I used to bang this chick before she joined the Navy, lost contact with her when she joined. Turns out she got married to this Navy dude. She had such a nice body ~20 years ago, sexy legs, nice ass big tits and a petite frame. Her pussy was nice and tight and she was a freak in bed. She was my first anal experience (didn't go to well lol). I recently caught up with her and holy fuck did she let herself go. I'm glad I got to fuck her in her prime. I remember when my dad met her the next day he was like, "She's got some nice tits!" haha. She was the first to ever truly deep throat my cock, she always would tell me, "don't ever ask where I learned how to do this stuff," and I never did. Good memories... sad she let herself go. I would have enjoyed being inside her again! It's those times when you reflect back and wonder what previous lovers are doing and find out, you're like - "damn, I made the right decision!"

The following is not real. Some of you know have known me will recognize some of the people, but this is not how this actually happened. People suggested I try writing something else so here you go.

So, Im going to be straight up for a second. I think about fucking everyone I meet. I think about how they would feel under my hands. Or how I could make them cum. I think about what kinky stuff they might be into. Is the fat old charge nurse into anal? What would that paramedic do if I asked him to piss on me? Would the clerk that checked me out at the store rim me if I went down on him?
All of these and more race through my mind. Normally I push them out of the way. Sometimes I dwell on them, and try to find out. And that’s how it was with my father in law.
From the moment I saw him, I wanted to fuck him. Joe and I had just started dating and we had gone to his parents house. My future father in law (lets call him Frank) was a runner. Not just recreationally. He liked to do marathons and shit like that. As such, he was in amazing shape. Athletic and slim. His muscles were well defined under his skin, and he had the sharp facial figures like a sculpture. His hair was still black, aside from the gray that had begun to appear at his temples.
To be fair, I was in shape then too. More than one, actually. They were just circles of various sizes.
From that day forward, I wanted to fuck him. I wouldn’t say I was obsessed, but I did think about it often. I was still occasionally fucking Joe’s brother, so I would find myself comparing their cocks. Joe’s wasn’t small, necessarily, but it lacked his brother’s girth. I began to wonder what it would take to get Frank to fuck around on his wife. He had raised one son to have an intense moral direction. Joe doesn’t like anything I like in the bedroom, mostly because he finds it degrading to me.
On the other hand, his other son was a complete dirtbag. He was the one that came on to me first. To be fair, I kept it going after the wedding, but he could have said no. What kind of a guy fucks his brothers wife the day they leave for their honeymoon?
So what kind of guy was Frank? One of his sons was an outlier, but which one? And then what kind of woman would not only entice him to cheat, but to fuck his sons wife as well. It was the kind of challenge I rose to. I had to find out. It would be quite the accomplishment, fucking all the men in a family. Well, aside from mine, I guess.
It would be a process. A long one. Find out if he would cheat. Find out if he would cheat with a fat girl. Find out if he would cheat with a fat daughter in law. Finally find out if he wanted a whore or an angel. I could do either, but angel was temporary. I would see him pretty regularly, once week or so, more often during the summer. He had a pool, you see, and Joe loved to swim.
So I got to work. First step was to see if he was even interested. I waited until the next time we went swimming. That would be a few weeks away, so I contented myself through masturbation that mostly involved him and my dad tag teaming me. By the time we were actually going, not even these clit sessions could tide me over.
I had thought about doing a two piece, but I couldn’t bring myself to do it. So I settled on my one piece. It would be sufficient for this. The changing room was their bedroom, and it had a sliding glass door that led to the pool. There was a curtain to pull to cover it. I thought about leaving the curtain open, but there was never a time when he was the only one in line of sight. Disappointed, I headed to the pool to join the others.
It was while swimming that I saw my first opportunity. The pool itself was a saltwater pool, and at one end was a hot tub fixture that overflowed in a waterfall into the pool itself. Frank was standing by the waterfall, talking to Joe, who was in the tub. I dove under the water, and while I swam to the waterfall, I adjusted by suit so that I had a nipple peaking out. I wasn’t able to be sure, and I didn’t want too much to show, but it was a gamble.
I rose out of the water next to Frank, my left nipple exposed. I slid up next to him and asked what they were up to. Joe couldn’t see my tits from his position, No one else would be in line of sight if I turned towards Frank. Slowly, with the waterfall falling on me, I turned towards him and asked him what he was drinking.
He looked to me and opened his mouth to answer, but his eyes went right to my tit. I held my breath. Would he say something? Would he freak out? Would he just stare?
The latter. As he responded to me, I slowly exhaled the breath I had been holding. His eyes were flicking between Joe, me, and my nipple. I was looking him over too. His chest had a small v shaped patch of graying hair, his nipples sat flush against his body. His neck was ridged by firm tendons and muscles. Fucking hell he was sooo hot. Joe began moving toward the stairs so I dipped down and fixed my suit.
I swam away eagerly awaiting my next chance. I was optimistic about this thing for the first time. Pushing the envelope and taking chances were such a turn on for me that I was spent the rest of the swim time rubbing my clit hidden by the water.
We caught eyes a few times after that, but he didn’t really betray anything else. A plan took form. I would be the last to get out. I would go into the room to change, and somehow entice him in there once I had stripped out of my suit and covered myself. Then, a quick flash, or something. I wasn’t sure yet.
As luck would have it, Frank and I were the last two. Improvising, I got out and piddled around outside until Joe had finished changing. I went in, and began to look around the room for something to give me an excuse to get him in here. I had to hurry, and act while he was alone in the pool area. If anyone else was there, they might come instead.
