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  1. #1

    Question Most standout event/fantasy fulfilled during your time in the lifestyle?

    What's the event or moment that stands out in your memory the most while swinging- or, the most exciting fantasy that you got to see fulfilled?

    For me (Mr. T), it was getting to watch Mrs. C share a double ended dildo with another lovely woman and listening to the both of them orgasm at the same time- several times, in fact.


  2. #2
    Swingers Board Guide SW_PA_Couple's Avatar
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    SW_PA_COUPLE

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Definitely the first occasion of having two women in the same bed giving me their attention. All the more memorable owing to the fact that the activity was sufficiently vigorous to collapse the bed frame. The people downstairs heard the crash and come upstairs to investigate. They found the three of us laughing so hard, we were almost splitting our guts.

  3. #3

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Occassion 1: A new friend,Mark, had entered me and I had fully arched my back. Then Alex moved to my head and as I swallowed his cock he massaged my breasts. They began getting into almost a seesaw rhythm entering and retracting from both ends of me in a see-saw like rhythm. Realizing that just gave me orgasm after orgasm as I truly realized how incredible the sex was.Then they both came nearly at the same moment, Mark cumming in my pussy as Alex came in my mouth and I gulped it all down. If I get a couple of 'likes' I'll keep positing 'occasions '. Sandra

  4. #4

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Occassion Two: This is our second swing experience. It was with a couple referred to us. They had us at their home for dinner. After dinner, during which she flirted splendidly and shamelessly with us, we went to the living room. Our husbands on the couch. Despite the fact I had never been with a woman before,which she knew, she undressed me in the center of the room, kissing, massaging and stroking my skin the whole time. Once naked, she kissed my mouth and I was completely turned on and totally hers. With her standing, I slowly kissed down her body, ending up on my knees before her and started licking her pussy like I had done it all my life. Her words are still with me; once I started lapping up her pussy and her fingers swept throughout my hair. "There you go. Good girl."

    If I get a couple of 'likes' I'll keep positing 'occasions '. Sandra

  5. #5

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Occassion Three: It's in the stories section. I wanted to simply meet a guy and fuck. A swing friend susan, lined me up with this guy Michael. Hey new what I wanted and our only previous communication before laying eyes on each other were two texts.The first on where and when to meet: a suite at the Monaco Hotel and second text was the room number once he arrived in the lobby. Wishing moments he had met me, stripped me, been two fingers deep into my g-spot, finally kissed me, then carried me to the bed...

    Michael lifts me into the air. Walks over to the bed and gently places me onto it. I’m now naked , so is he, and I’m on all fours. I so know what I’m here for. He takes my hips and enters me from behind and it’s been the most amazing few minutes from hello to fucking that I’ve ever had.

    He starts by pushing into me slowly and as deep as he can go. We both arch our backs to get all we can from each other. A nice slow fucking. I reach between my legs and start rubbing my clit and the orgasm comes immediately all over me. He then leans over me, staring to pump faster. He reaches underneath my body and massages my breasts and is going just as deep as before but with increasing speed. He sits up and pulls my ass to him and grips me firmly.

    I’m yelling,”Fuck me!” over and over and he’s loving it. We finally, in one motion, break away and I’m tossed onto my back and we immediately go to the missionary position and I’m kissing him deeply and hard with my legs around him, I cry out,”Cum! Cum! Cum!” and he surges forward cumming inside me. My pussy will barely let him go as he holds me warmly and we kiss. (This was just round one)

    If I get a couple of 'likes' I'll keep positing 'occasions '. Sandra

  6. #6

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Wow! I mean wow! That's so hot! I hope we have experiences like this in the future. Keep posting!

  7. #7

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    I would have to say our first MFM which was our first real swing experience. Not because it was hotter or greater than the ones that followed but it was as if the MFM was permission to release my inner slut, and by god, she’s refused to go away so, at least to hubby, to me, life has become a whole new sexual adventure and, at least to hubby, each time is hotter than the last. To my first hubby, I was arm candy, be seen and not heard, look great, but don’t flirt, sit and be a good wife while he was the life of the party. Now, I can be the life of the party if I like.

  8. #8

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Events that stand out most in my memory...

