Free cuckold community
Sign up now!
To give a bit of background to this, My g[F24] at the time was around 5’1ft was a petite brunette girl with a juicy ass. We were both very sexual with each other and had recently started showing off more of her and had some drunken discussions about having another guy join us.
On the night this happened my best mate [M26] whose around 6ft and slim build, has always claimed to be well endowed but other than a few over obvious bulges I wouldn’t know. At the time he was going through a sticky point in his relationship and him and his girlfriend at the time were not having any sex supposedly due to her not being able to handle his size, so he said….
My mate is in IT and quite techy so it just so happened I had an issue with my PC and he had popped over one evening to have a look and fix it. Sarah my gf had been out drinking with some girlfriends this night and arrived home pretty pissed just as we were finishing up.
I offered Harry my mate, a beer as he was in no rush and so we all sat in the front room Sarah and me sat on the sofa and him on a chair opposite us. We just had quite normal catch up work, friends etc. then Sarah being the drunk flirt she was claimed she was bored and wanted to play a game of truth or dare.
Harry and I were now a couple of beers in and not completely against the idea so obliged her request. I suppose naively thought it would start out boring but I should never of underestimated Sarah. She turned to Harry straight away.
S so Harry, truth or dare?
H uhh, truth.
S Matt tells me you’re having bedroom issues? Is it true and why?
H well, technically that’s 2 questions but yes we are and yes if he’s told you it because I’m gifted in a certain department then it’s true. Truth or dare back at you?
S interesting, truth also.
H well as you seem interested in size, is Matt the biggest you’ve had?
S no definitely not, sorry hun your turn.
M (I already knew I wasn’t her biggest so wasn’t fazed by her answer)
Sarah, truth or dare?
S hmm dare babe
I knew it was in my hands now to diffuse the situation or keep pushing it. I chose to have some fun with it.
M hmm ok I dare you to show Harry just how big your biggest was.
Sarah had a dildo moulded by her ex which I knew about, she smirked at me and ran upstairs to get it.
H wow wasn’t expecting this, is it actually of a moulding of him? Decent size similar to me. Right my turn now, Sarah truth or dare?
S truth
H Do you miss feeling something this big?
S umm, yeah kinda sometimes.
H damn gutted buddy
M haha nah it’s cool we’re chill
S right Harry truth or dare?
H dare time
S time to prove it, let’s see how big you are.
H well it’s not hard yet but sure
This was the first time I had seen Harry’s cock and both Sarah and I gasped when he dropped his trousers and boxers, even semi it was both longer and thicker than anything I had seen.
S shit, I guess you weren’t bullshitting
H nope, your turn bud
M uhh, Sarah truth or dare
S dare please
M I dare you to help H get fully hard.
S hmm how babe, that’s pretty open?
H how about you strip down to your underwear and start jerking me.
Sarah began undressing, she had on some tight fitting jeans and a crop top she had been out in, she had taken her top off revealing her perky B cup tits and was just about to peel her jeans off when Harry’s phone started to ring. Talk about timing. It was his gf asking when he would be home. This call snapped us all back to reality and he made his apologies before leaving.
After he left Sarah and I discussed how hot it was but whether we really should be doing it with a friend that close to us. We had the hottest sex we’d had in a while and both crashed out. I woke up to an apology message from Harry, which I brushed off and told him it was all good. Sarah and I spoke about it and decide that it would be fun to continue and set up a group chat with him….