It didn’t take long. There was a hamper in the bathroom for towels, but Joe had been Joe and just piled them on top of it. Under the pile of wet towels, it might be missed. I stripped out of my suit, and wrapped myself in a dry towel. I rushed to the door and looked out. He was still alone, but he was out of the pool.
I slid the door open. “Hey Frank. Where do I put my towels?”
He looked at me in the towel, and flipped his head to the main doors into the house, possibly to see were everyone was, then back to me. “I-In the bathroom, Claire.” He said.
“I looked I don’t see it. Can you show me?” I asked. Deliberately I looked down. His wet trunks clung to his body. It wasn’t hard to see the outline of his cock, hanging flaccid, along his body. It was hard to gage, but he looked bigger than either of his sons. I let my eyes linger, then went back to his face. I bit my lower lip.
Wordlessly he started towards me. “Thanks, Frank.” I said, retreating back into the room before he got there. Now what? I thought to myself. Just dropping the towel would be a high risk high reward situation. If he reacts poorly, it might be impossible to say it was just an accident. Instead, I sat on his bed, facing the bathroom. I spread my legs, leaving the towel on, but parted just enough.
He came in and stopped. My breath caught again. For what seemed like an eternity he stared at me. He smiled slightly, but it was gone as quick as it came. He moved to the bathroom.
“Oh.” He said as he rounded the corner. “Fuckin’ Joe.” He said. He leaned down to begin picking the towels up. He turned his head to me. His eyes right between my legs. I know he could see my pussy. “Does he at least put thigs away at home?”
I just shook my head, looking at him. He looked away and stood. “Well, there’s the hamper. You can put the towel in there.”
I stood, bent over to grab the wet one I had used, and walked into the bathroom, passing him in the door way. I turned sideways, ass to him, as I slipped through. I stuck my ass out, and brushed it across his groin, feeling his bulge as I did so. I dropped the towel in the hamper.
I turned to Frank. He was staring at me. “Can you hand me my clothes? They are on the bed.” His face was red as he turned and proceeded into the room. As soon as his back was turned, I went for it. I dropped the towel. He returned and stopped as soon as he saw me. “Thanks.” I said. And I took the clothes. He stared at me. At my tits. My pussy.
“Claire, I-“ he began. I closed the door.
Fuck. I needed to cum. I heard the door slide open and then close. I thought about his cock, I thought about him pinning me in the doorway and forcing it into me. I wondered if he would try to fuck my ass. My fingers went to my clit. It didn’t take long before I was cumming.
After, I took stock of where I was. I had gone for broke. It hadn’t blown up in my face. And I felt like I knew he would cheat. I felt like he liked big tits, and I felt that he wanted me to be slutty. Maybe this would be easy.
I was wrong. The next few swim days he was noticeably absent. His wife had said that he was running errands or something like that. She never seemed bothered. I fucked myself after one day imaging he had told her and we were going to have a threesome.
The next chance would be an unexpected one.
It was Labor Day. I remember because I was off and Joe worked, taking the double time that he would get. Joe was already gone when I woke, and knowing that I would have 7 hours in the house alone had me wet thinking about who I was going to have over to fuck. I had begun to flip through my contacts when the phone rang, the caller ID showing it was Joes cell. My heart sank. He had to be telling me that he was coming home early.
“Hey, babe.” I answered, forcing a yawn.
“You just getting up?”
“Yeah. Whats up?”
“I need you to do me a favor. I need you to go into the garage and grab a tool and bring it to my dad.” He said.
I sat straight up. “Yeah I can do that.”
“Mom has the car and she’s out at my aunts. He told me not to worry about it, but hes been looking forward to this project for a while.”
“Sure!” I jumped out of bed as he talked me through the garage and the location of the tool. Once identified, I let him go, and began to plot my course of action.
He was clearly hesitant. But he couldn’t trust himself around me. He knew what the game was, he knew he would lose, and he was just trying not to play. I needed to be able to get him to the table.
Clothes would be key. It was a little cooler, too cool for shorts, but leggings would work. No panties. The top would be a little trickier. My tits are huge, H Cups. Braless wasn’t an option, but I had an ill fitting balconette that let the tops of my areolas pop out if I positioned it right. A white camisole and light black sweater completed the outfit. I checked myself out in the mirror. A quick tug on the camisole brought a hint of areola into view. Perfect.
I went out to the truck, threw the tool in the back and headed off to my in laws house. The whole ride over there I had the butterflies in my stomach that were my vice. That anticipation of something new and different. The pushing of boundaries, the taboo of the act, the risk of getting caught. All were combining to give me a high that nothing else could touch.
By the time I pulled into the gravel driveway, my pussy was aching. As I rolled to a stop, I realized I hadn’t even thought about what I was going to do. I had been so preoccupied thinking about fucking him, that I hadn’t even bothered to think about how I was going to do it.
As I got out of the truck, Frank came out from the side of the house. He was in jeans and a long-sleeved red shirt. Sawdust clung to it. He stopped when he say me, but then continued on.
“What are you doing here, Claire?” There was a tinge of anger. Good.
“Joe told me you needed this.” I went to the back and pulled out the saw.
“Yeah I told him not to worry about it.”
“Well he worried.” I passed the saw to him.
He looked me up and down. “Tell him thanks.” He said and then turned with the saw and headed back to the house.
Fuck. This wasn’t working. I watched as he turned around back. He was resisting, but I saw it in his eyes. I know that look. Seen it in plenty of men’s eyes. I pulled the black sweater off, threw it in the truck, and headed off in his footsteps.
I rounded the corner and saw him in his workshop. Formerly a detached garage, he had turned it into his hobby room a few years ago. There was a piece of wood on two stands that he was measuring. A few stools and chairs littered the perimeter of the shop. When he saw me, he stopped and sighed.
“What are you working on?” I asked.
“Claire, why are you here?”
“Im bored.” I said, biting my lip. “Joe is at work, and hes not as entertaining as he could be even when he is home.
“W-well I got a lot of stuff to do here, and I’m not going to be entertaining anyway.” He returned to measuring.
