by Miss Molly Cupcake
I have made it known more than once that my biggest fantasy was a MMF threesome. I believe it was even my New Year’s resolution.
Check.
Oddly enough, I didn’t go to NYC expecting to have a threesome. I knew it was a possibility, even a good one, but I am also an expert at mentally manipulating myself, so I had decided it wasn’t going to happen. I wasn’t going to fuck Brooklyn Dave.
That decision seemed more sound after the events of the days before. Mr. Cupcake (otherwise known as C) lost his grandfather on Sunday. Friday afternoon we got a call from C’s dad telling us that grandpa had been put into hospice. We drove out to Pittsburgh Friday evening and didn’t make it back to our house until almost 8pm Saturday. We went to say goodbye. We made it, but the emotional and physical toll left us drained. On top of that, we hadn’t planned on losing all that time, and we weren’t yet packed for New York. We finally made it to bed around 3am on Saturday night, just to be up at 5am Sunday to make our train to New York. About an hour after we got to New York, we got the call that grandpa had passed. We were tired and sad and I figured that it wouldn’t bode well for a late night drunken escapade.
But, I was wrong.
Let me give you some background on my relationship with Dave. Back in December I made a post looking for self united internet husbands. The post was made in jest, but nonetheless I received a number of applications from males and females alike. One was from Dave. He sent me a charming email, which I responded to with flirty remarks about his giant cock, but the holidays got me tied up and it was a few weeks before I wrote him again. This time asking him if he still wanted to chat with me. Luckily for me, he did.
I would be a terrible liar if I said that I hadn’t had sexy thoughts about Dave from time to time. He’s an incredibly sexy guy who tells incredibly sexy (true) stories. But we developed an actual friendship, and at times he’s been more like a bff than a sexy internet friend. In addition to having put him in the “Friend Zone”, Dave’s sexual history intimidated me. So, I wasn’t sure whether or not there was crazy monkey sex in our future, even if we happened to meet.
Dave and I made plans to go out for dinner and drinks my first night in the city. Mr. Cupcake was going to join us, of course. Dave picked the locations and we met up at the Starbucks around the corner from our hotel. I gave him an awkward hug and introduced him to C and we headed out. We took the subway to Brooklyn and walked to the restaurant, Fette Sau, in Williamsburg. The mood and conversation on the trip to Brooklyn was weird, because it was hard to have a conversation on the subway and even harder to do so when C was at such a disadvantage in knowledge. Dave and I knew each other fairly well for being complete strangers. Also, my husband was probably a bit preoccupied by the death of his last remaining grandparent.
Once we got to the restaurant things started to change. Fette Sau is a barbecue joint full of long rows of picnic tables, excellent food, and lots of smoke. The boys shared a half gallon of beer and I had a cider. We got to know each other and the casualness of the place relaxed everyone. Before long I was being teased while the boys bonded over baked beans. I give Dave tons of credit for picking such a great place for dinner. It knocked out all the formality and put everyone at ease. C and Dave have a lot in common- they both have great taste in music, food, hobbies, and, obviously, girls. :) By the time we left to walk to the bar, everyone was having a great time and getting along like old friends.
Dave also picked the bar- Dram. It was another awesome pick. Ms. Cupcake is not a beer drinker. I drink some wine, but if you want to get me drunk and stupid, never give me wine. I need hard liquor! Dram is a cocktail bar in Williamsburg full of comfortable benches around coffee tables with a giant front window, perfect for watching and being watched. The lighting was low but not too low with candles on the tables. The music was perfect and it was noisy but you could have a conversation without having to scream or guess what the other person was trying to say. The place had a wooden, earthy vibe to it that was relaxing and not at all pretentious.
It was Sunday evening around 9pm, but there were some people at the bar and a group of girls at one of the tables. We took a seat at the corner benches. C sat on the left bench directly in front of the window. I sat near the apex of the benches, but on the right bench against the wall. Dave sat directly next to me.
This was an immediately interesting dynamic. Dave was close to me. So close it made me a little uncomfortable at first. Our legs were touching and I was a good foot and a half from my husband. I have never really even flirted with another man in front of him before and I got a little nervous as to how he would handle it. If he minded, he didn’t show it. C looked calm, cool, and collected, and like he was having a great time. We decided on our first round of drinks- the bartenders special- and continued our conversation.
The drinks came and they were interesting- the boys had chosen bourbon and I had vodka. I can’t remember what was in them, but everyone liked their drink and I think I finished it in about 10 minutes. We moved on to rounds two and three and everyone was starting to loosen up even more. The boys discussed more music, some movies, and god only knows what else while I sipped my drink like it was going out of style. I was so relieved that C and Dave were getting along! At one point I remember thinking that if I wasn’t there, they would still have had a great time.
Somewhere between rounds three and four, Dave put his hand on my knee and started caressing it. My cute little heart and lady parts started to get all excited. Up until now, I couldn’t tell if Dave was merely enjoying our company or if he liked me. He was flirting, but not overtly. At one point, he told me I had a thick tongue. Then he showed me his long one. He told me thick tongues were sexy. I took this as flirting, but part of me wondered if maybe he just liked to look at people’s tongues? So, I couldn’t be sure. He was being super respectful of C. But there was no mistaking the intention of his fingers caressing my knee a foot and a half away from my husband.
It made me nervous.
I didn’t ask him to move his hand. I didn’t move. Maybe I didn’t even breathe. I just drank my drink like a good girl and tried to keep up with the conversation. Meanwhile, my head was racing. I kept watching C for signs that he was upset. I was stunned when there weren’t any. It was like he didn’t even see it. Dave and C started teasing me again.
