After 30 years, I am no longer a virgin, and honestly, I’m glad I waited for as long as I did. At 30, I know what I like and I’m much more confident and vocal that I would have been in my early 20’s. 10 years ago, I didn’t know how to flirt and if a guy so much as looked at me, I turned bright red. Now, with several guy friends and many, many dirty text chats, I was ready to get down to it. If you’re looking for a sweet, introspective post…this isn’t it. Prepare for details.
I posted on Virginity Exchange and R4R, since after getting on birth control, I’ve been so horny that getting off two+ times a day just wasn’t cutting it. I wanted dick, so I posted to try and find some. My requirements had nothing to do with physical appearance or some ~connection. I had around 60 messages flooding my inbox over the week and the guys who made it to the KIK stage were the ones who could hold onto a conversation, weren’t afraid to talk dirty, and most importantly, could make me laugh. Guys: Do not post your stats and that you’re interested. Obviously you’re interested or you wouldn’t be messaging me. I don’t care that you’re 27, 6’1, and interested. TALK to the women you’re messaging! Give them something to actually reply -to-. Also, I’m really, truly sorry for the guys who messaged me and were around 5’5 or less, and 170 lbs or less. I am 5’10 and 250+. I was terrified I’d hurt you and I didn’t want my first time to be full of insecurity about my size.
Now, I fully admit that I’m a slutty virgin. I was talking with five guys and they all knew about each other. In vivid detail. I’m also poly and I do have a girlfriend who knew what I’ve been up to and fully encourages it, as she’s asexual and not interested in fucking me. They all also have nicknames when I’m talking about them to the others, so hoe status initiated! That’s where NYC comes in. From start to uhh…finish, we talked for 4 days. His message was pretty basic, but he put some effort into his message to me, so I messaged back. Quickly we progressed to KIK and he wasn’t afraid to get into the dirty talk, which I’m all about. He was also 3 hours away, which was the closest of any of the guys I was talking to, so LET’S DO THIS.
We originally made plans to see Wicked on Broadway since he’s never seen a show and I’m a Broadway nerd. However, he couldn’t host and I have dogs that I would have to board for the night, so it got very expensive, very quickly. He offered to come to me in NE PA for a date, to see if we connected in person. Well, I already knew we were going to fuck, so I fully planned on him coming back to my place after this “date,” so I said sure, since I wouldn’t have to travel, which was nice. I pretty much spent days cleaning the house and buying new sheets, since this was the first time I ever had a guy at my house. I was pretty much flailing with nervous energy for days and wondering what the fuck I was doing.
The guy I chose is nicknamed NYC. He’s a bigger guy, so I felt more secure that I couldn’t break him and he made it clear he wouldn’t judge my less than perfect body, which I was thrilled about. He’s also 20 and a fellow virgin. He was VERY into the idea of fucking an older woman for his first time and I was interested to see if younger guys can get it up repeatedly in a short amount of time (Note: they can).
I had a very specific idea for what I wanted to wear for my first time, so our first date was to Torrid for some lingerie shopping. Legit. We met and immediately went lingerie shopping, with him buying. I got to fulfill my fantasy of having a sugar daddy and he got to pick out what I’d wear. He was super nervous and the whole time there was just awkward pauses and not much talking on his end. I’m a talker when I’m nervous, so I talked for both of us as I tried on new panties and bras that he’d get full use of. Plus, when I hook up with other guys, he’d know I was wearing something HE bought me.
When we got back to my house, things didn’t go as I expected. I had a kitty at the vet, so it was a waiting game of when I could pick him up. I knew that as soon as NYC and I started to fuck, the vet would call, so we hung out at my house for a few hours until it was time to pick up my cat. Super hot and sexy, right? Just…waiting. We also had to grab condoms and lube from the store, so that was an adventure in of itself.
After picking up my cat, it was TIME. I went upstairs to change into a floral/black mesh pair of panties he bought me, as well as this hot little black satin robe that was barely long enough to cover my panties. For experience, I’ve had makeout sessions and nipple play while I got myself off. On his end…nothing. No kisses, no fumbling, nothing. I came down the stairs and was stupidly nervous, but I was committed to this and after talking about it later, he was definitely more nervous than I was, which was adorable. So, I came down in my robe and about 2 minutes later, the robe was untied, I was on my back, and his finger was inside me. The first time he wanted to do was eat me out, but I was too insecure to have a head between my thighs JUST yet, so his hand went between my thighs instead.