“Well, anything is better than being alone at the house.” I found one of the rocking chairs and sat in it. So far, so good, but I was running out of moves. The silences persisted for a few minutes while he measured and marked different pieces of wood. Then it hit me. I had a plan. All I had to do was wat for my opening.
It didn’t take long. After about 5 more minutes of silence, he left to go inside to get something. I took my shot. As soon as he was gone, I jumped up and headed for the pool. Flipping the cover on the control panel, I flipped the tub to on. I raced back to the shop, and I stripped off all my clothes, placing them in the chair I was sitting in. I then raced through the brisk air to the tub, where I slid in.
The water was ice cold. My nipples immediately hardened. The water coming from the jets was warm, but still, my teeth began to chatter. I prayed the water would heat up quickly.
I heard the side door open. He was heading back into the shop. It didn’t take long before he rounded the corner. I waved at him. He slowly walked over.
“Claire. What the hell are you doing?”
“Entertaining myself.” I said. I made a show of pushing my hands down to my pussy. “Since you wont, I have to find something to do.”
“This ain’t right, Claire. Theres something wrong with you.”
I smiled and closed my eyes as my fingers slipped inside me. “Mmmhm.” I moaned in agreement. “Very wrong.” I said.
He watched me finger myself. He didn’t leave. I went all in. I stood and began to walk out of the tub. The chill in the air brought my chattering teeth back. “I’m going to go into the house and Im going to be entertaining myself. If you are bored, you should follow me.” And I headed for the sliding door.
I entered, thought about the couch, but decided against getting it all wet, and went to the floor instead. I got down on all fours, ass in the air, and began to play with my pussy. I rubbed my asshole too.
I heard the door open and smiled. I had won.
I rolled over and lay on my back. He stood over me. He began to undo his jeans and I moved to my knees. “You are going to love this, Frank.” I told him.
I was eager to finally see this cock. As his jeans fell I reached up and took his boxers in my hands, I pulled them down.
It was wonderful. Bigger than either of his sons. A good 6 or 7 inches, if I have to guess, but thick. His balls hung in a sack covered in gray pubic hairs. I opened my mouth, and licked the length of his shaft, my eyes locked with his. From the tip to the base, and then back again. He began to grow. I took him into my mouth and began to suck. Using my mouth, suction, tongue, suction, tongue. He grew to an impressive level of fullness in my mouth. I pulled it out.
“Gag me, daddy.” I said before plunging down on it again. This time I felt him hit the back of my throat and the first gag began. I felt his hand on the back of my head as he held me there. Oh yes. He wanted a whore. I’d give him that.
He let me up and I pulled back, rubbing the slime covered cock on my face. “You are so much bigger than Joe.” I said.
“Shut the fuck up.” He said and he forced it back in my mouth. Another round of gaging began. When he let me up from it, I went back to his balls, letting the cock lay across my face. I licked and gently sucked each ball, and then I moved lower. He moved back. He looked at me confused. “What are you doing?”
Poor bastard. He’d never been rimmed. I smiled. I stood and undid his shirt. Once off I sucked and nibbled at his nipples as I walked him back to his chair. He fell down into it. I returned to my knees and the blow job. Building up a good supply of saliva, I worked down to his balls again, and then to under them.
It was clear he had been working, but it turned me on even more. Lower and further I pushed, my tongue searching for his ass. I could hear him moaning. I reached up and grabbed his cock. Mainly to keep him from jerking it and cumming too quick. I finally found it. I thought about how wanton and whoreish I was being. On my knees, with my tongue on my husbands fathers ass.
“Fucking hell, Claire.” He moaned. I pulled out.
“Betty doesn’t to that, does she?” I smiled.
He shook his head and stood up. It was his turn to take control. He turned me around and began kissing my neck and rubbing my tits. I felt his cock pressing into my back. He reached down and inserted a finger into my pussy. I felt him pushing me down and over. I resumed my position on my knees, my shoulders and head on the carpet.
“Fuck me daddy.” I said.
“Where?” he asked
“Anywhere you want.”
“Does he do anal?” I shook my head no, preparing for the possibility that I was about to take a pretty big cock in my ass. “Just my pussy.”
I felt the head at my ass. I reached back and spread for him. “Yessss, daddy.” He began to push in. I gasped when he first popped in. We had no lube, aside from my spit, and he was bigger than any I had been buttfucked with in a while. I let my cheeks go. The pain was reaching my threshold. I took my other hand and went to my clit, hoping to off set it.
That seemed to work. The searing pain became more bearable. “Im a whore. Im a whore. Im a whore.” I began to repeat to myself reminding myself that I wanted this. He began to slid in and out.
“Do you fuck Bettys ass, Frank?”
“Call me daddy.”
“Do you fuck Bettys ass, Daddy?”
“Not in a while.” It turned me on even more that Betty used to take dicks in her ass.
“Pull my hair daddy.” He obliged as he began to pick up speed. He had the stamina I expected from a runner, as well as the endurance.
He was pounding my ass now. My own fingers had brought me to the point of climax. I screamed as the cum took me, clinching my ass around his thick invading cock. I fully expected him to cum. But he slowed down. Not wanting to hurt me as my ass was clenching, he slowed, delaying his own satisfaction.
As soon as I subsided, we resumed the fucking. His relentless assault on my body. I couldn’t wait to have him fucking my pussy like this. “Im gonna cum, Claire.” He exclaimed.
“Do it daddy. Cum inside me.”
With a shudder he did. With each pump he moaned and shook. I couldn’t feel him cumming, but I knew it was a lot. I only felt it as he fell out of my ass. He fell next to me, catching his breath. I moved to my side and snuggled up next to him. “Good?” he asked me.
“Better than both your sons.” I smiled.
He looked at me shocked for a moment. Before he began to smile, letting his head fall back to the floor. “Wow. You are a whore. But you are an amazing fuck.”
I smiled and looked down at his cock. The cum coated it, but it didnt look bad. I leaned over and took it into my mouth. He looked at me with a mixture of lust and confusion. I felt his cock twitch a little in my mouth.
I pulled off it. “I want you to fuck my pussy next.”

