The week after I graduated from High School my mom insisted that I drive my grandmother to my cousin's wedding. It wasn't the way I wanted to spend a weekend, I would have rather gone out with my friends that weekend but I wasn't given much of a choice in the matter.
I drove my car to her house about an hour away, then we drove the rest of the way in her car. We got to the hotel where the reception was going to be and where we were going to be staying. We had a bit of trouble checking in, it seems that they didn't have the reservation for our rooms. This was a problem because the hotel was full, after a long fight they told us that if someone canceled or didn't show up by five for a room that wasn't guaranteed. With nothing else to do, we went over to my aunt's house, at five she called over to the hotel and they said they had ONE room for us, she took it. During the summer in a resort town, we were pretty lucky and having a room in the same hotel as the reception made things a lot simpler.
After a late dinner we went to check into the hotel. When we got up to our room we got another surprise, there was only one bed. A king sized bed but still only one bed. I think my grandmother was even more worried about it than I was. She quickly called downstairs and tried to get a different room but no luck. So I was going to have to sleep in the same bed as my grandmother.
We took turns in the bathroom, I went first, and quickly climbed under the covers. She turned out the lights before she went into the bathroom. When she came out she was wearing a long-sleeved button up nightshirt. I was a bit surprised to see that her legs look sort of nice, then I thought "ick, dude that is your grandmother." She got in bed and we said goodnight and after a while I fell asleep. Around three in the morning I woke up and heard her snoring loudly. I rolled over and saw that she had the covers tossed off of her. I tried to fall back asleep but it was difficult with her snoring. Whenever I looked over at her there was a small slit of light coming between the blinds that was right over her breasts, I kept finding myself sitting up and looking down at her breasts. After about half an hour of mental debate I carefully reached over and started to unbutton her shirt. My hands were trembling as I slowly, carefully unbuttoned her shirt and exposed her breasts. When I looked down I figured out why she wanted to get into bed while it was dark, instead of panties she had on an adult diaper. I hate to admit this but it didn't gross me out at all.
I wanted to touch her breasts, she has large breasts, but not huge, D cup and while saggy, not totally deflated they looked very touchable in the dim light flowing in to our room. I had a major erection, I jacked off looking down at her while she kept snoring. After I came I quickly buttoned her shirt back up, and felt very luck that I didn't get caught. The next morning the alarm went off, and she rolled over and said she would go take a quick shower, I didn't mind I thought I could get a bit more sleep while she showered, I didn't need to get ready yet. I couldn't help but watch her get out of bed, I was hoping to get a glimpse of her ass as she got out of bed but her shirt was long enough to cover up her rear end.
She took about two steps towards the bathroom and I was about to shut my eyes when she turned to face me. She looked at me, then down at her shirt, then back at me, then back down at her shirt then pulled at it a bit, showing me where it was buttoned up wrong, I felt my face flush as I realized that I skipped one of the button holes when I buttoned her shirt back up. I waited for her to start to yell at me but she just turned and went into the bathroom, I didn't know what she was thinking, I just hope that maybe she wasn't sure that it was my fault.
She took quite a while in the shower, and came out and told me that she would meet me later, all the women were going out to get their hair done before the wedding. I went back to sleep for a couple of hours, then went to take a shower. I got a bit curious and looked in the trash can in the bathroom, and I found her diaper tucked into the bottom of the can covered by some tissue and other things. I took it out and looked at it for a bit, as gross as it sounds I couldn't help wonder what it would be like to wear one, and right before I put it back I the trash I put it up to my face and sniffed it, smelling her urine in it.
