Threesomes: For Couples Who Want to Know More

by Speiser, Lainie

  As Cynthia was asking questions about credit cards and so forth, she noticed how much his girlfriend, a slim and pretty brunette in her early twenties, kept smiling at her and laughing at all her jokes. She also noticed how much the boyfriend, a fit, dark-haired man in his late twenties, was being very hospitable to her, making sure her wine glass was filled and lighting her cigarettes.

  They complimented Cynthia several times during the evening, and she readily returned those compliments. She especially liked it when they told her how young she looked for her age and how they were curious about her the moment she ushered them to their table.

  “What can I tell you, if there’s anything I like, it’s compliments and cunnilingus,” Cynthia jokes. “So why would I turn down either?” As the lounge was closing down, the young couple told Cynthia that they had booked a room at the W Hotel that night and would she care to join them for a nightcap in their room? The nightcap turned into another bottle of wine and several hours of ecstasy.

  Cynthia does not consider herself to be bisexual by any means. For her it was about having two very sweet and attractive people fawning all over her. “I thought he was a hot guy. I was curious to see his body, and I wondered if he had a big cock, which he did, by the way. But I didn’t initiate anything with him without her say-so, and it wasn’t with words, just by following them and watching carefully.”

  Back in the hotel room, the boyfriend asked Cynthia if she thought his lady had a nice body, to which she said yes and offered that he did, too. She started teasing him and telling him he was built like a Chippendale’s dancer and, along with his girlfriend, started egging him to do a strip tease, which eventually led to his girlfriend doing one, too, as a sort of tit for tat.

  “I was entertaining both of them because I knew in turn they would entertain me where it counted,” Cynthia says. “I knew they were kind of waiting for me to make the first move, so I just kind of walked up to them and started touching their chests both at the same time.”

  And that seemed to be all she needed to do. The three of them began to fondle and kiss each other, then the couple stopped and the girlfriend giggled and said it wasn’t fair that Cynthia was still fully dressed when they were not, which made Cynthia dare them both to undress her.

  “It was so much fun. It was hot and very mutually satisfying. I didn’t fuck her boyfriend, but I did suck his cock while she was touching me all over. I don’t think she had much experience with girls, which was fine because really neither have I, so it was kind of nice that we were both experimenting and playing around. I told him he should fuck his girlfriend with my spit all over his cock and that really made them both crazy. They liked that so they did that while I was shoving my tits in her face and she sucked them while her boyfriend was fucking her, and I got off fingering myself while she was doing that. All around it was very, very good.”

  After the couple finished having sex, they had Cynthia lay down on the bed between them and decided to reward her for good behavior. Although again, the boyfriend did not have intercourse with her, they both touched her all over, licked her breasts, and the boyfriend guided his girlfriend’s finger into Cynthia’s very wet pussy.

  “It was sweet actually. She didn’t really know what to do, and he was all, ‘Baby look at her sweet pussy. Don’t you want to touch it? Let me show you how to get her off.’ He actually didn’t need to show her—she figured it out quickly, I mean she plays with her own pussy right? I moved his hand away because he was actually not doing as good a job as she could do on her own. I came really hard on her, and she was proud of herself.”

  Being the one to walk away makes it easier for everyone, though some couples might very well invite you to cuddle and spend the night.

  Know When To Say Good Night

  Being the one to walk away makes it easier for everyone, though some couples might very well invite you to cuddle and spend the night. If you’re really tired, I don’t seem the harm in it, but there’s always the potential for an awkward morning after, even with the best of couples.

  Sleeping on the couch is another option, but you never know what can happen when a man has an early morning hard-on trip to the bathroom. He may get some ideas about giving you a try solo, and even if you might be into that as well, it’s just bad form and she will notice her man has been gone for an extended period of time and investigate his whereabouts. Do you really want to risk that ugliness? Of course not, so yes, definitely leave while everyone is feeling good and happy and sleepy.

  Give the couple their time alone. Chances are they’ll even screw like crazy once you’ve left, or fall asleep spooning and then wake up and screw like crazy. You got what you wanted, they got what they wanted, and who knows, and they could call on you for a repeat performance, though I wouldn’t count on that.

  6

  Enough Woman for TWO MEN

  It’s not the most usual of scenarios, but there is that alpha female who would love to go at it with two men she doesn’t know.

  The heterosexual’s heterosexual who wants to be extra bad by dominating two men or getting two men so turned on and desperate to have her that they are willing to get naked and risk crossing swords for her.

  If this is your thing, don’t wait around for two men to make it happen with you. Most men wouldn’t dare. But two men could approach you because one guy thinks you’re fine and his friend is just being the wing-man. Two men talking to you and giving you a lot of attention is fantastic, and if you’re a strong, capable woman with a big libido and an adventurous nature, you can get things going, even if it wasn’t their intention at all.

