A few years ago when my 35th birthday was approaching my husband bought two tickets to a Friday night concert a few hours from home and reserved a very nice hotel room for the weekend. As was happening far too often at the time my husband was called away to a job out of town. I still wanted to go so I invited my cousin.
My cousin and I were born 3 days apart and have spent most of our lives always around each other. Our moms are sisters and tried to plan it where we would be born on the same day. So close. My cousin and I grew up next door to each other and he and I were inseparable for years. We both liked all the same things and it was an open family secret that he was probably gay. No one ever said anything about it we wanted him to bring it up when he felt ready. Now here we were almost 35 and he still never brought it up. I’d never known him to have a boyfriend or girlfriend or anything our whole lives so there was still a bit of mystery.
Anyway, the day comes and my cousin and I check in the hotel. When he opened the door to the room there were rose pedals on the bed and champagne by the big king bed. He was more girlish about it than I was. It was funny. We settled in and popped the champagne. We also brought plenty of alcohol with us to pregame before the show. I like to dress a little sexy when I go to concerts frankly because I like the attention. I put on light blue jeans and a tight orange tank top. I’m only 5’2, 120, long black hair, brown eyes, golden Latina skin and big fake 34DD boobs. I loved the way the tank top accentuated my boobs. It made them look enormous on my tiny frame. My cousin decided he was going to wear super short shorts and a t-shirt two sizes too small. Total gay vibes from a mile away. LOL
The venue was a short walk from the hotel. We were pretty tipsy already and were giggling the whole way there. It wasn’t long before a guy was flirting with me and offered to buy me a beer. I told him he would have to buy my cousin one, too. The guy sat with us out on the open lawn and bought our beers all night. After dark I sat between his legs and leaned back against him and would occasionally kiss him and let him feel on my tits outside my clothes. Near the end of the show the guy had to go to the bathroom and my cousin and I hid from him when he came back to find us. He definitely thought he was going to come back to our room but it wasn’t happening. I kinda felt bad about it the next day.
So after the show ended my cousin and I went to the room and ordered a ton of room service. While we ate we had one of the types of conversations we used to have as kids. We talked about things we would have never told anyone else.
“I can’t believe you were kissing that guy and letting him touch you.”
“We got free drinks, didn’t we?”
“Very true.”
“What about you? Are you seeing anyone?”
“No. I don’t even know where to begin with that subject.”
As he teared up I thought it was finally going to happen and he was going to get being gay off his chest.
He continued, “I’ve never dated anyone because I don’t know what I like. Boys? Girls? I don’t know and I don’t know how to figure it out. I’m almost 35 and still a virgin. I’m pathetic.”
“No, you’re not pathetic just confused like a lot of people. Have you seen anyone naked? What did you think?”
“In person I’ve only seen a few guys at the gym and I’m not sure what I thought. I couldn’t stare but I kind of wanted to just to see if I liked it. When I look at pictures online I feel attracted to men and women both. I’ve never seen a female naked in person.”
“Okay, well, this might be a bad idea but let’s find out. Pretend we’re not related and that I’m a random girl you brought back to your hotel room.”
I got up from the bed and began undressing in front of him. First, I pulled my tank top up over my head and tossed it onto the bed. Next, I unbuttoned and unzipped my jeans and pulled them off into the floor. I let him look at me in my bra and panties. He was wide-eyed and looking me up and down not saying a word. I reached behind my back and unhooked my bra and let it fall onto the bed. His eyes were fixated on my tits. Finally, I lowered my panties and stepped out of them. For the first time in 35 years he was seeing a naked female in the flesh.
“Move the food off the bed”, I told him.
He cleared the bed and I laid down on my back, my legs slightly open for him to see everything.
“You can get closer.”
“I don’t know what to do”, he whispered as he sat next to me.
“You can just look or you can touch. It’s up to you. Pretend I’m someone else. I don’t want you to be so confused anymore.”
He reached out and slowly placed a hand on my stomach.
“You’re so soft and your boobs are so big. I can’t believe how big they are.”
I took his hand from my stomach and placed it on my chest. He squeezed and felt on my tits in amazement.
“Suck on my nipples.”
He awkwardly tried to position himself and I grabbed him and pulled him over on top of me and told him, “Girls are soft but you don’t have to be gentle.”
He slowly kissed and sucked my nipples and it was very evident he had no idea what he was doing.
“Take your clothes off.”
“What? Why?”
“So we can have sex. You don’t know me, remember?”
He sat up and his hands were shaking as he undressed. He was terrified but he didn’t want to stop. When he was naked I told him to lay on top of me. I reached down and took him in my hand. He was hard so I figured he had to like women at least a little. I guided him into me and told him to just be still for a minute and get used to the feeling.
“How does it feel?”
“It feels hot.”
“When you’re ready move your hips however feels natural to you.”
He began moving in the most awkward ways. I reached down with both hands and moved his hips to show him what to do. As I was doing this he mumbled, “Oh My God” and I felt him cum inside me.
He laid down with his chest on mine and his heart was beating like crazy.
I grabbed his face in my hands and smiled at him, “I guess you like girls at least a little bit.”
He got up to take a shower and I fell asleep.
In the morning he was acting really strange about what we did and thought it was because we were drunk and that maybe I was going to regret it.
I told him very matter-of-factly that we weren’t done and we had another day and a half of helping him figure things out. I sent him out to get breakfast while I showered. When he got back he found me naked in bed. We had breakfast then I sucked him until he came in my mouth. He has a very nice circumcised dick. Average length and a little thicker than average. To my pleasant surprise he stayed hard and I got on top of him. I stayed on top until I came then I laid down next to him.
“What do you think so far?”
“It’s amazing. I had no idea what I was missing.”
“If you want to try it with a guy I have a few friends that can keep a secret.”
“I mean, yeah, I guess maybe. I’m way less confused than before but I’m still not 100% sure yet. Sex with you is beyond amazing, though.”
It was Saturday morning and he and I didn’t leave the room again until check-out on Sunday. We had sex as often as he could get hard. Ya, it was a little weird at first doing it with a cousin that is more like a brother but it helped him tremendously. I admit I got a lot out of it, too. LOL
He did go on to do things with one of my gay guy friends a few months later and came to the conclusion that he’s more attracted sexually and emotionally to men. Every once in a while, though, he and I have a little rendezvous together.
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