The next morning we woke up and went to school. We hardly said anything to each other. Not because either one of us was ashamed but because it was a whole new experience. We gave each other side glances and giggled at one another all the way to school. When we got out of the car I told him we should keep it between us for now. He agreed. When the bell rang for first period we then went our own ways.
I was looking forward to the following Friday so we could spend the night again, but before that, for almost the entire week I practiced sticking a finger in me to see how it felt. With some soap I was able to stick almost all of my middle finger in there. I first started jacking off with just the finger being idle. Then I tried thrusting it in and out, moving it around. It felt good. Got a little too eager and tried to stick two fingers in. Not so easy so I just stuck with the middle one for now. Finally Friday came.
I went to his place again, because A) I lived in a trailer which had paper thin walls and 2) because he might not feel comfortable dressing up in another place. When we got to his room we started making out. I pressed him against the door while lightly thrusting my hips against his. He told me we should wait for his parents to go to bed. That way we can hear them coming. The floor creaked on the stairs so we could hear them coming. I reluctantly agreed. He then gave me a kiss and said "Don't worry. Once they're asleep, we can have fun all night." AAAAAAAAAAAAHHHHH! Why'd he have to say that. I wanted him right then and there.
So I waited for the day to end, which took FOREVER! After the parents went upstairs and closed their door, we started. We sat on the edge of the bed and started making out. He was wearing his regular jeans but his shirt was light, as usual. After making out a bit I stopped and asked him if he was wearing girls underwear. He said he was and I asked him to show me. While still sitting on the bed he unbuttoned and unzipped his pants and slowly slid them down. I could see the tip of his erect penis sticking out from his pure white panties. Well, almost pure white. There was a little pink ribbon on them. It was glistening a little. I took my right hand and started jerking him off. I didn't mind this time. This time his cock was to irresistible. He started thrusting his hips with each stroke then reached over to my pants and played with my cock through my pants. He then took out my cock and started stroking me. After a few minutes of stroking his cock, I started getting some of his pre-cum on my hand. Then he got up, brought my hand to his mouth and started licking his own cum off my hand. I found this incredibly arousing. He then got off the bed, onto the floor, and between my legs. He jerked me off a little with his hand before sticking my cock in his mouth. It felt so good. I probably less than a minute, and he took it in his mouth, and swallowed coughed a little afterwards and showed me the inside of his mouth and said "All gone." (>.<) This guy is too adorable, I thought.
I saw he still had an erection. The thought of sucking him off crossed my mind but I chickened out. I just told him to lay on the bed, he did. I took his shirt and pulled his panties down a little and started jerking him off while I sucked on his nipple and licked around his torso. I'd go up for a kiss every now and then. I sped up my hand and he was squirming around. It so hot knowing I was the cause of his orgasm. He came and I brought my semen soaked hand up to his mouth where he sucked his cum off. I didn't mind that he just swallowed his cum, I kissed him anyways.
After cuddling and talking for an hour I asked him if he was ready to go again. He told me he was ready 30 minutes ago. I asked him to put on the wig but with a different hairstyle. He said yes and went to the bathroom with his wig. Hew came back out with a ponytail. Perfect!
We were both naked at this point. I went up to him while he was still in the doorway of the bathroom and kissed him. Again with our cocks touching eachother. He grabbed both of them with one hand and started thrusting a little and I did the same. He grabbed some baby oil, and laid down some towels on the floor and on the corner of the bed and gave me the baby oil. I took some and put it on and in his asshole and put some on my penis. He then was bent over the corner of the bed and spread his cheeks. I went in as far as I could more easily this time. I made a comment on how that was easier than last time and he told me his been inserting bigger objects in his anus for the week. Just in case. I told him to tell me if it hurts and any point and began. I then realized he wanted to stimulate his dick on the corner and thats why chose there. I went harder and faster than last time and grabbed his thighs so I could lift him up and go deeper. After a while of doing this I came deep inside of him and laid on top of him. I then rolled off him and on my back. After a while I was curios if I had any on my penis but was surprised how clean it was. He then rolled on top of me. I could feel his cum on his stomach while he was lying on me. We of course made out and started rubbing each others dicks with out dicks. Even though we both just finished we did that until we came again. He came first since I still had the baby oil on mine and was hard for me to feel any real friction. After he came thought he brought his hand down and jerked me off. He wiped the semen off this time. I'm guessing its because he didn't want to taste the baby oil.
Source: reddit.com/r/gonewildstories/comments/3geuvm/my_first_sex_with_a_trap_but_not_my_last_cont
Lucky. I wish I had a cute little trap in my life.
Yo, I’m trans, and the other person on your last story was right. "Trap", despite its use in porn, is flagrantly offensive. As in like, I know people who have been beaten literally almost to death in the street, and "trap" is one of the things the guys called her. Obviously this is your story but if you could not use that word from here on out it would be like a genuinely nice thing to do.
alright. ill refrain from using it from now on. i was unaware of it being an offensive slur.
I really don’t get why you were downvoted, while there are trans people that call themselves traps in a positive way, it’s mostly an "n-word" situation. You asked nicely for him to not use a word that is, by many, thought of as derogatory. Reddit is weird sometimes.
as you said, reddit is weird. i didnt take his request as offensive in anyway. maybe they too see at as mostly a positive word to describe cross dressers or find it hotter when i use it? i dont know but i gave the guy an upvote to help him out.