Our First Real Swinging Orgy

At long last, here is the account we promised to post of my homecoming party/orgy on May 8th. As some of you may recall from an earlier thread (which I'm too lazy to go find), my wife promised to reward me for "going without" for six lonely months overseas with a very special, mind-blowing orgy upon my return. If you've read our other posts, you know that we've never believed in monogamy (or even "tri-gamy" within our threesome). But this was our first real orgy (I am defining orgy as more than a threesome or two couples). This was also the first time we did anything that could really be called "swinging" with strangers we didn't know beforehand.

Kari's idea was make me a Sheik with a harem for one night. She and Anna started lining up a few open-minded girlfriends while I was still in Europe. Kari's younger sister (I'll call her "BeBe") was the first obvious choice, because Kari and I have swapped with her and and her husband previously. Bebe suggested a single girlfriend/lover of hers, who agreed to join us. Let's call her friend "CiCi." The next woman Kari and Anna enlisted into my private fantasy harem was actually the girls' hair stylist. "DeeDee" (Notice a pattern? I hope that helps everyone keep the fake names straight!) is a very longtime friend of both Anna and Kari who is divorced and in her early 50s. Kari had invited her to play with us previously, and she was receptive, but it never went any further. When Kari approached her with the harem idea, she was comfortable with it, even though she and I have only met a few times. Two other ladies were initially interested but later backed out, so the equation looked like is was going to be me and five females: my wife, our lover, my sister-in-law and two other women new to me. There was one catch, however. As the only other married one of the bunch, my sister-in-law Bebe had to let her husband ("Bill") have a say in all this. He had no problem with me fucking his wife...as long as he was there (which I can totally understand). Kari stressed to Bill that she wanted to give me the experience of being the center of attention, the lone cock among a bevy of willing hens. I said I wouldn't mind letting him join in...it might be the perfect opportunity to fulfil my longtime fantasy of doing a double pussy penetration. But I had to admit that the idea of a houseful of pussy all to myself was a great dream, too. In the end, we reached a great compromise: Bebe would come over solo for a few hours, and Bill would show up later in the evening, free to dive in with the rest of us.

We initially planned for our two kids to spend the weekend with Kari's mother, but that fell through. We started looking into a hotel suite until Bebe and Bill offered their house. They said we were welcome to spend the night and crash for as long as we wanted on Sunday. Once we'd agreed, Bill asked if he could invite another couple that he and Bebe had swapped with a couple of times. Since they were now hosting the party, and he was still willing to loan me his wife solo for a few hours, we thought it was the least we could do, even though we were kind of nervous about two total strangers joining us.

We called the girls to make sure they were cool with another girl and two guys.We discovered that DeeDee hadn't realized that we were planning real group sex, that is, the girls having sex openly, in front of (and with!) each other. She just assumed they'd each take turns with me privately, in a bedroom or something. When she found out that two other guys were now going to show up and it was truly going to be an all-out 6F/3M orgy, she expressed some reservations. We said we'd totally understand if she wanted to bow out. She thought about it for a day or two, then called back and said "why the hell not?"

I have to admit that at this point Kari and I were feeling a bit worried, and not fully in control of the situation. We now would be in somebody else's home, with a pair of total strangers on board, along with a single female who SEEMED willing but was more "vanilla" than we had originally assumed. Alarm bells were starting to go off, based mostly on advice I've read on this forum. But since when had I ever followed good advice? I too had to ask myself, "why the hell not?"

DeeDee came to our house that afternoon and the four of us headed over to Bebe's at about 5:30PM. I was introduced to CiCi, whom I'd never met. She gave me a hug and a kiss. She had long, beautiful Irish red hair, and it occured to me that I'd never slept with a redhead. I wondered if her bush was red or dark...or was she shaved? At that moment I realized that even as we were being introduced for the first time, fully clothed, we both already knew that we would both soon be naked, with me pushing my dick deep into her cunt. That just about blew my mind and gave my dick a tingle of anticipation; I guess the idea of fucking strangers is much hotter to me than I've cared to admit. We all ate dinner together and got aquatinted, then Bill to meet his friends while I got busy with the girls.

The icebreaker activity was a little fashion show. The girls set me down facing the stairs and went upstairs to change into their party outfits. Now, I'm constantly buying Kari and Anna lingerie and sexy swimwear, and going though their closets to come up with sexy outfits for them to wear, so I'll admit to having a bit of a (...okay a BIG) fashion fetish. Kari had established a "bottomless" dress code, which meant the girls were encouraged to dress in sexy outfits, but they had to be totally bare, all the way around, from their belly button to below their crotch and ass cheeks. She wanted their outfits to conspicuously showcase their exposed asses and pussies, continuously on display all night long and accessible to me whenever I desired! (Oh GOD, how I love the way that woman thinks!!!) They each made their entrance, coming down the stairs one at a time wearing only a sexy top or bra and some variation of boots/heels/thigh-highs.