Hello motherless I'm Julia my boyfriend Todd lives in a frat house with 11 other guys. He has his own tiny room while I have a roommate, so we always have sex at his place. I like anal, but my favorite is to have sex while wearing a butt plug. So to surprise me my boyfriend went out and bought a butt plug. Apparently a cheap one.

So today, during the day, I came over and he showed me the new butt plug. When I saw it I thought the base looked a little small, but I didn’t think too much of it. After some foreplay, my boyfriend lubed me up and inserted the butt plug. Everything was going great so far and we started having sex, doggy style. I was getting really into it, when suddenly my boyfriend said “oh shit!” and pulled out. I figured he must have cum early or something, but when I looked back, I saw that he was still hard. So I asked him what’s up, and he says “the butt plug disappeared inside your ass”. So, I told him to get it out immediately. He tries pushing his fingers in, but all he was doing was pushing it in further. So I tell him to stop and, squatting, tried pushing it out myself, but it just didn’t want to come out.

So at this point I started freaking out. I really didn’t want to go to the emergency room. All I could think of were those x-rays you always see of stuff stuck in people’s asses. I knew a female friend of mine Melissa, who is dating one of his roommates, was over so I told him to go get her. The idiot goes out and tells her, in front of her boyfriend Jason, that I have a butt plug stuck in my ass and I need her help. So next thing I know all 3 of them are back in the tiny room looking at my ass while I am butt naked on all fours on the bed. I yell at her boyfriend Mark to get out and she is laughing her ass off. So he leaves and she gets some lube to try and get it out. Then I noticed she has really long nails and there was no way I was going to let her dig inside my ass for the butt plug with them. So I told her to forget it. Then SHE suggests I let her boyfriend try! I really didn’t want to go to the emergency room, so I agreed.

My boyfriend starts getting upset, but I told him to shut up and that its all his fault that I am in this mess. Meanwhile her boyfriend told ALL the roommates what happened. So when she goes to call him, everyone comes up and they all see me in my very revealing predicament. After throwing a fit and yelling at them all to leave, her boyfriend lubes up his fingers and goes to work. Amazingly enough, he actually managed to grab it and got it out! Needless to say, we threw it in the trash.

I come here without my GF knowing to get off on my MILF, mom and son, and anal fantasies. I am afraid to ask the GF to help me with my fantasies as she would freak out if she knew about me coming here. I am sexually dissatisfied in my relationship. She will not do anal.

I'm really confused right now because I don't think I can fulfill my sexual fantasy... I've been in a relationship with my bf for 2 years now, and I think he will ask me to marry him soon.
I'm kind of a freak and I admit I'm a slut, or a slut wanna be.. I'm in a sorority and seeing all the girls go out and come back in the morning in a mess really turn me on, but I can't. I don't want to cheat on my bf.
My biggest fantasy is to have sex with a big fat biker guy, just some dirty dirty sex. My bf can't grow facial hair so it's hard to play it out with him, and he'd think I'm a freak if I tell him my fantasy. I just find it out hot to get picked up by one of those scary fat biker guy and taken to a motel or his trailer and get fucked in all holes... I haven't done anal but I would be willing to do it.
I'm pretty small and the idea of a big scary man overcome me and fuck me turn me on so much.. Im wet just writing about it.
Any guys out there fit this type? Any idea how I can make it come true?

my G/F has always refused anal sex. i mean she would freak out if my dick even touched that hole. but i tore that ass hole up yesterday.

let me tell you how this all went down. it started a few days ago. we was laying on the couch watching tv. and she jumped up for some reason and kicked me hard in the balls. and let me tell you if i wasn't already laying down i would have went down. she laughed and grabbed my balls through my pants and started jerking on them. she backed off laughed and i was almost in tears. she came up saying i'm sorry and start rubbing my dick then she undid my pants pulled them down to my knees and started rubbing my dick again. i was thinking she going to give me a i'm sorry blowjob. I WAS WRONG. she grabbed my balls and started pulling me off the couch on to the floor and started pulling me down the hall.

