1. Chisholm Trail Blowjob


    Date: 12/17/2015, Categories: First Time, Gay Male, Mature, Author: captjim51, Rating: 100, Source: xHamster

    I looked over at my tent mate Josh, it was 1871 and it had been twenty days since we left San Antonio, Texas, on this month and a half long cattle drive on the Chisholm Trail to Abilene. We had over 1000 head of Texas longhorns to watch over, but we were lucky the trail boss had bought us two man tents to keep us out of the rain and cold. I was twenty when I signed on for this cattle drive. I was not a typical rugged Cowboy; I had fair skin and a girlish physique. I knew my fellow Cowboys sort of sensed that I was a “Mollie” (a man who likes to be fucked like a women). I heard stories that on the cattle drives it was not uncommon for a nice Mollie to share your tent on the lonely nights on the Texas prairie. Sure enough by the fifth day of the drive I could not hold back anymore I gave my tent mate Josh a fine blowjob followed by a great assfuck a few days later. I really liked Josh and every night we had sex together, he was turning into an excellent lover. Whenever Josh was on late night cattle guard I “serviced” another lover Bart, usually by sucking his cock. After a few days Trail Boss Ed came up to me and said “I know you are playing with some of the boys, which I don’t care about, it raises morale and breaks up the boredom on the trail”. This happens a lot on the trail where a Mollie will service a man, especially a good looking young girly looking one like you”. He cautioned me to make sure I go somewhere private and take care of them, your tent at night is fine”. ...
    Then he warned me “the problem I see is that you are servicing two of my boys. Make sure there is no trouble, you let them share you and everything will be fine with me. And the longer this cattle drive lasts more of them are gonna want you whistling on their dicks, make sure you take care of all of them equally.” You can charge them twenty five cents a blow, no more.” At the start of the drive I met Bart, a nice looking cowboy, he casually commented to me that he used a Mollie’s services on a long cattle drive before, and he heard I was a Mollie. As word spread around the camp about me and Josh the Cowboys began making suggestive jokes about us. One night Josh was on cattle guard when Bart entered my tent and said “Oh I thought Josh would be in here enjoying himself”. I said no, but you can come in and we’ll both “enjoy” ourselves if you want? Bart lay down and wrapped his hand around my waist. Bart held me closely, and his manliness awakened my sexual desire. Then I felt his hand move down from my waist to my firm ass. I said nothing and let him fondle me; I put my head on his shoulder and drew him even closer to me. That’s when I felt this large penis being pushed against me. I was amazed I had never felt such a huge male organ against my body. I whispered in his ear “hold me close, I need to feel a real man tonight” With that my free hand left his shoulder and ran down his stomach to below his waist. I began to feel his enormous organ, I started at the top of his cock and my ...
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