First anal or double penetration experience
By
Arcana, in First Swinging Experiences
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By MenPoundMyWife
My wife and I have been married for over 10 years. She is 5'4, about 130lbs, 34F, and very fit.
We dated for couple of years before getting married. From the very beginning, she was the most sexual woman I had ever met. Soon after we started dating, she started to push me to talk about her former lovers. Slowly, I started to get turned on by the stories and became more and more curious about her past sexual experiences with boyfriends before me. Eventually, we got married, and few years later, she started to throw hints of wanting to raise her score. I quickly got on board and we started to regularly talk about how other men would fuck her and so forth.
Finally, during a trip to Vegas, we decided to visit a sex club and she was very excited, although a little nervous. She wore a new tight black dress with red lingerie underneath. We got to the club and just hung out. She was very uneasy and she said she had never been to a place like this. About 30 minutes in, we were starting to talk about leaving, she suddenly pointed at a slightly older guy and said: "Go bring him here." My dick was hard as a rock. I walked up to the guy and asked if he is interested in my wife, he had been staring at her the entire time. He quickly smiled and said, "Oh yes, let's go."
They shook hands, introduced themselves and we all decided to find the area with beds and more privacy (so to speak). We found a room downstairs that was only enclosed by a curtain. She told me to go and get condoms so she can get to know the guy for a few minutes. When I came back, they were just talking, slowly, she walked up to me and started kissing me. Once I let go, I gestured to the guy to go ahead; he quickly moved in on her. They started making out, he started kissing her all over the place, slowly, she dropped backwards on bed and pulled him on top of herself.
He lowered her dress and started sucking her big tits. She asked me to join in. We each had a tit in our mouth and we were both fingering her pussy at the same time. Slowly, I moved down and started eating her pussy. She is always fully waxed like a porn star. As soon as I stopped eating her pussy as she came, he went down and started eating it. Slowly, I moved back up and she took my dick in her mouth.
To our surprise, a crowd gathered and four other men wanted to fuck her. She shook her head but they all watched her get pounded.
The guy that went in there with us, quickly got naked and tugged at her red thong. She took it off and handed it to me. This whole time, she was playing with my dick, it's about 5.5". The guy was much larger, about 7". She looked at it and winked at me. She told him she likes it rough.
He had it fully up and moved close to her pussy. She stared into my eyes, grabbed his dick and guided it to rub her pussy. He took his clue and shoved it in. She reminded him to not be gentle. He obliged and fucked her like a whore. She begged for more by saying, "Oh yeah, fuck me, fuck me hard...look babe, he is fucking me so good, he is so big, look, he is fucking your wife right in front of you....oh yeah, fuck me." About four other guys and a couple were now watching her get fucked. I asked her if I should tell them to leave, she said no, she likes it. She slowly turned to them so they can get the full view of a dick in her pussy while she was playing with mine.
Once the guy got done, she said, "Okay honey, this was awesome," and kissed me multiple times thanking me for a great experience. She said she wanted to stay for a few before we walked out. She wanted to walk around and be noticed as the woman who had just been fucked, since rest of the crowd was just hanging out.
We cannot wait to do it again.
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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 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 C3po
This all started around forty years ago when my wife Beth and I had dated for a few years then married. It wasn't long after we married that I introduced her to her first big realistic porn star dildo. When she first saw it she laughed and said, "That'll never fit in my pussy, are you nuts?!" But she agreed to trying and found not only did it fit but she really enjoyed it. She was amazed by how much she enjoyed it. So much so that she requested I use it on her quite a lot. She also discovered she enjoyed big cock porn, she was fascinated by it. Soon was I combining using a huge dildo on her at the same time she watched big cock porn, this led her to experience huge orgasms. She couldn't get enough. She was finally exploring her sexuality and expanding her outlook on sexual pleasure.
One night after some really hot sex I questioned her if she ever fantasized about fucking other men, especially well-hung men. She responded that of course she did, stated that most women had this fantasy, and she believed it was quite common. So I pursued it further and asked her if she wanted to try another man's cock and how much did she really desire to do it? She said that it sounded exciting and fun but she would never do anything to endanger our marriage. I said, "What if I told you that I wanted to watch you have sex with another man, one that had a really big cock. Would you then consider it?" She laughed and said she'd be game if it was something I was serious about and really wanted her to do. She said, "Come on, let's be real. It's exciting and fun to imagine it, but to really do it? Please! That's a major game changer."