  Having such a three-way takes a lot more time, and caution. It’s a great fantasy to be picked up by two men, but in real life you want to make sure that they are two men who are going to treat you right and not act like this is some gonzo gang-bang film in which they can rough you up and jizz all over your hair and face. This scenario may sound appealing too, but with that much testosterone on your hands, there’s a lot more room for things to go wrong. Men stick together, and if one says he doesn’t want to use a condom, the other won’t either.

  Choose wisely. One guy may want to do this to get into your pants, while the other feels really uncomfortable but will buckle under the peer pressure of his buddy. A lot of men do not feel comfortable having sex with the same woman at once, so one could have problems keeping or even getting it up, while the other could have a hard time coming because he thinks his buddy is looking at him too much.

  The best thing to do is to engage in this folly with two men who are friends with each other and whom you know. If you know them well, you know they will not do you any kind of bodily harm, and if you know them as good buddies who are open-minded and easy going when having a good time, then having your way with them both is very do-able. For the best safety, I’d recommend doing this at a party or hanging out with a large group of friends at a bar—friends bring other friends to both of these places so it’s likely that everyone at the junction will be cool and normal.

  It’s a great fantasy to be picked up by two men, but in real life you want to make sure that they are two men who are going to treat you right.

  Choose two nice, fun guys that you know who are friends and have both had their time lightly engaging in flirtation with you. They could be both doing a task at a party together like playing DJ or taking turns bartending. Hang around them and be a flirty buddy. Help them out or tell them what kind of music you’d be into hearing. Talk to them both and have an open, easy body language that says you’re feeling good and up for anything. They’ll be receptive to you, especially if they don’t have their eyes on anyone particular at the party. If you hang in more bohemian, artsy, or even hippie-type circles, this can happen with greater ease and safety than if you’re hanging in a more jock or aggressive male environment.

  When they see you’re hanging out for an extended period of time, they’ll start to get ideas, or at least wonder which of them you’re trying to get.
If you see that eye exchange between the two of them, this is a good time to excuse yourself to get a drink for both of them or to use the bathroom and let them know not to go anywhere. Tell them, “You’re my two favorite guys—I’ll be right back.” Give them time to talk for a brief moment. They’re both into you, they’re both horny, they’re going to say, “Dude, I don’t know what’s going on here, but let’s find out.”

  Hitting Your Target

  After some time talking to your two studs, ask them whether they want to go pick up some beer or a bottle of something and go to your place to hang out. Again, your place, your rules, you’re in control. If they exchange confused glances, get more to the point by grabbing both their hands and saying you’d love it if BOTH of them came over to hang out. They’ll say yes right away.

  Before you leave for home, pull aside the one you feel more verbal with and ask whether he’s ever shared a girl with his buddy. Watch his reaction and laugh. His answer may be a stammering no, or a yes but not with him, or he may ask you bluntly whether you are serious. Smile and say you’d like to play with both of them, that you think they’re both cute and you’d like to have them both. But safely. Tell him you’ve got condoms and that you’re going to be the leader in this. And when you say stop, it stops. Then disappear to freshen up or get your coat while he tells his friend what’s on your mind.

  If one starts to panic with a stupid excuse about having to get up early, don’t be surprised. Then it’s up to you to decide whether you want just the one—but that wasn’t the point of the evening, was it? Smile and say, okay another time, and go home by yourself. But chances are they will both be curious and horny enough to be game for what you have to offer.

  Once you all arrive at your place, tell them to make themselves at home while you get more comfortable. Let them get situated in your living room with food, drink, music, or TV while you go into your room and change. This is not the time to get into your Victoria’s Secret stash; put on something sexy and sporty, something that you can reach into or pull off easily—a pair of booty shorts and a tank, some cute low-slung yoga pants and a tight T-shirt (no bra). Even a soft robe over your bra and panties is fine. This will clear away any questions still rolling through their heads about whether you really are ready for this.

  Dim the lights and sit between them. You’ll probably be drinking or grooving to music, or even channel surfing late-night cable. You’re all friends, and you want that feeling to keep going without the vibe getting too weird and uncomfortable. Don’t wait too long either or all of you may lose your nerve.

  Making the First Move

  While you’re all sitting on the couch, one of the guys could start rubbing your neck or playing with your hair. This is your cue to put your arm around the other guy or play with his hair. Set the precedence that it’s all three of you doing this, not one guy doing and one guy watching, which could happen easily if you don’t keep on top of things.

  Lean against one guy while pulling the other to you to stay in close contact. Turn your head to kiss one while you bring the other one to your neck so he can kiss you there. Or you can take turns kissing one and then the other, but when you’re kissing one keep touching the other so he doesn’t get impatient.

