This is the story of the first time I made love to another guy. It happened about three years ago when I was 15. It also concerns how I got into my major thing which is dressing up in women's underwear, which I like to do with all the guy's I'm with. The sight and feel of a hard cock under soft. cool cotton drives me wild every time. If you would like to swap sexy emails with me, please, please, please email me. I will answer all emails personally and as quickly as I can.
Love, Em xxx (e2m1o1@hotmail.com)
-In his sister's panties-
I had known I was gay for some time but hadn't done anything about it with another guy. From about the age of 14 I used to enjoy dressing up in my sister's sexy underwear and fantasise about making it with other horny guys. My sister was a couple of years older than me. She was bisexual and was having an affair with a girl called Lyn who was a couple of years older than her. Lyn used to buy my sis lots of sexy underwear as presents, which I loved to try on. My sister knew I tried her gear on but she was cool about it.
The guy I first made it with was called Peter. Peter was in the same year as me at highschool. He didn't have many male friends as he was quite feminine and there were plenty of rumours that he was gay. When I was fifteen we moved house to quite near where Peter lived. As it was on the edge of the school catchment area we were the only two guys from our school in the area. I got to know him over the long summer holidays when we spent a lot of time together and became quite good friends.
We talked about all sorts of things, including, of course for two fifteen year old boys, sex. One day I asked him if the rumours about him being gay bothered him.
He said they didn't because they were true.
I was a little shocked with how frank he was but asked him more. He told me how he had been attracted to guys for years and always fantasised about them when he masterbated. I asked him if he had ever had a boyfriend. He said no because he had never had the courage to ask anyone.
Everything he said sounded exactly like my own experiences. In fact I had thought about Peter a lot while I stroked my cock at night.
He turned his gaze on me and asked "well, do you ever fantasise about other guys?"
"Sometimes" I murmured in reply.
"Do you have any other secrets you want to tell me?" he said.
I plucked up courage and told him how I liked to dress up in my sister's underwear and masterbate. My sister was 17 at the time and loved buying sexy, lace, satin and cotton underwear. I told Peter about my favourite outfit. A pair of black, thigh-high stockings with a lacy top trim, a pair of very tight black panties, satin with lace panels at the front and a tight black camisole top.
I couldn't believe I was telling anyone all my secrets, but I couldn't stop, it felt so right to be talking with Peter like this. The sexy talk was getting me really hot, my cock was hard under my shorts. I could tell from the bulge in Peter's shorts how much he was enjoying it. His hand involuntarily slipped down to his crotch and he started to gently stroke his cock.
I told Peter how once, when I was wearing the black satin panties, I was stroking my erection through the fabric and the touch of my fingers made me come. My come leaked out through the lacy panels and stained the front of the knickers. I had to wash the panties to remove the stains. After that I had gotten really turned on by coming in a pair of panties and had bought two pairs of my own.
Peter told me how turned on he was by the thought of dressing up and making it with another guy. We were at his house and he said that we could try on his sister's underwear if I wanted. I was really nervous but said yes.
We went into his sister's bedroom and opened her underwear draw, marvelling at the Aladin's cave of sexy gear inside.
"Chose me something" Peter said.
I picked out a pair of black cotton, hi-cut panties and handed them to him.
He stripped his shorts and T-shirt and pulled on the knickers. His cock was bulging and throbbing as he pulled the panties up. He ran his fingers under the legs, pulling the panties into place around his cute ass. I couldn't take my eyes of him.
I pulled off my clothes and stood naked before him, my cock erect and desperate for relief. I had never felt this horny and nervous, fear and expectation mixed.
Peter pulled out a pair of light pink, satin panties with a lacy trim, very skimpy and tight. I pulled them on and felt them hug my tight ass and cup my aching balls. I pulled the panties over the throbbing head of my erection and felt the pressure of the material, smooth and cool against my heat.
We were both so turned on, all we wanted to do was come.
Peter lay back on the bed and told me how he liked to masterbate when he was really horny, about how he liked to put some lube on his fingers so it felt like he was being sucked when he rubbed his cock.
I told him how I was able to rub my cock until I almost came and then hold back, and how if I then squeezed the head of my cock a small amount of come would appear from the wet eye. I said how I liked to put it on my finger and then in my mouth, imagining I was swallowing another guy's come.
Peter said "Wow, that's so hot. Will you show me how to do it?"
I plucked up courage again and said "If you like, I'll do it on you".
"Oh God, yes please" he said as he stretched out on the bed in front of me.
I reached for his crotch, feeling the hard length of his seven inch cock under the material. I slipped it out of the side of his panties and starred at the glorious sight of his big cock and throbbing head and the eye of his cock, already wet with precum.
I wrapped my fingers just under the ridge of his meat and gently massaged his head.
He was so turned on it didn't take long. I felt his body tense as his eyes closed and he gritted his teeth. I stopped and squeezed just below the ridge of his cock.
The tension left his body as a small drop of come appeared at the wet eye of his cock.
The sight of the come on his cock and his erection poking out of the side of his knicks was too much. I couldn't resist. I brought my mouth over his cock and licked the come from the head, tasting for the first time cock and another guy's salty, sweet come.
The feel of my tongue on Peter's cock sent him crazy. He cried out "Oh yes, oh God please. Suck me, make me come."
I slipped my mouth over his cock head, running my lips over the ridge and my tongue over the tip. He squirmed with pleasure as I ran my lips further down the shaft of his cock, taking more of him inside me, all the time, licking him with my eager, hungry tongue.
While I did this my hand went to my crotch and slipped my aching cock from the side of my knickers. The tight material still exerted pressure on the base of my meat as a stoked myself.
After a couple of minutes of this bliss, the taste of Peter's cock and my own hand pumping, we both tensed as our bodies couldn't hold off any longer. I felt myself coming and wanted to cry out but kept on sucking Peter's cock, wanting his hot come to hit my throat.
He moaned and cried out as suddenly a jet of his hot cream filled my mouth.
Shots of burning hot come hit the back of my throat as his spurting cock came again and again.
I eagerly, desperately swallowed him. My hand continued to pump my own erection and soon I joined Peter as I came, all over the bedsheets and Peter's legs.
I gasped for air and moaned as the orgasm gradually receded.
I crawled up beside Peter and we kissed deeply and passionately for the first time, tasting his come in my mouth as our tongues sought each other out.
"I want you so much" I said, my voice trembling.
We were lovers for two years after that and did everything together.
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