    The time, at the club, when a guy had my wife bent over a foot rest/ottoman and thrust into her so hard both the ottoman and the wife basically went flying across the room. We promptly decided to relocate to an actual bed... and four or five guys from the audience followed, and eventually joined in.

    The time, also at the club, when I was watching my wife in a threesome with two guys and another guy, sitting next to me, said how beautiful she was and how he wished he could have a chance with someone like her. I encouraged him to ask her, once one of her play partners finished, and sure enough he got his wish.

    Finally, my first time with the young lady who was my friend-with-benefits for about a year. Seeing a strong, smart, kind of sarcastic young lady suddenly look shy and hesitant as we kissed for the first time... just wow. Given how that whole thing ended, that one's bitter sweet but I don't regret it.

  9. #9

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Occasion Four. Realizing age does not matter as much as I thought. We were at a house party. I'm 23 and I end up in a conversation with a 50 year old man. Nicely turned out, as they say. Before then, I wouldn't have entertained such an age difference. Yet, the longer we talked the more interesting he became and I truly started to want to have sex with him. The conversation was ending and he thanked me for the chat , yet understood I was 'out of his league'. I replied,"Shouldn't I be the one that decides that ?" The sex, after what little I was wearing came off me, was absolutely amazing. He sure knew how to run his hands over me so I could barely wait to be fucked. it was thrilling how the intensity went from sensual to raw and back again. I gave almost as good as I got, yet make no mistake, I was all his. He truly knew how to fuck a girl appreciatively. It was like I was a privilege to him regardless of the intensity. A true sexual gentlemen if you will, giving me exactly what I needed. In fact, Alex, my husband, could see us having sex and at first was concerned because of his age, yet as he put it,"Once I saw what a great time you were having, I knew it was all good."

    If I get a couple of 'likes' I'll keep positing 'occasions '. Sandra (It's starting to dawn on me I've been really fortunate with my sexual partners)

    PS--Eighteen months later we ran into each other at a bookstore and I texted Alex. He said he couldn't leave work, just get a hotel and rock his world. He rocked mine. We were lustful pro's for each other for six hours.


  10. #10

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    We've only had a total of four play sessions with the same couple, but our first full swap was very vivid. Mrs. E bent over one side of the bed and Mrs. E's friend bent over my side, both getting it from behind. I'm not sure who Mrs. E made more eye contact with, me or her friend while her friend's husband fucked her, but it was one of those dazed "desperate for cock" looks that I really prized.

  11. #11

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    My most memorable moment didn't even involve sex. We were having a custom home built. The builder I'd selected was about our age and my wife thought he was good looking. His wife was a complete knockout. We became more than clients and had become pretty good friends during the months the house was being built.

    One evening we were at their home. During conversation something was said about something and a certain man's name was mentioned. This was a man that my wife and I had swinging experiences with and we, instantly, knew that if they knew him too then we shared something special with them.

    There was a moment of silence as all four of us knew what had been revealed, then there were big grins all around. That sure expanded the friendship.

  12. #12

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Everytime Ms Dive has brought one of her friends home to "play in the pool", it is a fantasy fulfilled. She definitely knows who is gonna turn me on. Have we been together too long? Nah, just getting started.........
    Just because we have to grow old does NOT mean we have to grow up!

  13. #13

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Without a doubt, the first time I watched my husband have sex with another woman.

  14. #14

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Her first time with another man in front of me since we were married couldn't have been more perfect. She was so shy and nervous it was like watching a virgin. She kept her eyes closed from the moment she was naked and laying on her back on the bed waiting for him.

    As he began to press his cock into her her mouth and eyes opened wide to look at him and down at his cock as he pushed into her.

  15. #15

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Occasion Five: Realizing I could push past a boundary in moments of lust: We were playing with a couple we knew well and we were playing separate room and bareback. His name is Ed and I truly adore him sexually. We had lined this night up a couple of weeks ago and he told me how he hasn't ejaculated since we made the date. Kinda sweet actually. Separate play with Ed is always an adventure because we really work each other over almost trying to impress each other. I'm riding his cock. He's thrashing up into me and I'm riding him like I'm at the Derby. I can sense he's about to cum and I throw myself partly backwards arching my back and at that moment his cock slip out of me. You guessed, come goes up and everywhere upon me. Breasts, face, stomach, thighs, hair...everywhere. Poor ed felt embarrassed and I knew what I had to do, I purred and spread it all over me. He smiled because he knew that it would be exactly the thing i would do to let him know everything was just fine. Which it was. I could make him cum again later. After a few minutes I explain I'm going to get cleaned up and use the bathroom down the hall.