  When things get going nicely, get up, sit them together, and let your robe drop to the floor, or just straddle them both. You can do this by putting one knee between each of their legs. That way you can make out with them both easier, and your body is open to both of them to touch and kiss. While you’re kissing one, the other can be fondling your tits or nuzzling them with your shirt still on. Stay in this position for awhile, kiss and nibble one guy’s neck and ears while the other guy squeezes your ass or presses his hand against your crotch. I say keep it this way for awhile to set the tone of what the experience will be like. Also, if you prolong the foreplay, they will approach it as a sensual experience rather than a hard-core one.

  When you’ve done this for a good half hour or more and you’re feeling them both up and kissing them both and they’re doing the same to you, and they’re both hard as rocks, then stand up again and take off the rest of your clothes and tell them to do the same.

  Tip

  What Kind Of Woman Screws Two Men?

  The woman who inspires a ménage à trois is a woman so hot, so inviting, so confident, that she can convince a man be naked with another man just to have a chance to have her. When two men decide to share a woman, the two men are just that into her. The woman isn’t a sex doll to be used and abused and then tossed aside like an empty can a beer. On the contrary, she’s a woman who is so comfortable in her sexuality, so open and ready to play, that she’s almost too intimidating to be handled alone. This is a woman who is so insatiable that a mere “wing man” just won’t be enough in this case—a buddy needs to be brought in to run some sexy interference.

  Handling Two Men

  You don’t have to move the action to the bedroom. The guys are both probably comfortable there with the music and everything centrally located. The bedroom in this case will seem more serious and possibly stranger for everyone. The living room is a casual and neutral place. Also, have some towels and blankets handy. You’re with two men, and it can get sweaty and messy; you don’t want to stain or ruin your couch or carpet.

  Once all three of you are standing and naked and turned on, rub your ass against one and open your arms for the other so you can feel yourself enveloped in both men. When you’re satisfied and turned on with feeling a hard dick on each side of you, sit one on the couch and have the other one get on the carpet with you so he can penetrate you from behind while you suck off his friend. Be open to let them both play and explore your body, and don’t worry about them touching each other—they’ll be more than careful about that. Just let go and enjoy all this man around you.

  If one comes first, he should be the one in charge of licking your pussy. Lay down on the floor on the blankets and towels, and have the men stretch out with you. Encourage both of them to suck your tits, or while one guy does that have the other one finger you or go down on you. Call the shots out loud—it’s your show, don’t be afraid to be bold, and in this case, bold is better. That way, they have a task to do and will focus less on being around each other sexually.

  Another option is to have one guy go down on you while the other one squats over you so you can suck his cock. Or sit on his friend’s face while you suck his cock, making your own daisy chain. In this case, you probably won’t all come at the same time, and if one wants to pull out and jerk off on you, that should be alright. As long as there’s a feeling of camaraderie and respect in the room, everything should be fine. Keep the flow mellow, slow, and sensual, and your two men will follow your lead.

  Tip

  Keep It Together

  The best positions are the ones when all three people are working at the same time and moving at the same pace. And if you’re really lucky and you’re all on the same track, you may even achieve a three-way orgasm. It doesn’t happen very often, or probably as often as it happens one-on-one, but it is very possible and certainly something to shoot for. It’s all a matter of playing around with each other and seeing what positions make one squeal more than others. It can be a matter of just lying around and slowly playing and experimenting—touching each other, licking each other, probing and roaming your hands, with lips and tongue everywhere. In the haze of this sensual medley, you will no doubt find your pace and timing and it will all click into place, three pieces of a very lush and sexual puzzle.

  True Story: Sam and Three-Way Love at First Sight

  Sam is a happily married camera man in is late twenties, a pleasant-looking bear of a guy who laughs easily and enjoys sports, beer, Jessica Simpson, Quentin Tarantino movies, and occasionally sharing his beautiful wife Lisa—though the first time it happened she wasn’t his wife, but a fellow college student whom he was friendly with but never had the nerve to make a move on.

  Sam was inexperienced and shy�
�not a virgin, but nowhere near the George Clooney/Casanova type either—and one of the reasons he was so attracted to Lisa was because she a laid-back hippie who was game for any opportunity that came her way. A rather boring Saturday night in an Upstate New York bar inspired Sam, his friend Steve, and Lisa to take their friendship to another level—one that proved to be more than they bargained for.

  “We were on our way to the crappy bar that was within walking distance to our dorm when Steve and I ran into Lisa,” recalls Steve. “She told us she was supposed to go to this party, but her plans fell through. Lisa said she was bored and asked us where we were going and if she could tag along.”

  Sam and Steve were happy to have more company, and Lisa was sure to make beer banter more fun and interesting, so the trio headed to the bar. Over cheap pitchers and cigarettes, Sam snuck peeks at Lisa’s tight T-shirt, and the conversation got looser, falling onto the subject of sex, and more specifically, porn. Lisa knew that Sam and Steve had quite a collection and teased them about sharing their smut movies.