So I said, "I'm very serious. I've watched the way you enjoy the dildos especially while watching big cock videos. It turns me on big time seeing how excited you get and how many times you climax from doing these two things at the same time. I want to watch you do it for real. No BS, just watching you getting slammed by a big cock would be a huge turn-on for me. So what do you really think now that you know that I'm serious and am giving you this opportunity?"
I could see her giving it some serious thought, she didn't get mad or upset at me or the idea, no resistance whatsoever to my request. The more she considered the idea the more it appeared to me that she was very intrigued with the idea and it excited her.
She started asking all kinds of questions, like wouldn't I be jealous, or think the worst of her, or what if she really enjoyed it and wanted more or didn't feel comfortable screwing another man, then what? Were there any rules and what were the consequences? Was I absolutely sure that I really wanted her to do this, because once done there was no going back!
After she finished asking everything she had concerns about I answered all her questions and we talked about the rules/boundaries we would have in place to keep it fun and exciting without any reservations or guilt. This was to make sure she fully understood my concerns and alleviate all of hers as well. It seemed she came to a decision at which point she smiled and enthusiastically said yes, she'd do it! Did I have someone special in mind she wondered? She said she had to agree to my choices for her sexual escapades or it wasn't gonna happen.
I then informed her I was thinking of Bruce. Beth squealed with glee, she admitted she has had fantasies about Bruce for some time now and I couldn't have picked a better choice for her first time. She would absolutely love to fuck Bruce. She said she was getting wet thinking about sex with him.
A few days later I met up with Bruce for an after work drink. As we enjoyed several drinks we talked a lot. Soon I steered the conversation towards my wife Beth. I asked Bruce to be honest and tell me what he thought about Beth. He admitted he thought Beth was smokin' hot. She had a killer body and was just gorgeous, always was friendly, and liked flirting with him when they were together. I asked him if he' ever had the chance would he consider having sex with her? He looked a bit concerned by my question but answered yes, he wouldn't hesitate to take advantage of such an opportunity. So I told him that Beth really wanted to have sex with him, and that I was okay with them hooking up. I explained that was my kink watching her get fucked by other men, it really turned me on. Bruce considered it for several minutes then said okay sure, he'd love to fuck Beth. Just give him the details when we're ready to make it happen.
When I got home I told Beth about my conversation with Bruce and what he said. She looked startled and said she couldn't believe I did that. So I asked her if what I did was so wrong and did she still want to go through with it? She excitedly said Oh hell yes she did, and no I wasn't wrong! So we made plans and set a date for Beth's first cock.
The night arrived finding Beth both excited and hot with anticipation. She was dressed to kill showing off her sexy body wearing no underwear. When Bruce knocked on the door I answered it and escorted him into our house. Beth entered the living room and gave Bruce a big hug pressing her chest and pelvis into him and then kissed him on the lips. Bruce kissed her back and he sat down pulling her on to his lap. Nether one of them wasted any time, tongues going everywhere, hands exploring and groping each other, clothes coming off. Soon they were both naked and Beth got a pleasant surprise, Bruce was very well hung. She giggled with delight.
Beth took Bruce's hand and led him to our bed. She pushed him down on the bed and went to work on Bruce's big cock giving him an enthusiastic blow job. After a while Bruce flipped Beth on her back and went to work on her pussy and clit. Beth orgasmed in minutes, fully enjoying Bruce's skilled tongue. I stood in the background watching the show.
Soon Bruce moved into position between Beth's legs. As he rubbed his cock against Beth's open pussy and clit she responded with loud moans and started pressing her pussy against Bruce's cock. As he slid his huge cock into Beth's pussy she had a big climax. As he went deeper he increased his speed and Beth climaxed again. She was enthralled with his big cock pumping her pussy, she was moving her hips and swearing, telling him his cock felt so good. She looked over at me and said she loved how good his big cock felt inside her. She told Bruce to stretch her pussy good, to fuck her hard. She was in sexual ecstasy, a place she'd never been before. Her facial expressions showed pure bliss and the sounds she was making were hot as hell. I never seen her so turned on, she must of had a dozen orgasms, many of which were huge.
They fucked each other hard for a good twenty minutes then Bruce erupted into Beth's pussy, filling her with his cum. This gave Beth another climax. Afterwards he laid on Beth for a minute then rolled off her. He'd destroyed her pussy, it gaped open with his cum dripping out of her. They kissed and he got up to dress while Beth laid there spent. She looked at me and smiled big time. She said, "Your turn!", so I took sloppy seconds and enjoyed it beyond belief. Bruce watched us have sex then commented that watching real sex was so much hotter than any porno ever could be. He understood my enjoyment of watching my wife fuck other men. He said he'd like to do it again and Beth was all for it. So they made plans to hook up again. Then Bruce left.
