Hippie Girl’s first orgasm from penetration

One of my hottest escapades was with a girl I dated for a few months. As always, my big dick is verifiable on my profile through photos and video. So back in 2024 I was uber driving and I met this little half Costa Rican skater chick. Kinda like a hippie type of girl, but light brown skin, brown eyes, beautiful plump lips, super tight body with her abs barely visible through her crop top and little tits. The highlight? This girl had a chunky round beautiful ass and amazing hips. I picked her up and we were just chatting and we were the same age, knew a lot of the same people but somehow never met. She told me as I was dropping her off if I wanted to hang out or smoke or something hit her up and she gave me her number.

The next night I was texting her and we were hitting it off, she sent me a picture of herself in a bra and a thong and then I was obviously horny as fuck. She lived in a house with 3 roommates, and I was trying to get her to come hang out. I picked her up and we just walked around a park and talked, we kissed some and then went back to my car. She was smart, she knew exactly what I was doing but she went with it 😂

We got in my car and started making out. I took her Jean shorts off and she wasn’t wearing a thong this time, which let me know she knew exactly what was going down. I started eating her out and fingering her, preparing her for what was to come. I come up and start to angle to penetrate her in missionary. She saw my dick and I saw her eyes get really wide, but no comment. I entered her slow, working my way in. She was super tight. By the time I was really in there deep stroking about 3/4ths down my cock, she was softly moaning and just saying it felt so good. She then hits me with the “oh my god… you’re so big..” And the way she said it made me SOO horny.

I let out a groan and she was so wet with every stroke her pussy sounded like I was mixing macaroni. I’m stroking faster and she’s moaning, and the. She starts to aggressively rub her clit back and forth below her little bush. She says “don’t stop, I’m coming!” So of course I just keep fucking her at the same pace I was fucking her to not mess up her orgasm.

After she came I slowed down, I turned her around in the car and began fucking her doggy. That ass was fucking magnificent. After a bit of that I pulled out bc I didn’t wanna cum yet. She climbed on top of me, hit a squat and was really eager to try to fuck my whole dick. She went down to the base and let out a bit of a pain yelp, and bounced back up. She maybe bounced 5 or 6 more times not all the way down probably half way, and then she says “nope! too big! It’s starting to hurt” in a comical tone, and she got off. She starts putting on her jeans and like a real hippie she says “dope dick, dude!” Lmaoooo

A few weeks into dating, One night we were just fooling around, before I went out for the night to work. We got into it, and in missionary I was getting a deeper stroke than I normally got. Not balls deep but close to it. She was so fucking wet, not usually a creamer but I looked down and saw her creaming my dick. I made a comment like you’re so wet, and she took her eyes from looking at me to looking down at my cock stroking her in and out and just lets out a “fuck dude!”

She stopped her moaning and and it’s hard to explain but i looked at her face and she almost seemed uncomfortable? I was hitting the back of her pussy and then she just tensed up. I asked if she was okay, if I was going to deep? and stopped mid stroke leaving about half of myself in her. Her body was trembling and she just says “yeah, I just came really fucking hard dude” She almost looked embarrassed? Lmao she then said “I’ve never had an orgasm like that before” (without clitoral stimulation). That just made me even harder and I continued until I busted a thick load in the back of her pussy. Super hot experience

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u/XXXDeepdishXXX — 2 days ago

First time in a LONG time

This is about when I went on a dry spell for 4 years and then broke it with a local escort. As always my big dick is verifiable on my profile through videos and photos. I was 26, and at the end of 22 I got really sick with ulcers in my stomach lost like 100 lbs and just wasn’t in a great spot mentally or financially. At 26 I had about stabilized myself and decided to try and get myself back out there. I was living in a place in Florida where I knew no one, was too rusty to try and pick a girl up and I didn’t want to embarrass myself so I tried my first escort. Found her online, late 30s red hair, thin waist with big tits, from the photo they looked like C cups. I texted her to set up an appt told her it was my first time and I haven’t done it in a while. She said it’s not problem and when my roommates left for the weekend I invited her over.

She came in a cute shirt and jeans, she had a round ass which I couldn’t tell from the photos. I was excited and nervous. She came in and was really nice said she liked my place. She just kinda got right to business. We went into my room, and she started to undress to her bra and thong. I was turned on but my dick wasn’t getting as hard as I was expecting and I was nervous. I think she found it sweet so we took it slow. She had me lady down and take off my pants and started going to work on me. She was giving great head, and I was like half hard but not as hard as I wanted to be. She kept assuring me to relax.

After a while of that I put her on her back and she took off her bra and let some gorgeous titties out. Round and thick, Nipple in towards the lower center, and I was honestly jerking it trying to get it hard enough to be impressive and go in. Then she taught me something I’ll never forget.

She told me to stop, and grabbed my dick and started slapping it on her clit. She was kinda moaning while doing it and that shit made me go from a chubby to fucking HARD. When I was full mast she says “damn, you’re a big boy huh?” Kinda laughing. She was slapping it harder on her clit and rubbing it around and her eyes began to roll behind her head. She says to me “mmmm I fucking love that big dick..” now I was just like back to normal. I went inside of her missionary and started giving it to her that way, standing at the edge of the bed holding her legs up as I plowed her in and out. As I was fucking her she was moaning and moaning and then started to play with her clit. She didn’t tell me she came or anything but she got quiet and rubbed her clit furiously for a few moments and then let out a big sigh/moan.

