By Playingnow
In the past year or so, we have been enjoyed a few encounters with others. Our town has a large wooded park of nothing but untouched nature with hiking paths. We frequented these trails often to sort of get back to nature. Last night we walked the outer trial about a four mile hike, when we came across a newer looking cardboard box hidden as in the brush. There was someone sitting by it and I decided to investigate. As I approached a older bum, squatter or homeless, whatever you want to call them stood up and grumbled something. He then saw my wife who is an older woman but still decent looking.
This guy wore shabby clothes and a scarf over his head. Long beard as he hadn't shaven in years. He looked old but I still knew he was younger. Hole filled gloves and a tattered jacket even though it was warm. We were in our shorts and tee shirts.
He saw my wife standing next to me and a gruff smile lit up his face. Again he grumbled to leave him alone. My wife stepped up to him with a smile and asked him if he was alright. "Fuck you bitch" he told her. She looked at me with a smile and turned back to him. She asked him if he wanted to. "What" he asked. "fuck me bitch" she asked. With that he sort of was lost for words. Her hand went right to his crotch. "Oh wow you are big" she said loudly. I knew what she wanted. It has been a fantasy of hers to be raped by a group of old grubby bums like this guy.
I stepped up behind her as she massaged his cock through his dirty jeans. I lifted her tee shirt up catching her sports bra and pulled them over her head. His hands went as quick as lightning to her large tits and squeezed them firmly. "Careful" she told him. "the only thing I want you to do is fuck me hard with that big cock" she said. He looked at me and asked if I was going to let him fuck my bitch. I told him only if he sucked my cock first. He cussed a bit under his breath and stood there. I then slid my wife's shorts down her legs. Her shaven pussy fully exposed to him as he darted his fingers between her legs. "Hold on" she told him. "You have to suck off my husband first" she said.
Well he thought about it and as he stared at me I unzipped my shorts and dropped them exposing my average hard cock. He didn't say a word but just dropped to his knees and leaned in grabbing my cock in his hand. I stepped forward as he opened his toothless mouth and sucked me in. I bucked like I was fucking his face. He wasn't very good at sucking cock.
I looked over and my wife now naked had pulled a piece of cardboard over into the open and was lying on her back on it. Her legs wide open and fingering herself watching this bum suck me. I made him quit telling him I would save him from choking on my cum but he better get his clothes off before my wife changed her mind.
Her eyes closed fingering her pussy he dropped his pants and headed to her. I told him he had to strip naked first. He hurried and now was naked. He climbed between her legs like a wild man and had his large cock shoved all the way into her. Her eyes now wide open and her mouth gasping for air, he fucked her hard and fast like it was his first and last piece of ass. She was moaning loudly and grunting under her breath at each of his thrusts. He didn't last long before he unloaded into her. He slammed her hard a few more times as he emptied himself and then climb off her. I could hear his cock leave her as the slurping sound he made pulled some of his cum out for her too.
He grabbed his clothes and just like that, was gone into the brush. I looked at her and she had a smile yet a disgusted look on her face. She said "Oh my god he had gallons of cum" Then she told me he stunk and was dirty. With my pants still around my ankles I just kneeled down and got between her cum covered legs. His cum was oozing out of her pussy. I held my cock to her pussy and slid right in and I laid on her and fucked her as hard as I could adding my cum to his dirty deed.
At home she headed right to the shower. I joined her and she told me she almost puked smelling him. But the size of his cock was way more than what she had ever experienced before. She was so excited again thinking about it that once out of the shower, she wanted me to give it to her again.
I went to the woods this morning to find this guy and found only a empty box. Still in the clearing was the cardboard my wife had laid on. There was a large dried spot where she laid and sat up. This guy had disappeared. Too bad, I was going to have him invite a friend to have my wife next time. His loss.
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By Skhan
It's a long ride on your way to your first threesome. No matter if you are driving 2 hours or 2 minutes, it seems like you are forever getting there.
You don't know if the thoughts in your mind or the blood in your cock will explode first.
You have nothing to go on but a few grainy photos; usually one, maybe two if you are lucky. And the eyes... the eyes are always blotted out in those photos. No one wants to be recognized by friends or family. They never realize that friends or family would have to be swinging to see those grainy photos in the swinger magazines. Those "dirty" magazines hidden in the back of the combination book store/record shop.
Yes, you were nervous going to the checkout with those swinger mags, purchasing some mediocre cd or magazine to hide from the other patrons the depravity of the sex acts dominating your thoughts. The relief you feel when you are sitting in your car with your treasure. The thrill of looking through the candidates, sifting through the obese or obnoxious looking couples to find that perfect gem, the one couple that displays "couple or single male wanted." You don't focus on the husbands, just the wives to see if they are hot. Hell, they don't have to be hot, just the average to middling females who aren't looking for 10 inch cocks. They nearly all ask for 10 inch cocks for a 7 inch cock holster. You curse your parents for the mediocrity of your birth right.
