This was a cute nurse outfit with a short tight skirt that barely covered my ass. It was also pink with white stockings and long lace gloves that went up to my shoulders. Finally the top was like satin...

Crossdressing
2 years ago
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Roleplayers

The chat room was entitled, "Lesbian, Bi-sexual First Encounters". Searching for a chat partner, julie4u2000 looked through the profiles. There were some men in the room of course trying to find a woman who was not there for the roleplay as advertised in the description. The description simply stated, "curious women wanting to discover another side of themselves with another woman". Of course this could mislead a man. A few private message pop-up windows appeared almost immediately from...

1 year ago
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Old Edna fulfils her role play fuck fantasy

Introduction: Edna was a lonely old lady (75) who was sexually repressed until she was liberated by her granny loving fuck buddy, Ron (60). Ron then introduced her to his ‘Old ladies appreciation society’ where sexually active old ladies were serviced by devoted granny lovers which were mainly young men. At the club Sylvia the founder of the society told her that many young men loved role-playing out their fetish and one in particular (Jason), a very young, slightly bi, man, with an...

2 years ago
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My Golden Summer with Blythe Ch 02

My Golden Summer with Blythe – Part 2 Josh’s childhood dream girl visits him in San Francisco. The Return of Blythe Coming from a small farming community, San Francisco proved to be everything Josh had ever imagined – and then some. He loved the freewheeling atmosphere – the friendliness – in short, he fell in love with the city by the Bay. Because of early retirements, and dedication to his work, he had advanced much quicker than he had ever expected. Arriving at his chic little Apartment...

2 years ago
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Role Play Young guy older woman

Role Play Young guy older womanThis a role play designed for fun with 1 or more teen males and 1 older experienced woman.The three of us are in a beach front hotel on the first floor. Worked out ahead in minor detail, Jim is an 18 year old guy just out of HS. He is staying on the beach with his friends Steve and Max, all teens getting ready for US service. None have had much sex with other people, just jacking off to magazines and internet porn. Steve and Max left to get some snacks and stuff,...

3 years ago
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The Joke Backfired

  Daniel knew he was in for a spanking. 23 years old but his Mother would put him over her lap for sure.   He looked at the shop manageress as she sat behind her desk and then across at the middle aged woman sitting crossed legged next to him, clearly annoyed. It had been a joke. Mum had sent him to the mall to buy a couple more wooden backed hairbrushes to replace the ones worn out through so much use on his bare bottom. He bought it from the first floor of the ladies clothes shop his...

Spanking
2 years ago
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The Joke That Backfired

It all started with a joke. I have to go out of town three times a year with my high school students for regional competitions in various technical fields. We have to have a proper teacher/student ratio on these trips. With money tight in the districts, the teachers have to double up in the hotel rooms. My husband always teases me with comments like, ‘Which male teacher are you rooming with this time?’ or ‘Make sure to pack your red lace teddy.’ Har har. So this trip I was rooming with Melanie,...

Bisexual
1 year ago
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The Big Dick Bet that Backfired

The moral of the story: Think twice before you enter a big dick competition. Last May I found myself in another predicament. Once again, it was my own fault, but what happened was both exciting and unnerving. One afternoon last May, the sun was shining bright into my office window as 4pm came and went. May is a quiet time for my workplace, so most of my colleagues had already slipped out of the office and headed home. After a full day of work, my brain was pretty fried, but for some reason I...

Reluctance
3 years ago
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Former Playboy Playmates Part 7 Alyssas Journey

Introduction: Escaping an abusive husband, making friends, sending letters to her son, and loving black cock. Authors note: Fictional former Playboy Playmates. Each have two stories. First story is Interracial. The second will be Incest. I experimented with first person POV story telling. I separated the jump from 3rd person to 1st person with a series of seven asterisks. I think it turned out fine. Former Playmates Pt. 07: Alyssas Journey Chapter 1 Ulysses ran his fingers through Alyssas...

