Fantasy vs Reality: A Reader’s Story

By Kendra Holliday | October 8, 2012

Seriously, guys. You can do better than this.

This is a guest post by Jem. She read my posts last week comparing my fantasy with my reality, and felt to compelled to share her story…

I’m glad Kendra’s reality turned out to be as pleasurable as her fantasy. My experience wasn’t quite as smooth.

One night, my now ex-husband and I were talking about fantasies and the subject of threesomes came up. I was completely honest about it: my fantasy was two guys. He was really open to the idea, which surprised the hell out of me.

As we talked about us with another guy, we quickly got about as horny as we’d ever been. The sex that night was that “my leg’s still quivering, I think you broke me” sort of sex.

The idea grew for a couple of years until I had a very detailed image in my head: All softly-lit, me lying between two guys, the three of us perfectly choreographed. I loved the idea of being pinned between two men, being at their mercy, being used by them. It was a submission fantasy. I’m going to be honest, I didn’t know if I could take two guys inside me at the same time, but I could in my fantasy, yeah?

About two years later, we were on vacation. I was sunbathing by the pool at the hotel. A guy on a business trip chatted me up. I told him I was married. He smiled and went away.

I didn’t mention it to my husband until I saw the guy again a couple of days later in the hotel bar. We went over and I said, “Here’s that husband I mentioned,” and we laughed and found a booth together and had some more drinks.

At some point, I put my hand on the guy’s leg by mistake and my husband told him I’d always had a fantasy about a threesome with two guys. I laughed it off, but it did plant the idea in my mind. The next evening we met up again, and after a drink or two, the other guy suggested we all go to his room. Being escorted back there by two horny guys was definitely the highlight of the evening.

He closed the door behind us, then we all sort of stood around, not sure what to do next.

“I should get a condom,” he said, disappearing off into the bathroom.

“Two,” I pointed out.

While he was gone, my husband and I double checked we were still cool with this. We were.

The other guy came back … wearing nothing at all. Part of me was a little shocked, but it was the jolt I needed. I dragged the guy over to the bed. He got onto his back. I got on the bed and looked back at my husband, who was standing over us.

“You don’t need to ask for my permission,” he said, grinning.

I grasped the other guy’s cock, flicked my tongue over its head, took long licks of the shaft, got quite fascinated by his pubic hair, which was very wiry.

After a while, I asked my husband where the fuck he was and suggested he joined in. My husband got onto the bed, knelt behind me, pulled my skirt up, yanked down the bikini bottoms I was wearing as underwear and rammed himself inside me. I wasn’t quite ready for that. He gave me a dozen very hard thrusts. The other guy was kneading my breasts like they were lumps of dough. Neither of these things were doing it for me.

I stared down at his twitching cock. Both would fit, I realized.

“I want you both inside me,” I said.

I confirmed my husband had a condom on. The other guy said he’d be able to put his on from where he was. I eased up the bed and the other guy’s body, my husband pushing me along. The other guy got his condom on, his cock was now between my breasts. I could feel it radiating heat. I was enjoying the feel of that, was he enjoying it?

Apparently so. He squeezed my breasts around his cock… and he came. Behind me, I could feel my husband about to do the same. I tried slowing him down, but the other guy was squirming beneath me, distracting me and rocking us all about. My husband cried out and came too.

We flopped off each other, disentangled ourselves and lay there. Somewhat to my surprise, both men clearly decided that was it for the evening. The other guy went to the bathroom. My husband was holding his condom in his hand, waiting for an opportunity to dispose of it. The other guy came back dressed. So we got dressed, too.

Then the worst bit … we didn’t know what to do next. Go? Stay? Stay the night? It was all very awkward. We made small talk for a little while, assured each other we’d had a great time, then my husband and I went back to our room. It was only about fifteen minutes since we left the bar, and it wasn’t even 8pm. We decided to have a bath.

“It was OK,” my husband said, “but I felt like a plane waiting for permission to land because the runway was busy.” I told him I was surprised how impractical everything became when you had twelve limbs to deal with and how I wasn’t really able to concentrate.

