Threesome Adventures or Misadventures – The Secret Lesbian

Sometimes you make some good choices and sometimes you make some bad choices.  Unfortunately this isn’t a story about a good choice.  Fortunately it gives me something to actually write about.

So it’s Friday morning and Venice and I have cleaned up the house a bit, especially our bedroom.  Since our threesome adventures have started, the room has turned from our sacred place to a scary place after midnight on Fridays.  This Friday in particular, we were going to have a cute girl coming over to hang out with us.  Her face was so adorable and she had a personality that matched.  We had been talking for a few weeks, but never had the chance to meet her face to face until now.  From the multiple pictures she sent us, we could tell she was going to be a cutie.  Venice was so excited.

There were a few problems though, specifically little red flags I noticed when she told stories.  For instance, her personality seemed real tomboyish to me.  She also bragged about having a best friend who was married, but was never satisfied by her husband.  She made sure to let Venice know that she was the one her best friend came to when she needed to get off.   I suggested to Venice that I thought she was just a lesbian pretending to be into both of us to experience her. Venice would laugh at my assumption, but didn’t really say much else.

Friday night came along and Venice and I were outside sipping White Russians and relaxing.  We knew our friend would arrive at our house soon so we were both a bit nervous.   As her car pulled up I looked at Venice and said, “You may as well go hug her first.” She laughed and told me to shush.  She knew I was referring to her being a lesbian, but she paid me no mind.  An older, larger lady got out of her vehicle and I started looking in the passenger side or backseat for our friend.  I didn’t move towards the woman because honestly I had no idea who she was.  I saw her and Venice hug, but I figured Venice was being extra friendly.  I kind of glanced in the vehicle and noticed it was completely empty.  I then looked back at the woman and said, “Oh, you’re Bertha?”  Her name isn’t really Bertha, but for privacy reasons that is her name now.

Bertha looked back at me and said, “Yea, who did you think I was?”

I quickly responded as politely as possible, “I don’t know, someone lost looking for directions?”   As I said that I made a sarcastic face and leaned toward her to give her a hug.  She postured back a bit and gave me a halfway man hug.  I really didn’t want to hug her anyway so I was okay with that.

First of all, she did not look like her pictures in the least.  I’m not naive or anything, we’ve all been around the Internet long enough to know that everyone does the duck face and we all use our best pictures.   However, I don’t see how anyone can take photos that look nothing like themselves at all and use them as a way to introduce themselves to strangers.   I mean, I guess it gets your foot in the door, but it also almost guarantees you will never meet them again.  Regardless, I knew this was going to be a long night.

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Threesome Memoirs – Our Second Experience

Threesome Memoirs: Table of Contents

I do not know if there is a better feeling than sitting around your bedroom with two beautiful women who are ready and willing to turn the lights off and all hop in bed together.  Feeling a bit tipsy off Coke and rum definitely amplifies the moment.

I guess you could say I am a planner.  I think Venice and I discussed the different variables and scenarios that could happen hundreds of times.  I felt like any mistake I made could tarnish her view of me forever, so I needed her to make her boundaries totally clear.  If I penetrate and stick my dick in the other girl, I need to make sure I do not get carried away.  If she says she wants me to pull out and taste the other girl’s pussy on my dick, I need to stop immediately.   Although she said she was excited to see my dick slide inside another woman as she watched, I still felt a bit hesitant because this is a new boundary.  She made it clear she doesn’t really want to see me fuck for a long period of time or keep trying to fuck her like some horny animal who has never seen pussy.  She wants to see certain things, but she doesn’t want to see it in excess.  She also said the same about oral, except with no real time boundaries.  If you’ve seen Venice’s videos or articles on oral sex, she is a true fan of a good blow job. With no real gag reflex, Venice isn’t insecure about another woman giving me oral sex at all.  She actually seemed overly excited about sharing my penis with another woman and fantasizing about sharing her dick during oral sex.

Back to the story…

So we are all a bit tipsy and sitting around the bedroom.  The girl starts off sitting me on one side of the room and Venice on the other.  As she dances and removes her clothing, Venice gets up and starts kissing her.  I get up and leave the room to get another cup of Coke and rum.

Venice commentary: I keep kissing her even as I am unaware that Ryan has left the room. I grab her ass and bite on her lower lip.  “Do you want me to eat your pussy?” I whisper to her. “Mm-hmm,” she answers.  “Oh, yea?” I say as if to question her.  “Mm-hmm,” she says again.  “Tell me then. Tell me you want me to eat your pussy,” I order.  “I want you to eat my pussy,” she repeats after me.  She lifts her sweater over her head and tosses it on the couch. She knows her role as she moves toward the head of the bed. I kiss her, lick her nipples, and move between her legs.

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Threesome Memoirs – Our First Experience

Tonight was the night.  I had a feeling something important was going to happen between Ryan, me, and our third. The first few times she was in our home, we talked, and the most we ever did was kiss. The week prior, I texted to her that the next time we got together, I would be ready; I would ravage her; I wanted to taste her.