Now, my lovely readers, your Ms. Cupcake looked adorable, if I do say so myself. I had on a cute purple flowered strapless sundress with a purple sweater, black tights, and some flats. It was cute with just a little bit of sexy. It was totally appropriate for not knowing what scene I would be walking into. Dave, dashing, manwhore that he is, broke the cardinal rule of boy-girl interactions- he insulted my dress!
He called it a frock (which, for the record, he claims is not an insult). Men, my grandmother wears frocks. Frocks are shapeless and certainly not sexy or unbearably adorable. You do not sweet talk a woman by saying something along the lines of “Well, if you hadn’t worn that frock…”
I pouted. I retreated. My cheeks got red and I scooched towards my husband. I laughed it off but inside my head was going full force. I couldn’t tell what he meant by it and I was suddenly worried. I didn’t know him that well. I was not interested in being just another notch in his bedpost or story for his blog. This was my friend. If I was going to fuck him (which, I had kinda thought maybe I might), it was going to be as my friend, not as another whore who was just a one night stand.
So I decided not to fuck him. I wasn’t going through that again with a friend. It sucked too much the first time around. I was disappointed, but I pushed it out of my head and decided that I would just have a good time for the rest of the night. If I wasn’t going to fuck, I might as well get drunk, right?
So I had another drink. Dave got up to order and I shot C a look that said, “nope. Not going to do it.” He just raised an eyebrow at me and said “uh huh”. I went to the bathroom and got freshened up. I came back and drank a bit more. Dave and C kept encouraging me to drink, Dave more than C. Dave’s hand made its way back to my knee. I thought about moving it. I thought about shutting everything down. But all I could think about was finishing my too-strong drink like a big girl, so I took another sip and put my hand on his knee and thought fuck it.
Fuck it. There were going to be consequences no matter what, right? So I might as well get laid.
Dave put his arm around me and I leaned into him a little bit. He let his hand fall to my ass and started caressing it. I’m not sure if I ever told him (or you) but I am an ass woman. Play with my ass and I’m yours to do with as you please. Nothing turns me on more than having my ass rubbed and spanked. At this point my panties were drenched and my nipples were hard and all I wanted to do was fuck anything and everything in the vicinity.
Dave made fun of me again for some flirty reason and I whipped around towards him to flirt back or pout or do something else girly. He had been sitting next to me all night, but that meant that I really only saw him in profile. He turned towards me at the same time and suddenly we were locked eye to eye. He looked so intense. He looked hungry. His eyes were so dark yet had a sparkle and mine focused on his lips just long enough to get punched in the gut by lust.
“Can I kiss you?” he asked.
I said yes. Maybe I said more than yes. It didn’t matter, because our mouths were together and his lips were on mine and that long tongue was sweeping the inside of my mouth and turning me into a puddle of goo on the bench. He pulled me closer. I pulled him closer. I sucked his lip and put my hand on his cheek and I was completely consumed by this kiss. I decided right then and there that I was going to fuck him, if only to keep kissing him.
Suddenly, I remembered my husband was watching and I freaked out. I tried to pull back a little but Dave pushed forward and it was like drowning. Reason won out and I broke it off with a smile and a quick turn to my husband. I rubbed his knee. I couldn’t tell what he was thinking. I was cold and nervous and warm and turned on all at the same time. I leaned in and kissed C. It wasn’t the same kind of kiss. It was sweet and comforting and short. But he was smiling at me and I got the feeling that he was ok. I gulped down the rest of my too-strong drink and asked for another, hoping I’d get a moment with C.
Dave went to order another round and I asked C if he was okay with all of this. I moved next to him and put my head on his shoulder. I asked him what he was thinking and he told me to go for it. I asked if he was sure. If it was okay for me to invite him back to the hotel. C said yes. I double checked and triple checked that answer and Dave came back.
He sat as close to me as you could get without being in my lap and he put his arm around me again. This time, he let his hand go down to my ass and he started squeezing it aggressively. He pulled my skirt up and stuck his hand down my tights. His fingers found their way under my panties and he was grabbing and groping my ass with my skirt hitched up right in front of an open window and my husband. I was hot, my heart was racing, and I wanted to kiss him again. I drank my drink, gulped, and asked if Dave wanted to come back to our hotel after we finished this round. He said yes.
We took turns breaking the group up. I went to the restroom. Dave got up to get the check. C got up to settle it. I took the opportunities to make sure that C was clear on what I was expecting to happen at the hotel and that Dave knew that I wasn’t interested in him coming back if we weren’t safe and going to stay friends. Fears assuaged, we got a cab back to the hotel.
I would love to say that the cab ride was hot and full of groping and kissing. It wasn’t. I got in and slid to the middle. C got in next to me and I thought Dave would go around to the other side, but C indicated I should slide to the other side and we spent the next 15 minutes in awkward conversation. Maybe it wasn’t awkward to anyone else, but I was nervous and so it was awkward to me.
When we got to the hotel, Dave paid for the cab and we went up to our room. I took off my coat and found myself in Dave’s arms with his lips pressing down on me. Dave is tall. Taller than C. I had to look up to him to kiss him. It felt fantastic. We kissed deeper and Dave grabbed my breasts. C stood against the wall and watched. We took off my sweater. We kissed some more and Dave grabbed my ass and pulled me into him. I felt his hard cock press up against the bottom of my belly and I was so excited and so very nervous. Could I really go through with it? (I think we both know the answer to this one…)
My head was spinning from the lips and the liquor and I pulled back and excused myself to go to the bathroom to catch my breath.
When I came out, every light in the room was turned off.
To be continued…
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