Taking her Virginity Part 2 [MF][Anal][True][Long]

Hi guys, I really appreciate the feedback on the last story, which you can find her –> [https://www.reddit.com/r/gonewildstories/comments/8mszbu/taking_her_virginity_mftrue/](https://www.reddit.com/r/gonewildstories/comments/8mszbu/taking_her_virginity_mftrue/)

So as I said before, I would write the follow up to that story if I felt like people liked it, and well it looks like you guys did. So here it is.

In the story we’re now 23 (2 years ago), also 2 years after we first had sex and well our sex life was magical. We had moved from just normal missionary to doggy style to cowgirl and so on and so forth, an added bonus is that she went on the pill so I didn’t have to worry about condoms anymore. Our locale had changed often too, we didn’t just fuck at home anymore (There are some change rooms and bathroom stalls that have seen some shit). Most importantly though, we had started watching porn together. It started off mild, we’d watch some erotic stuff, some lesbian porn you know – that romantic crap. Anyway it started to get more hardcore (mainly cause I’d pick more hardcore things), so to cut the long story short we went from watching romantic, sensual porn to hardcore fucking. This all started about a year before we actually did anal.

The porn is important because when I had moved her onto the hardcore stuff, she loved it. It seems my poor little rich princess really just wanted to be treated like a pornstar and that told in our sex. She was much more open to being held down, choked slightly, tied up etc. So one day, we’re watching this video (It was a Tori Black anal scene). It was playing on her tv in her room as she was on all fours with me behind her thrusting in and out of her tight snatch. She and Tori were moaning in unison and it was driving me wild. I looked down at her perfect round bottom and gave it a slap before rubbing my thumb on her pert asshole, this sent her over the edge and she quivered and buried her face into the sheets and came all over my cock, the tightening of her pussy during her orgasm was amazing and I leaned down and cupped her breasts and whispered that I was about to cum into her ear. She knew what I wanted and she flipped onto her back so I could jerk myself and cum on her flat toned stomach and her perky tits, which I happily obliged. I then lifted her feet to my mouth and kissed the underside of both and told her to sit tight while I went to grab a towel to clean up.

After the cleanup, we sat and watched some regular TV quietly. We just lay naked cuddling each other. She then suddenly says “So that move back there”, I look at her confused, “You know? with your thumb”. I smiled “Sorry, it was in the heat….” she cut me off “No, I like it” she said. Now, the girl had set up ground rules when we first started having sex and anal was definitely a no go (her more adventurous friends apparently had some bad experiences) So I was surprised to say the least, anyway we continue to talk and eventually she says she wants to try, but we need to start slow. So I suggest i start by putting a finger in there when I eat her out and she agrees, then adds that we need to set a day cause she’ll need a colonic before. I obviously agree with her and we set a day. Now all this talk of anal has me hard as a rock again so I kiss her, she knows whats up so she strokes me. She then kisses down my body and gets to work sucking my cock, tasting herself on me, (Another ground rule she had set. I’m beginning to think those ground rules are just to make me think she’s still innocent) as she bobs up and down I groan and moan until she takes me deep into her throat and I erupt. holding her head as I spurt into her throat, causing her to gag and choke.

Finally the day comes for our first attempt. This time we’re at my house (by this time I had moved out of my parents place and was living alone), she comes over and is greeted by me, shirtless. She’s wearing a sexy black romper that shows off all her curves perfectly, with these flat sandals that look so great on her feet. We greet with a kiss and I lead her inside. We eat and watch some TV and then I make a move, I lean close and give her a soft kiss on the nape of her neck. Queue a hot and horny make out session on my couch, I undress her and she me. She leans down and immediately takes as much of my cock in her mouth as she can before pulling off and uttering one word “bedroom”. I then pick her up and we kiss passionately as I walk until I lay her on my bed.