    I enter the bathroom and there's my husband Alex freshening up a bit too. He's just fucked Susan into next week. I can tell . We smile at each other, we're both naked and after a moment he stops and looks at me. My skin is glistening with the dried cum that I'd spread all over myself. "What in the world are you covered in ?" he asks. I give him a a tilted head with raised eyebrow look that says,"What do you think it is ?" Upon realizing this I could see in his eyes his conscious thought had shifted to lust and I was so ready for that. He rotates me around , so I'm facing the mirror and sink, with him standing behind me. I smile knowing what's going to happen , yet wanted this to be more and crazier. "Don't question what I'm about to say. Buttfuck me." I'd never done it before and had always been adamant that it wasn't for me. Yet, in this moment, I was purely lustful and I wanted to be taken like this. It simply popped into my mind to do it and I was. Alex took some lube from the counter and without any trepidation, gently entered my ass and I turned my head and we kissed as my ass had cock in it for the first time. Afterwards, he told me how much he loved me and it was great and unexpected. He went back to Susan and I got my shower and went back to Ed.

    I get back and jump into bed, freshly showered; complete with gently wet hair, which is a look Ed loves on me. I'm laying face down and he strokes my back. We're in the master bedroom , so he's freshly showered too. I feel so warm from being freshly fucked by my sex partner and my husband. I turn my head to one side and say,""Don't question what I'm about to say...."

    If I get a couple of 'likes' I'll keep positing 'occasions '. Sandra

  16. #16

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Great story

  17. #17

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Careful Mark, there's a fine line between chatting about fun and lustful sex and becoming a bit boorish. I know you mean the very best, but sometimes we may not realize it.


  18. #18

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    This may be too focused but wth. As a bisexual with a strong oral fixation, the high point of my sexual life was licking a pussy being fucked.

  19. #19

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    There's not much better than that! The combined flavors after they cum is pretty darn tasty!

  20. #20

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Occasion 6: Sandra here: When I knew I could pick up a girl. I go to Joie De Vine to meet up with a galpal, who unfortunately 'bails' at the last minute. I decide despite the place being more for girls in groups I'm going up to the bar and see what little ole 'bird of prey' me can find. A cloth, jade green dress, perfectly tailored, pleats to the knee and matching shoes of the same fabric as the dress. Couture stockings with white lace gloves made form silk and my mind wanders back to my single days. I hear the words,"Hi , I'm Kate." My eyes slowly move to my left and see a total fem-lez,with shoulder length and a french styled body in leather pants that's she's totally rockin' in a pair of heels. Kate has more to say," What am I going to do with you ?" I reply,"Help me have a girl all to myself tonight." We test the water immediately with a gentle kiss. I tell Kate as we nuzzle a bit and my fingers run up her neck, that I'm married to a guy, I get to have a girls night once in a while and that we can leave for my hotel suite and I'm all hers.

    We get to the suite and I insist that I get to undress her. She's exquisite and we kiss the entire time she loses her clothes to the hotel room floor. Then it's my turn and she does not disappoint. Her tongue moving over my lips and all the right places until she's tongue deep in my pussy. I'm arching my back and her tongue laps my up at various rates of speed making me writhe forever. We go back to making out, god she can kiss. We're on the bed kneeling in front of each other and I have two fingers curled up into her pussy. We kiss deeply and I find her g-spot and from the way she came, she liked it. She's gasping for air and I plunge my hand further up her pussy and with my hand I stroke her asshole . She ends up on her back as I keep working bother her holes while any tongue is on her mouth. One time she orgasms so hard her body goes limp. She actually scared me because she went unconscious for a moment. We ultimately end up snuggling , her playing with my breasts in the softest way and making me want her more.