I’d been preparing all week for this anticipated night. Down below, I was shaved flawlessly, even got Ryan to inspect for straggling hairs, then used cocoa butter to smooth out my skin.  I made sure my body was entirely fresh and smelling good.

Before she arrived, Ryan and I took a few shots of rum, but it didn’t kick in.  Still sober, I hugged her when she came in and walked with her to the kitchen.  Ansy, I do not remember much of the conversation, but we did talk for a while before moving to our bedroom.  She sat on one of the sofa chairs across from me as I sat on the couch.  “Come sit by me,” I coaxed her. She got up to sit by me. The skirt she was wearing was long and tight. All I could think about was the last time she was here when she wore a short summer dress and sitting on that same sofa chair; I was sitting on the floor eye level to her crotch as she sat Indian-style with the hem of her skirt conveniently pull over her thighs. Back then (two weeks ago) I was nervous to look; I didn’t want to appear perverted.  I did, however, steal a few glances in between as I faked looking around the room. Tonight, I, myself, wore a short spaghetti-strap dress with no bra or panties underneath. I knew I was ready.  I was hoping she was pantiless under her skirt, too.

She moved to the floor and said she wanted to face me when we talked, so I followed and sat across from her, my knees touching hers.  “Can I tell you something?” She nodded her head. “When we first met and I didn’t know you very well yet, I had a lot of boundaries.  But as I got to know you, I started to like you as a person. I began to trust you. Ryan and I trust you. With this trust, my boundaries have been loosened. I used to tell him, ‘If anything ever happens with another woman, I don’t want you touching or feeling her, I don’t even want you to look at her.’  Now, I have this woman here, you, who I trust will respect my wishes and has gained my trust.” I was being sincere and it was such a relief to feel that uncertainly about her being lifted off my shoulders. If anything happened between all of us, I wanted to let her know that she had done right by me and I could concentrate on enjoying my new found sexuality.

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Threesome Memoirs – My First Kiss

Threesome Memoirs: Table of Contents

First KissWhen she arrived at our house, we talked for little bit in the kitchen. I don’t remember what exactly we talked about because I was too busy thinking about the possibility of kissing her for the first time. Kissing any female for the first time for that matter.  We felt out the evening and I knew that tonight was the night I would get my first female kiss.  I asked her if it was all right to get a picture of my big moment.  “Yea, let’s do it!” she answered.   I brought out two pairs of sunglasses for us to use, excited and eager for the moment.  We sat at the edge of the bed and laughed at the thought of the pre-plannedness of it all. We started by posing for a few Facebook type pictures: friendly and nothing I would be ashamed in showing my friends and family.  She then proceeded to get more comfortable by putting her legs across my thighs and posing that way. I put my hand on her calves and tried not to reveal my giddiness as I touched her.  “You smell really good? What do you have on?” I gave her the name of the lotion. Yes, I did put a little on my neck. I remembered all the little hot spots Cosmo taught me about when I was in high school and how just a drop or two of perfumed oil can sizzle under these areas.

“Oh, God, I’m nervous!” I told her and Ryan.

I admit, everything was very methodical and planned, which in a way, took some of the nervousness out of it. She was very patient and comforting.  She knew I was nervous and decided to approach me in a playful way.  She started by saying, “Let’s play patty cake!” Admittedly, I thought this was code for something.  What exactly, I had no idea.  I waited for her to to initiate this “patty cake” game, as she called it.  She sat Indian style on the bed and held her hands out in front of her.  I mirrored the motions, but before I realized that this was indeed the hand clapping game that young children played, I had already looked like a goof.  Fortunately, she forgot the order of the hand claps herself and said, “I have a better idea…do you know how to play ‘Slide’?” Slide? I thought. That’s my specialty!  She took her rings off, none of them a wedding ring, I might add.  I kept my ring on, but turned my diamond sideways so I didn’t hurt her.  Another hand clapping game I grew up playing, it begins by the two players holding their hands out, touching palm to back of hand, and sliding them back to themselves. The game gets progressively faster as you increase the number of times you “slide.”  We got up to round five before stopping and laughing.  It certainly broke the tension for a while, but if her goal was to get me into the perfect kissing position, she succeeded without me even realizing it until just now as I write this.

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Threesome Memoirs – Finding the Third

Threesome Memoirs: Table of Contents

the thirdAfter getting many replies to my ad from ladies (and men) and sifting through profiles I believed would be suited to my needs, it was refreshing to finally find The Third.  For the sake of future blogs, I will refer to her as Eve.  I say “The Third” meaning we were sexually compatible with what we wanted to get from a threesome and what she was willing to do in order to participate in one with me and Ryan.  But she wasn’t always.

