Webmeets Diary Ch. 07

"So you must be Jack?" Vanessa, in contrast, though I knew she was approaching 40, had aged well. She was also taller than me by an inch or two, although this difference seemed about the same as the length of her heels, sported shoulder length hair with a fringe that she had left its natural black colour, an attractive face with big eyes, a wide mouth and generally very African features to match her dark brown skin. Although it was currently imprisoned in a casual, cream dress, there were still ample hints at what I knew from her photos was a very sexy body, from her long, muscular legs ending in a big round butt, through the slight curve of her stomach to her big E-cup breasts.

In the routine that was becoming familiar to me from all these meetings arranged online, they invited me to go for a meal to get to know them then if things went well we would go back to their place to "get down to business" as Herman put it. Dinner conversation was the usual, asking about my trip, my studies, and so on, though as there are more expats and just people who speak English in Shanghai, we couldn't be so sexually explicit as I had with Patrick and Ai Ling in public, implying things instead.

By the time we'd finished eating though, I had confirmed that they would not be the first couple I had met with, even in Shanghai, nor the oldest, and my growing confidence in these encounters ensured that I did not come across as too shy, so I was invited back to their apartment. It was a little further out than John's, and in terms of luxury came somewhere between his and the other Chinese apartment I had visited on my travels.

"So Jack," Vanessa said in her brisk, business-like manner once we were inside and sat on the couch. "I'll explain the deal very clearly first, then if you agree we can get straight down and dirty. I love to be fucked by lots of different men, preferably at once, and my husband Herman, being the dirty old man he is, likes to watch and film. The videos are just for us and the other people in them, we don't sell them or anything, and you'll have noticed that on our profile pics we hide the faces of everyone except those who explicitly tell us we can show them." I nodded to show I understood, feeling my cock growing in my pants at her frankness.

"Now, before we let someone join in one of our gangbangs we like to give them an audition, to check that they're OK in front of the camera, with other people in the room, can last long enough, that kinda thing. You're quite a bit younger than I normally have, but we thought we'd give you a chance, so don't worry, just relax, we'll have some fun together, Herman will film and if all goes well, as I'm sure it will, we'll let you know when our next gangbang is. Sound good?"

"Sounds great," I replied, pleased to note that I had hardly any butterflies in my stomach despite this pressure, in sharp contrast to some of my early meetings with people like this.

"Awesome, let's go then!" We got up and she led me into a large room, with the usual bedroom furniture but the addition of it seemed at least one large mirror for every side.

"Are you shaved? Down there I mean?" Without any ceremony she began to strip - this was a try-out after all - and I did the same as I answered.

"Yes, although not since last weekend."

"Well, if we decide we want you, you can come earlier and shave, it looks and feels better, but for now a few days stubble won't hurt. Let's see? No, that's fine hmm, you look kinda small, are you sure it was your cock in those photos?"

"Yeah, it's mine, it grows quite a bit when erect."

"We'd better test that theory." Vanessa got down on her knees, already naked. Her husband was filming, also naked, though unsurprisingly I hadn't noticed him getting undressed since all my attention had been taken by his elegant wife revealing her chocolate coloured body, particularly her voluminous breasts.

With a gentleness out of character with her business like manner, she began to massage my cock with her fingers and lick my balls. As soon as it had started to expand, she popped it into her large mouth and began to play with it using her wide tongue, and I could already see lipstick smears on the shaft. I relaxed, deciding to ignore her watching husband completely and show them what I could do. Raised eyebrows and an increase in the intensity of her sucking told me she wasn't disappointed with my size anymore, so I asked her if she would like to "do a 69."

"You wanna lick my pussy, is that it? OK, but I'm going on top."

No point in arguing when I had no objections, so I lay down on the bed, right in the middle and she straddled my head immediately, making me kiss and lick her thighs and the bald skin around her cunt before she condescended to bend back down to do her share. I was glad I had suggested this position, not just because it prolonged her expert blowjob beyond what I suspect she'd intended, nor because of my growing addiction to eating pussy (I did my best to give oral sex to all the girls John introduced me to, though here wasn't always time what with his and their other plans), but also because she seemed a bit dry. I don't claim to be a master at cunnilingus, but I must have been doing something right with my mouth as by the time she had pulled a condom on me and moved off my face, everywhere from my nose to my chin was moist from her juices.