    Around two in the morning we both acknowledge we need to go. I kiss her goodbye in the lobby and say,"Hi, I'm Sandra."

  21. #21
    Don't Forget to Smile!! kikonkrome's Avatar
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    kikonkrome

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    This is a pretty fun thread!!

    This past New Years Kiko and I were at Couple's Choice here in Chicago. Typically New Years is fun but not a lot of play, people get pretty drunk. Anyhow clock strikes 12 and we figure nothing was going to happen. I go to the bathroom and on my way back notice a couple is playing in the bondage room with the doors open, so people can watch. I run over and give Kiko the heads ups.

    We go over to the viewing area/ door and start watching this naked red head getting whipped with a belt while she was strapped to the wall.

    I suggest a blindfold, which she eagerly agrees to. So myself and her partner blindfold her( not even sure what article of clothing we used). Then I suggest he mix in something soft with the belt. We use my shirt with he and my wife using the belt and me driving her wild with the shirt. So at this point a bit of a crowd has gathered. So now the girls ( there were like four including the red head and Kiko ) are taking turns spanking each other bottoms while I gave them the soft sensation of my shirt!!

    So now the guy in the couple that originally has the room kicks everybody out and asks us to stay. Kiko and I agree, he begins to introduce himself and the red head yells...'No, no names', that I remember DISTINCTLY. In fact Kiko and I still joke about it.

    So the red head demands to be locked up again and spanked harder. So until this time I hadn't really spanked anyone, but since she wanted to be spanked harder, everyone looked at me. It's not really my thing, the soft part earlier is definitely, but hey she was a hot naked red head demanding me to spank her.

    Anyhow my wife, Kiko and the other guy start entertaining themselves on the one side of the big bed in the room, the red head and I, after a good spanking did likewise on the other side.

    and 'no names'...great night.
    'Don't Dream It, Be It' - Rocky Horror Picture Show

  22. #22

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Occasion 7: Sandra here/The ability to have very anonymous sex: First, this was a special invitation only house party. Everyone was vetted, etc. No surprises at all. The host simply said, Yes means Yes and No means no and please say Yes as often as you can. Alex and I just had a threesome with a nifty woman. I wasn't exhausted, but I was completely happy, content and filled with endorphins from orgasms and how great my husband and this woman had worked me over. Alex and her slip away, completely cool with that. A man walks over, sees my high level of bliss as I'm cuddled up on the couch. Lifts me up, I put my arms around his neck. He carries me to a bedroom and enters me and pumps me to my next orgasm. Never saw him again.

    As always,if I get a couple of 'likes' I'll keep positing 'occasions '. Sandra

  23. #23

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    One of my favorite memories is the time that my wife and I had her first full swap with another couple. Up until a certain point in that night, we had to been having a soft swap out with the other couple. Lots of wandering hands And oral between both couples. At one point my wife looked up and said "all right now, I don't care whose dick it is but somebody is going to fuck me now! " it was so hot to hear my wife be so blunt and into the experience. I promptly obliged and began to slide inside her briefly. I then watched another man have fun with my wife for the first time :-)

  24. #24

    Default Re: Most standout event/fantasy fulfilled during your time in the lifestyle?

    Occassion 8: Getting someone to 'cave' . I was having a threesome with a married couple. In this case the wife persuaded her husband to try it. He was very unsure and things were conflicting with his religious point of view. The wife and I were standing in front and back of him and I was stroking his cock. He was giving the 'God' argument on whether It would want him to be doing this. I replied,"With billions of galaxies, do you think God cares who you fuck, especially with your wife's consent ?" With that a 'switch' went off for him. You could feel him move from 'anxious and tense' to 'totally willing'. His wife and I made a sandwich of him, he totally did us both and after he was exhausted and asleep, she and I went at it in their other bedroom until morning. It was such a thrill to make her cum. She later told me that she had kissed girls years ago, but never had sex with this level of intensity. What a nice thing to tell me ! Anyway, we've had a couple of foursomes with them since then and she has totally adored sex with my husband. Nothing like the other wife telling me how great Alex is in bed.

    Thanks for all the 'likes'. As always, I'll keep adding 'occasions''.

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