i don't mean in a playful way i mean. i'm going to fucking hurt you way. i manged to get one leg up and i kicked her as hard as i could in the pussy she turned loose i grabbed her hair and pulled her to the living room and yelled what the fuck are you doing. you need to get the fuck out of my house now. i wasn't playing she laughed and said she was trying to be just a little kinky. she striped and said want to fuck now. i told her to get the fuck away from me and get the fuck out of my house now.

she got on her knees and started sucking my dick not touching me with her hands i was ready to forgive her even though my balls was killing me. blow jobs seems to over rule anything. then she bit me and i mean clamped down on my dick. first time ever i tried to knock that bitch out. she stood up and kicked me in the balls.

i don't know how my dick and balls was black and blue with deep red teeth bites hurting like hell but was hard as a brick. she ask what i was going to do because i had her pinned down on the coffee table. i spun her around and no lube no nothing and i was balls deep in her ass i took my shorts and stuffed them in her mouth. i fucked that ass and they only lube i used was spit when i felt my dick getting dry.

i fucked that ass for over 45 minutes at least i know because mash was just coming on when i started and it went off and the brady bunch over half over when i pulled out and came and pissed all over her.
picked her up through her out the front door and locked it. i'm sure she had cloths in her car she always does but she left.
i thought she would be calling the cops but she didn't and this morning she called and ask if she could come back that she is sorry she went to far. but never thought i would get her back the way i did.
i told her give me a few days and we will see.
but all her cloths are already packed and in the garage and all the locks have been changed.
i'm kinky but not that kinky.

27 f and 29 m looking for some fun since I'm home from work today freaks welcome kinks are cool (we love anal) dm me ... only contact if you are a couple or have something to offer ;)  we look forward to chatting 

I confess, I found this girl on reddit that was looking for a "daddy" it's long distance so it's been all on toe so far, anyway I lied and told her I loved her and now I have pics I need to dump of her, I've got tits, ass, sucking her own juicy fingers etc. I'll post them all if it gets popular.
She's a total anal freak, and will do anything, no matter how kinky or fucked up!