Beth and I talked about how well things went, and how she wasn't prepared for how much she enjoyed his big cock. It was mind boggling! She thanked me profusely for asking her to do this, the opportunity to experience such awesome sex. She says she'll never be the same again and is looking forward to more big cock sex. So our new lifestyle began.
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By Falcon88
My wife and I have been together for almost 25 years. Through out the years sex has been fantastic. No complaints on either side. We are very faithful and never cheated on each other.
Then one day two years ago we were having a few drinks and watching porn. We watch all kinds of porn. That night we were watching some really good gangbangs. Curiously, I turn to my wife and asked her if she ever thought about swinging and group sex. If it ever crossed her mind. Surprisingly, she looked at me and said she’s been thinking about it for while. So we ended up talking about swinging and group sex for hours. We got online and read stories on experiences about swinging and group sex. The pros and cons. It turned me on taking about it but at the same time I got a crazy feeling in my stomach. Nerves I guess.
So to make a very long story short we ended up having an open marriage and took up swinging. We both decided to have (safe) sex with other people until we felt comfortable on having our first group sex. All this took very long planning and preparing, especially mentally.
Finally last November we planned out her first group sex. We carefully selected three familiar friends to join in the fun. Of course they decided to do it and agreed on our rules.
So, it finally happened that November night. I really enjoyed watching my wife get screwed by more than one man. She had the time of her life. She had multiple orgasms one after another. The crazy feeling never left my stomach but I really enjoyed watching though. After the guys left we kicked back and talked about our experience. Then we go back about agreeing on what we’re doing and never to do it without the other knowing. We keep an oath of trust. Every time we have a date with someone we let each other know. It’s always planned out days in advance so it will never interfere with our personal lives. We have a great understanding.
Since last November she’s been involved in several group sex averaging 3-4 guys each time. Of course I joined in most of the time. Lots of lube is needed. But now she wants to go a little further. She wants to do a gangbang of 6-8 guys. Seriously.
Lately she’s been playing with large toys to get her vagina ready. She wants to try double-vaginal penetration. I’ve been preparing her by inserting a dildo in her while I’m inside. Very carefully with lots of lube. We practice every time we have sex. She even carefully inserts a large thick toy in her vagina while watching a movie and keeps it in there. Yes, our sexual curiosities has increased tremendously. My wife wants to explore even more and I’m all in.
Well the day we both have been looking forward too occurred this past weekend. We managed to round up 7 guys for an all night gangbang. It involved a lot of planning and phone calls. We’ve noticed that guys will be all in at first then drop out later. But eventually we got things going. That night when everyone arrived she was kinda nervous but excited to have that many cocks at once. Most of all, she finally had double penetration in her vagina from two guys for the first time. The strange thing I seemed more nervous than her. Lol But she absolutely enjoyed it as much as I enjoyed watching her. She came hard many times. She doesn’t like anal so that wasn’t attempted.
So after joining in all the fun and after almost two hours of great sex we had the grand finale. My sexy wife knelt down and we all gave her an awesome bukkake. Her face was drenched with cum. It was one heck of a hot night. After everyone left we took a long shower and stayed up almost all night talking about it. We were both so turned on that we were already making plans for the next one. But we are gonna take a break for about three weeks. It’s just going to be me and her for now.
Yesterday she mentioned about having a messy cum sex in the near future after watching a great creampie movie. I was like, a messy cum sex? She asked me what I would think about her having a messy gooey bukkake and creampie night. Having about 4 guys cum all over her face while 4 guys cum inside her. Then rubbing the cum all over her breasts. Man, just listening to her drove me crazy. My wife was willing to be explosive. But that would take lots of planning because we are very cautious. My wife cannot get pregnant anymore so that’s really something we don’t have to worry about. It’s about the unprotected sex. We do know many cool friends well enough that we can trust but still we must remain careful. Yet, I’m sure it’s gonna happen very soon.
I’ve been asked if we have taken it too far. If there’s actually any sign of regrets. Some close friends wonder about my wife wanting too much now. Our answer is no because we enjoy it and have a deep understanding and trust. We are responsible adults and are having fun. We first talk about what we’re going to do and have to both agree 100%. Any sign of doubt from either side we will not do it. We are friends with our sex partners but no feelings are involved or ever shared. We have proven that to ourselves already.
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