Cassandra: Sexual Confession with Pictures

Hi Webmaster,

I wanted to send in my dare and give everyone reading this my confession. Nobody knows and I have to keep it that way so my pictures don't show my face and I won't mention the other person's real name although mine is okay.

Last year I was at a 3 week job training course and many of us from our company and from other regional areas met in the Ozarks and stayed in dorm like rooms. My roomate was about 31 years old and I am 24. She was okay I guess but a little moddy and we didn't talk much except to have dinner once in awhile. On the second to last day it was about 9:00pm she comes in crying. I could also tell she was drinking but not much as she was coherent. I asked her what was wrong and she sat next to me telling me all about how her boyfriend had cheated on her blah blah blah ... and it went on. I hugged her and she sobbed into me.

After that she went to clear her face up a bit and asked for another hug which I gave her. When her head came back up she met mine and she went to kiss me! I was surprised but I was also not sure what to do and kissed her back. I am bi curious and have always wanted to try it with another woman but wasn't really prepared for this. The kiss lasted a long time and we were both locking lips. We finally broke the kiss and she sat down. I sat next to her and started to kiss her some more. My hands then found their way to her boobs and I pulled her shirt down and started to fondle and then suck on them. I couldn't believe I was doing this. She sat back and closed her eyes and started to moan a little. I was loving this and kept licking her nipples softly for a long time. Taking my time to really enjoy this. When I looked up ... she was asleep!! The alcohol must have gotten to her and here I was sucking on her boobs and she was probably asleep for most if not all of it. I was sucking on breasts while a woman was asleep. It was weird.

I was also disappointed. I wanted more but had to just sit there. I was also extremely wet and decided to take a hot shower. I was so frustrated but what could I do? I took a long hot shower and took care of myself cumming 3 times. I got out and dried off and came out to see her still there, asleep with her boobs exposed. That brought all the feelings right back. Seeing her boobs and knowing what I just did to them got me wet all over again. So I decided to put her shirt back on and put a blanket over her so she could sleep. I stayed nude, went back in the shower and masterbated again but this time I used her small shampoo bottle. Now I normally can't take anything more than 6 inches inside me. Most of my boyfriends were around 6 or 5 1/2 and that was plenty. Any bigger and it would hurt and not be all that enjoyable. Her shampoo bottle must have been about 6 inches but much thicker!!! And it went all the way in!! I couldn't believe how much I was dripping everywhere! I gave myself 3 more orgasms and went to bed exhusted.

The next morning she thanked me for being so nice with her but never mentioned the kiss. I understood and didn't say anything either. But I wanted badly to tell someone but didn't feel comfortable with any of my friends. So you guys are the first to hear it. I hope you enjoyed it as much as I did.

Kisses - Cassandra