It's happened several times to me unfortunately. But, all had happy endings. Anyways, probably the most memorable letdown happened when i was 20 i started seeing a woman who was 33. She planned a very special evening starting with dinner and some wine. Then, she had me sit on the couch while she changed into something more comfortable. She came out with the full garter/stocking/heels/bra outfit. It was a first for me to see someone in person with that type of outfit on. She had me stand and undress completely. I was rock hard already. (we'd had sex before but it was usually a quickie or a bj for me) She had me sit with my legs spread and hands off my dick while she slowly danced and stripped out of the bra and panties. She stood in front of me for several minutes with one foot up on the couch cushion while she parted her bush and played with her pussy. My dick started to ache it was so hard. She turned around, bent over, spread her legs and cheeks apart exposing her pussy. It looked so awesome. She rubbed her fingers up and down her opening for about a minute. Then, she turned around and had me stand with my hands on my hips. She kissed me deeply while gently rubbing her bush lightly back and forth across the head of my dick. I could feel an orgasm welling up inside and i started to tell her but she was kissing me still. She reached down and would almost touch my dick but only rubbed my bush and tummy. She stopped kissing me and backed away to look at me. 'You are so hard! I think I will suck you now' She knelt in front of me and slowly moved her face to within inches of the head of my dick. She blew gently and that caused my dick to literally jump up and down several times. She giggled and did it again. She had her hands on her hips as she opened her mouth and slowly leaned forward. Just as she put her lips around the head of my dick I started to cum. She backed away and a stream of cum hit her right between the eyes and went up her forehead and onto the top of her hair. She didn't hesitate. She immediately put her mouth on my dick, grabbed my hips and started bobbing really fast as I continued to cum. It was one of the strongest orgasms I'd ever had. I kept my hands on my hips but i almost lost my balance as she bobbed and i came. When I finished she continued bobbing but slower and slower until i had totally went soft. She hugged me around the waist and kissed my shriveling soft dick. As the reality hit me I started to get embarrassed. But, she looked up and said 'baby...that was the most incredible thing I have ever had happen to me...I must've really turned you on!' I didn't know what to say other than how great it felt. She's looking up at me with the big stream of my cum going up her face, forehead and all in her hair. I apologized for cumming so quickly and on her face. She told me not to apologize because it was the biggest form of flattery she could've gotten from me. Did my dick let me down? Sorta. That night turned out to be one of the most intense sexual experiences of my life. We had incredible sex several times that night...and my dick didn't let me down then.