I call it my two-and-a-halfsome. It was basically very quick, slightly rough sex with my husband while I was staring at another guy’s erection. It wasn’t a disaster or a humiliation or anything, I did have a minute or so of feeling very powerful. It was over quickly, but it was intense while it lasted.

No regrets, at all. But it wasn’t anything like my fantasy.

Comments

Kendra Holliday 2012-10-08 20:17:20

MEN. Selfish is not a good trait for a lover. It’s not all about your penis. If need be, keep your pants on until the women involved get off a few times!

Fools rush in.

This story disappointed me. Readers, do you have a fantasy vs reality story to share? I want to hear the good, bad, and ugly. Maybe we can all learn from others and become better lovers!

Reply

    Matthew 2012-10-08 21:20:40

    MEN, Ms. Holliday??!?! These aren’t “Men”..they are SELFISH LOVERS. They certainly aren’t worthy of a masculine title in my book.
    (See this for reference:
    https://thebeautifulkind.com/the-father-the-son-and-the-wholly-man/)

    There are many issues here. The first of which is communication. Her “hubby” should’ve had a conversation with the other “dud” about what the fantasy was, what pleases her the most, how to get her off, etc.

    The second issue is impossible to avoid in this situation, and most likely led to the lack of communication. That is: Experience. The first time a threesome like this happens, issues are bound to arise. However, there needs to be a clear and mature understanding of how to deal with those issues. Spontaneity can be really awesome, but the for the majority of fantasies to come true, there needs to be planning and a lot of discussion ahead of time.

    The biggest problem here, though, is the “male” portion of the equation. Those two are absolutely pitiful. Here is my advice to any guys trying to make something like this happen:
    Keep your dick in your pants for a while.
    Don’t be so fucking eager.
    and for FUCK’s sake put her pleasure first!!!!
    It’s not always about you, especially an MFM.

    A person’s fantasy should be treated as such….THEIRS. Not yours! Do it right, and there will be plenty of time for your fantasies to come to life as well. In fact, if you find the right partner to fulfill fantasies with, those fantasies will most likely become symbiotic.

    Reply

    Jem 2012-10-09 06:06:23

    Hi, and thanks for posting this.

    I feel the need to defend a husband who’s been my ex for nearly ten years at this point: when it was just the two of us he was extremely attentive. I didn’t keep score, but I’d say normally it was more likely to be me who came first than him. Not quite the most generous lover I’ve had, but I’d definitely recommend him if you get the chance.

    I don’t know what was different. Some kind of macho thing? Just being a bit too over-excited because of what was going on? Thinking that the other guy was covering the foreplay? Just not gauging the pace right? I think it was that he was used to two people, knew the plan.

    I wasn’t great at communicating, either. I had a detailed fantasy in my head, but I didn’t tell him (or other him) about it.

    Like I say, it wasn’t a horrible experience, just a slightly awkward one. I hadn’t thought of it like this, but it was just a ‘first time’, wasn’t it? Bound to be a few surprises and missteps and things ‘they’ haven’t told you about.

    Reply

      Kendra Holliday 2012-10-10 05:29:25

      Hi Jem, I always like when the guest writer comments on the post, so thanks for circling back!

      You’re very kind and understanding to defend your ex. I hope you both learned a lot from it and were able to mutually enjoy many fantasies following this one.

      And I would say sperm competition was the cause of him cumming so quickly.

      Thank you again for sharing and sparking such interesting discussion on the topic!

      Reply

Amy L. 2012-10-08 22:44:44

I, too had the longstanding fantasy of being with two men. Then it happened. I was thrilled, but almost overwhelmed by disbelief. Happily, I was able to keep it together and make it all seem merely a pleasant surprise instead of letting myself become paralyzed by incredulty. I knew that asking multiple times if they were sure would ruin the spontaneity and tip them off to my sexual confidence being less than rock solid at that time.

Anyway, the long and short of it is that it was truly wonderful. Both men were entirely attentive, virtually worshipping me. I luxuriated in the idea of two men seeking to please me. Their admiration of my body and my technique was genuine and did wonders for my self image at that time. It was untellably erotic that they without hesitation did what I asked, to me as well as each other. I have nothing but fond memories and love that it happened to me.

