He reached across the pinched the other just as hard. I could see how hard he was pinching her and I must admit that it had to hurt but she didn’t seem to mind. Instead it seemed to enhance the enjoyment of the continuing sex.
I could suddenly feel the build-up of my orgasm and I knew it wouldn’t be long. “I’m going to cum soon” I half-shouted
“And me” said Phil thrusting hard and faster against my cock.
“Cum then” shouted Jay, eyes tight enjoying the moment as she started to tense with her own orgasm. I relented and started cumming and cumming and I could feel Phil doing the same. The slippiness of the inside of her pussy was supreme and I have never felt anything like it before. Jay was kneeling over me tense in orgasm.
Little squeaks coming out of her mouth as she shuddered. Phil withdrew and moved to the top of the bed and offered his cock to her mouth. As she took his cock to her mouth a long line of cum dribbled down on to my open mouth. I left it there as Jay took Phil deep into her mouth to drain every last drop out of him.
Phil moved away and looked down at the cum dripping on my lips and tongue. Jay smiled and whispered in my ear “swallow it. It’s a fantasy of mine to see you with another guy and taste his cum”. I did so. I licked it into my mouth, rolled it around and swallowed it. “See” she said, “it’s not so bad”. She leaned down and kissed me hard, tongue probing my mouth as if looking for any traces of the cum I had just taken. So now I knew what she fantasised about when I fucked her. Interesting.
I moved off the bed and into the bathroom where Phil was washing his hands.
“Sorry about earlier” he said drying his hands. “I’m bi-sexual and, to be honest, I fancied you when we were talking in the bar. When I was trying to give you the fans I was hoping to flirt a bit with you. Nothing serious, just a bit of harmless chat to give me something to think about another time. I never expected a gangbang to happen instead. I’m so sorry”
“It’s cool” I replied “It’s not something I’ve ever done before but If I didn’t want you to touch me, I would have stopped you. Besides, I just tasted your cum in front of my wife whose fantasy is to see me with another man…so no harm done”
Phil gave a little laugh and said “Well, all’s well then.” I finished drying my hands and replied “Yeah, no harm done.” But as I said that Phil grabbed the back of my neck and planted a kiss on me. I didn’t stop him but I didn’t react. He pulled his head back and look embarrassed as if he had gone too far. “It’s fine,” I said, “this seems to be the day for firsts.” I said with a cheeky grin as I left the bathroom and walked back into the bedroom to be confronted by Keith and Jim who were sat on the floor and watching Jay lying on her back with her legs in the air being held open by Clive while Simon was slowly starting to insert his thumb into Jays pussy to follow the four fingers already in her. She had her eyes closed and was shuddering with each movement of Simons hands as he slowly moved them.
Phil could see my shock and pulled me back in to the bathroom.
“It’s okay, Simon knows what he’s doing. He won’t hurt her”
“What do you mean he knows what he’s doing? She’s never been fisted and I really don’t think it’s a good idea.”
“Simon won’t hurt her. When it comes to pleasuring woman, Simon knows how. In our company he’s famous for it. Director of offshore pipe logistics in the office, sex expert on the side. He won’t hurt her. He’ll give her a mind-blowing orgasm but with no pain, so relax. Whatever you see him do don’t worry.”
I was dubious about this. Having a gangbang is one thing but taking it further than normal sex is another. I decided to trust Phil. “Okay, let’s see what happens.” Phil grinned and kissed me again. This time I responded back and kissed him long and hard. I could feel him getting hard against me and, strangely, I started to feel my own cock starting to twitch. “Come on, let’s go and watch” I said.
Jay was still on the bed with her legs held up by Clive. She was making groaning noises amongst little pants and looking down I just caught the site of the last knuckle of Simons thumb enter Jays still sodden pussy. His whole fist was now in Jay. With a slow, steady movement he moved his arm forward and Jay’s pussy swallowed his hand to the wrist.
Very slowly, he started moving his hand in and out, backwards and forwards and giving it little twists until more of his wrist was going in with each movement. Then he sped up as the remaining cum inside Jay started to lube up and allow the fisting. She grabbed the side of the bed and screamed as he moved.
I tensed, thinking he had really done her some damage but she then panted “It’s okay, yes, yes, it’s okay” and let go of the bed. Simon built up a rhythm and fisted her to orgasm. She bucked her hips up, leaning up on her elbows and lifting her body off the bed to devour his hand as the orgasm took hold of her body and froze in that position.
