1. Truth Or Dare [Part 4] Dinner Dates & Dares


    Date: 10/2/2023, Categories: Quickie Sex, Author: shyguy82

    ... I spoke to Pablo, “Could you do me a favour and tell them you found Jen –their daughter– and she’s still taking an urgent phone call and will be back in five minutes.”
    
    “OK,” Jen said, taking a deep breath, “David, fuck my arse.”
    
    Ignoring Pablo’s presence, I asked, “Are you really sure?”
    
    “Let me clear,” Jen said, the force of command, although somewhat muted, returning to her voice, “it’s my dare now; I’m daring you to fuck my arse – I DARE you to cum inside my arse…”
    
    I didn’t wait for Pablo to make up his mind whether he was staying or going – he was moreobviously enjoying the show now – and began pushing deeper into Jen’s arse, her toned gym butt looking incredibly tight as the cheeks squeezed against the shaft of my penetrating cock.
    
    “God… you’re so big…” she moaned, with even less thought to the onlooker, “Please, slide it all in gently.”
    
    I’d pushed in as requested, inching deeper until I felt Jen resisting again. To say my cock felt incredible wouldn’t come close to describing the sensation, but I wouldn’t deliberately hurt Jen, despite what she’d requested.
    
    Pablo still hadn’t moved and was now intently watching, his colour rising, and I implored, “Please, mate - do me a favour and stall her parents.”
    
    “What should I say to them?” He asked, which counted as a bloody stupid question in my book.
    
    “Pablo, please just go in there and tell them anything - except that I’ve got my cock up their daughter's arse - and then you can head home early if you ...
    ... like.”
    
    As bribes went, it was pretty lame, but Pablo took it with a nod and turned to leave, sparing us a sly smile before stepping back into the fire escape.
    
    He hadn’t left a moment too soon, “Do you think you can handle some more?” I asked Jen, glorying at the sight of her bent over, taking me.
    
    Her answering question was earnest, “You’re not all the way in?”
    
    “No,” I answered honestly and with a foolish man’s pride, “About half.”
    
    “God, I feel so full – OK, go.”
    
    And I started to pull out gently and then push in with a little more force, hitting a point deeper than where I’d begun. I repeated the motion, feeling my cock tingling with fire and pushing deeper; my third stroke penetrating deeper still.
    
    “Fuck, David – you’re so big,” Jen’s breathed, all lust, “it’s starting to feel good. “
    
    I groaned, the sensation in my cock overwhelming, “You like anal, don’t you – you’re abad girl.”
    
    “You know I do, but this is something else,” and to punctuate the point, Jen moaned loudly as I bottomed out with the full length of my cock inside her arse for the first time, “God, you feel so fucking big.”
    
    I held my cock inside her, our skin touching and caressed Jen’s toned arse cheeks. Even holding perfectly still, I was so close to cumming. I don’t know what Jen could feel, perhaps the way I was swelling inside her, but she started wiggling her butt to stimulate us both further.
    
    “Jen, you're going to make me cum…” and it was pleading that my voice was filled ...