My Very Own First "Party" that Wasn't

by Irish Eyes

What if you gave a party and nobody came?? Since I've started having fun again, rediscovering my sexuality and exploring new people and ideas, I finally decided that I really wanted to have my very own first party. I wanted to invite a very select group of men, 4 of my favorite gentlemen, to see me. I decided to book a hotel room in SA and started working on the plan. First, I checked with the guy (the Scientist) I most wanted to see. He had been playing with my head for months over the internet. He was intellectually, emotionally, and sexually stimulating to me, and we hadn't even met yet! I knew his schedule was complicated, so I asked him what would work for him. After that, I set the dates, made the reservations and sent invitations to my guys. I wasn't planning a gang bang. Not my style at all. I was looking for a prolonged sensual experience involving a very select group of men, either sequentially or in parallel, lavishing me with attention. Of course, I was going to lavish them with attention, also!! And, if it worked out, with the timing of the schedules, I really wanted to try having one cock in my pussy and one in my ass at the same time- my most secret fantasy!! I had carefully chosen the guys. I had already been with 2 of them before (and had a wonderful time!!). I had chatted extensively with the other two and was really looking forward to actually meeting them. Three of the guys were married and one was single.. Three of the guys were straight and one was bi-. Each of them had something special that really excited me. They were smart, funny, sexy, interesting, easy to talk to, and they had all been in three-somes or more before (Good idea to find experienced guys if you have no experience yourself). I had never done this before, but it seemed like the time was right for me to do something new.

I knew that everybody had different schedules, but I could be flexible and I really thought it could work. The basic plan was that I would arrive on Thursday evening (leaving work a bit early to beat the rush hour traffic) and go to dinner with one of my friends from the site (of course, we would love to have sex together, but if dinner was all that was possible, we'd still have a great time). Since that was somewhat tentative, I had a back-up plan to go visit my best male friend (who I don't have sex with!!) and meet him for dinner. Then, I was going to try to get some sleep so the fun could start the next day. On Friday, I was hoping to see the 3 married guys (the Scientist, the Musician, and the Photographer will be my designations for them for this story) during the day when they could get away from work. The Musician was going to bring me some breakfast at the hotel, and "serve" me!! The Scientist was hopefully going to have a good bit of the day available to play with me, starting with a little blindfold play (remember, I haven't seen him yet). He was going to come over in the morning, calling me when he arrived so I could get prepared. Unlock the room door, put on a blindfold and wait for him to come in and start playing with me. The rule was no vision and no words until my first orgasm!!! Scary, but very exciting (I trusted this man, but this was a very sexy risk). The Photographer was hoping to get away from work during the day as well, bringing his camera, of course. So, I figured there was a good chance for some overlapping play if I could get two guys to be there at the same time. The fourth gentlemen (the Single Guy) was going to be available in the evening and he planned to drive me crazy as long as I could stand it. The next day, I would return home, well-fucked and with an ice-pack between my legs!!

I emailed everybody the plans and they all said that they were looking forward to it. I came up with ground rules (Its my party; I get to make the rules!). The ground rules were: "1) Condoms are required (I will of course bring some, as well as other fun things, being a sexually liberated woman), 2) NO means no. I am very open to whatever we might decide to do, but if something doesn't feel right, or I need to stop, that's what I mean, 3) No illegal drugs 4) No excessive alcohol- just gets in the way and doesn't help. 5) No face photography- I get to edit and approve or disapprove of all pictures (and each of you can also edit your own after I do), 6) No names except the ones you choose to give and everyone must use discretion, 7) Respect for everyone. If something is not working well, I reserve the right to make changes (it's my party!). This should be fun."

For about two weeks, I anticipated this trip. It really was going to be adventure and I hoped to make my fantasies come true (and maybe make some of the guys' fantasies come true as well). I bought some sexy clothes (in case, I left the hotel for dinner, etc. I wanted to practice my exhibitionism!). I packed a sex toys bag with vibrators, lubricant, cock rings (my newest accessory for fun sex), and, of course, plenty of condoms in multiple sizes and types (being a sexually liberated and SMART woman!!) I threw in a couple of books I've recently found, Ducky Doolittle's "Sex With the Lights On" and Tracy Cox's "Kama Sutra" just for fun.

Thursday morning, on the way to work, I started having a little anxiety. What was I thinking??? I had had a long talk with a good friend the night before and although he was supportive, I thought he might have some reservations. So, I called my girlfriend (that's what they are there for!!). I had not told her about the trip (and wasn't going to give her all the details!), so I gave her the short version- going to SA, staying in a hotel, meeting some of my men friends and having great sex. She asked if I was doing anything illegal!! Of course, not! Then, she said, "Fine, just have fun! As long as you've given yourself permission to change the plan if it isn't working for you, I don't see any problem." I assured her that I would do that and I felt better.

