websissy: My girlfriend had decided we would take a vacation to the Caribbean. We both needed a brea
websissy: My girlfriend had decided we would take a vacation to the Caribbean. We both needed a break, she liked the idea of relaxing in the beach in the warmth. What I should have, but didn’t, realize is that she also liked the idea of exposing me and satisfying herself in a place where no one knew us. When we arrived I realized she had only packed panties for me. She also had brought my chastity cage and locked me into it as soon as we arrived. She then locked the key into the room safe, that I did not have access to, making it clear that if it wasn’t with her she would have no temptation to unlock me. The first morning we were there we were on the beach. I had on my cage and panties under my shorts. She had a long, but loose, dress, very low cut over her breasts. I knew she had absolutely nothing else on besides the dress as she had made a point of showing me that before we left the room. As we sat on the beach it didn’t take long for one of the men who walk around to come offer to get us drinks. He was a young man, tall, in very good shape. My girlfriend smiled up at him and told him what we would like. As soon as he was out of earshot she turned to me and told me she wanted me to ask him if I could suck his cock when he returned with the drinks. I looked at her in shock. She had fucked me with a strap on, and had make me suck her strap on but nothing like this. Do it, slut. She told me. I want to watch his cock fucking your sissy mouth. I want to watch him cum in your mouth and see you swallow it. Why do you think we came so far from home? By now he was almost back with the drinks. When he arrived I pushed myself up, kneeling on the towel on the sand I said, embarrassed and hesitantly, “Sir, would you let me ….. may I please …… suck your cock?” He looked shocked, my girlfriend laughed, and I could clearly see how hard her nipples were though the dress. It was obvious he could too. “Sissy” she said, “show him what you are wearing under your shorts. That might help” Completely humiliated I slipped my shorts down while still kneeling, exposing my panties right on the beach. The man just looked back and forth from me to my girlfriend. Smiling she continued, “OK sissy. show him what is under your pretty panties, maybe that will convince him to let you suck his cock.” Mortified but obedient, I slid my panties down and knelt on the sand, my caged cock fully exposed. The man just laughed, and I stared in shock as my girlfriend slowly slid her dress up her legs, showing him she had nothing on underneath. Letting him get a good look at her pussy she said, “I would love to see your cock fucking my sissy’s mouth, filling it with cum. If I like it as much as I think I will later I will want to have it for myself.” I was shocked and speechless at the suggestion, but that quickly convinced the man to agree. He took one step forward to stand in front of me and I hesitantly reached out and opened his pants. Sliding them down his hard muscled thighs I gasped as I saw his cock. It was twice as long as mine, and still hanging flaccid between his legs. Swallowing hard, my heart beating like crazy, I leaned down and took the head in my mouth. My girlfriend laughed as my lips closed around it and I began to suck. It did not take long for it to grow in my mouth. I was amazed at how big it got. It stretched my jaws and I could get less than half the length in my mouth. My hands slid up his legs, around his hips and cupped his hard muscled ass, pulling him into my mouth as I sucked. All the time she was verbally humiliating me. Offering me advice and suggestions on how to suck. Calling me sissy, slut, bitch and even faggot. Finally I felt the mans ass tightening under my hands and knew he was close. He reached down and grabbed my head and pushed his cock deeper into my mouth. He suddenly began to cum. In huge quantities. He filled my mouth even as I gagged and tried to swallow. His cum spilled out, overflowing, running down my chin and onto my shirt. He seemed to cum forever. Far more than I ever had. I swallowed and swallowed and swallowed and cum still spilled from my mouth to drip down my chin. Even when he finished he held my head on his cock and I gently sucked and licked his cock as it softened in my mouth. Only when he had softened completely, and I had licked and sucked his cock clean did he pull out of my mouth and pull up his pants. I remained kneeling on the beach, cock cage exposed, cum on my chin and shirt. My girlfriend spread her pussy for this man, showing him how wet she was, gave him our room number, asked him to meet her there in three hours. Telling him she wants to feel his cock in her. Laughing, telling him I will not clean my face or my shirt and will be marked with his cum. Telling him she wants to see me eat his cum again, but this time from her well used pussy. I could only kneel there in abject humiliation thinking this was the very first morning and we had five more days here for our vacation. -- source link