Reply

    Kendra Holliday 2012-10-10 05:30:21

    Beautiful! I’m so happy to hear this. We all deserve a Queen MFM!

    Reply

Jem 2012-10-09 08:49:18

“We can infer from the marital dynamic referred in the set up that she seems to be very passive and submissive.”

Ha!

No. My *fantasy* was to be submissive. You can infer from that it wasn’t the norm. I didn’t call anyone a ‘pig’, I did not and still don’t blame anyone for anything. It was my first threesome so *duh* I was inexperienced at threesomes.

Apart from that, spot on.

Reply

    Jem 2012-10-10 12:34:23

    “I hope you enjoyed it enough to persevere”

    Thanks for replying to my grouchy post! I wouldn’t be averse to another try, but the opportunity never arose with my husband. I think, ideally, my relationship with both guys would have to be fairly casual. I’ve had sexual experiences that have put me off certain things. This wasn’t one of them.

    I do envy Amy L. That was what I thought it would be like!

    Reply

bimotarich 2012-10-09 08:59:31

3 somes are complicated beasts and in my experience at least they often happen somewhat spontaneously… so “enough” communication is probably sometimes lacking… but that said I always try to make sure everyone is comfortable and knows what they are getting into… and that boundaries will be respected. I suppose I will relate the most recent occasion…

My GF and I have often talked about threesomes… and we had had one MFM threesome not long ago… but we were also both interested in a FMF event… and she was also bi Curious and had never really been with another woman. There was one in particular that she was interested in… a long time friend of hers… they had flirted from time to time… even kissed a few times… but not much more… My GF and I talked about the possibility of her joining us some evening… and we sometimes fantasized about her presence when making love… so anyway… one weekend I was away on a business trip… and I knew that my GF was going to see her friend… she asked me if it was OK if her GF stayed the night while I was gone and she even asked if it was OK if they slept together… I told her sure… just as long as she told me stories about it later wink wink… she emailed me the next morning and said that it all went VERY well… and they had a great time… in fact she was still there… and would still be there when I got home… sure enough… I got home in the early evening and both women were there… wearing nothing but T shirts and panties and lounging about… I made them dinner… we chatted it… we snuggled on the couch… we chatted more… my GF suggested that we all play together… she encouraged her friend to kiss me… and her… and to touch me… and of course for me to touch them too… my GF is very proud of her oral skills and was sure her friend was skilled as well… so she started to demonstrate on me… and encouraged her friend to join in when she was ready… she did… and everything was delicious… watching the two of them work my cock and kiss each other from time to time… I lovingly brushed their hair, caressed their bodies and eventually when I was about to come, asked them what we should do… (we were not all fluid friendly yet so it seems wise to warn her it was about to blow – I know I am clean but she did not know that so it only seemed fair). They used their hands and my GF used her mouth… until I came in a long strong orgasm (I hadnt come all weekend)… they wiped me up… and I was prepared to help each of them get off as well… my GF is NOT shy… and stripped down quickly… but her friend while proud of her huge (for a Japanese gal) breasts…and happily exposed them… was very shy about her pussy… she apparently was worried about its odor (though none was discernible and I got VERY close to it LOL)… so we worked her pussy through her panties… using our hands and a small vibe… my GF also used a plug in her pussy and a vibe…. both girls got off and we snuggled for a long while…. I caressed their bodies, kissed them gently and eventually we all got up and had a long cigar smoke on the balcony… we all kissed a bit more… and as the next day was a work day… we eventually decided it was time to call it a night (and her friend had no work cloths so she could not stay the night again)… I made sure to email my GF’s friend the next day… to leave an open invitation for her to join us anytime… for just dinner or for more if she was comfortable (she has come for dinner in the past)… and we chatted a bit online all three of us… just making sure everyone was OK with things… and it seems we were… hopefully it will happen again soon… because I think we all enjoyed it… but distance and schedules conspire to make it hard… I would love to see her friend become a bit more comfortable with her own pussy… I am sure its a beautiful flower… anyway… such is one of my stories… went well enough… my GF didnt seem jealous and she said she would be comfortable with much more… so we shall see… I love my GF and enjoy pleasing her… and I certainly enjoyed our most recent threesome!

