My two men

When he was ready he entered me with a couple of quick thrusts so that he was all the way inside of me where he stopped, big and hard, pressing in so that I could not move back. Slowly he straightened his back while maintaining the pressure and sat up, but still holding down on my shoulders. I could not really move in any direction and lay trapped under his weight and by his strength. All I could do was wrap my legs more tightly around his waist and hold on. He looked down at me lying under him and said again that I had a wonderful body and that he was having a good time. Jake positioned himself so that he could see where Demis big shaft was entering me and asked if I was enjoying it. Demi withdrew almost all the way and then with one great thrust entered me, again going all the way in. I gasped, for it was a lot to take all at once. I could not really move and was at his mercy. He did it again, and again and then slowly got faster and faster, still going the full length and it hurt, but there was nothing I could do but wait for him to climax, which he did a few minutes later, coming in a great rush so that I felt his fluid being pumped into me.

Eventually he got off me and again I lay between them on the bed. Jake still had an erection and he masturbated himself while Demi watched. He came on my stomach and rubbed the fluid over my belly and my breasts then Demi and he took turns in masturbating me until I too came. Demi caught some in his hand and spread it on my face and between my lips. I was utterly exhausted so I turned to Jake and held him to me, and he held me. Demi pressed himself against my back and put his big arms around me and we rested that way until we were quite recovered.

Afterwards, we all showered and returned to the living room where we sat naked drinking beer and watching sport on the TV. I sat between them and from time to time one would reach over to fondle my breasts or thighs and Demi said that he really liked my body and that Jake was lucky to have me as his boyfriend. He told Jake that he was willing at any time for a repeat performance. Jake asked me what I thought of that proposition and I nodded. It was a new experience which I enjoyed and it pleased Jake that he was able to satisfy his voyeuristic leanings. I said I would leave it up to Jake and that he could decide if we would do it again.

A few weeks later Demi phoned Jake and said that he had found a new young man and suggested that we go over to his place on the other side of the city and spend the weekend with them. Demi lived near a popular beach, where there were good restaurants and clubs, and said that he was thinking of throwing a swingers party where gay guys could swap their ‘wife’ or boyfriend for another if it took their fancy.

Jake was all for it as he had attended many swingers’ parties over the years and based on the threesome I had been in with him and Demi I agreed. It would be another new experience and another first for me. Indeed I was looking forward to it with great anticipation.

Demi was part of the openly gay scene that was accepted in that area. It seemed that the beach culture extended to toleration of gays and there was no stigma attached to them being open about their sexual preferences. Even so Demi lived in a big old rambling house nestled into a cliff face overlooking the ocean and effectively secluded from his neighbours. The house had been inherited from his parents, frugal immigrants who had toiled hard and built a considerable fortune which kept their only son in considerable luxury.

We arrived late in the afternoon and helped Demi and his partner set up for the party. “This is Paul, but you can call him Pat.” Pat was older than me and a little larger. He was wearing a frilly shirt and tight shorts, and had a light make-up covering a slightly weathered face. He was openly gay and a cross dresser and Demi seemed tolerant of him. Demi grimaced occasionally as Pat flounced around fussing over the food, the drinks, the decorations and anything else that caught his eye. The party was to be held in several large interconnected rooms all leading out to a garden where there was a fountain and a pool. The area was liberally scattered with couches chairs and cushions.

After everything was ready Demi took us onto a balcony overlooking the sea. We had drinks and relaxed, taking in the view before us. Demi said the rules for the party were that only couples were invited and that the men could only swap their ‘girls’ with another couple. He allocated Jake and I a room attached to his private quarters, with views overlooking the ocean and said it was ours for the night. We got ready and went down to wait for the guests.

Demi looked at me and said that I looked terrific, and would get a lot of attention from the men that night. I was dressed in nice casual clothes and so was Jake. Jake was always presentable and with his charm and good looks was sure to be a hit. Pat suggested that I needed to be a bit different from the men and that as most of the boys coming that night would be wearing jewellery and makeup and some would be in drag. I asked Jake what he thought and he shrugged. I had not worn makeup before but always had the feeling that my girlish features would stand out more. Demi agreed that it wouldn’t hurt to get a bit dolled up, “Get him looking good” he said to Pat, “and help him to show off those curves. You really are cute.” he said to me.
I went with Pat and he fussed over me. He darkened my eyebrows, did my eyelids and applied a light lip gloss. I declined any further make up but accepted his offer of a silken see through shirts which was low cut and meant for a woman and because I was a little smaller than he I was able to change into a pair of his tight slacks. He also lent me a gold necklace to set off my slender neck. When I was ready I went back downstairs and Pat stayed to dress himself up.

Demi whistled and Jake looked at me. “Wow! That’s different. If I knew you would look that good I would have made you do yourself up like that all the time. Demi said that I was sure to have the men drooling over me all night. I sat next to Jake and he put his arm around me. “You’re mine and don’t you forget that.” he said to me. “No running off. If you go with anyone else tonight then it’ll be with someone I arrange it with.” He said.

