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By (user no longer on site) OP
over a year ago
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Lady L is an older 'larger' lady of my acquaintance. She's married but has a dominant side that she occasionally indulges without her husbands knowledge. Most of the time it's by way of online affairs, but occasionally she'll actually meet her subs in the flesh. Being of a certain size and age she appears to appeal to young men, which obviously does her the power of good, but the problem is that often they are unable to accommodate.
She's been chatting online to n for quite some time, he was early 20's, fresh out of university and living at home. They'd had a couple of meets where she'd taken him for a drive to more secluded places and had a bit of fun with him, but she was itching to put him through his paces more fully. So being a gentleman I'd suggested she used my place, and being a lady she requested my presence at the same time...well someone has to chaperone her. We had a bit of a chat and established some rough ideas about what to do and agreed a date.
She arranged to meet up at the nearest big town and then the two of them drove out to a fairly secluded car park near to my house. Once there she'd started playing with him in a fairly similar style to how she had in the past, slowly getting him to strip further and further until he was left in only his t-shirt. She collared him and had him kneel by the car, where upon she lifted up her skirt and had him pleasure her orally.
It was at pretty much that point that I drove up, he didn't realise it but she'd had a txt ready to send at the appropriate point and pressed send once he was otherwise engaged. Apparently he tried to pull away at the sound of my car but she kept a tight grip on his collar and told him to keep going. From where I'd parked I could only see her across the car but she'd given me a good clue as to what I'd find. I got out and walked over and started chatting to her, expressing my surprise at seeing her there etc. She started to chat to me, and then gave a little moan, to which I responded by asking if she was entertaining someone. She said she was and invited me to come round to see. I guess that by that point the boi was fully in subspace as he dilligently kept to his task when I rounded the car. It really was quite a sight, this devilish BBW holding her skirt up with one hand while the other gripped the collar around a young fresh boi's neck.
I stood and made some comments about him while he kept on taking her to her orgasm....well lady's don't get to that size without being a bit greedy! Once she'd come she loosened her grip on his collar but told him to stay still...he rather reminded me of a rabbit in headlights, he really did look like he was on the brink of running but stayed immobile. We both admired him, and made pointed comments about how rigid his cock was...and the deep red blush on his face. I made the suggestion that he really should be out of the t-shirt but she said she was a bit worried about passers-by so I said that she should bring him back to mine. She thought it was an excellent idea so she told him to get into the back of her car and off we drove back to mine.
She obviously checked with him that it was OK, although thinking back and knowing what she's like she might well have simply read him the riot act! We parked up at mine and she ordered him out of the car. And the first order of business was to get him out of that t-shirt. I told him to remove it, and he looked pleadingly at L, who sternly informed him that he was to obey me in "everything" I ordered. So reluctantly he pulled the shirt over his head, leaving him standing naked before us apart from the collar around his throat. I popped into my hallway and fetched a lead off the coat rack, then came back out and fitted it to his collar before suggesting a quick tour of the garden as it was such a nice day. She took the lead and her young sub found himself being paraded naked around a 'stranger's' garden.
Eventually I asked if she'd like a drink and suggested that she should settle on a nice bench on the grass while I fetched it for her. I went inside and bought out a glass of cold water, finding her once more making use of his mouth for her pleasure. I watched for a while, making conversation with her as she reached another climax. I said how obedient and eager to please he was, and she said that he'd taken some training but was pleased with the progress he'd made. Though she said that she did have to occasionally punish him to encourage his submissiveness. I asked how and she said she'd give me a demonstration, and told him to go and fetch her bag from the rear seat of the car.
He looked very pensive at that, but a stern look from her sent him running across the lawn to the car, with our laughing comments about how his cock waved about following him. He returned with her bag of toys which he placed at her feet. She then ordered him to get into position, which involved him kneeling at her feet, with his hands either side of his head which was pressed against the ground. A very nice view it offered I have to say, and one I commented on. To which she replied that she preferred him plugged but that she'd had very limited chances to do so so I suggested that this would be a good opportunity to do so. She agreed and from her bag took out a tube of lube and quite a large plug.
She handed the boi the lube and told him to prepare himself. Now Mistress he stammered which I found rather cute, but which simply she responded to by announcing that that would incur his first punishment. The boi was ordered to lean over the bench, with his hands resting on the back of it, as she drew a little whip from the bag. With him in position she brought the whip down across his back, causing him to gasp, then slowly worked her way down to his rump, telling him that it was for his own good, and that if he continued to be disobedient the punishments would get worse. He was apologising profusely when she told him to get back to preparing himself.
He got back on the ground and squeezed out a decent amount of lube onto his fingers, which he smeared around his tight little boi hole. I could see his cock throbbing and jerking around as he started to probe his own hole, a very enjoyable sight for us, and one we commented loudly on. Soon he had two fingers readily sliding in and out of his hole, at which point L decided he was ready. She passed him the plug and told him to get it in.
He squeezed more lube onto it and positioned it against his hole. I could see he obviously wasn't all that used to it as he started to moan and screw his face up with discomfort as he worked it through that tight ring of muscle. She was having none of it and told him to get on with it, which he responded to but was still showing difficulty in doing. Eventually she'd had enough and took the matter in hand, moving his hand out of the way and taking hold of the plug. Rather then moving it in and out she simply kept up constant pressure on it and as he moved away from it reached around and took a very firm hold of his cock and balls,causing the movement away to cease. His moans grew in volume as it was slowly forced into him, until eventually he gave a loud moan of relief and I saw it rapidly sink into his hole as the widest point was passed.