Later, I was able to leave work even earlier than I expected, so I made good progress to SA and got to the hotel early. Booted up my laptop and checked my mail to see what was happening. Well, the first little disappointment popped up. My dinner date was stuck at work out of town and wouldn't make it back that evening.. Okay, well, I knew that it was tentative to start with. Of course, I would miss getting to meet him, but maybe another time. I take off the sexy dress I was going to wear and change into something more casual. I called up my best male friend (my Just Friend!) and he invited me to watch his kickball game and then have dinner together. Great!! So, I sat outside and watched a bunch of adults play kickball, having a wonderful time, as the sun set with an explosion of color in the sky. It was getting chilly when we left, but I had one request. "I want to kick the ball", I told my friend. "I've never, ever played kickball". He said sure, and I kicked it with my one good leg, and it was a good kick!!! Woo hoo!! Then, we went and had a great dinner, catching up on each other's lives. Of course, he knew what I was in town for and he wished me luck!!

On my way back to the hotel, I got a message from the Musician that he was finishing work and was available if I wanted him to come over. Of course, I did!!! It took some time to find me; even with good directions, it's not easy to find. I open the door a crack and watch him come up the stairs. I have on a black camisole and panties. He comes in and kisses me. He is one of my favorite kissers!! We sit down and chat for a little while, gently touching. I know he can't stay too long, but we still take our time, getting to know each other again. This time, I undress him, unbuttoning his pants and finding his cock. The last time we were together, I was so entranced I never got to fully explore his cock with my mouth, so I definitely want to do that. Hmmmmmmm He has a nice long cock. In fact, his whole body is long and lean. I start licking and sucking his cock and he gets very hard quickly. I lie down on the bed and he starts taking off the rest of my clothes and his own. His hands move over me—I LOVE those hands!! He touches me firmly and softly, varying the pressure, always exciting. We keep kissing- I LOVE kissing!! His mouth on me and fingers inside me, I have my first orgasm! I show him my sex toy bag with the cock rings and vibrators and we start playing. I put a cock ring on him. It is such a sexy thing to do; I always do it carefully since I don't want to pinch anything so it is very erotic sliding the ring around his cock and his balls, putting pressure at the base of his balls, and watching him react. Well, of course, he reacts like any red-blooded male and gets a lot harder!! We slip on a condom (always believe in Safer Sex!!), another sexy thing to do now that I've learned how (Well, mostly. Sometimes I have trouble unrolling them correctly, but it just makes things more interesting. Nobody ever complains about me taking my time to get it right, since I am usually stroking them and having fun getting them ready for fucking!!). The Musician starts playing with me some more, slipping a vibrator in my ass, and watching me come again. Then he starts fucking me, DEEPLY!! Oh, my!! I have a hard, earth-shaking, eye-rolling orgasm when I feel him coming. Hmmmmmmmmmmmmmm. We lie back on the bed, energy spent and bodies still humming (at least mine is, I know). After a while, it is really getting late, and he has a long drive still, so he has to leave. I get some sleep, anticipating more fun in the morning.

The next morning, I'm up early, excited about what the day may bring. I go over to the lobby and have a little breakfast. My first date is supposed to be available sometime after 8:30 am. When I get back to my room, I check my email. I am hit with a new, much bigger disappointment!! The Scientist is delayed, possibly indefinitely. He has an emergency and has no way to know when he might be available. I was hoping to spend almost all day with him. He has always challenged my brain and my imagination in new ways that have completely intrigued me. Of course, I understand, but I am a little emotional. Tears come into my eyes and I take a deep breath. I'm afraid that nothing is going to happen at all and I am wasting my time. A friend pops up on line and I spill out my frustration. Unfortunately, he isn't available, but he is reassuring and I start to feel better. I start looking on-line and find a guy that I've met before. He has some time later this morning, so we make a plan to get together. I also arrange to meet someone (I've never met, but chatted with) for lunch, just to meet in person. So, things are looking up!!

I have some fun with my friend, Bob, I'll call him and have an interesting time at lunch. Not the way I planned things, but I'm just picking up the pieces and going with a new plan. Eventually, I also get a date for later that evening after I come back from walking around the Riverwalk and having dinner on my own.

Just to make things more interesting, I get the first period I've had in months!!! I'm in the middle of menopause, so I've only had 2 periods in the last year, so why the fuck I get one right now, in the middle of my hot sex weekend, I'll never know!!! Oh, well. I certainly don't mind having sex with my period, I can work around that and I'm usually horny as hell during it, but this means I have to tell the guys first. Some guys are fine with it, but some aren't and I need to be up front with them. So, I have to explain to the guys I'm planning to meet (including one I've never met before) something most guys really don't want to hear about!! Oh, well! I am nothing if not adaptable, but I do feel like the Universe is really testing me this weekend!!

I have fun with the guys on Friday, but my head wasn't completely into it. I can have sex with just my body, but when it involves my brain and my imagination, it is a whole different level of eroticism. I know the guys had fun, I spent time sucking their cocks and playing with their balls, and they each got to fuck my ass (a common male ambition, I believe!!), so I hoped they didn't sense any of my disappointment about the weekend not turning out as I had anticipated. It was fun, it was sexy, but it wasn't really what I wanted.

The next morning, I'm due to check out of my hotel. I have been invited to have dinner with a couple I've talked with and we'll see where that goes. (That's another story!!! "Women are Different"!!!) But, although I'm disappointed that the weekend didn't go as planned, I'm proud of myself for finding a way to make things work out. I didn't get the guys I wanted, I ended up fucking Republicans (LOL!), and I'm still okay!! Things happen. Maybe it will work out next time. I'm not ready to give up. You can laugh. You can cry. Or you can write an erotic story about it! I do all of the above!! --

The End