A continuation.... Please feel free to comment, I love to hear feedback!!!!
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"I still can't believe that happened," Dawn said to me.
"I know, it was by far the most unbelievable sexual experience of my life," I responded.
Of course, we were talking about the afternoon we ran into my old blowjob buddy Tom at a bar and took him home for a threesome. It was an evening of firsts. Dawn blew and fucked a guy in front of me for the first and only time. She and I blew a guy together for the first time. And then there was the big one, Tom took my anal virginity and it was the best sex of my life. Dawn understood and did not feel slighted in any way. She was just so happy to be there to see it happen.
We were now several months removed from that glorious experience and there was no doubt our sex life was substantially improved. We were honest and open about what each of us wanted to try. But, equally important was the fact that we were also open and honest about what we didn't want to try. It was no secret that I wanted to take Dawn's anal virginity. I really thought I was going to fuck her after she saw how much I enjoyed Tom taking mine. She is more open to it, but not there yet and I respect that. All I know is that when she is ready, I'll be happy to do it!
We kept in touch with Tom over the months and all agreed that our first hookup would not be our last. Unfortunately, between my work travel schedule and Tom's schedule we just couldn't get a time that worked. Dawn and I actually discussed fucking around with him without each other, but knew that was a bad idea and agreed that we would only hook up with him together. We also agreed that we were open to finding someone else to have a threesome or maybe more with. I really wanted to find a woman that Dawn could enjoy in bed. She was definitely up for it too. She'd often tell me how much she would like to lick pussy or have hers licked by another woman while I fucked the other woman. Tom said he had some lesbian friends that would be interested but again, we just couldn't get the time to make it happen.
"I'm in New York today and tomorrow. Then Chicago the next day. I'll be home Wednesday evening," I said to Dawn as I was packing my light travel bag.
"What am I supposed to do when you're gone?" Dawn said in a jokingly pouty voice.
"Let's see," I played along. "Maybe, use your dildo to loosen your ass for me so when I come home Wednesday I can give you the real thing."
"Oh, well that sounds dirty," she continued with the flirting.
"Just how you like it," I said.
"You're the cumslut so I think you like it dirty," she responded.
Dawn had taken to calling me a cumslut after learning about my past with Tom and actually seeing me eat his cum and my own cum. I may have even agreed during our night with Tom that I was a cumslut. It is absolutely true, I am a complete cumslut (at least for Tom's) and not ashamed of it. I actually find it incredibly hot that Dawn knows and supports it. Every time we've had sex since hooking up with Tom she calls me a cumslut and tells me how hot it was to watch me with another guys cum in my mouth.
"Can you promise me you'll figure out a time to have Tom come over? I really want to see him again with you. See if he can bring a woman for me to play with. Or even better, a woman and William for me to play with."
"I know, I was thinking the same thing. It's just hard with our schedules, but I'll work on it when I get back on Wednesday. It would be hot to see you with another woman."
"I know I've always wanted to try it, but never had the guts. After we hooked up with Tom, I figured out that there is no reason not to try it. Especially since you support me. Hell, if you could take Tom's cock in your ass, I can certainly be brave enough to lick a pussy," she laughed.
"Yes, that's mighty brave of you," I kidded back.
My flight was rather uneventful, which I suppose is always a good thing. I went straight to my client's office for a full day of meetings. Things went well, but I had a difficult time focussing all day. My mind kept drifting to my conversation with Dawn about her eating pussy. It would be really hot to see her do it. I was horny all day and was looking forward to a good jerk off session in my hotel room later.
After checking into my hotel room, I took a shower to wash off the travel germs. I always need to shower as soon as possible when I check into my room. Probably just some form of OCD, but it gave me a chance to clean myself up well. Given my state of horniness, this resulted in some cock stroking until I was hard. It also involved a thorough cleaning of my asshole. I soaped both my hands well and stepped out of the stream of the shower so it did not rinse the soap off. One hand continued stroking my cock while the other went right to my asshole. I cleaned the inside of my cheeks before inserting a finger in my tight hole. God, it felt good. Everytime I did this I would think of Tom's cock thrusting in and out of me until I felt his hot cum fill me.
I knew I had to slow down or I was going to cum. I wanted to hold off until I could use my dildo that I secretly packed in my travel bag. Dawn actually bought it for me after Tom fucked me. She saw how big his cock was and figured her dildo was too small for me. She would use mine on her pussy, but was scared to try her ass. We had a few sessions were we would lay on our backs across from each other and watch as we fucked our own asses with our own dildo.
After turning the shower off, I quickly dried myself off ino order to get into bed and start jerking off. I didn't bother putting any clothes on as I knew they weren't going to stay on. I took out my bag and sifted through until I found my dildo. Dawn did a great job in choosing it for me. It was incredibly realistic looking eight inches long, but not too thick. I wasn't ready for something too thick, but I loved the length. I particularly liked the suction cup on the end that allows me to use it hands free. With dildo in hand, I went to retrieve my lube from my bag. "Oh, fuck," I thought to myself. "I forgot the fucking lube! I can't use the dildo without lube!" I knew this because I had tried before and it hurt like hell.
I sat on the bed in disappointment, trying to think of what to do. I'm in NYC, there has to be an adult store close by that sells lube. Yes, I needed lube from an adult store. Dawn and I had tried buying the cheap lube that you find at the chain pharmacy stores only to find it sucks. I could use it in a pinch, but it made my ass itch for a day or two after.
Thankfully I found a store only a few blocks from my hotel. I dressed in a pair of sweatpants and sweatshirt, grabbed my wallet, phone and room key and left on my journey to get some lube. I found the store and surprisingly enough it wasn't a dump. It was actually quite clean and professional. I was impressed by the selection of toys and other adult items.
There were quite a few guys there perusing the aisles looking at various items. Most of the guys looked like they had just come from their investment banking jobs dressed in suits. As I was looking at the lube, a gentleman walked up next to me with a shopping basket filled with items. I couldn't help but take a peek to see what he had. Let's see, cock ring, prostate vibrator, anal beads, and then I saw it. A twelve inch suction mounting dildo. It had to be two inches thick.
"Which do you recommend," he asked me.
"Excuse me?" I responded.
"Which lube do you recommend?" he followed.
"Oh, um, I'm not really sure." I said glancing down again to his basket
"You seem very curious about what is in my basket," he replied. "Anything in particular interesting to you?"
"Um, I'm not sure what you mean."
"It's really pretty simple. You keep looking at what is in my basket so it's obvious you're interested in what I am purchasing. I'm curious if there is anything in particular that is in my basket that has your attention."
"Well, um, not really," I said quite uncomfortably.
"Okay, well anyway, back to the lube question. If you were to put this twelve inch dildo up your ass, which lube would you use?" He asked.
"Oh, um, well, that's an interesting question. What makes you so sure I would stick that twelve inch dildo up my ass?" I asked him
"Nothing in particular. I was just hoping you would and I could watch," he replied.