I've just turned 50 and with that age bracket - there comes problems, the main ones being an enlarged prostate and erectile disfunction. I've got some Cialis and sometimes I wonder if a lot of the ED isn't psychological. My wife and I have been in an open marriage for a few years, she's bisexual and I love the fringe benefits of it. One night she went to a bar and brought back a very attractive female, who was about 45 years old (same age as my wife).
They were both tipsy, and my wife introduced me to Jessie, raven haired, medium sized tits and a nice tight body. They sat down on the couch and invited me over. Small chit chat ensued. My wife poured her some wine, and she drank some too - I refused because I knew that just in case I was going to get lucky, drinking wine would screw with my ED. I stepped away for a minute and went into the bedroom and took a Cialis, got a drink of water and chugged it. I went back into the living room where they were sitting and they were making out. Jessie noticed me, and stopped kissing my wife.
"Oh, I'm sorry I thought you were going into the other room to give us privacy..."
My heart sunk, looks like I wasn't going to be sticking my dick into Jessie tonight.
"My bad," I said, looking down - defeated.
My wife saw that I was a bit hurt and explained, "Jessie is a lesbian, she isn't into men... she doesn't mean any disrespect..."
I should really give them their privacy, I thought...
"Ok, cool - I'm going out."
So I got in my car and drove around, no destination - but then I thought about it, I just took a Cialis. Pretty soon my cock would be begging for some wet hole to fuck. I guess I could get sloppy seconds once my wife is done with Jessie... but that could be a while, so I decided to go to an adult bookstore a few miles from my house. Weird shit popped into my mind, "Maybe there's a hot chick I could fuck in a glory hole, I've never done that... or maybe I can get an escort or hooker..."
All kinds of shit was going through my mind. This bookstore is a 24 hour store, so I went in and it was busy as fuck. All I wanted to do was ask the guy behind the counter where to find a lady of the evening, but too many people were around him. I noticed two women looking at toys and giggling, the looked like they were in their mid 20s, so I tried to blend in and started looking at masturbators. The small version of the Fleshlight was 79$?! I was taken aback and shaking my head. I was trying to maintain the "no eye contact" creed while I browsed all kinds of toys. I stopped in front of the 'prostate massager' section, all shapes and sizes - I never had a massager or anything anal but I heard of the wonders of prostate massages. Too bad my wife and her new friend were fucking around or I'd definitely try to experience something like that. I heard a little whisper behind me, something like "you ask him..."
I turned around and it was the giggling ladies. One was a brunette with very dark brown eyes, the other woman had purple and white streaks in her hair, but had cool blue eyes. Both were very attractive.
"Hmm? What's up ladies? I asked.
They blushed, "ummm, are you gay? No offense if you are... we're just wondering about the prostate massagers..."
I blushed, "OH, NO NO! I'm not gay, I'm straight..." so I did something that I never did with a stranger, I opened up, "I have ED, and I've done some reading and some people say these things help. I just turned 50 a few days ago, and my wife is at home banging her girlfriend and I'm just here... browsing because - well I just took a damn Cialis and ... well that's that. Sorry if it's too much information... I'm not a creep or anything."
The brunette smirked, "You don't look 50 at all, I thought you were about 35 or 40 at most."
Purple haired girl nudged her friend, "he's cute for a 50 year old..."
They both giggled and blushed. I didn't know what to say, this was odd because I've never talked to anyone in any adult bookstore given the exception of the checkout clerk. They saw I was struggling too, and the purple haired one spoke up.
"So you let your wife bang other women? That's kinda hot... I just broke up with my boyfriend, and Amanda just doesn't like dating at all so we're both kinda of single but we keep each other company if you know what I mean?"
My dick twitched.
"I'm Mike," I said, extending a hand out to the purple haired girl. She took it, and replied, "I'm Mary and this is Amanda, nice to meet you Mike."
Amanda's face was turning a bit red, "Mike, since you don't have anything else to do, you want to join us for some coffee? There is a cafe just down the street!"
I agreed, and started walking towards the door when Mary said, "Mike, aren't you forgetting something?" while pointing to the prostate massager.
I picked up the smaller one, $45... and headed for the check out. I paid for it and the clerk put it in a black bag. I turned around and Amanda and Mary were gone. Well there goes that. I left the store and walked to my car.
"Mike!" I heard a call from a distance, it was Amanda waving from across the parking lot.
"Oh I thought you both bugged out," I laughed.
She took me by the arm, "oh hell no, and miss the chance to hang out with a sexy 50 year old with ED??"
We both laughed. Mary, Amanda and me walked down the street arm in arm to a cafe. We sat down and talked for what seemed to be hours. These two women were not only attractive, but smart as hell too. I asked how old they were.
Amanda spoke first, "I'm 23, just turned 23 in January."
"I'm 26," Mary said sipping her coffee.
I laughed, "you're both half my age!"
"Older men are sexy, our generation likes older men. You guys know what you want and you're not complete idiots, or assholes," Amanda said.
Again, my dick twitched.
Mary looked me in the eyes, "we're freaks in the sheets, Mike."
I couldn't help myself, "is that an invitation?"
Amanda put her hand on my knee, "why would two girls in their 20's be hanging out at a bookstore at night unless they had an agenda? You were the first decent guy that came in there and we were in there for a while..."
My heart started racing.
"We're gonna put your little toy to the test, if you let us..."
I was in for an adventure of a lifetime.
We went back and got in my car, I drove them to Mary's apartment, and we all went inside. There really wasn't any wasting time. They stripped me down as soon as the door was shut. My cock was in Amanda's mouth as Mary's tongue probed my throat. My hands wandered from Mary's sexy tits, down to her dripping wet pussy. My cock was rock hard as Amanda shoved it all the way in her mouth to the hilt. I'll admit, I don't have a huge cock, I'm just normal - but the way she was sucking my dick put me on top of the world. They led me to the bedroom and Amanda pushed me down on the bed. Mary unwrapped the prostate massager and started playing with it using her pussy. She let it slip inside her.
I got kind of worried, I never had anything going up my ass before... so my erection started going down.
"Oh, baby - nothing to worry about - just relax..." Mary said.
Amanda climbed on top of my face and I started licking her pussy, she smelled really good, and her pussy tasted sweet. Amanda started moaning and I grabbed on to her nice soft ass to steady her.
I felt Mary playing with my cock, pumping it with her hand, then I felt her mouth around it and I was hard again. As Amanda rod my face, Mary mounted my hard dick and I felt how tight she was. I moaned as her pussy stroked me up and down.
Amanda came hard on my face, squirting a little - but I didn't mind at all. I held her against my mouth until she almost passed out.
Amanda crawled off to the side, and shivered. I could see Mary in all of her glory, bouncing on my cock, smiling. Her nails sunk into my chest as she rode me, moaning. Amanda got up and started fingering Mary's clit and licking her tits as she rode me. Soon Mary came hard, and I could feel her warm pussy juices dripping onto my balls.
"Your turn," Amanda said to me as she grabbed the prostate massager and rubbed it on her pussy.
"We gotta get it nice and wet Mr. Mike..."
Mary spit on her fingers and started rubbing my asshole and Amanda slowly pushed the pussy juice soaked massager in. I moaned in pain, that shit hurt...
"It's ok Mike, we're going to go slow..." and they did.
Mary started sucking on my cock as Amanda slowly used the toy on me. I tried my best to relax. I was trying to focus past the pain... it took a while but Amanda started hitting something that felt so good.
"That's it Mike, relax... we're going to drain those balls..." Amanda said, pushing the toy in, and pulling it slightly out. She started going faster, and then faster as Mary moved her mouth up and down on my pulsating cock.
"Give us all that cum babe, come on..."
I had these two young women fucking the shit out of me... and I felt this weird feeling starting to erupt around my entire body, like all of my nerves were electrified (but in a good way). Suddenly my cock erupted as Mary stopped sucking both of them literally started making out as cum exploded on their tongues and faces. They moaned, they licked my cock and more cum sprayed out. Mary deep throated me, then Amanda did. Then they kissed deeply. I was on the verge of passing out.
"Did you like that, Mike?"
"HOLY FUCK LADIES" I gasped.
They both laughed. They took the massager out of me and put it in a bag.
"I'm going to give you my number, I really hope you call me... I wouldn't mind having more adventures with you..."
"Did you think this was a one time deal old man??" Mary joked.
"You can spend the night with us if you want... no strings, just chill and cuddle and sleep..."
Amanda lit a joint and took a small hit, passing it to me. I took a hit, held it in and let it go as I passed the joint to Mary.
"I'd love to spend the night," I said as we all laid in the bed together.
When I woke up in the morning, both of these babes were cuddled into me. I woke them up and told them I had to go home. They both kissed me goodbye, we exchanged information and they promised me that there were a lot more adventures to come.
When I got home, my wife was passed out in bed with Jessie. Both were naked. Jessie had a tit hanging out of the covers, it was a little saggy compared to the ladies I just spent the evening with.
I started cooking some eggs, but couldn't help of thinking of Amanda and Mary.
I have to confess, I think I am falling in love with two women I just met at an adult bookstore... I've never been treated like that in my life, I felt like a king. Not only was everyone sexually satisfied, we all got along great. Maybe I'm just too deep into a fantasy with two young ladies... but honestly I want more of them. Not even concerned with fucking my wife at this point.

