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Gay Stories
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Straight Male / 31
My Progression
When I was 14 I was home alone one day and got a little pervy. I went through my moms clothes. I checked out all her lingerie and panties. Something hit me and I stripped and put on a pair of her lacy panties. It made me so horny! I walked around the house all day in just the panties. Not to mention I was so excited I masturbated 2 times that day! I hid the panties in my closet and wore them every chance I got. Well mom found them. Besides the ass beating mom and dad embarrassed me big time. No more panties for me.
Until... I am 31 and married now. I didn't exactly become the alpha male. I am short, 5-6, and weigh like 140lbs. My wife is actually bigger than me. Anyway about 6 months ago I was doing laundry and picked up a pair of my wifes panties. It just hit me and I put them on. It was like I was 14 again. It felt so good I pulled the panties to the side and masturbated right there in the laundry room.
Once a month I have to go out of town for work. My very next trip I went to the mall and bought a few pairs of panties. Wearing them in the hotel and even in business meetings! Every trip I started adding something new. A skirt, silk blouse, stocking, garters, heels. I would stay in my room as much as possible dressing and of course masturbating like a monkey at the zoo. I also started playing with makeup. I got good at it and started to feel I looked pretty damn passable. Like a real girl. It made me so hot!
Last week dressing and masturbating in the room wasn't quite giving me the excitement I wanted. I decided to do something drastic. Fully dressed I went down to the lobby. I held my head down and sprinted past the front desk and out the door. I walked about 2 blocks and went into a bar. I was too embarrassed to go to the bar and get a drink. I went off to the side and sat in a booth. I just wanted to be seen for a few minutes then get back. I barely sat down when a guy came over to me and asked if he could buy me a drink. I kept my head down and tried to get rid of him. He wouldn't go away. He sat down and started chatting. From what he said I realized he knew I was really a man. I was so nervous I was shaking. I got up and told him I had to get back to the hotel. He got up and insisted on walking me back. After i got out of the bar I was a little less nervous. We chatted as we walked. When we got to the hotel he insisted on walking me to my room. When the elevator door shut he gently pushed me against the wall and kissed me. My legs were like rubber. Neither of us said a word. We got off the elevator, walked to my room and went inside. I tried to say "I have never done this before" but he interrupted me with another kiss. We made our way to the bed. He guided me face down on the bed as he slid my skirt up. He slid my panties down and threw them on the bed next to my head. He spread my ass cheeks apart and I felt his tongue start to probe my ass hole. IT FELT GREAT! I was in heaven. Suddenly he stopped and stood up. He spit on my asshole a couple of times and inserted a finger. I felt a little weird but good. He pulled out the finger, grabbed my hips and pulled me to the edge of the bed. Ie started guiding his cock in my asshole. This is not one of those stories where it was a giant cock and I was in agony. He had an above average cock but not large. I don't know whether I was just so excited and ready, but he actually pushed inside me easily. When he started to really fuck me it was amazing. My own cock was rock hard and pushing into the mattress. He fucked me for about 15 minutes and shot his cum inside me. I was shaking from the pleasure. He got on the bed, rolled me over and kissed me again. I quickly grabbed my own cock and started stroking. He laid beside me, watched and even reached over and massaged my balls. I came harder than I ever have in my life, all over my stomach. He swiped his finger through the cum and brought it to my lips. I eagerly sucked the cum off his finger.
He stayed a couple of more hours and we fucked and sucked until both of us got off again. I have to admit it was the best sexual experience I have ever had. I think I may have enjoyed it too much. He gave me his number and wants to see me again. I want it too.
Until... I am 31 and married now. I didn't exactly become the alpha male. I am short, 5-6, and weigh like 140lbs. My wife is actually bigger than me. Anyway about 6 months ago I was doing laundry and picked up a pair of my wifes panties. It just hit me and I put them on. It was like I was 14 again. It felt so good I pulled the panties to the side and masturbated right there in the laundry room.
Once a month I have to go out of town for work. My very next trip I went to the mall and bought a few pairs of panties. Wearing them in the hotel and even in business meetings! Every trip I started adding something new. A skirt, silk blouse, stocking, garters, heels. I would stay in my room as much as possible dressing and of course masturbating like a monkey at the zoo. I also started playing with makeup. I got good at it and started to feel I looked pretty damn passable. Like a real girl. It made me so hot!
Last week dressing and masturbating in the room wasn't quite giving me the excitement I wanted. I decided to do something drastic. Fully dressed I went down to the lobby. I held my head down and sprinted past the front desk and out the door. I walked about 2 blocks and went into a bar. I was too embarrassed to go to the bar and get a drink. I went off to the side and sat in a booth. I just wanted to be seen for a few minutes then get back. I barely sat down when a guy came over to me and asked if he could buy me a drink. I kept my head down and tried to get rid of him. He wouldn't go away. He sat down and started chatting. From what he said I realized he knew I was really a man. I was so nervous I was shaking. I got up and told him I had to get back to the hotel. He got up and insisted on walking me back. After i got out of the bar I was a little less nervous. We chatted as we walked. When we got to the hotel he insisted on walking me to my room. When the elevator door shut he gently pushed me against the wall and kissed me. My legs were like rubber. Neither of us said a word. We got off the elevator, walked to my room and went inside. I tried to say "I have never done this before" but he interrupted me with another kiss. We made our way to the bed. He guided me face down on the bed as he slid my skirt up. He slid my panties down and threw them on the bed next to my head. He spread my ass cheeks apart and I felt his tongue start to probe my ass hole. IT FELT GREAT! I was in heaven. Suddenly he stopped and stood up. He spit on my asshole a couple of times and inserted a finger. I felt a little weird but good. He pulled out the finger, grabbed my hips and pulled me to the edge of the bed. Ie started guiding his cock in my asshole. This is not one of those stories where it was a giant cock and I was in agony. He had an above average cock but not large. I don't know whether I was just so excited and ready, but he actually pushed inside me easily. When he started to really fuck me it was amazing. My own cock was rock hard and pushing into the mattress. He fucked me for about 15 minutes and shot his cum inside me. I was shaking from the pleasure. He got on the bed, rolled me over and kissed me again. I quickly grabbed my own cock and started stroking. He laid beside me, watched and even reached over and massaged my balls. I came harder than I ever have in my life, all over my stomach. He swiped his finger through the cum and brought it to my lips. I eagerly sucked the cum off his finger.
He stayed a couple of more hours and we fucked and sucked until both of us got off again. I have to admit it was the best sexual experience I have ever had. I think I may have enjoyed it too much. He gave me his number and wants to see me again. I want it too.
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