Needless to say, by the time the girls were all in the room, dressed(/undressed) as they were, I was eager to shed MY clothes. The girls helped me strip, then Kari brought out a formal jacket for me, complete with tails and a black bow tie. I already had a raging hard-on and Anna knelt down and began licking the head of my dick. DeeDee immediately said something like, "I can't belive I'm watching you do this right in front of me." I realized that she was just standing there, staring at us. I asked Anna stop, using the excuse that otherwise I was not going to last through the evening, Cialis or no Cialis! For a brief moment I was sure that our first-timer was going to get really timid and hide, or freak out and ruin things before we even really got started. But DeeDee went on to say, "This is gonna be the craziest night I have ever had!" She had a big smile on her face as she said it.

I was already on sexual overload, but I was unsure how long it was going to take for the girls to get in the mood...well, everybody got down and dirty pretty quickly. Bebe and CiCi made themselves cocktails, then put on some sexy dance music and started dancing. Kari emptied her goodie bag of lubes, vibes, and dildos onto a pair of sleeping bags that were spread out in the middle of the living room floor. I seriously did have to pace myself, so I grabbed the camera. Not more than 10 minutes later I was shooting video of Bebe and CiCi making out while they danced very dirty: french kissing, sucking on each others' breasts and riding up and down on each others' thighs. Then Anna took DeeDee by the hand and lead her to the couch. Kari joined them and I recorded DeeDee's first lesbian threesome for posterity. I ended up getting a fantastic still picture of DeeDee lying back on the couch with her feet in the air, Kari's head between her thighs and Anna sucking on her nipple. SHe has an expression of simultaneous shock and glee on her face, somewhere between a laugh of disbelief and a scream of pleasure....I guess I needn't have worried. Over the next 3 and 1/2 hours, Bebe and CiCi pretty much stayed a couple and Anna and DeeDee stayed a couple, with my wife Kari joining in with those two when she wasn't soloing or trying to document everything on video. I can proudly boast that I sucked on ten different nipples, licked and fingered five pussies, and fucked all five women bareback.

Five women might not seem like a big deal to some of you who have had hundreds of sex partners, but up to this point I had only fucked 11 different women in my life, and the majority of those were with protection. Five women catering to me sexually without reservation is an experience I probably won't match again in my lifetime. So, as the time approached for Bill and the other couple to arrive, I felt I wanted to make a final attempt to capture it all, to make the very most the opportunity. I asked all five women to stand hip-to-hip, facing an upright piano in their living room. I had them bend over, hold onto the edge of the piano and start fingering themselves. I took the camcorder and first went down the line, shooting a close-up of each one playing with her pussy. They had all been toying and fucking and were slick with cum and lube--just fantastic. Then I put the camera on the tripod and filmed myself entering each one of them, taking eight or ten deep strokes in each pussy before pulling out and immediately entering the next. That experience is probably the ultimate fantasy of every man, whether they admit it or not. No matter what the rest of my life holds, I can not only say I had that, but I got it on video!

As soon as Bill called and said he was on his way with the other couple, Bebe decided she wanted him to see me fucking her as he walked in the door. Bebe had gotten totally naked, so she put her outfit back on (thigh-high hot pink vinyl boots, a sheer pink tube bra and a pink ballcap). I had already cum twice, and said I was not sure if I could perform on cue, but Anna agreed to suck and stroke me to keep me erect until they arrived...my own fluffer! This really was like being a porn star! When Bill's car pulled in the driveway, Bebe grabbed the stair rail so she was in profile to the front door and I started fucking her from behind. When Bill came through the door, Bebe said "Hi Honey, how was your day" as I continued to fuck her. Another memory that is just fucking priceless.

Once the other couple (Let's call them Zach and Zelda) showed up, things immediately got very hot...but then went downhill. Zelda, Zach and Bill had been hanging out at a bar, and they were all pretty well lit. Zelda took off her coat and immediately slipped her dress off her shoulders. She was totally nude underneath. She had a promient tattoo on her torso (I won't go into detail that could identify her). I personally don't find tats very sexy, but Kari does, and immediately went to take a closer look. Zelda bluntly asked her if she wanted to suck her clit, which Kari did. According to Kari, meeting such an exotic woman and immediately from hello to going down on her was somewhat of a mixed bag. She was admittedly very turned on, but kind of frightened at the same time. She kept thinking thoughts like, how many different guys have fucked her? What weird disease could this chick have? Am I going to end up with herpes? She knew that was pretty unlikely, but her surrender to the perceived danger of anonymous sex heightened both her anxiety and her arousal.