"OK Jack," she said over her shoulder once she had shifted down to hover above my groin, "I'm gonna fuck you now, but I don't want you coming til I say, got that?"

"Got it," I said. I allowed myself to watch my pale, rubber encased cock enter her dark pink pussy and disappear between her brown lips, as her big, round black arse descended, but then I forced myself to look away. She bounced around noisily, and I did my best to thrust up, resting my hands on her rump, but that was the extent to which I could get intimate with her. It made it pretty easy to keep my mind off the fact a gorgeous, older, black woman was riding me, even with the occasional glimpses I treated myself to.

Obviously Vanessa decided this was making it too easy for me, as barely pausing, she lifted off me, turned around still holding my dick and then re-inserted it into her slick pussy, now facing me. This gave me no choice but to watch her, reaching up to hold her gorgeous E cup tits so they wouldn't move so wildly, and no doubt painfully, and to play with them. I'm sure her earlier moans and cries were for my benefit and the video's, but if she was faking it the whole time, she was very good at it, and I was thankful her vagina was so loose.

"You're doing good Jack," she panted at me, just as the last thought crossed my mind. "How about we make things a little more interesting before we finish? Rob, get your cock in me now!" The last was delivered in a commanding tone, and I heard some movement from her husband who I'd been ignoring til then.

Unfortunately, he didn't have a tripod ready, as in the DVD of our meeting you can't see the detail of the action that followed, since the camera was place on a chest of drawers a little to the side. At the time I didn't know or care. All I could see was that she threw herself forwards on to her hands, still fucking me but with her breasts dangling down to brush my neck, her hair tickling my face as it fell forward, and her sweaty face breathing into my head. Then I felt her stop, sinking right down so I was all inside her, just as I felt her husband's weight on the mattress, his legs brushing against mine, and then his fingers sliding along the front of my shaft.

My eyes widened as I realised what was happening, and gasped almost as loud as she did when I felt his hard dick sliding into his wife's cunt on top of mine, with the help of some lubricant so the friction between the two condoms would not impede anything. He began to fuck her, but I could do very little, so I remained inside her, jammed tight against his thrusting cock. It was a strange sensation unlike anything I'd experienced even with Pat and Ai Ling the previous weekend, the long, hard shaft a sliding pressure up and down mine, while the other side of my dick was stationary but pressed into her hot internal flesh.

Vanessa was now crying out all sorts of incoherent obscenities, and when I gave in to the temptation of the huge tits so close to my mouth, tentatively licking one of her nipples, she almost suffocated me clamping my head to them. I wasn't sure how much longer I could last, though whether the end would be an orgasm or my erection deflating, I wasn't sure.

Before either scenario, she cried out: "OH! I'm coming guys! Cum now! Cum now!" With an effort I tried to thrust with his speeded up thrusts, and filled my mind with her black flesh climaxing on top of me, bringing it back from its odd detachment of delaying orgasm, so that I managed to cum before her husband. He wasn't far behind though, and I can't describe the bizarre sensation of another guy's condom filling up against your own protected, and just finished ejaculating, hypersensitive cock. He withdrew immediately, obviously not liking the sensation much himself, and reluctantly she got off too so as to avoid any accidental spillages, but lay next to me breathing heavily.

"So, did I pass the audition?" I asked, once I'd recovered. Vanessa turned to her head to me, giving me a hard look.

"You passed the first part. How long before you'll be ready to go again?"

"Twenty minutes or so," I replied, not surprised that it wasn't over. Those 20 minutes were spent in a lengthy interrogation, which I answered as truthfully as I thought prudent. Almost to the second, when my twenty minutes we up she had her lips locked around my cock once more, but I didn't let this almost sterile, mechanical approach to sex turn me off.