You find a few candidates. You mail to the reference number on the photo c/o the magazine forwarding service, enclose your Polaroids....and wait. You buy an answering machine...and wait. You check your messages for two weeks...and wait. You wait and you masturbate to the thoughts of what you want to happen. The answer doesn't come by phone, but by mail. The couple writes and expresses interest. Apparently your cock pick wasn't all that mediocre, or it's your young flesh she desires more than the cervix pounding from the other bullish candidates.
They send photos. Colored ones. Kodachrome.
They give you a phone number. A city two hours away. They are a better than average couple. No heavy weights. He is bi, she is straight. Your are 24. They are 33 and 35. You haven't tried bisexuality before, but your heart is racing now, anticipating something new, something erotic...your first threesome.
You call the number. The wife answers and you give them the phony last name that you made up on the letter, and they give you the phony last name that they made up. It's part of the game. You banter nervously. They ask questions. You ask questions. "What do you enjoy?" "Do you like anal?" "Do you like cum in your mouth?" It doesn't matter. If they said that they were going to cut your throat afterward, you would still go. You are hooked. You set up a weekend meet at a motel at their location. King-size bed. Hard to explain to the motel clerk why you are asking for a king-size bed. They don't ask. They've seen it all.
The husband picks you up at the motel. Nice guy. Personable. Not his first rodeo. He drives you to their place, which is a surprise, but you are so nervous that you don't remember the address or how to get there. You go in. You meet the wife and son. She doesn't disappoint. She is a looker. The teenage son is off to a friend's place and you are just someone going to a party with his parents. He doesn't know that you will be soon fucking his mother. After the son leaves, they show you photos of their past swinging adventures. If you had doubts, then now you are sure that this isn't their first rodeo. Your cock or your mind. Both are about to explode.
They follow you back to the hotel room that you rented. Locked door, "Do not Disturb" sign.
She kisses her husband and it starts. The disrobing. You are nervous. What to do first. Follow their lead and try not to appear overbearing or demanding. She's on the bed, and he dives into a mouthful of vaginal bliss. You nervously start kissing her, massaging her breast, kissing her nipples. Then you get on your knees and present your mediocre cock for her to devour. She doesn't hesitate. She has your cock buried down her throat while the husband buries his tongue in her bush. The husband comes up for air, and moves to her breast, teasing. You move to the holy of holies. You lick, suck, and drink in the juices, probing with deep tongue thrusts, tasting the walls of her vaginal cavity while she is licking the husband's cock. Your member is not much different than his. You are relieved.
The position changes. She lays on her side. He enters her vagina from the rear, leaving her clitoris exposed. She discussed this with you on the phone. Licking her while her husband fucks. You go down and start to lick that clitoris, less than a inch from the pounding cock. You remember that he is bi. He wants this. You hesitantly reach up, and start to cradle his jewels, all the time her juices mingles with the fleshy taste of cock. You can't bring yourself to put his cock in your mouth, so you go on licking the clit and fondling the balls until he grunts and fills her with cum. He withdraws. You switch position. His cum lubricates her vagina. There is nothing sloppy about these seconds. You pound her while he licks and returns the favor of cradling your balls. He doesn't suck you off, not sure if you will be offended. It doesn't matter he says. They just love fucking.
You release your semen into her, and you all relax, sitting and talking while a double load of cum streams from her pussy. You regret what the hotel maids will have to clean up. She pees. Returns. The ritual starts again. This time the cunnilingus is mixed with unfamiliar flavors. His cum. Your cum. You don't give a fuck. The thrill of the three-way has over ridden any social mores that you were raised with.
More sex. More bi touching. This time you pull out and shoot your cum over her. With that baptism, the holy rites have been completed. There are photos and kisses given. Promises of future sex.
This was your first threesome.
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By marla&brian
Like many people, I was really mad, confused, upset and various other emotions after my divorce from first husband. He cheated often. Constantly saying it would never happen again, and of course it did. Then we separated for a bit. Once we got back together he said it wouldn't happen again. At this point he talked me into swapping a couple of times. I went along with it thinking it would help the marriage, of course it didn't. And I soon found out that he was once again screwing his secretary. So I knew divorce was looming so I went out and a brief affair with a married coworker of mine. To be honest he was a nice guy and I felt bad being the other woman. I felt really guilty one time we were on a business trip together, we had been in meetings all day and were back in his room and had a drink or two. I had removed my blouse and he had removed his pants and I was on my knees giving him oral when the room phone rang (cell phones not that common back then). It was his wife....for some reason I felt sorry for her. The affair soon ended after that.
Fast forward a few months, my divorce is final and I had just moved into a apartment. Across the street from the apartment was a shopping center which was handy, because there was a grocery store there and a dry cleaners that I would use.
After a couple of long weeks at work (I had attended back to back conferences) I had a weekend to myself. I had made no plans because I just wanted to rest up after the road trips.