So, I have a confession. More of an admission I guess.

I'm not homosexual, maybe I'm bisexual. It's hard to tell, because I've never been with a man. I've always loved women, and I'll never stop wanting them. But lately, I've been thinking about experimenting with being a "bottom".

I guess I should start from the beginning here. The last girl I was with, I guess it was a year or so ago, was the love of my life. I had finally found the girl I wanted to marry, to be with until one of us died. I was happy, and she was EXTREMELY adventurous sexually. Our first night together before we were a couple involved a threesome with her friend. It was actually initiated by her friend actually. That's another tale though.

SO, after we started really dating, things clicked quick, and we fell in love. Love isn't something that I throw around without meaning, she's actually the first of any of the girls I was with that I truly felt it for.

Sex was fantastic. We fucked like rabbits, we fucked in public, in my car, just, wherever, whenever. I STILL to this day dream about the sex. Well, while she would be blowing me, she would always massage around with her other hand, and one day, she went low and started pushing her finger against my asshole.

I never really got into the idea of having my ass fondled, but she was the kind of girl who would convince me to jump off of a cliff. I mean, this girl was heavenly, with a mix of the devil. Natural beauty, un-dyed Raven hair, tits that were out of this world, hell I doubt I'll ever do better.

Anyway, so she starts working around it, and I'm not so much in a panic, but just wondering what I should do. Damn if she didn't figure it out for me, a quick deep throat made me release whatever pucker I had as I felt the ecstasy of her pleasuring, and she worked her finger right in.

She looked at me, and just held her finger in as she stroked my cock with her other hand, and smiled. I smiled too, because, I loved her, in my head I was worried that if I enjoyed it, she might think I was weird.

Well, more and more times during sex, she would work her finger in during a blow job right to the point where she started working her finger in and out. I didn't stop her, because she enjoyed it, and honestly I did too now. It was an extra pleasuring to my already fantastic fucking.

I decided to pay her back with some ass play of my own one day, and I turned her on her belly as I massaged her, working down along the hump of her bottom, spreading her cheeks and working my tongue in. She moaned in joy as I tongued her ass and fingered her clit at the same time. I had never eaten a girl's ass before, but if there was a girl to try it on, it was her. I had fun, she was very clean, as am I, so I wasn't worried about anything "gross". Who am I kidding, I freaked out at first, but in the moment, you just go all in. You know it.

Well, the next night, she decided to PAY me back for her pleasure. She told me to lay on my back, because she wanted to give me a massage. I told her it wasn't a big deal, because massages didnt do it for me. They still really dont. I don't find them too erotic unless I get a bj at the end. Which I never did haha.

She playfully tells me to just do it, so I abide. She starts massaging me, and after a few moments, I realize she started working a lotion around my bottom. Now, I've been told that if I posted a picture of my ass, and hid the fact that I was a dude, I could have men jerking off to it. I've often considered doing it as a joke. Then revealing that the ass belonged to good ol' me. Anyway, back to the story..

She starts rubbing lotion on me, and beckons for me to get up on my knees and elbows. She starts to use the lotion to stroke my dick and balls, and it feels fucking fantastic. I'm wondering to myself, "My god, how can it get any more awesome??!!" When all of a sudden, I feel a warm moistness start to tickle around my cheeks. I tensed up when I felt her breath roll over my ass, a little warm air against my bottom.

Suddenly, she begins licking and rolling her lips around my ass hole as she strokes. I tried my best to not cum, but it was probably the best feeling I've ever had in my entire life. I came BUCKETS. I'm pretty sure I applauded her.

So, some time passes, and one day after lunch on a weekend, she tells me she wants to start using toys. Again, I've never used toys. Never really figured much for them, as I have the perfect toy for a girl right between the legs.

I tell her to get whatever she wants, and we'll try them out. So, a few days later a package from Amazon shows up at our door (we lived together for a bit in a nice rental house) and low and behold, she ordered a vibrating dildo.

I joked with her and said I was sad that she didn't think my dick was up to par anymore and she laughed and said that they were the same size, she just wanted to try a few things. So the night the dildo came, I was eager to see what she had in mind.

She asked me if I'd fuck her in her ass. I'd never had anal sex with a girl before. Don't get me wrong, I tried. My ex some time before her flew off the bed in pain because I was too big. And since then, its never really been anything I thought of doing. The vagina and mouth work just as well.

