Ok, I'm pretty sure everyone reading this has done something in their life that's left them embarrassed as hell and I'm no exception. By the age of 19 I'd already blown the ass out of my pants during a high school play while going commando and had my older sister walk in on me while I was masturbating (thankfully I'd covered her ass a few times when she would have really gotten in trouble so at least I knew she wouldn't say anything to my parents). But neither of them actually got me anything other than embarrassed and teased for a good bit too.
What happened recently totally blew past both of them...
My parents had gone away for a few days (25th wedding anniversary) - perfect!
My sister was home from college for the summer but she was spending a week at a friend's cottage so I had the house to myself - perfect!
I'd convinced, Laurie, my girlfriend of 6 months to come and spend the night - perfect!
We'd been having sex for a while and I'd slowly been trying to get her to be a little more 'adventurous' - it took me 2 months to get to convince her that me eating her pussy was ok (and she found she loved it) and another month to convince her to do the same for me (didn't like it anywhere near as much and made it clear I wasn't to cum in her mouth). It didn't matter what I said, anything anal - fingers, tongue, toy or cock was a total no go (with threats of no sex if I asked again).
Seeing as she'd finally let me eat her and found she really liked that, I'd been suggesting that I go down on her after I came in her. I'd had a previous girlfriend introduce me to that little kink and found I really enjoyed it. Whenever I mentioned it she always said that it sounded gross and wasn't something she wanted to try but I was hoping that between having the house to ourselves and a few drinks that maybe tonight would be the night that it would happen.
It was about 7pm and things seemed to be going really well. She'd had a few drinks and seemed to be getting a wee bit buzzed, I'd hooked my laptop to the TV so we could watch some porn and we were kissing and groping each other while we lay on the couch. When we'd had enough porn, I suggested we go up to bed, she quickly agreed and soon we were naked, on the bed and I was enjoying sucking on her nipples (I'd found that really turned her on) while I fingered her pussy. While I was doing that, I whispered in her ear that I was really looking forward to making love to her and especially the feeling of cumming in her pussy after I'd gotten her off a few times. She stroked my cock and said she hoped I had lots of energy because she wanted to take advantage of being able to spend the night and the next day having lots of sex.
I figured I might as well tell her what else I was thinking so I whispered in her ear, "I'm looking forward to spending the whole night together too and would love to taste your pussy before and after I've cum!"
Apparently, that wasn't such a good idea because her reply was, "Why do you always have to bring that up. It's gross and I don't understand why you think it would be fun."
She hated my ex Debbie so I knew it wouldn't be a good idea to tell her that it was Debbie that got me into it so instead I said, "I saw it on a porn once and it turned me on. If it's ok to cum in a girl's mouth, why is it so gross for a guy to want to taste his own cum mixed with hers?"
Ok, I likely should have just dropped it but that didn't occur to me at the time and now Laurie was really upset, we got in a big fight and she left, her final words being, "I'm not sure I want to keep going out with you." I figured that was it for us but the next morning I got a text from her that she'd thought about things and was willing to give it a try but it would have to be her way. I immediately texted back a 'YES' and grabbed a quick shower.
When she got there, things still felt a little 'cold' between us but I assumed it was just because she was a bit nervous. We kissed for a bit and then went upstairs, got undressed and lay on the bed. She totally surprised me when she said, "I'm still not sure why you want to do this but if I'm willing to try it, I don't want you changing your mind and before I could say anything she pulled some ropes out of the bag she'd brought. I'd always wondered what being tied up would be like so I happily let her tie me to the bed and I was quite impressed because by the time she was done I couldn't move much more than a few inches in any direction.
By now I was hard as a rock and when she was happy that I wasn't going anywhere, she straddled my face so I could eat her. I definitely had a 'thing' for eating pussy so I happily ate her until she came and then she moved down so she could slide her pussy onto my cock. She seemed to be enjoying being in control and I was fine with it too and before long she'd cum not once but twice more. When she felt me thrusting up into her and starting to moan a bit, she knew I was close to cumming and surprised me by stopping and lifting herself up off my cock.
When I asked what she was doing, I was totally unprepared for her answer. "You knew I thought the idea of having you lick my pussy after you came in it was gross but you kept asking. I'd hoped that when I told you I didn't want to be with you that you'd change your mind and tell me it was ok if we didn't do it and then today you jumped at the chance, not even caring whether I really wanted to do it or not. I'm going to leave you tied up here while I go shopping (her favourite pastime) for a while and you can think about things. By the time I get back, I want you to decide. Option one is that you want me as a girlfriend and you'll quit asking about eating my cummy pussy - if that's the case I'll untie you and we can spend the day having some amazing sex. Option two is if you really want to taste your cum from my pussy then I'll leave you tied up, ride your cock until you cum in me, straddle your face until you've eaten as much as you'd like, then I'll untie you. However that'll be the last time we ever have sex because I'll be done with you" and with that she left.
She'd only been gone about 15 minutes when my phone started ringing and at first, I thought it was her and wondered how the hell she thought I was going to answer when I was tied up and then I realized it was my parents ring. Shit...I was supposed to call them this morning to let them know everything was ok and I'd forgotten. They tried a few times and then it stopped so I knew I'd better call them back as soon as Laurie came back.
About 30 minutes later I heard the door open and thought that Laurie was back sooner than I thought but when I heard the "Hello!" I recognized it as being the next-door neighbour, Janet's. Fuck! Mom must have called her and asked her to check on me. If I didn't answer her - she'd check the whole house to see if I was here but if I did answer, she'd come upstairs to see if anything was wrong so either way I was fucked. As it was, before I could decide which way to go, I heard her coming up the stairs and then she looked into the bedroom. I'm sure that she wasn't expecting to find me tied naked to the bed and the look on her face proved it.
When she stepped all the way into the bedroom, I was a bit surprised to see her in just a housecoat but knowing how my mom usually over-reacted, she'd likely told Janet that I wasn't answering because I was laying dying on the floor somewhere and to go check right away.
I was dying alright - dying of embarrassment and it didn't help when she came closer to the bed, eyed me up and down before saying, "Well, at least I know why you weren't answering your phone but I really don't think I can tell your parents the reason. But...I know I'd really like to know how you ended up like this!"
I figured maybe I could get out of it by just telling her that Laurie and I were trying something new and got in a bit of a fight and she'd left me like this until she'd cooled off.