Saturday afternoon I decide to walk over and grab some things at the store. While walking down one of the aisles a man comes walking towards me. We just smile at each other, no words spoken. Well it was at that point things startled to tingle. I was now horny and realized I had made no plans to go out Saturday night or Sunday. So now I'm feeling bored and horny.
As I'm walking out of the store, I noticed the guy I smiled at getting into what looked to be his work van. Not sure what came over me (maybe the new sense of self-empowerment after the divorce), I simply walked up to his van and motioned for him to roll down the window. I simply smiled and said, "Not sure if you are busy with work, but if you have time for a quick fuck I live in apartment 212 right across the street". Didn't wait for a reply, simply turned and walked towards my apartment.
Needles to say my heart was beating a bit fast as I walked across the street and up the stairs to my apartment. I went into the kitchen and put the few things I bought away...and then heard a knock on the door. Now my heart rate skyrocketed. I opened the door and said something like, "I'm glad you had some time to spare." I barely gotten the words out when he had grabbed me and pulled me close to him and next thing I know our tongues are entangled and our hands are exploring each other's bodies.
Once the door closed I thought we would head to the bedroom but I guess we were both so hot and horny we ended up fucking right there on the living room floor. Never made to the couch let along the bedroom. Clothes were off in a matter of seconds. We barely said a word to each other the entire time he was there....which I guess was 45 minutes or so, it seemed to go by so quickly. I was wet the moment he touched me and he went down on me instantly. Now he didn't go down for a quick lick and then expect a blowjob he stayed down there until I came, and I came hard. I returned the favor and went down on him....he fucked me from behind, me on top of him and missionary. I knew I came at least one more time. I'm sure he came but I just remember him being hard all the time lol.
After my second orgasm I was out of breath and thought I was about to pass out. At that point he got up and said he had appointment he had to get to. He dressed and left, I was still nude, sweaty and hot and just laid on the floor for another half hour trying to put my thoughts together on what happened. I tried not to over analyze it, just took it for what it was. A great fuck session with a guy I never saw again.
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By Wendans
My fantasy has always been to watch my wife get fucked by another man. We have been with another woman before which is a whole story in itself that I’ll tell you about later.
One night several years ago my wife and I had gone to a club. Not your ordinary club, but a good club for swingers and singles. The night had started out rather slow and we were not finding any action that I had hoped. My wife knows what she wants and that is what we go with. And that night we found what she wanted and it was such a great experience she knew she wanted to do it again. She had gotten fucked by a black guy and she had enjoyed it. So, when we got the chance, she wanted to try it again.
Being at a swinger’s club isn’t really her thing, but fucking in front of people or listening to them fuck is a big turn-on for her. Since we don’t live close to any swingers’ clubs or anything of that nature, we don’t get many opportunities to do anything like this.
A couple of years ago we got a chance to go to another club. Yes, one of those clubs. We were looking for a little fun and hoping to find something as good as the last time we were out. We talked to many people as the night went on and my wife was trying to figure out what we were going to be doing to have fun that night. There was a hot blonde that was interested in us and kept on grabbing my cock which my wife was loving because this was getting her going. My wife and I decided that this was not what we had in mind for tonight, so we just kind of let that slide and we went on to pursue something else. She said she would know it when she saw it.
My wife had put a couple of drinks down and was feeling pretty good now. She was a little more daring and said she wanted to go change outfits like she did when we had been to a club previously. We had brought the very same sexy outfit that was see through, so she went and changed into it. When she came back out, there was not one guy's eyes on anyone but her. Even the women were looking on in awe. She is a beautiful woman that knows how to control a room.
One guy came up to me and told me he was jealous. He said he would do anything to get to fuck my wife, but she just didn’t feel right with him, I guess. As we were standing around, in came this well-built younger black guy and I think she almost came right there. The look on her face was almost mind blowing. She got this horny grin and told me she was ready to start our night. As he walked by her, she gave him this dirty smile and took her hand and rubbed down by her cunt. He stopped walking and came over to her and asked if he could help her with anything. She just smiled and said that I think you already know what you can do. They danced around a little bit, but I could tell she couldn’t take it anymore, so she quickly unzipped his pants and took out his cock and grabbed it and lead him into another room like a dog on a leash.
I stayed back a couple of minutes to give them some time to get to know each other. When I did finally get to the other room, they had already undressed and she was sucking his cock. It was larger than mine. Not much longer, but thicker. I could tell she liked it.
My wife had picked a room where people would be able to watch if they wanted to. I stayed back in the wings and was kind of hidden so she really didn’t know I was even there. As I watched my wife in action, I could tell she was enjoying every second of this guy’s cock. She was sucking it like there was no tomorrow.