Pussy juice was leaking around Simon’s wrist as the final throws of her orgasm allowed her to relax and lie down. Simon slowly started to withdraw his hand and gently allowed each finger to uncurl as it came out. Clive let go of her legs and she lay down panting and gasping.
She opened her eyes and looked up at me staring down at her. I expected her to cry and start sobbing either through shame, regret or pain, but she didn’t. She looked up and smiled. She reached up to me and took my hand. No words were necessary. She was in the throes of ecstasy and not just enjoying herself, but loving it.
Clive sat on the floor with Jim and Keith. Phil stood next to me smiling at Jay. Simon wasn’t finished yet. He reached for his trousers and pulled out his wallet where he pulled out two very small safety pins. He sat next to Jay on the bed and stroked her head.
“Do you trust me?” Jay was too far in the mind-set of complete sex to think about what he was saying and why he was holding two safety pins. “Yes” she quietly replied. Simon looked at me as if to ask the same question.
“Er…?” I said pointing to the safety pins.
“No,” Simon said smiling. “I’m not going to prick her at all with these. Watch” He unclipped a pin and reached for a nipple. He then closed the pin, clamping the nipple and squeezing it very tight. Jay screamed but put her right hand to her mouth while the other hand reached for her breast.
Simon held her arm down by her side. “Just wait” he said calmly. She lay there for a few seconds then started to relax. He took the other safety pin and clamped her other nipple. Again, she reacted in pain but soon relaxed again. The nipple was really red where it was being squeezed but I couldn’t see any damage, just a few bite marks still evident from earlier.
“Turn over Jay” Simon said, helping her to move on the bed. She knelt in front of him with her arse at a perfect angle and height for his cock. Simon slowly inserted his finger into her arse and then pushed it in quickly, it still being lubricated by Clive’s cum.
He moved it in and out a few times and then inserted another. She panted at this and started to gasp, clearly not having any objection to the arse play she normally likes at home. Simon removed his fingers, picked up the lube and poured it on to his fingers. He slowly started to insert them again unit he had his fingers up to the last knuckle in her arse.
He started to finger fuck Jay this way and then reached around and flicked one of her clipped nipples. She screamed for a split second then shuddered and started moved her arse back on to his fingers. Several times while he finger fucked her arse he flicked her nipples and it was the same reaction each time. Brief, but highly tense and pleasurable pain. He removed his fingers and levelled his big cock at her arse.
“Ready?” he asked
“Huh, huh” she replied slowly nodding with her eyes shut. Simon lined up his big cock helmet and inserted it slowly into her arse. She gave a gasp as the helmet widened her but then relaxed as it slipped in fully. He slowly started to fully insert, going slowly backwards and forwards sinking deeper every time into her until he was fully in to the root of his cock.
His entire cock, which must have been a good eight inches at least, was fully in her arse. He slowly started to fuck her until he built up a steady rhythm to pound her hard. Every now and then he would reach down and flick a nipple which made her enjoyment of pain and pleasure highly evident by her scream, not of pain, but sheer delight.
He fucked her arse for what must have been about ten minutes, steadily fucking her. At one point he leant back, pulling her with him so she sat back on his cock. He reached around and squeezed her breasts hard and flicked her nipples simultaneously. She went to scream but he quickly clamped her mouth, not wanting to wake the whole hotel.
He then gently pushed her back on to her knees and started to speed up and I knew he was going to cum soon. He suddenly reached around her, grabbed her breasts, pinched the safety pins hard on her nipples and came in her with Jay matching his timing for an orgasm.
She threw her face forward into a pillow and was really screaming with pleasure from the pain of the nipples and from the anal orgasm she had built up. He pumped and pumped into her, filling her with all the cum that he had remaining in his body before coming to a stop. They stayed like that for several minutes, neither wanting to move.
Slowly, he reached around and unclipped her nipples from the pins and she laid gently forward on the bed, his cock leaving her arse with the familiar ‘plop’. He rubbed her back and asked if she was okay. She opened her watering eyes slowly, smiled and said in a quiet voice “Yeah, I’m okay.”
She lay in that position while the guys got dressed. They each went over and gave Jay a gentle kiss goodbye then shook my hand as they left the room, saying how great it was to meet us and wishing us the best for our remaining stay. Phil was the last to leave.
“It’s been good to meet you” he said. I looked over at Jay who was still lying on the bed; eyes closed giving out an occasional pant as if the orgasm was still on-going. Phil shook my hand, leaned up and kissed me and I responded. We kissed for about a minute before he walked out and I shut the door.
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