I was 18 years old at the time of this story.
*****
I was a very horny boy throughout my teenage years and despite being straight, I always had fantasies about getting fucked by older, straight and MARRIED men.
I am an average sized guy with a really small dick (like 3 inches) but a big bubbly ass (lots of people mistake it for a women's) and I fulfil my fantasies but messaging loads of men all over the internet pictures of my naked body and me wearing my mum's lingerie and lots of kinky shit like that.
I also enjoy sending them videos of me pleasuring my ass with my fingers and anything dick shaped that I can could get my hands on.
My fantasies have never gone past my internet relationships until one day. My parents went out of town for 2 days and my brother was busy at university so naturally I spent the day wearing my mum's bra and panties whilst sending lots of men pictures and videos of me.
However due to no one being in the house I left all the windows uncovered, so whilst I was in the living room - in my mum's tight black crop top, a lacy black thong and high heels - I was recording myself rubbing my boy pussy through the thong when I realised that my next door neighbour Bill was right at the window looking in shocked.
I was so embarrassed but I didnt move, we stared at each other for about 2 minutes until he moved towards the door and knocked.
Embarrassed, I put on my mum's dressing gown and answered the door.
Bill was around 6ft 5 and built almost like a bodybuilder. Despite being 46 he was a very handsome man, he reminded me of Daniel Craig.
Before I had the chance to beg him not to tell anyone he barged inside slammed the door and picked me up by my hips, forcing my back on the wall, and tongued me.
We passionately tongued for about 5 minutes and it was the hottest thing that I have ever experienced. By the end of the kiss my gown had fell off and I was up against the wall in his arms exposed in my top, thong and heels.
After he ended the kiss he told me that I was a hot little slut and that if I don't do what he says from now on he'd tell my parents what he had seen. I was a little scared but very horny and turned on when he said that.
He then said that he had to go but that I should go round to his house at 8 that night as his wife and two daughters would be gone for a while. He also told me to wear something nice. Before he left he called me a dirty little slut and took a few photos of me in the thong.
For the rest of that day I felt sick with nerves, despite the the hot kiss and my fantasies coming true, I was still really young and was intimidated by Bill who threatened to tell my parents about my dirty secrets.
Despite my nerves, I decided to go next door at 8 as I didn't want my parents to find out (also there was a little part of me who wanted to taste his lips again and maybe even his cock).
I went to my mums wardrobe and put on a very tight fitting white vest with lacy bra underneath. I then put on an extremely tightly fitted short black skirt which ended high up my thigh with some hot lacy panties underneath. Then I put on my mums best high heels and wore stockings to match my panties which came up to my thighs.
Before I left I took one look at myself and I was stunned, I looked so fucking hot. Especially with my mum's hot red lipstick on and my medium length hair up in pigtails.
I quickly ran to Bill's house and rang his doorbell to avoid being seen. He answered whilst wearing only boxers and pulled me into his house.
He lifted me up into his massive ripped body and tongued me harder than before. In between breaks he would say dirty stuff like "You're such a little dirty faggot", "What a pathetic whore you are", "I cannot wait to cum deep in your big slutty arse". I was so turned on at this point.
He quickly got rid of my vest, skirt and even my heels whilst he was tonguing me senseless. Then he broke the kiss and put me down.