Now it was his turn to return the favor. He got his face down to her pussy and started licking like it was candy. She was turning red and I could tell she was already about to cum. She was squirming and shaking and he was getting her cunt all ready for his big shaft. But before he fucked her, he now spread her legs out and started fingering her pussy to the point that she started squirting fluids all over the sheet they were laying on. It was like the flood gates had opened up and all the juices were flowing.
She finally had all she could take because I’m sure she had cum multiple times already and I could tell she just wanted to have him inside her. I heard her say to give me your big, black cock. He asked her if she wanted him to put on a condom and she told him no, she wanted to feel him inside her cunt.
He took her and spread her legs wide and slowly inserted his bbc into her tight cunt. She told him to go slowly because she said it was so big that she needed to get used to it. After several minutes of the slow movement, she said she needed him to fuck her harder so he started to go full penetration into her dripping wet cunt. She was telling him how good his cock felt, and how she loved fucking him.
They switched positions multiple times with her sitting on top of his cock and riding him like she has never ridden before. My wife took his whole cock inside of her as deeply as she could, rubbing back and forth and cumming time and time again.
They finally switched back to missionary style and were fucking hard when I heard her say to him, she wanted him to cum in her pussy. She said she wanted to feel his cum drip out of her pussy all night long. When he heard her say that, he started to pick up the pace and finally started moaning and said he was about to cum. My wife was now cumming herself and as he shot his load inside of her, she started squirming and shaking with every pulse of his exploding cock. Her body was red from all of her orgasms, and I could tell she was getting worn out. They had gone for almost 40 minutes of nonstop action. Not to mention that all the other people that had gathered around to watch started going to other parts of the place as they had gotten a show that they would remember forever.
When he pulled his now soft cock out of my wife, I could see the cum dripping down her ass. She was getting what she wanted, I guess. She would be able to feel his cum dripping out of her the rest of the night. But I didn’t realize that she was not done yet. She wanted more. My wife took his cock and started sucking on it again. I guess he was young enough that almost instantly he got hard and she took his cock and guided it into her cunt and said she needed more of his cum. He fucked her for another 10 minutes until he exploded with more cum inside my wife’s pussy again. Again, as I watched the cum drip down her ass, she was getting what she wanted. She was going to feel this the rest of the night.
They both started cleaning up a little and I slowly came out of the crowd that had gathered. She saw me and gave me that dirty little smile she sometimes gets. My wife asked me if I had enjoyed her show. She said she needed to have a little more cum in her pussy tonight and she now wanted mine. Her new little friend just kind of sat back in the corner and decided to watch us.
I knew I wouldn’t last long because I had almost cum multiple times just watching her. With some of the crowd still watching I got undressed, and slid my wet with pre-cum cock into my wife’s cum-loaded pussy. I fucked her until she started cumming. Her cunt convulsed so hard that it squeezed my cock and made me start to cum. I came in her pussy, mixing my cum with my wife’s new fuck buddies cum. I pulled my cock out and watched it all slowly slide down her ass. She got up and went over to our young fuck buddy and she gave him a long passionate kiss and said thank you for such a great time. He gave her one last little finger fucking and handed her a card of his if we were ever in the area again.
He left after he got dressed and we got cleaned up and went out to the main room. I had multiple people including women and even the bartender say that my wife was one of the women they would like to fuck if they ever got a chance after seeing her in action. I guess I’m the lucky one here.
Later that night when we were driving to our resort, she slipped her hand down pants and put her fingers in her pussy. She brought them out and rubbed them on my face. She smiled and said we gotta do this again sometime as we pulled into the parking lot to call it a night.
And what a night it was.
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By NCcurious1
True story that is still in my spank bank.
This was way back to 2013, when you could find horny couples on Craigslist and Backpage.
I was on business in St Louis, horny in my hotel room browsing through casual encounters to see what I could see. Replied to a few cuckold couple posts, most were just horny dudes hunting for pics. Then I ran across an ad "St Louis couple looking for DP fun". I replied that I was interested and had a hotel room downtown.
Cindy replied back when I asked her what they had in mind. "Splitroast me, tongue on my clit when I'm getting fucked, double vaginal, double penetration. You can spank me, pull my hair, pinch my nipples if you get me hot enough." She then sent a pic of the two of them - Dave took it while he was fucking her doggie while she was sucking a huge dildo looking at a mirror. I sent a nude pic of me and anxiously waited a reply. She replied they were ready for the next step and would be downtown in one hour.
We met in an Applebee's right next to the hotel to see if we mutually wanted to take it further. They walked in looking like a normal suburban couple. She was definitely a BBW girl and did most of the talking. We got to know each other over a drink and quickly came to the conclusion that none of us were psycho killers and I gave them a key while they went back to the car to retrieve lube and condoms
After 15 minutes I hear a knock then the door unlock. They both walk in smiling and comment "nice hotel." Cindy takes off the jacket she was wearing to reveal a lace teddy and fuck me boots that she must have changed into. She walks up to me confidently and gives me a wet kiss with lots of tongue as Dave watches and then joins in. Cindy then turns to make out with Dave while reaching back and fondling my cock through my jeans. I whisper in her ear, "Get on your knees and suck your husband's cock." Before I know it, Dave whips out his cock which is bigger and thicker than I've ever seen in person. I get on my knees next to her and hold her hair back so that I can watch her blow him up close, moving her thong aside and fingering her sopping wet pussy loudly. She kisses me and I taste cock for the first time, albeit indirectly.