2 years ago
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The Joke Backfired

  Daniel knew he was in for a spanking. 23 years old but his Mother would put him over her lap for sure.   He looked at the shop manageress as she sat behind her desk and then across at the middle aged woman sitting crossed legged next to him, clearly annoyed. It had been a joke. Mum had sent him to the mall to buy a couple more wooden backed hairbrushes to replace the ones worn out through so much use on his bare bottom. He bought it from the first floor of the ladies clothes shop his...

3 years ago
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  • 294
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Uther

Uther By Ellie Dauber (c) 2006 Introduction According to the legends of King Arthur, Merlin changed Uther Pendragon into a double for Duke Gorlois, so he could spend the night with Ygraine, the Duke's wife. Ygraine and Gorlois had three daughters: Elaine, Morgause, and Morgan le Faye. During their time together, Ygraine became pregnant with the child who was to become King Arthur. Uther's men killed Gorlois that same night. This is my TG (of course) version of what...

1 year ago
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Payback That Backfired

My wife and some of my friends tell me I’m a total asshole. I know I can be a little inflexible at times but an asshole? Never. I was always taught as I grew up to do the right thing, be honest and ethical. Sometimes I think I am maybe a little too inflexible when it comes to ethics and doing the right thing. I suppose, looking back at what I did I wasn’t honest and ethical but I plead momentary (well maybe not so momentary) insanity. Hell, that plea gets hardened criminals off or a lesser...

1 year ago
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How My Wish Backfired

Hi my name is John, I am an 18 year old boy who loves blowjobs and when I found a strange looking golden coin on my way home from school one day. The coin felt strange in my fingers, but when I saw this small thing beautiful Spanish girl walking down the street, I said to myself " I wish I could get a blowjob" and then my world went black, waking up some time later on the sidewalk, I had a very odd and strange feeling that I needed to give someone a blowjob, I craved giving many blowjobs, to...

Transsexual
2 years ago
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My joke on my husband backfired

Troy had been home and leave for a week and it was so good to have him home, we fucked for the whole week and then on the Saturday night his old mates form his school days decided to come around for some drinks and catch up with him, the guys arrived about 7pm and by that time Troy had already had a few beers too many but was in a really good mood, five of his mates turned up, John, Ross, Will, Andrew and Ben and Ben’s girlfriend Sharon, Sharon was nice but easily lead, she did exactly what...

2 years ago
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How My Plan of Tricking My Wife Backfired

"C'mon honey, aren't you even the slightest bit curious of what it would be like to fuck another man?" Jason asked his wife Christine."No, you are the only man for me. Now I might be curious about a college boy but not a man." Christine suggested."A college boy, well, well, my little Christine likes theme young. Just one college boy?" Jason teased."Maybe a couple of frat boys would be nice." Christine responded."You know, I could make this little fantasy a reality if you wanted." Jason...

3 years ago
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Payback That Backfired

My wife and some of my friends tell me I'm a total asshole. I know I can be a little inflexible at times but an asshole? Never. I was always taught as I grew up to do the right thing, be honest and ethical. Sometimes I think I am maybe a little too inflexible when it comes to ethics and doing the right thing. I suppose, looking back at what I did I wasn't honest and ethical but I plead momentary (well maybe not so momentary) insanity. Hell, that plea gets hardened criminals off or a lesser...

4 years ago
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  • 11
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Dr Zaaijer Family Therapist Role Reversal Part 8

Chapter eight When Joanne woke up in the morning, she had grown to expect that Steven would be up before her. He had already eaten his own breakfast along with doing his morning rituals. His hair had been brushed, Joanne knew he wore a facemask at night, it had been cleansed off, light makeup had already been applied. Probably he had already decided what he was going to wear for the day. There was probably a bunch of other things that Steven did that Joanne couldn't recall, but...

3 years ago
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Fallen Angel Chapter 11 Althea the School Girl

Chapter 11: Althea, the School Girl The infernal screeching of the alarm clock awoke Cal from his reverie. He had been up for about a half-hour, but he had only been lying in bed next to the love of his life. Althea's arms were still clutched about him as he stealthily clicked the snooze button, assuming that it was six o' five in the morning, his usual waking time during the school week. He had been thinking long and hard about the previous two nights. Evan... what have you become? He...

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