Part of the 'Butt Monkey' series of stories by Robert Furlong
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Debbie turned out to be very nice. A bit giggly, perhaps, but that could be put down to the nervousness of being on a first date. She probably thought me too quiet for the same reason.
We'd got on well – better than I'd dared to hope – and I'd suggested that we could meet up again at the weekend. However, Debbie was not one to rush things, perhaps on account of bad experiences in the past, and so she'd asked if we could leave it a week or so. I'd taken that as an indication that things hadn't gone so well for her and had smiled and said I'd just wait for her to e-mail me, bracing myself to never hear from her again.
However, she'd assured me that she definitely did want to see me again but that things were, as she'd put it, 'complex' for her right now. So we'd agreed to meet up again whenever she was ready.
We didn't kiss – given what my lips had been nuzzling into just hours earlier, it didn't seem appropriate to make a move on her – but there was a tangible chemistry between us which had provoked several reactions beneath my side of the table. It was a good thing I was wearing the new pair of trousers I'd bought: the extra couple of inches around the crotch had come in very handy.
On the way home, I couldn't stop myself from imagining the two of us as a couple: going out together, holding hands, making love and arranging holidays. All the normal things which I so missed about having a woman in my life. I tried not to let our brief faltering date blossom into a lifelong relationship in my mind, but the night had gone well and I couldn't help but speculate on what might develop between us.
I wondered if Jake would like her – that could be a major stumbling block – and whether he would accept her as my girlfriend, especially now that he had discovered my fascination for rimming other men. If I started meeting men for sex, would it be possible to have a relationship with Debbie at the same time? Should I be honest with her about my fetish, and if I was would she accept it as part of my sexuality? Could I even explain it to her in a way that she would understand since I could hardly figure it out myself?
Such questions were impossible to answer, of course, but that didn't stop them tangling themselves up in knots in my mind as I drove back into town.
As I turned left onto Farndon Road to pick Jake up from his friend's house, it occurred to me that if I were now to suggest another trip to see a football game with Simon and his dad, Jake would immediately recognise that my primary motivation for doing so was sexual. He was a bright lad and he'd probably already figured out that more had happened in the hotel between Guy and me than I'd admitted to.
Having said that, he had other friends who he might want to go and watch a match with and whose dads might be up for an overnight stopover. His friend Jayden had quite a nice-looking dad – he was called Leon and he was tall and quite academic-looking, mainly on account of his small, wire-framed round glasses. He had short, fair-coloured curly hair which was starting to thin a bit on top.
He seemed a quiet guy – I seemed to remember he worked in a bank or a building society – and looked like he'd be a bit shy about sharing a hotel room with a stranger. But quiet guys had hidden depths (hadn't Guy said something like that?) and if I got him drunk enough, I reckoned I could steer things in the direction of some arse-on-face action. He'd be reluctant at first – I guess most guys would be – but his intrigue about having someone's tongue probing such an unlikely place would get the better of him. I'd soon have him squirming with pleasure and masturbating himself to the feel of me licking the blond wiry hairs around his tight little hole. I might even persuade him to have a try of rimming me or, if he found he liked the sensation of having my tongue penetrating him, to let me go the whole way and butt-fuck him as he bent over the bed. Or maybe we could –
Jesus – what was I thinking of!?
I hardly knew this guy and I was fantasizing about setting things up so I could have sex with him. I suddenly felt like some kind of sexual monster for allowing myself to casually consider getting a stranger drunk so I could proposition him.
Was I planning to work my way through all of Jake's friends' fathers? Did I really want to get a reputation for myself as someone who preyed on other men – a weirdo with a literal taste for men's arses – on the pretence of an innocent-sounding stopover en route to a football match?
I pulled into the road in front of Dan's parents' house and sounded my horn a couple of time. After a few minutes, Jake appeared at the front door, said his thanks and goodbyes and then came down the drive to get in the passenger side.
"So how was it?" he asked.
I smiled. "It was good. She was nice. I think there might be hope..."
He smiled back. "Nice one. So when do I get to meet her?"
I reversed into Dan's parents' drive so that I could turn the car around. "Probably not for a while. We don't want to rush things – or rather, she doesn't – so she's asked if we can take it slow to start off with."
"Are you sure that's not a 'thanks, but no thanks'?"
I chuckled. "Yeah, I'm sure. I'm guessing she's had some bad experiences with other guys and she doesn't want a repeat."
As we set off, Jake asked, "And is she heading for a repeat with you, dad?"
I glanced over at him, surprised by his frankness, but his face was impassive in the orange glow of the passing sodium lights. I asked, knowing full well, "What do you mean?"
"The stuff we talked about last week. What happens when she finds out that you also have a boyfriend?"
Trying to hide the irritation from my voice, I said, "I'm not going to have a boyfriend, Jake. I told you: I'm not gay."
"You said you wanted to try doing the things in those pictures with another man. Won't that be like having a boyfriend? Kind of?"
Slowing the car down as we approached the traffic lights on the way out of the estate, I shook my head. "It'd just be a man who enjoys doing the same stuff as I do. We'd simply share a common interest. Like tennis buddies, or something."
Jake snorted; I couldn't decide whether to express derision or amusement. "There's a bit more to it than that, dad. I mean, you must have a type of guy you're attracted to..."