We then move to one of the two queen beds and put Cindy on all fours. I pull down her panties to her knees and give her big ass a few playful smacks. She moans and spreads her legs a little wider, showing us her wet pussy and I shift my spanking to it. She shrieks and moans as I finger her pussy. Dave takes off her bra freeing her huge tits with big red nipples. I grab one and then another... tweaking her big nips to make her moan some more. Dave is sitting back stroking his big dick looking right at her. I don't think we ever made eye contact.
Dave then throws two condoms down on the bed which is my cue to fuck her. I quickly pull it on, grab her hips, groan, and plunge into her wet pussy. Dave pulls her hair gently but firmly so that her face is in the air and her tits start swaying. I watch as he slides his cock down her throat and hear her give him the sloppiest BJ ever. Full on licks, lip pops, sucks his balls and fingers his ass as I fuck her harder, trying not to cum. Then I feel as if I'm going to cum and suggest we switch positions. Cindy deep throats me and Dave starts to fuck her pussy hard as all hell making her titties bounce in all directions. She looks up at me and says, "This is so fucking hot, I love it." I grab her hair with both hands and start to face fuck her good.
All of a sudden she starts trembling all over and moaning guttural. She spits out my cock and tells us she is going to cum. Cum was an understatement, she literally gushed girl cum all over my hotel bed. I've never seen such a gush, it sounded like somebody flushed a toilet.
"Sorry about the bed, but I told you I was a gusher," she says. I suggest we all move over to the other bed and pull her on top of me. She is so wet that my pubes are soaked immediately. Dave pushes her forward onto me not too gently and we kiss as he works his cock inside her asshole. She starts to buck wildly and again tells us how hot this is. Her pussy is so wet that my cock falls out with every thrust into her ass. I suggest we switch positions and push into her ass as Dave fucks her with that monster cock. I spank her with every thrust talking dirty to her which sends Dave off to cumming inside her. We collapse for a minute and Dave excuses himself to get a drink of water. We are all sweating profusely.
But I'm not done with Cindy yet, and lay on her missionary, spreading her legs wide and fucking her well used, stretched pussy like mad. I fall out a couple times and then decide to put my slippery hard cock into her ass, butt fucking her missionary. I think this was a first for her, since she calls Dave in to check it out. He watches and nods then leaves the bedroom to sit on the couch outside and listen.
I give it to her for another 30 minutes easily, fucking her ass and rubbing her clit. She cums again and again but my cock gets desensitized due to the rubber and I can''t cum. As she is getting wore out, she asks me what she can do to get me off? I tell her that I don't think I can cum from fucking or sucking, come sit on my face and I'll jerk myself off. She looks at me devilishly and climbs right on top, lowering her big cunt right on my face, holds my head with both hands, and slides back and forth, giving me an opportunity to lick her ass. After two minutes of this I feel my cum boiling in my nuts and explode a huge load on my stomach. She smiles, licks some up and then snowballs me! Another first.
I lay there not believing what happened as they get dressed and pack up. I email her after to check if Dave was OK with all of this and she says sure. I never hear from them again.
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By Billygoat
We had met Darrell and Judy at a swingers house party that we used to attend way back when we first started in the lifestyle. We have been involved for about a year and a half, and we met a lot of great people and played with some. Although we were very friendly with this younger couple, we hadn’t played. We had been in the same room together, in the open room, but never really discussed or talked about getting together physically in our conversation.
At the last party, they had learned that I had a service business, something they might be interested in. They asked if I might be able to come by the following Sunday morning when they’re both home and go over some of the things they wanted to have taken care of. Darrell asked that I arrive early on Sunday morning, so I was there about 10 minutes ahead of time, parked in the driveway. Darrell came out on the porch and waved me to come on it. It was about 8 o’clock.
We went into his kitchen, and he poured me a mug of coffee. After we chatted for a few minutes, he started to describe some of the things that he wanted done. He also mentioned that Judy was still asleep but should be down shortly.
After about 15 to 20 minutes of casual conversation, you could hear movement, with someone coming down the stairs. A sleepy voice called out, “Honey, I need my morning dose.” Darrell responded, “Here in the kitchen, babe, we have company.” Judy shuffled in wearing her pink fuzzy slippers and an oversized men’s T-shirt, her breast swinging freely underneath the fabric. She mumbled a sleepy, “Oh, good morning,” as she headed for the pot of coffee on the counter.