I was just trying not cum I had only been inside of her for 5 or 10 minutes. I pulled out and she says “see youre just fine you don’t need to be nervous.” I flipped her to doggy and started fucking her slow, and then finally after some time I was going almost balls deep. She said she had back problems so to take it easy, but after getting back into it, seeing that ass from behind and her titties bouncing in the front, I got kind of over excited and fucked her really hard and I nutted just as hard. Afterwards she was really sweet let me suck on her tits for a little and then got dressed. She says before she left “see honey, you still got it!” And that experience set me up for the next 3 years of sexual escapades. Won’t ever forget her, she said was wonderful considerate and sexy and taught my about using my dick as stimulation for a clit.

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u/XXXDeepdishXXX — 3 days ago

Threesome at the Mobile Home

I have told a few stories on here and as always, my big dick is verifiable through photos and video on my page. No larping here lol but about two years ago, I was 29. I was with some homies and they wanted to go to one of these country dance bars. For me I’m just thinking probably an easy place to find white women hahaha and I was right. Long story short these two older ladies start chatting me up, in their late 40s/early 50s. The blonde not very cute but she was nice, average body, and a short brunette with big ass titties and a fat ass. Little bit of pudgy stomach, looked a lil older in the face but she was cool. Both of them with country accents. It got to around 11 and they asked if I wanted to come hang out with them at their place for a while because I was “cute and fun”.

We get back to her mobile home and they’re having some drinks, and after just making them laugh with small talk and stuff, we got on the subject of the brunettes divorce. The blonde was saying how the brunette had sex with a black guy for the first time after she got divorced. They were giggling about it and the brunette asked if all black men are really “well endowed”. I started getting hard.

I told her and her friend that we could all find out together and they laughed. I started kissing the brunette and feeling her tits. She dropped her blouse and let those tits fall out of her shirt. BIG titties, slightly saggy but pink nipples right in the middle. I started sucking on them and her blonde friend was on the side of me on the couch kinda like rubbing my back. The brunette started feeling my boner and was like “oooh baby” so I just whipped it out. My dick was sticking straight up, and both women just proceeded to give me compliments like “damn now that’s a dick!” “Young guys get so hard” My favorite was the blonde said “damn he’s even bigger than the other guy!”

The blonde began stroking it and the brunette said I don’t know baby this might be too big for me but I can try. The blonde said there’s no way she can take that but she wanted to taste it. The blonde proceeded to suck the life out of my dick, double hand stroke spitting on it she was like a pro, bro. Deep throating 3/4ths down and choking. The brunette was just like holding her tits and watching and I was feeling her titties as the blonde was sucking my dick. The brunette told her to move over because she wanted to feel how thick I was. She said “ I can’t really wrap my hands around it all the way and you might be too thick.” I told her I’ll be gentle, I’ve heard that before but I rarely get complaints.

I laid her down and began in missionary, the blonde just watched and was like touching herself a little bit. Missionary wasn’t the move, she kept saying “ooh it hurts baby” and shit like that. I turned her on her side and slid in that way and she began liking that. She had kind of a smokers voice if you know what I mean. On her side she was moaning saying “ ooh that feels so good” shit like that. She had a fat ass so on the side was really hot. I tried to do normal doggy, reaching to stroke her clit. She said it felt good but was too deep. Then I put her prone bone (on her stomach) and THAT was the position.

As soon as I slid in her prone bone, she screams “OOH!” I was like are you okay ? She said we should have started with this position. I’m fucking her slow at first in prone bone and she’s like screaming. All the way out to the head and going back in, only an inch or so from the base. She was like “I can feel that dick in my stomach!” I’m just getting more turned on and start fucking her faster and harder. Then she starts to say over and over “SHIT. SHIT. SHIT!” Then this country white lady threw me for a loop and said “I’m gonna nut on your dick, oh my god!” In my head I’m like did this old white lady just say “nut” lmao but I did make her cum in that position she was like so surprised. I kept fucking her watching her fat ass rebound with every stroke, and she came again and buried her face in the pillow, and shortly after I came hard asf inside of her.

We were just talking afterwards and she “said I can still feel my pussy throbbing”. I told the blonde next time it’s her turn, and she said it was really sexy, but she is afraid to try a dick like mine. I hung with her one more time and she was at a different place, an actual house, w a blonde. A different lady, older than before. When I got there she was in her room on the phone, and the brunette said she just wanted me to fuck her one more time before they went out on the boat. She started by sucking my dick and playing with herself. Her blonde friend came out and saw my dick sticking straight up and goes “HOLY SHIT!” I hear her talking on the phone in the other room like “Hes actually fucking huge!” She never came back in the room.

I fucked her for about 15 mins in prone bone but this time I wrapped my hand around and played with her clit while I was fucking her. She was so fucking wet. I made her cum once and she tapped out. When I left she asked me how big my dick was through text and I told her 8-9 inches. She just said she never thought she would like a dick that big and thick. When I changed my number and got a new phone a year later I lost her info bc I never saved her name. But she was a good fuck! divorced white women love that BBC lol

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u/XXXDeepdishXXX — 5 days ago