I was headed to my friend's wedding in Austin for the weekend and I was very excited about it. I have been single for about 10 years now and during that time I have had minimal (read - non-existent) physical contact with other adult females. It is hard to meet women in this day and age and the availability of porn made it less of a physical burden to try and find someone. I was hoping this weekend would be my chance to have some fun and get off with someone instead of alone.
The wedding was for one of my friends that I had met when I was working in hotels. We all started in our early 20's and had stayed friends for the past 15 years. The last three of us to stay close and single (others got married and drifted away) were myself, Lauren and Rebecca. It was Rebecca's wedding we were getting together for and I was excited to see some of my oldest friends and party for a weekend.
While I was looking forward to all the festivities that would unfold that weekend, Lauren was the person I was excited to see the most. When we first met after college working at the hotel, Lauren was, to be honest, the least exciting one. Basically, she was fat. She was super funny and interesting, but just a chubby little college girl with no real sex appeal. Because of this she was still a virgin at 24 and had little to no experience with men. I loved her just the same, but there was no physical attraction there. Her and I became good friends due to our similar interests in books, movies, and dumb jokes and that friendship had grown over the years as we we stayed single while the others got paired up and married off.
After working in the hotel business for the past 15 years, Lauren had worked her way up to a respected senior position. She now had money to spend and her schedule was much more flexible. Anyone who remembers the early days of a career can easily think back to how broke and tired you were from trying to climb the corporate ladder. Now that she had money and time, she put a real focus on taking care of herself better. She ate healthier and started working out regularly. Last time the small group of us (Lauren, myself, Rebecca and her fiancee) got together 3 years ago for a Florida vacation, the changes she had made in her lifestyle were very apparent. Not just in her physical appearance (though she dropped about 50 lbs.) but also in her confidence and demeanor. She walked a little straighter and showed off her now curvy body more than she had in her 20's.
Since we were both single, Lauren asked if I wanted to split a room to save money on the trip. We could get a bigger suite to host people and after parties in and it would be nice to have someone to hang with the whole weekend so I readily agreed. While nothing had ever happened between us, and I wasn't sure that she saw me as anything more than just an old friend/brother type, I was looking forward to subtly shooting my shot and trying to make something happen this weekend.
We arrived on Thursday, went to the hotel to check in, then headed out on the town. The bride and groom had arranged a "young kids night" for all of their friends who were there for the wedding. It was really just a bunch of 38-45 year olds, but it was more of a friends night and less of a family thing. The wedding festivities officially started Friday night with the reception dinner, so this was a chance for the friends and bride/groom to let loose a little before it got more official.
We went to a local brewery, the kind of place with lots of outdoor seating, overpriced (but delicious) pretzels and cheese and lots of locally, ridiculously named microbrews. We all drank, played corn hole, ate some food and caught up. Lauren and I met a lot of Rebecca's friend from in town and had great night. About midnight, it started to wrap up and due the jet lag and alchohol Lauren and I decided to call it a night and head back to hotel.
Back at the the hotel Lauren and I got ready for bed. I never know what to wear when I am sharing a room with someone, but Lauren and I had known each for so long and were so comfortable with each other I decided to treat the situation as though I was at home. Once we were in the room I began stripping for bed. I went down to just my briefs and put on a pair of short running shorts. Lauren looked at me a little weird, but didn't say anything and started to follow suit. She stripped down to her bra and briefs, threw on a tank top and took her bra off in that weirdly sexy way women do without taking off their shirt. She was wearing more than she would wear on a boat, so it wasn't even that revealing, but she looked so natural and comfortable it was the sexiest I had ever seen her. While Lauren had lost a lot of weight over the years, she was still the right amount of curvy. She had very large breasts, wide hips, big ass and soft, smooth thighs. Her stomach had flattened out a lot but I would still consider her a small BBW with all the weight in the right spots.
After the usual peeing and teeth brushing we climbed into our separate queen beds and started chatting about our lives. We talked about her love life (non-existent) and my love life (non-existent) and bemoaned, comedically, how no one would ever love us again. I asked her what she missed the most about being partnered and she said that she missed having someone to cuddle with. All the rest could come and go, but drifting off to sleep while watching a movie or after a long day of life, it was nice to have someone to touch and have that feeling of physical contact to ground her. Mustering all the courage I had, I said, "We could cuddle it you want."
"Seriously?" She replied.
"Yeah. You're not the only one who misses physical contact. And as a man I have to be even more careful about how physical I am with people. I can't hug most women casually and I definitely can't hug most men casually."
She was real quiet for a few minutes and I thought she was trying to figure out how to let me down politely. I had resigned myself to the fact that it was not going to happen when I heard her throw back her covers and get out of her bed. She came over to mine, lifted the covers and slid in next to me. I was laying on my back and she put her head in my left shoulder and I put my arm around her. She was still wearing only her tank top and underwear and she put her leg over my legs as I drew her close. I could feel her soft thigh on my thigh as she pushed it up slightly, just to the point of it touching my cock and balls through my briefs.
I wasn't hard before, but the feeling of her soft skin against my junk and my hand lightly brushing her shoulder got me there in record time. I was rubbing her shoulder and rib cage, trying to get a good feel of her side boob without being too obvious. She pushed her body into mine and I could feel her large breasts push against my rib cage. I didn't realize how touch starved I was because the euphoric feeling that came over me was something I had never experienced before. It was better than any high I had ever had and I just laid there and reveled in the feeling of her skin against mine and the smell of her hair. I could feel my cock throbbing against her thigh and the precum leaking out as she absent-mindedly rubbed her hand on my chest. I could tell by her breathing that she was falling asleep so I let her drift off before I adjusted my body, turned on my side and fell asleep next to her.
I woke up first the next morning and noticed that we had drifted apart during the night. She was facing me on her side and I gave her cleavage a nice long gaze as she breathed in and out. In the morning light they looked great. Her nipples were hard against the thin cotton of her tank top and I could only imagine what they looked like unleashed. I had to pee so I got out of bed and went to the bathroom. I had to wait a minute for my morning wood to subside before I was able to relieve myself and by the time I got back into the room, she had crawled back into her bed and was scrolling on her phone. I laid back in my bed and grabbed my phone off the nightstand.
"What do you want to do for breakfast?" I asked.
"Doesn't matter to me." She replied
"Want to eat downstairs? Or wander and find a bagel or coffee shop nearby?"
"Let's leave the hotel. I don't want to spend my whole day in the building. Do you mind if I shower first?" She asked.
"Not at all. I have no plans until the reception tonight at 7. Take your time." I answered.