Demi looked on and smiled. “Jealous?” he said to Jake, “You should be, you’ve had that boy to yourself for far too long. He needs to be shared around. He looks really feminine dressed like that and he’s a great fuck too. I remember our threesome a few weeks ago. He likes being treated like a woman and being fucked like one too. Nice legs, a firm arse and tits that love to be played with. He loves taking it in his mouth and everywhere else. When I climbed on top of him he wrapped his legs around me and held on and had orgasms better that anyone I have ever known.”
Jake looked at Demi. It was the first time that I saw him look uncertain. “Well, if I can find someone else tonight I might just give him to you, but you’ll have to sort it out with Pat.”
“No problem. That bitch will fall down drunk by midnight or be so full of drugs that he won’t remember anything.”
“That’s good,” Jake said “because I’m not interested in him.”

I looked from one to the other. It felt like that I was being fought over like a piece of meat. I had not been in that sort of situation before and did not truly understand the rivalries that occurred between men over desirable same sex partners.
We were saved from further tension by the doorbell ringing. Demi went to let his first guests in and after that the crowd quickly grew. The music played, the lights were dimmed and the drinks flowed. Demi was right. I did attract a lot of attention and had a lot of men, especially the older ones, hovering around me, bringing food and drinks. Several times I saw Jake in earnest conversation with one or the other. He sized up their boys and they in their turn tried to entice him. We were in fact a very handsome couple, and not being part of their regular crowd we were very much in demand.

By midnight Demis prediction that Pat would pass out came true. He lay slumped in a chair and could not be roused. Meantime Demi circulated through the crowd but always kept coming over to see if I was alright. Men were making out with others, the rules having been conveniently forgotten. Jake had been drinking steadily since the afternoon had found a young man probably no more than eighteen or nineteen, and was making out with him on a couch while his estranged partner looked on and finally left the party in despair.
Shortly after that the party began to wind down. Those who had arranged a swap left to go their own way; those that didn’t collected their partners and went home. In the end there was Jake and his young lover, Pat was still unconscious in the corner, and then there was Demi and I.

Jake looked at me. “I think I’ll try someone different tonight,” he said thickly. “You can do whatever you want. We’ll talk this out when we get home.” And he led his youth off to the bedroom that we were both supposed to share.
Demi came over. I was deeply unsure of my emotions as I did not expect Jake to do that to me. I really thought that we would wind up together that night despite all the temptations, and I desperately wanted to be with him. Demi put his hand on my shoulder. “Don’t worry. It will be alright again tomorrow. I’ll make sure you and Jake are OK. He really loves you. He just got a bit jealous that’s all so he’s taken that boy up to bed just to teach you a lesson.”

“Look, I’ve kept sober all night because I really would like to have sex with you again, but I won’t push it with you if you don’t want me. You can sleep here on the couch if you want.” He rose and walked towards the stairs: “Or,” he said, “you can come up to bed with me. Jake thinks that you want to. He won’t be upset. I really want you and I’ve thought of no one but you since we had that episode over at Jakes.” He came back over and held out his hand. “You’ve had a good night, all those men disappointed that they couldn’t get into your pants. But now Jake is screwing that boy and there is nothing you can do about it.”

I reached out and took his hand and followed him up to his bedroom. In the dim light I let him strip me naked. With no one watching on he turned out to be a considerate and very experienced lover.

He crawled over me with his big body and forced his way between my legs. He kissed me and fondled my breasts, rubbing my nipples until I squirmed beneath him. I wrapped my legs up around him and helped him to enter me. He took a long time but waited for me to ejaculate first before he came inside of me. It was a long slow erotic sexual encounter and when it was over he held me to him and said that he had never known anyone who liked penetration so much and who had really great orgasms.
In the morning we had more sex. We showered together and he held me against the wall and masturbated me and I went down on my knees and performed oral sex for him.

We got dressed and went downstairs at about 10 o’clock. Pat was severely hung over and said nothing. Jake had gotten rid of his young man and was drinking coffee. He looked up at us. Demi said nothing but took me over and stood me next to Jake, then moved away. Jake reached out and put his arm around my waist. I put my arm around his shoulder and we hugged each other with true feeling. Not long after we left to go home, but never another word did we exchange about that night and the way it had turned out.

Demi and Jake remain good friends. They have worked out a system to share me between them and I visit them separately and sometimes together, and Jake and I are still lovers. When he is with me he is dominant, tough and demanding and I am as submissive to his demands as ever. Demi has moved Pat on. He loves me for my body and for the sex and I now gain a certain pleasure when he pins me to the bed by the shoulders with his strong arms, by his weight and body between my hips and thrusts his big thick penis deep inside of me while I am hardly able to move.

Trevor James.