Darrell and I continued chatting away as Judy prepared her mug of coffee and joined us at the table. Darrell explained to her that we had already discussed their needs and that I had come up with a couple of suggestions that I would get back to them on. Judy sat quietly, taking it all in, sipping at her coffee, gazing between Darrell and myself through the rising steam of her mug.
The conversation then turned to the usual general talk about what we’ve been up to, what they’ve been up to, work, etc. Darrell got up to pour another cup of coffee. As he passed Judy, she mumbled, “I need my dose, babe.” He just shook his head. I wasn’t really sure what all this meant. I assumed some sort of medication, but who knows?
As Daryl returned with his coffee, he stood over Judy, bent down as she looked up, gently kissed her forehead, and said, “Honey. You wrecked me last night. I have nothing left to give.“
Now I had a good idea what they were talking about and must’ve given myself away with a muffled chuckle. “She can be quite the demanding vixen, “said Darrell. “She kept me up half the night, and I’m all tapped out.”
Judy looked at me with a very mischievous smile on her face. Darrell looked down at Judy and said, “If you need more, you’re gonna have to get it from him,” Daryl stated, tipping his head in my direction. I have to say this took me by surprise. As I said before, we have not played yet other than sharing the same area in a group room.
I did not know what to say just sat quietly with probably a very silly looking grin on my face not sure if I should respond or not. Judy is the one who broke the silence. “Hmm I think I would like that very much if he is willing” again a moment or two of awkward silence when Derek stated “buddy you’d be doing me a favor I need a break.”
Now I will be honest: Judy is a very good-looking woman 15 years my junior, about five foot eight, with an hourglass figure, long brunette hair, and large full breasts. To say I was attracted to her, you’re damn right. I just was not expecting this situation and did not want to overstep my bounds.
“Well?” Darrell asked. “Really?” I asked.
“Please. She has been talking about you since the last party. She is very willing,” Darrell persisted. “She sucks me off just about every morning. I got nothing left.” Judy smiled and giggled.
I quietly thanked myself for showering this morning. “I just need to make a quick phone call to check in at home, but I would have to say I’m greatly interested and would be happy to oblige.” Judy let out a squeal of glee, clapping her hands in front of her, and I could not ignore the shaking of her breasts underneath the thin T-shirt.
I made a quick call to the Queen, stating what was going to happen, and she responded, “Good luck, enjoy yourself, be home by 1 o’clock. We have plans this afternoon.” I put my phone down on the table, looked up at Darrell, and Judy smiled and said, “Well, I guess I’m free.”
Judy took a sip of her coffee, turned her chair to the side and asked me to come stand in front of her. Once there, she did not waste any time unbuckling my belt and jeans, pulling them down to my knees. In one motion, she pulled my boxers down and buried her face fully against my flaccid cock and balls, sniffing deeply. She rocked her head from side to side and softly murmured a gentle “mmmm” of approval. After nuzzling me a bit, she gave me two gentle kisses, and using only her tongue, she swept my soft cock into her mouth. I looked over to Darrell to see he had a big grin indicating to me he liked what he saw Judy doing. I relaxed a bit more.
Looking down at Judy she had her eyes closed. She was rolling me around inside her mouth with her tongue. Then she sucked hard and gently bobbed her head a few times, then took me completely into her mouth again. She was making soft, guttural moans as she continued attacking me. “She really loves doing this,” Darrell stated. I did not respond other than a sigh on my part.
Judy continued working me with her mouth, and I started to respond to her efforts. As I started to swell, she took less and less of me into her mouth. She started stocking me with her hand and mouth. After a short time, she “popped” the head of my cock out of her mouth. “Oh my,” she said as she stroked me with her two hands, “I didn’t expect this.” She gasped, then took the remaining length of my cock beyond her two fists in her mouth. “Dude,” exclaimed Darrell, “do you mind if I take pictures of Judy with that?” I could only nod my head in approval; I didn’t want to break the mood.
Darrell fumbled with his phone and started taking pictures. Judy, with just the tip of me in her mouth, hands-free. And then one of my full length from her chin to her forehead.
“Damn,” Darrell stated, happily clicking away. Judy used one hand to stroke me while sucking on my balls. Darrell had the sound activated on his phone, and there were times it rapidly stuttered as he excitedly took multiple pictures as Judy skillfully continued the assault on my full erection. She tried to take more of me in her mouth but could only manage about half of me before her gag reflex kicked in, and she loudly gasped, popping me out of her mouth and sucking in a large amount of air while stroking with one, then both hands. Every now and again, she would run her tongue from my balls and under the length of my cock, sinking as much of me as possible into her mouth.
At some point, the shutter noise on Darrell’s phone stopped. I wasn’t sure when, but he continued to move the phone camera around Judy’s head and shoulders, I assume taking video. After several minutes of this, although I’m not very sure of the time, Judy stopped. “Let’s go in the living room.”