Reply

Beth 2012-10-09 10:38:19

I had a fantasy vs reality check with our first FMF threesome. We tried it multiple times with the same woman, ever time it started off great, a little clumsy but really good. But always ended the same way, with her running out of the room crying in the middle of it because she couldn’t take the fact that him and I have been long term partners and she wouldn’t be able to have him all to herself with me completely out of the picture. She was also in denial of her being bisexual because one doesn’t get as turned on by being with a woman as she did and not be bisexual. I think the moral of all these stories is to just be aware of the type of person you are with and really get to know them before getting intimate.

Reply

fuzzilla 2012-10-09 12:40:09

> A female’s first threesome experience is clumsy and does not live up to her dreams and she is deeply disappointed, a man could have a horrible experience with two women and he is still happy to get laid and will boast and exaggerate to his buddies.<

The crucial difference you're missing in those situations is that the woman didn't get off. The man did. You bet your ass a man would be bitching up a storm if everything wrapped up before he got an orgasm outta the deal (OK, he might lie about it to brag to his friends). It takes longer and is more complicated to get a woman off. I think Matthew's suggestions are not just a nod to chivalry but simple biology.

I do agree, though, that she could've spoken up and been like "yeah, um, my turn…." or "you're not done yet, cowboys." Hindsight is 20/20 and she probably felt awkward because she didn't know Vacation Guy well. But you're right, she could've taken more responsibility for getting what she wanted out of it (although should you have to ask, really?).

Reply

    Jem 2012-10-10 12:43:33

    “I do agree, though, that she could’ve spoken up and been like “yeah, um, my turn….” or “you’re not done yet, cowboys.” Hindsight is 20/20 and she probably felt awkward because she didn’t know Vacation Guy well.”

    I didn’t speak up, but we’d just sort of ended up in the room knowing we were going to do it. We didn’t go ‘how about a threesome?’. And afterwards it was really awkward. I don’t know if it was two guys a little ashamed that they’d not lasted, or just the spell breaking or whatever. When it’s me and a guy? No, they stay until I’m done. Me and two guys? I don’t know. Perhaps I felt outnumbered.

    Reply

drfeugene 2012-10-10 19:24:26

I have participated in several MFM’s, as the third party. It’s fun, but first times are awkward. I was fascinated by how (good) a dick felt in my mouth, though. But it is hard to suss out the couple’s dynamic and not push any of their buttons.

The first button I pushed, one time, was wanting to blindfold this couple and undress them and do things to them with my mouth. Well, this triggered something with the woman, so that did not happen.

But licking the husband’s come out of the wife was a highlight, and she “helped” right at the end and had the most intense orgasm that I have ever seen anyone have, so on that count I considered the mission accomplished.

Reply

    Jem 2012-10-11 05:33:28

    “I was fascinated by how (good) a dick felt in my mouth, though.”

    As long as it’s been washed recently!

    Yeah. Neither my fantasy or my reality had any man-on-man action. I don’t know that I’d really have wanted to see my husband giving a blowjob. Who knows, I might have enjoyed it if it happened. I don’t think either guy was particularly worried about that – I half-expected flinching and shyness from hubby with another guy, but there was absolutely none of that.

    It’s been interesting reading the comments. My (attempted) threesome is not something I’ve dwelt on. I think it’s like … well, sex. Before you’ve had it, you’ve seen it on TV or whatever, and it’s always very clean and beautifully-lit and choreographed. Whereas actual sex is wonderful because it’s so grunty and messy and you’re not watching, you’re right there feeling everything. My fantasy threesome … I always pictured myself, I was *watching* myself have two guys, I wasn’t imagining what it would be like to be there. I think that was the problem. It was a fantasy, it wasn’t a plan.

    Reply

      drfeugene 2012-10-11 08:13:09

      Well the bi angle was explicitly part of the agenda, going in. In fact, the guy and I exchanged more excited emails about it, prior. He wanted to be inside his wife with a guy inside HIM. We never quite got to that, out of clumsiness.

      But there was stuff going on for them, and at one point she just needed to take him aside and make love to him, in a very concentrated way, while I was on the other bed sorta idly playing.

      You are right, though, afterwards, one wonders what the big deal was. . .

      Reply

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