Although aching a little, I was soon hard for a second time and positioning myself, wearing a fresh condom, between Vanessa's legs and without any problems, sliding back inside her, this time with her on hands and knees. Had her legs been any longer I doubt I could have reached just kneeling, but instead she was the perfect height, and this the perfect position.

Her husband didn't think so though, making one of his few directions when he told me to get on my feet, placing them on the outside of her legs rather than inside, bending my knees and thrusting down into her cunt, as I had seen on countless porn movies. This position was very tiring, and rather impractical as I pulled right out more than once, but it did allow him to zoom right in on the action which was what he wanted.

It also meant that she could squeeze her thighs together, tightening her pussy around my dick, which I couldn't object to. I was relieved, however, when she said she wanted to change position. For a quarter of an hour I was made to fuck her in various different positions, standing with her sat or lying on the bed, lying on top of her, on our sides with one of her legs in the air. I felt like we were going through a catalogue of sex positions, and I remember thinking once again how absurd most porn was when they changed position so often. And after all, that's what this was, porn, not real sex, but without any of the money pressure, so it was quite fun at least.

Eventually I was allowed to cum, this time on Vanessa's voluminous breasts - porn right down to the money shot! I've said before how gorgeous I think women look when they've been spunked on, and she was no exception, the whitish-translucent sticky mess standing out beautifully splashed over her big black breasts.

"So, what's the verdict Vanessa, does he pass the test?" Herman said, a dirty grin on his face.

"Hell yeah! With flying colours! I'd almost forgotten how much fun young guys could be, we should meet with them more often! So Jack, would you like to come to our next gangbang? It's next Friday night, there'll be about ten guys including you now, though the rest are all much older than you, I hope that's not a problem?"

"No, that's not a problem at all, although I'm afraid I won't be able to make it as I'll be leaving here on Thursday."

"Oh, that's such a shame! If you're ever back this way let us know, maybe we can arrange something especially for you. Damn! I was looking forward to us showing the regulars I could still get the young 'uns! Well, would you like a beer before you go?" Naturally, I couldn't refuse, exhausted as I was by the evening.

***

Saturday turned out to be a party night at the hostel, so I decided to turn down John's offer of a girl that night and socialise with my fellow backpackers. As well as missing out on what he claimed were two gorgeous lesbians doing each other for him and another guy, I also missed out on a another meeting with Juliet, as by the time my hangover had cleared on Sunday and John had managed to get me over there she had left, a new girl keeping him company. He had promised on the phone that this girl was even more adventurous though.

"This is Angelina," John said leading me to the couch. Angelina was a bit plumper than the other girls I met through John, in fact she was of a similar build to Annie who I met in St Petersburg, though with padding in slightly different places and a couple of inches shorter. Her face was round with a short nose bridged by glasses and framed by shoulder length hair bleached further than most to a very artificial and, on a Chinese girl, rather bizarre looking blonde. Apparently she was a university friend of Juliet, so must have been about the same age.

She beamed at me and stood up from the sofa, only just reaching past my nose, despite some deadly looking white stilettos she was wearing to match her white and obscenely short leather mini-skirt. This was the kinky slut John had been telling me about who loved to take it up the shitter. I greeted her, not bothering to disguise the way my eyes were drawn instinctively to her cleavage, accentuated by her boob tube - really, I was getting into some very bad lecherous habits here, it would take some effort to unlearn them later.

That day though, I could be as dirty-old-man-like as I wished, for Angelina was not there to practice her English for long, though she was surprisingly good, so clearly she was not just some bimbo. We'd been there barely five minutes before she was dragging me into the bedroom, tottering surprisingly fast on those heels, and pulling down my pants to suck at my cock, which had not had a chance to get aroused yet.

"Fuck my ass please," she said, once I was hard and she had shed the scanty clothing she wore, getting on the bed on her hands and knees, waving her big, round, fat buttocks at me. I slipped my hand between her thighs and up to her shaved pussy, feeling the spike of stubble as I pushed past and into a slimy wet, hot snatch. She moaned exaggeratedly at my touch, but I was not trying to masturbate her, in fact even if I didn't have other ideas there would be no need, she was already wet enough and from what I could tell loose and wide enough to take me.