I said hell yeah, and after careful careful careful amounts of effort, we got it in, and the fuck began. At first it was slow, incredibly slow. Almost to the point where I was just wanting to take it out and fuck her normal. But, as she always did, she surprised me. She started fucking speeding up to the point where it was like I was railing away at her like normal. I still was careful, I'd read too many horror stories.

In all this, I'd forgotten about the dildo. The purple, ugly, veiny didlo. The damn thing sat next to her as I fucked her ass sideways.

Now, I've watched a lot of pornos. And they've been the best education a man could ever need. I grabbed the damn thing, I never held one before, so it was like holding another man's penis. Odd. I decided I was going to double penetrate my girlfriend. I slowed down enough to work it in, and with the satisfactory moan from her, I did my best to maintain a rhythm. Eventually, I handed the rains of ol' Veiny to her and it was epic. She came a lot, I came a lot, and it was a fantastic night.

A few nights later, because I was out of town, I came home to her in a sexy little number and the ol Veiny on the bed. I figured we'd be repeating the night we had earlier in the week, and I was excited. The way she could work a dick, damn I hate the guy who she's with now...

So, we set about it, and she gets the lube out and starts applying it all over the dildo. I kind of had an idea what she was up to. I'm not a moron, and I'm horny like 99% of the time. The other percent I'm sleeping. She asks if she can use it on me.

I stared at her for a while wondering if there was a wrong answer here. I didn't know if it'd be like Indiana Jones and The Last Crusade, where I had to "Choose Wisely", or not. I decided, since she and I had been having wild nights, what the hell. We only live once.

Well, haha, it didn't work out. I did not have the anal space for anything like that, and honestly, I was terrified. I could tell she was disappointed, but not completely downtrodden about it. She told me that we'd have to work up to it. I agreed, if only to appease her.

So over the next couple of months, she would use two fingers instead of one, increasing slowly to three, to the point where it almost hurt when she was working her hand in and out.

Well, things didn't work out between us, and we ended up breaking up before ol' Veiny ended up anywhere near my ass. This is where I'm at now, and I can't figure out what's going on in my head.

I've had thoughts about having a dick jammed into my ass, and it subsequently railing it. I mean, not just any dick, a fit, young fellow like myself. Not a beary old dude. I dunno, there's just something about it that turns me on. I dunno if its because I still am drawn back to the passion with my ex, and kind of "finishing" what we set out to do, or what. I mean if that was the case, I'd just stick a dildo up there and call it a day. I think there's more to it than that.

I have what some may say is a sexy penis. Its not ugly or funny looking, its just exactly what its supposed to be. And I think thats the kind of penis I'd hope for haha. I see some of them in porn, and its kind of a turn off. So, I know its not the penis that draws me.

I've thought, maybe just a girl with a strap on? But I dunno, I feel like if I were to go that far, why not have it be a real, pulsing, throbbing cock?

These are questions I ask myself all the time. I know I love women, but maybe I'm not opposed to the idea of an attractive man. Only sexually though. I couldn't have a "relationship", per se. I mean, don't get me wrong, I'm a supporter of equal rights, politically, sexually, you name it. I'm just not gay in that way. If at all. I think its a sort of bicurious attraction that I'll never fullfill. I dunno. I just had to get it out I suppose. I don't really talk to anyone about my sexual habits, so I figure a sex message board might be the place to do it.

I did a bad thing when I was 18. I know now it was really bad, and could have fucked up my whole life if I got caught.

I got out of school and started work at a care home for young adults with learning disabilities. Due to it being a private home it was way underfunded and I was left unsupervised a lot. One day most of the patients went out and I was left with one patient, a girl of slightly younger age to me, limited sight and next to no vocal skills.

I had to supervise her on the toilet, and after she took care of business and wiped, she started rubbing her pussy. I tried to ignore it, but as I pulled up her panties I could smell her cunt strongly. I got her to wash her hands, and went to calm down.

I kept on thinking about the smell as I got her sat down to a film. I went for a cigarette break then came back and sat with her, and she instantly cuddled into me. The film was some crappy romance, and it came to the shitty sex scene and she sneaks her fingers down her crack and starts rubbing while holding me. I broke away, and did some paperwork. And I made sure all the doors were locked well.

She then needed the toilet again so I took her in, and she just stood there and started rubbing her nubbin again, and I went over to stop her but instead just kind of stood close. She hugged into me again, rubbing hard. I brought my hand up with her t shirt and started rubbing her nipples and she started moaning. I took my other hand, and guided hers d0wn to my cock, and she just kind of held it. I moved my hand down to her pussy, and felt around, and her pussy was soaking, literally dripping. I took her to her bedroom and she laid down on the bed. I had a brief crisis of conscience but it didn't last long before I was pushing my cock into her while rubbing her clit hard. She moaned like crazy, and came pretty fast. When she did, her spasms brought me really close and I blew a massive load in her.

I freaked out, and near-dragged her to the shower, and cleaned her out as best I could. Being a horny teen, this got me worked up again, so I slipped in her again while she was still really cummy, and came again within minutes.

Never got caught. Fucked her a few more times, fingered her a bunch and got her to suck my cock. I'm terrible, I don't care.

A few years later I had a long running thing with a 50 year old severe paranoid schizophrenic I was a carer for, she took it bareback anal every nightshift (once 4 times) because she thought I was jesus. She had a dildo that was like a bat, and with that in her pussy, her arse was the best hole I ever had, by far.