She ordered him back to his position and we both admired the way the black base of the plug contrasted with his pale skin. I asked about how easily he could move with it in, if it wouldn't fall out etc, so she ordered him to his feet and had him jog around the garden, with the plug firmly embedded in his hole and his cock bouncing around.. A very humiliating experience for him indeed, and one I found amusing.
Enjoying the view she said she'd improve it and from her bag drew out a pair of nipple clamps, joined together with a chain, with another chain running down from midway to a third clamp. She ordered him to stand before him and attached each clamp to his nipple, eliciting a little moan from him with each one. Then she reach down to his cock and moving her hand up his shaft caused his foreskin to bunch up, to which she attached the third clamp. I could see that he kept himself hunched over to try to prevent the three clamps pulling too much, and taking a little pity on him she didn't put him through his paces around the garden again.
We talked about how obedient he was and she said that he was struggling with a couple of things still, and when I asked what she said she'd show me and that my presence might help with it. From her bag she retrieved a harness, and after I'd helped her from her skirt she fitted it so that it sat firmly against her body. Then she retrieved a decent sized dildo, which she threaded through the dildo so that the base sat against her clit. I could see the boi looking very nervous but he obeyed without comment when she ordered him to his knees before her.
She told him to open his mouth and positioned the dildo in front of him and told him that she expected him to give a good demonstration of what they'd been practising. He nodded his head, and slowly moved forward taking the rubber cock into his mouth. She took a firm grasp of his head and pulled him forward, forcing more of it into his mouth and of course causing him to choke and pull away. You see the trouble I have she said to me, as she waited for him to gulp down some air before guiding his mouth onto it again.
Once again she let him start gently, but soon pushed his head far enough down to cause him to gag and pull away again. This time she became quite angry with him, and said that perhaps he needed to try with the real thing, at which point he shot me a very scared look before desperately replying that it wasn't the case. She told him it was his last chance to prove himself with it, and once again pushed his head down onto it, though this time she didn't let him start gently but forced him to attempt to deep throat her from the off...and of course he just gagged and pulled away.
Turning to me she asked if I'd mind helping, and of course I was happy to agree, slowly unbuckling my jeans so that he could see the bulge in my shorts beneath them. She help his leash so that he stayed in place as I stepped out of my jeans and then pulled my shorts down, my cock springing out before him. I could see him struggling, internally and with her grip as I moved closer to him. Taking my cock in hand I pushed it down so that the head was level with his mouth and moved forward. At the touch of it to his lips he pulled away desperately, begging not to be made to.
I must say I was most impressed with the display of anger she put on, slapping his face and telling him that he was to do what ever gave her pleasure and that what she wanted was for him to make up for his failure to please her dildo with his mouth by pleasing me. He returned to his position before me and once again we went through the same ritual, except this time he managed to take my head into his mouth before the revulsion overcame him and he pulled away again.
Obviously she was very unhappy about that,and said that he was a pathetic excuse for a slave. He begged for her forgiveness, even more when she said that if he was unwilling to use his mouth to please me that perhaps I might want to use his other hole for his pleasure. That really put the cat amongst the pigeons as he begged for her forgiveness and promised to please me. She said he had better and he started to get back to his knees before me but she had a better idea.
First of all he was made to get into his position again and then had the indignity of us watching as he removed the plug from his hole, eliciting further moaning from him as he once more had to get the widest portion past his tight ring. Although once it passed that point the rest positively shot out. She then sat on the bench and pulled him over to her. She had him face away from her, and then made him slowly lower himself to her lap, guiding the dildo into his hole. I was then asked to come in front, which I did, and she took a hold of his hair from behind, pulling his head back.
I slowly moved closer to him, guiding my cock to his mouth. Impaled on the rubber cock with my real cock invading his mouth there wasn't really much he could do other then moan. As I thrust into his mouth his body pushed down onto the rubber cock, and as I withdrew his body would move up it again. Soon enough we had a very enjoyable little rhythm going, with L speaking to him in a very unladylike manner about what a disgusting little slut he was. She was obviously enjoying it more and more, with the dildo base exciting her clit, and I saw her other hand reach around and start to pull on the chain, feeling the moans it caused muffled as he was by my cock in his mouth.
I indicated that I was ready to finish when ever she required at which point she pulled the clamp off his foreskin and started to roughly wank his cock. He can't have been far from coming as I could see his body starting to buck at which point she nodded her head at me and I flicked a mental switch and on the next thrust started to cum into his mouth. He tried to pull away but she held his head as my cum flooded into his mouth. I must admit that I made a point of thrusting into his mouth as I felt a jet explode, determined to force some of it down his throat. I stepped back (I must admit my legs were a little wobbly) as she kept wanking his cock, some of my cum dribbling from his mouth. Just as he reached his own orgasm she pulled hard on the chain, pulling the clamps off his nipples, all of which must have left him with some very confused feelings! Having said that judging from the way his cum jetted out of his cock he was obviously very aroused by the whole thing. She kept wanking him firmly as his orgasm faded, milking out the last of his cum until he was utterly drained, at which point she pushed him off her lap, the dildo sliding from his arse, and he collapsed on the grass at her feet.
Well that was very enjoyable and unexpected I said to her, with a wink. He stayed silent on the floor as we discussed another visit from them soon, and we left him there, attaching the leash to the bench as we went inside to shower. Once we were cleaned up we allowed him to put his clothes back on and she drove him off. And yes, they did return again! |