All I wanted though was some of her juice on my fingers, which I now pulled out from their knuckle deep plunge. Dragging them over the skin below her front opening, I lay my wet forefinger on her puckered arse hole, pulling her cheeks apart with my free hand to get full access. Pushing in, I eased it inside her, getting a real gasp from her this time, her sphincter muscles tightening around my digit as I pushed it further in, then when I pulled out it at first seemed to be coming with my hand, as the finger was still gripped by it. I added a second finger, a bit rougher now that I knew she would raise no objections, then a third.

Had I not been having sex so frequently, I expect finger fucking a fat Chinese slapper's arse would have been enough to make me cum, but maybe I was being desensitised, because I had to start jerking off just to stay erect. John, meanwhile, had been undressing himself, and now passed me a condom, which I immediately unrolled on my shaft, and a tube of lubricant, which we definitely needed now as the limited lubrication from her juices had almost dried, so my hand thrusts met greater friction, even making it a bit hard to withdraw. Squeezing some over my cock, I smeared it over the shaft, and then put some more in her butt crack, sliding my fingers back in to spread it around thoroughly.

I continued to do this while I jerked off, a little more rigorously to get as hard as possible before moving forward to rest, or rather touch my head to its destination, as that was the angle it was standing to in any case. I used my thumb to push the head down through her greased anus, and then eased the rest of my length into the tight tunnel, turned on by Angelina's cries of "it's so big!" even if I doubted how genuine they were.

As it was only the previous weekend that I had first fucked a girl's arse, and I had known that it was not her first time, I didn't know how tight a virgin one would feel, but I would expect it to be tighter than this. Angelina's butt was only a bit tighter than some of the other girls' vaginas John introduced me to. There were no complaints from me though, as I slammed my hips repeatedly into her big buttocks, letting my gaze wander from my cock sliding in and out of the pink-rimmed hole between her wobbling cheeks, over her short back to her bleached hair and her rosy cheeks looking over her shoulder, until John grabbed her fringe to make her face forward and suck his cock. I grinned at him.

"This bitch is certainly as dirty as you told me," I said, perversely enjoying talking about the girl that way, even though I normally hated hearing others say it.

"Yeah," he said. "You're a total whore aren't you, Angelina?" The muffled grunt seemed to be an affirmation. I started to get into it, remembering how Annie had liked to be called a slut, I accompanied my insults with playful slaps, nothing too hard as I didn't want to hurt her, but enough to surprise her and make a nice loud sound.

"OK Jack," John said, pushing Angelina dismissively away to pull on a rubber of his own, "I want to fuck her too now. You wanna take my place?"

"Are you gonna fuck her arse or pussy?" I replied, still thrusting. "Cos I'd prefer to fuck either of those two holes really."

"Well, you're already in her ass, you'd have to change condom to go anywhere else. Anyway, I don't much like anal sex. I'm going on top though."

"OK," I agreed, and pulled out while we rearranged ourselves, me lying flat on the bed, Angelina lowering her bum back on my dick but still facing away from me. Then John knelt between both our spread legs and rammed straight in, thrusting hard and fast like a pneumatic drill, the shock of each entry going through Angelina to me.

To begin with this left little room for me to thrust at all, but once Angelina had settled and started to thrust up to meet thrusts or at least encourage them, I could start driving my pole up into her, though much slower than before. I made up for speed by reaching around and gripping both of the girl's breasts in my hands, pulling her top half down close to me to better grope her tits and hear her moans and cries from being fucked in two holes simultaneously.

John's face was contorted with concentration, and I thought he would cum fast, the way he was going, but he kept it up for what seemed like a long time, though this may have been because my position only really gave me enough stimulation to stay hard, despite this being the enactment of a long held fantasy of mine, and I'm sure many other guys.

"Finally!" I thought, when John's expression changed to the ecstasy of orgasm, accompanied by a sigh of relief, pulling Angelina closer to him as he came deep inside her. As soon as he had pulled out I moved my right hand down from her chest, first to arrange her more comfortably and encourage her to raise herself a bit higher on her legs to give me more room, and then to her cunt, slippery from all that action.