I kicked off my sneakers and pants and, with her holding my cock in her hand, led me into their living room to a sectional couch and had me sit on an oversized ottoman. She took a pillow from the couch and knelt on it in front of me. She resumed stroking me. One-handed, two-handed, then into her mouth. Shallow, deep, gagging a bit, then back to stroking. Time drifted away as I was enjoying every moment of her efforts. “Tell her when you are ready to cum so I can get a closeup,” instructed Darrell. Again, no answer from me other than nodding my head.
Judy continued vigorously, trying to get me to cum. She rested occasionally, stroking my length with her two hands. After a bit of time, I heard her ask Darrell, “Can I try this? I really want to try him.”
“Hell yeah,” Darrell exclaimed. “Is that ok with you?” he asked me.
“Sure,” I responded. Judy is still working on me. “Only cum in her mouth,” Darrell instructed. I mumbled an “ok” in agreement.
Judy told me to lay back on the ottoman as she stood stripping off the tee shirt. Her breasts swung freely, jiggling with her every movement. I expected that I would be given a condom or she might roll one on me, but instead, she turned away from me and started to lower herself onto me reverse cowgirl. Seeing my concern, Darrell assured me it would be okay if I was okay with it. I agreed.
My crotch was soaked with Judy’s saliva. I watched with eager anticipation as she positioned herself over me. Darrell was giving her some instruction so he could get his video of her lowering herself onto me. I witnessed a few rivulets trickling down her inner thighs. She grasped my cock with her hand and rubbed the end of it along her lips while slightly lowering herself back and forth but not penetrating. After a few moments, I felt her start to take me in. She gasped and stopped for a moment, then repeated, taking me out, rubbing me back in. God, she felt great.
Judy shifted herself slightly, still holding my cock. She guided me back into her opening, taking just the head of me into her. After a brief pause, she lifted her hips up a little and then backed down a little further. A few strokes and then a little more. Each time she did this, shallowly stroking what she had in her, she would slowly take a little more. With each deeper penetration, her body would gently quiver a bit.
“Damn, this is hot”! Darrell blurted out. If he thought what he saw was hot he should see this from my angle. Damn is right.
I do not think either of us were aware of time. There was no rush, no frenzied groping or pumping. Judy was in complete control as it should be, all about her pleasure, her comfort.
It wasn’t long before I was completely embedded inside the warmth of this woman. Using her body to stroke me, she would take me shallow, then deep strokes, occasionally stopping, deeply penetrating, and grinding on me, almost like dancing on me with her hips. I could hear her murmuring something from time to time, but I didn’t make out what she was saying. I was too engrossed with what she was doing to me.
After a while, she stood, releasing my cock. She turned, facing me, and straddled my waist. Grasping my cock she guided me into her, and she settled completely on my cock. “Damn babe, do that again,” Darrell, now directing this video. I didn’t care at all; I was thoroughly enjoying myself.
He directed her to rise up almost off me the slowly back down. I was lost in her breasts hanging down on me, her nipples brushing along my chest with her rocking motion. Judy’s breathing was quickening with the occasional moan. I loved stroking her breasts, using both hands to hold and squeeze while my mouth teased and pulled on her nipples. She started to ride me harder for a while, stopping every so often with full penetration, wiggling her hips. Once she started raising herself completely and then slamming herself back onto me, taking full, deep strokes, I started to feel that I was getting there.
“I need you to take me,” mumbled Judy as she raised herself off of me. I stood, and she knelt on the ottoman. I accepted the offer of taking her from behind, but I took my time. Partial and shallow strokes, then slowly pushing in deep.
Gauging that she was comfortable with this, I spread her cheeks apart with my hands, went as deep as possible, and paused. With each deep penetration and pause, she would gasp slightly and pump and grind against me.
I’m not sure who was breathing more excitedly, Judy, me, or Darrell, who was totally lost in videoing and watching through the lens. He had swapped out his phone for a handheld video camera at some point, but I am not sure when. I hadn’t noticed.
Judy set the pace. She started bucking back onto me hard and solid. I took the hint and picked up the pace, slamming back into her with full deep strokes. Her verbal jerky breathless “aaahhhs” and “oohhhs” excited me and Darrell. He was moving around us videoing from various angles commenting as he goes.
Judy announced we had to stop. I was concerned if she was ok. She was; she just wanted to be on her back.
She grasped my hand and, giggling, pulled me quickly down the hall, with Darrell a step behind me, to a bedroom. She sat on the bed and quickly took me into her mouth, running her tongue along my length. She laid back her butt on the edge of the bed, pulling me to her. “Fuck me hard,” she said, “but I want you to cum in my mouth.” I nodded that I understood.
I position myself between her raised legs. She pulled her legs back and wide open, bent at the knees. I leaned in, pressing myself against her opening, grasping each breast in my hands. Bending to nuzzle and suck on her nipples made me enter her partially, making Judy wriggle a light and let out an audible sigh. I squeezed both breasts together and alternated between each nipple as I started to push deeper inside her. She wiggled her hips, trying to press onto me. Once fully penetrated, she ground herself on me.