The first touches with fingering and oral were more exploratory. I got off with his fingers, but not with his mouth. Since it was both of our first time, there were some definite mishaps when he bit my nipple just a tad TOO hard, and his teeth accidentally nipped my clit, which stopped things for a bit. Guys: Nipping a clit is like teeth dragging along your dick. Just don’t do it unless she asks specifically. Ow. Girls: BE VOCAL. Don’t be afraid to tell him what you like and what isn’t doing it for you. If he’s not willing to go down on you, then NEXT. Your pussy is a GIFT and should be treated as such. There’s too much bad sex out there and don’t let him get away with mediocre. I didn’t get off with his mouth that first time, but hot damn, I was appreciative and seeing how much he liked the taste of me was a huge turn on and ego boost.
When it came to actual PIV, we decided to try a condom first and without later. I’m on BC, we’re both virgins and clean, and I was curious if there really WAS a difference between condoms and without (Note: Without is sososo much better for both of us. But be safe kids! Don’t just take their word for it. Get tested and have your results ready if you want to do it without. Also, have the talk early about what to do if she DOES get pregnant). So, we went with a condom first. I’d be lying if I said the sex was mind blowing and went seamlessly. At first we couldn’t find a position that worked since I was too wet and he kept slipping out. We settled for girl on top and after figuring out how to actually get his dick inside me, I rode him, but didn’t feel a WHOLE lot. I felt more like I was fucking with a dildo, which wasn’t what I was looking for. We also tried on the side of the bed. I was on my back on pillows, hanging over the edge of the bed and he was standing in front of me with my legs on his shoulders. He couldn’t finish this way, so he pulled out and came on my belly since I wanted to see and experience what cum looked and felt like (Note: WARM and pretty gooey).
After that, we cleaned up and rested, but soon were back at it, this time with his fingers in me. This time was less exploratory and more about which spots drive me crazy. I come easily. Our aim was to hit double digits in 24 hours, but uhhhh. Yeah. Neither of us realized just how easy I am to get off. I hit double digits the first time he was intentional about fingering me. He found my gspot, he found that area juuuust below the clit that I love, and well. He listens and follows directions beautifully and I was getting off repeatedly.
I’m bad with details, so he’ll be adding some bits here and there since who did what when is a little muddled. I do know that day 1 he got off 3 times and day 2 he also got off 3 times. He spent two nights, which was really nice. The entire house smelled like lube and come, which wasn’t so pleasant. Many showers are needed. Many, many showers. AND BABY WIPES. Holy cow, get some baby wipes before you get started. We had paper towels and that shit just smeared everywhere.
Fun fact. He has a Prince Albert piercing, which was FASCINATING to play with. We played quite a bit with oral, fingering, and jerking off. He loves my handjobs and came pretty hard each time. I fucking love his hands. Every time his finger was in me, I just kept coming, hitting double digits each time. He thinks it’s hilarious and a huge ego boost when I asked how many fingers he had in me since it felt like three…but just one. One finger the entire time I thought he had multiple. When he added a second finger, on day 2, I lost my mind. He kept fucking me with his hand until I couldn’t move or talk. All I could do was cuddle against him since what I needed was physical closeness.
He went back home in the afternoon on day 3. During that time, I came around 50 times, though I lost count, but he fingered me 5 times, and 4 were FOR REAL intentional, hitting my spots. We also tried PIV during the morning of day 2, but again, it wasn’t super amazing. We settled for girl on top again and I did come, as this time was without a condom and it felt better for both of us. He came in me since I really wanted to know what it felt like, and what his PA felt like inside me. In this position, I couldn’t feel the PA, but feeling come slipping out is a seriously WEIRD feeling. I also smelled like jizz and lube for a full day after whenever I had to pee, which was an unpleasant discovery. It was hot knowing he came in me, but the feeling after was just…odd. AGAIN, BE SAFE KIDS. I’m a hoe, don’t you be like me!
As for sensations, last night we actually talked about it and for both of us, PIV felt more like the foreplay and oral/hands were the main event based on how hard we come. He left on day 3, but we knew we’d be seeing each other again the next week. He was here on the 15th, left the 17th, and will hopefully be back on the 22nd for another few days. We didn’t really leave the bed. We watched some movies on Netflix (Cam is an odd movie, but Birdbox is AMAZING) from bed and I kept getting hardcore cravings after I came, so he ordered delivery a few times. Pancakes after sex is A+. As is pizza.
Best part, though? He loves that I’m talking to other guys about how many times he could get me off.
Source: reddit.com/r/gonewildstories/comments/ahoav9/3020_fm_we_met_on_reddit_and_just_lost_our
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An adorable story. Thank you for writing. But a virgin with a PA? That’s stretching believability.
You two exclusive?
Wonderful write up! Congratulations!
What is a PA? Too many abbreviations I don’t know lol