When I asked him about his own single status he told me he was gay, which came as a surprise but no big deal, he had never had much of a long term rel...tionship or even any dates for years. We carried on with the driveway getting it finished later in the afternoon, I made plans for heading home, but Bob told me he had dinner made & a bottle of wine, it was up to me but he would enjoy the company, I thought why not, I had no other plans. We were both very dirty, Bob had a great utility room with. I screamed out at him.. He asked me to keep driving. Don’t lose focus from the road…..I was dripping wet on my shirt and the water was flowing below on my skirt. I kept driving. Good he said…I was feeling cold due the water hitting my skin. I shifted in my seat. He then told me sorry and he will wipe off the water. He took a towel from the back seat and wiped my hand. The water had gone into my shirt through the gaps of my shirt buttons.He then looked at the 4 buttons of my shirt. I was. The Butt plug was inflated and securely locked inside his ass so no way it could come out without tearing his ass. The pressure from pulling was immense which made him cry out. Jane pulled and twisted for some time and then finally said “This will not come out”“Good” Said Mistress “now press that button on the base”He did not understand what Mistress meant but suddenly as Jane pressed the butt plug, it started vibrating causing his all insides to vibrate. This was intense but somehow he was. Beth (Not her real Name) was just fifteen and she became an instant hit with all of them, standing 5' 6" and a great body, and a love of shagging, she just seemed to be horny all the time.During my second year we became friends, well I was assigned under her tutelage, on stable duties, and being three years her junior, she felt it necessary to teach me the facts of life, as, 'If you stay here much longer, you will have to shag them fucking jockeys', she paused before adding, 'they will expect.