After a few minutes, I raised myself above her and started slowly pumping into her. I alternated shallow pumping with a few deep full strokes and, from time to time, pressing deep into her and just grinding against her. It seemed to excite her, judging by her body response and breathy moans. “Fuck me hard,” she said, “take me hard!” Our director shouted the same, “Pound her hard!”
Placing a hand on each thigh to hold her legs open and back, I started a steady thrusting, alternating occasionally slamming against her hard. Judy responded with pleasing moans. She fondled and squeezed her breasts and then gathered them both on her chest, cradled by both her upper arms. Her breasts rocked and waved with each thrust. It was marvelous. I was desperately trying to keep the same pace.
Judy traced her fingers over her lower tummy, bringing both over the top of her pubic mound. Her fingers, finding her sweet spot, started vigorously rubbing above her clitoris. I continued to piston in and out of Judy. Her mouth opened, and her breathing sounded labored.
After a few minutes, she started to make a soft-pitched whimpering noise. I continued to thrust hard into her. Only slightly withdrawing, then slamming back into her, making her whole body jerk, her breasts jolting about with each impact. Her whining noise was getting a bit higher and louder, and then it hit. She suddenly sucked in a big breath of air, her head picked up off the bed, a long guttural moan that ended on a high note. “Aarrggeeeee!” Then, her back arched as she slammed her head back, followed by rapid breathing and intermittent uncontrolled giggling. I felt her contraction, an intense gripping of my cock as she climaxed.
I slowed to a slow, deliberate, full-stroke penetration. I knew I was very close. I declared, “I’m going to cum!” and pulled out of Judy and stepped back. Judy slinked off the bed to her knees on the floor. I was pumping my cock by hand. Judy pushed it aside and started to rapidly jerk my cock by hand. “Cum for me, come on, cum” Judy repeated this a few times as the build-up reached its peak. I moaned low and loud. The first volley went across her open mouth and right cheek. The next, she aimed me directly into her mouth. Third and forth, under her chin and neck, the remaining small spurts and drops landed scattered over her breasts. “Wow, oh my god!” Judy squealed excitedly.
Darrell was beside himself with excitement. Other than the pictures and videos they made themselves, this was the first video allowed with someone other than Darrell. He said, “This is crazy sexy, hot as hell”! The clock in the bedroom indicated we had been at this for about 90 minutes. A first for all of us. But to be fair, a hell of a lot of manual and oral play, stop and start, prolonged it all. Judy agreed, reached over, and pulled Darrell to her. She quickly pulled down his sweatpants and promptly took his cock in her mouth. I picked up their video camera and started videoing the two of them.
Judy had Darrell hard in just a few seconds. She made an extra effort to lavish his cock with her mouth, bobbing her head up and down and then swallowing him whole.
She then pulled him down on top of her. He quickly slipped inside her and started hammering away with Judy, encouraging him along, “Take me baby, fill me up!”
From my view, I had a clear shot of him pumping his cock in and out of her. With her telling him to take her hard, cum for her, and watching the two of us for the past hour and a half, he had no hope of lasting very long. He started groaning, Judy telling him to fill her. He let out a bellow and started cumming inside her. I caught the whole thing on video. His pumping and cumming. His cum leaking around his cock out of her. And when he pulled out, the cum leaked out of her. When things calmed down, he viewed the video and couldn’t believe how hard he came and how much he gave her. Judy chimed in, “And you said you didn’t have anymore, holding out on me.”
We didn’t get dressed. We went into the kitchen and talked about what had just happened and past swinging adventures. About an hour later, Judy walked over to me and asked if I could go again. I looked at Darrell, and he quickly shook his head yes. “If you can, that would be awesome”. I agreed.
We walked back to the bedroom and climbed up on the bed. We kissed and fondled each other a little bit. I then positioned myself on my left side and maneuvered Judy on her back with her legs up and over my hip. I easily slipped my semi-soft cock inside her. She was very warm and wet from Darrell. My hands were free to caress and squeeze her breasts. Darrell switched between videoing and kissing Judy. He occasionally played and sucked on her breasts. I slowly pumped a little into Judy. After a few moments, she exclaimed, “I can feel you growing inside me,” and giggled in amazement.
Once I was fully hard I changed position to a supporting missionary. Using my knees to keep Judy’s legs open and my arms keeping me up to watch and nibble on her breasts. I started slow, long thrusts and built up to harder, faster, full-length thrusts. In about fifteen minutes, I was pulling out and dribbling cum on her tummy. Judy sat up and slid down, taking me into her mouth, making an effort to suck and lick me clean.
It was almost noon, and I had to run to get home on time. We promised each other we would get together soon, all four of us. And that we did. They joined our group and played once or twice a month at our parties. We also traveled and shared very often for 4 - 5 years. Then, they moved to New Mexico for Darrell’s work.
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