Anna had already said she was interested in fulfilling my DVP fantasy, so we hooked up with Bill to make it happen while the others watched. Unfortunately, this is when things started not going so well. We started by working one, then two dildos into her in preparation. Anna and Bill had never fucked before, so when Bill was ready, he sat in a chair and Anna mounted him cowgirl and rode him for a couple of minutes. She switched to a reverse cowgirl and I knelt in front of the chair. It was amazingly hard to coordinate. I ended up putting a cushion from the couch under my knees to get up to the proper level. When we did finally both end up inside her, we couldn't do much. I pretty much had to just keep my hips thrusted forward to stay inside her, and she kind of rocked back and forth on Bill's dick. It felt good to me, but it wasn't anything orgasmic. Anna said she was loving it, but she was in an awkward position that she couldn't maintain for long. Anna is fairly chubby, and Zach said we were having such a hard time because Anna had too much ass in the way. We switched to the floor. Bill laid down and Anna sat down on his dick and leaned back. Zach again couldn't resist saying that Bill was going to be uncomfortable with all that weight on him. I told Zach that his comments about Anna's weight were rude, and he should stop. Zach acted all surprised, saying he liked big asses, and had just been offering sincere advice. We worked at it some in this position, but weren't having any better luck. Zach said three or four times, that Bill should "just stick it up her ass the way you're supposed to do it." After we explained that neither Anna or I had any interest in anal, He suggested that Bill do a "regular" (anal-vaginal) DP with him and Zelda instead. Zach began asking the other women if they liked it in the ass. Kari and DeeDee said no. Bebe said once in a while with Bill. Zach got all melodramatic, saying how much Zelda loved anal and trying too hard to act amazed that none of the others liked it. He was very obviously trying to put pressure on the women and making everybody uncomfortable in the process. Zach and Zelda also both kept calling all the other women "Bitch." I think they thought it was sexy, but nobody else thought so. I decided I didn't like Zach much.

Everything came to a head when Zach knelt down in front of DeeDee while she was lounging on the floor and tried to push her head onto his dick. She ducked her head to one side but didn't say anything. He said, "C'mon, suck my cock, make it hard." Kari immediately intervened and angrily said "She doesn't want to. Leave her alone." Then Zelda got in the act, telling Kari to back off and stop acting like she was in charge. Clearly, things had gone from nasty-sexy to nasty-aggressive. To his credit, Bill stepped in and tried to act as the cooler. Zach said things were cool told Zelda to chill out, but that just made Zelda angrier. When she continued to insult DeeDee and Kari, and now Bill, Bill asked Zach and Zelda to leave. Zach became very apologetic and took Zelda to the car. They were both obviously too drunk to drive, and it was probably irresponsible to let them get in their car, but we were all just too thankful that they were leaving to stop them.

DeeDee said she should go, too. She had ridden with us, so I offered to drive her home, but she said she'd call a cab. She went upstairs to get her clothes. Anna followed her upstairs, and they talked in the bedroom for a long time. The rest of us just kind of sat around and stared at each other. Our hot-hot orgy had suddenly cooled.

It turned out that DeeDee was really hurt by Zelda referring to her as a "tranny," implying that she was masculine-looking. Anna assured her that everybody else thought she was attractive and feminine. Knowing that DeeDee will read this, I've asked her how she would want me to describe her physique. She said "I'm a stout German wench." I would prefer to describe her as muscular, with an enviably flat belly and firm, tangerine-sized tits I find adorable. I'd say she has a toned, tight body that most women her age would die for. But I would not under any circumstances call her appearance masculine or manish. She is an attractive, feminine, mature woman. But Zelda's crass insult had made her very self-conscious at a very vulnerable crossroads in her life.

Anna convinced her to stay, and they came down to rejoin the party. We were frankly all pretty spent anyway, so we just put in some porn and sat around riffing on it, MST3K style, which lightened the mood back up. After that we all crashed, some upstairs and some downstairs.

The next morning we all watched the video from the night before. This got everybody feeling sexy again, so we all decided have a bit more fun before we split up. Bill made his own video of CiCi and his wife sharing a double dong and both of us taking turns titty-fucking Anna.

When we left we took Deedee out to lunch before heading home. She said that despite some anxiety, it was an overwhelmingly positive experience overall, and she has expressed an interest in playing with the three of us again. "DeeDee," (I hope you like your new name!) We love you and hope it's soon!

SO, what conclusions I can offer from my once-in-a-lifetime fantasy fulfillment?

* Pulling your dick out of one wet, willing pussy only to immediately slide it deep into another is an experience every man should get to have at least once.

* I love women. I don't have a "type." Thick, thin, older, younger, tall, short, flat, busty, firm, soft -- tanned, alabaster or freckled -- blonde, brunette, redhead -- there is something arousing about them all.

* Double pussy penetration was an anti-climax (you can take that either way.) Not that I would turn down the chance to try it again.

* Fucking total strangers was a surprisingly big turn-on for both me and my wife, but friends are better and it's not something we're likely to do again soon. I guess we're really not swingers after all.

But most of all, all I have to say is..."why the hell not?" Ha ha!