Eve e-mailed me from a dating site with a beautiful picture and a one line description of herself.   I replied back and let her know that I thought she was cute and asked exactly what she was looking for.  She again wrote back with a one line answer.  I decided that although she was cute, I needed someone that would talk more.  I wrote her back and let her know that I was afraid that she wouldn’t work out and that I appreciated her at least contacting me.   She wrote back apologizing and let me know she was in an open relationship and was simply looking for another girl to talk with.   At that point, I let her know that we probably wouldn’t be more than text buddies because I am not looking to have any experiences without my husband.  In fact, in one night of e-mails, I told her twice that we probably wouldn’t go beyond being text buddies.  We both agreed that being text buddies could be fun so we exchanged numbers.

The next day, I texted her, and within the first few texts I made the gross assumption that she was boring.  I talk a lot on text so I understand that people have to read between the lines and choose certain words to get an idea across to the receiver. I wasn’t used to her one liners and lack of exclamation marks, so for me, she came across as emotionless and unenthused to talk to me.  I came very close to losing interest in her because of this misunderstanding.  The good thing was, she was actually normal.  Maybe because of all the previous “characters” I had dealt with, I just wasn’t expecting to talk with someone who didn’t give me any real reasons to quit talking.

Prior to sending more photos I told her that I would need to do a voice confirmation to make sure I wasn’t dealing with another “Pat The Squirter.” When I called her that night, we spoke casually.  She seemed to be a better communicator when she was face-to-face with someone, or rather voice-to-voice.  Although she sounded extremely sexy, I still joked a lot about us being strictly text buddies.  I wanted her to understand that if she was serious about not wanting to be with a couple, then she and I could only be friends, which was fine with me. She came off as a sweet person and I would definitely be okay with being her friend. 

After we hung up, I was feeling a bit more frisky and sent her a panty shot with my hand beneath crotch. She immediately called back.  I assume to ensure I meant to send her the picture.  I said I did, of course. She was very easygoing, which was a good indicator as to how good we would get along as friends. I mean, I’m not the best breeze-shooter in the world, but if someone can find the right cues to keep me talking and hold a conversation with me (and vice-versa), then all the better.  This is one factor I would consider in deeming a person as someone I like being around.  As we talked, we realized we lived very close to each other, which at the time I wasn’t sure was good or bad. Her phone call to me was apparently her own double confirmation because after the second phone call, she sent me a few nude pictures of herself.  That night we went back and forth talking and sending racy pictures to each other via text.

All that week, we’d been sending pictures to each other and texting. That Friday night, Ryan and I were outside grilling.  I decided to text her: “You’re so hot, I could just kiss you.”  She answered, “Oh yea? I’ll come over.”  This would be the first time I’d ever met a female with the intentions of doing anything bisexual.  Not just a threesome, but the first woman I’d look at in a sexual way. 

I replied back, “I’m waiting.” 

A few minutes later, her car was pulling up our driveway.  This was the first time she’d been to our house, so as she pulled up, Ryan went inside to get a plate for the BBQ.  He wanted to give us a bit of privacy.  At the time, Ryan was still an outsider and the “kiss” talk was more of text buddies crossing the line.  When I saw her, I hugged her and gave her a kiss on the cheek.  “How are you?” I asked. She said she was fine. I said, “Turn around and let me look at you.  Oh yea, this is the same butt in the selfies you sent me.”  Looking back on that, it was more aggressive than I usually was am and definitely out of my personality. I’m glad I did it though. Because if there’s one thing I learned about getting back into the “dating” scene, pussy doesn’t just fall into your lap. I have to make moves.  We talked outside for about an hour that night getting to know each other. When it was time for her to leave, she asked for a hug, but also asked Ryan to look away. It was an unusual request, especially because I know Ryan doesn’t get off on seeing me hug a female. I do that all the time. Perhaps she didn’t realize that we’ve been married a long time and that he doesn’t react to a friendly hug the way a virgin boy might.  Either way, Ryan gave us a moment of privacy.   When Ryan came back, I immediately hugged her again with him looking. 

The following week, she and I continued to text, talking mainly about me wanting her to be my first kiss. I invited her over again.  And being the planner and thinker I am, I let her know that I liked her and was looking forward to eventually kissing her.

We had meaningful talks (all three of us) in the beginning to establish our comfort levels and our (my and Ryan’s) goals. Our moves leading up to the first kiss were very methodical, so much so that to others could become impatient with our process. She was the perfect “first step” for me – perfect first kiss, perfect first woman I’ve tasted, perfect threesome experience. From an outsider’s point of view, I can easily see how our approach to the events leading to a threesome can be arduous, but not once have I ever said, “If I could go back, I would change how I did this.” We’ve been warned about the myriad downfalls to threesomes: “Venice will want to have a male-female-male threesome eventually,” or “Venice will regret having you experience another woman,” or “Ryan, you’re going to want more,” or “You’re both way in over your heads.”  I think we moved so slow and carefully that we had so much time to process each step we took, so there was little room for mistakes or regret.  And in the end, I can say with great pride that things couldn’t have gone better.