I kiss down her body, enjoying every inch of her soft skin. I focus on her nipples, sucking on them till they’re hard and pointy. I then go lower, tonging her belly button for a few seconds and then finally going down and licking her soaking pussy. I lick her hole all over then tongue fuck her as she moans and squeals. I move my tongue up now, licking her clit, savouring the taste as i rub my fingers all over her wet snatch getting them nice and wet and slippery. Now, I didn’t know the protocol, if you read my last story then you’d know that this was pretty new to me and I’d never done anything that related to anal before so I probably should have warned her before I inserted my index finger into her ass up to the first knuckle (alas, you live and you learn). She immediately screamed and pulled away, completely ruining the mood. I apologised profusely and she kinda glared at me. That is, until her lips curled into a smile and she burst out laughing, which in turn caused me to laugh as well. Anyway, long story short, that was the furthest we got that day. I made it up to her of course, giving her multiple orgasms with my tongue. She then rode me till I came inside her.

So, where do you go from there? Well we spoke about it and set another date to try again. This time it went a lot better and I actually got my whole finger in there. I’ve never heard her moan that loudly or wildly before. the combination of my tongue on her clit and finger up her ass clearly was a winner. After she came we fucked (vaginal), and honestly she fucked me like a pornstar, I don’t think i’ve ever cum that hard. I literally shot my load all over her tits and face, covering her. So attempt 2 was a winner and after she said she wanted to try the real thing. I agreed and we planned it out and set the next date to try. (which was like 3 days later, she was pretty eager) All I had to do was get the lube.

(I’m sure you’re frustrated by now but I thought I’d tell the whole story, anyway this is the moment you have all been waiting for) The day arrives, I have everything ready, I thought I’d be romantic and bought some candles and roses for her so when she came over she’d be in a good mood. Everything is set up and she comes over. (Now, I’m not gonna build this up to much, but basically, kissing, undressing happened an hour after she came in while we watched the same Tori Black vid the whole thing started with) We’re in my room, naked and my cock hard as a rock, she’s already sucked it so it’s wet and I’ve licked her pussy and she’s come once. In this moment, being as horny as I am, I get the lube (raspberry flavoured) i pour a little on her asshole as it winks at me. I then surprise her by leaning down and licking it up “Ohh wow” she moans. I do this a couple more times before I pour some lube on my finger and push it in “Oh baby” she moans as I rub her insides. I then pull it ourt, pouring some more lube into her slightly open hole. I then line my cock up and coat it, making sure not to miss an inch. “Ready?” I ask as I hold my cock in position. She says yes and I begin; I slowly push in, I see her grip the sheets tight but I press on, her ass slowly opening, allowing me in. Finally I manage to fit my whole head in, (this thickest part of my cock) now if you’ve done anal you’ll know what it feels like but its indescribable, she’s still holding the sheets tight “you ok?” I ask “aha” is all she can muster. “Ok, I’m gonna go deeper” I say as I slowly start to push more in “Ahhhhhhh” is all you can hear from her as her head is buried in the sheets. I keep going until I’m fully inserted. “How you doing down there?” I say (such a caring boyfriend) she simply gives me a thumbs up. I then pull out slowly up until the base of the head of my cock, her toes clench and she groans “nngggghhh!”. I again, slowly thrust in, then pull out as she groans under me. I then take her hands and place them on her ass cheeks, “Maybe pull it apart” I say and she follows my command, it’s looser now and i start to pick up the pace a little. Her groans of anguish seem to be changing to moans of pleasure as I thrust in and out.

At this point I’m still going slowish, weary that I don’t wanna hurt her so I build a nice steady rhythm. In and out as I groan and she moans. “God it’s tight” i say as I keep going. All this while my hands have been firmly placed on her hips as I’ve been thrusting, she was motionless. Then all of a sudden she starts to move slightly, meeting my thrusts with hers. She’s backing it up and seems to be loving it and I now the sounds of our bodies clapping together fills the room as we fuck, her tight ass now accepting my cock more easily as we move in unison. I move my hands from her hips and place them on her shoulders, pulling her up to me. I then cup her throat with one hand and choke her as I grope her tits with other, starting to go harder “what are you?” I groan in her ear “your slut” is the reply as I fuck her tight virgin asshole making her scream and moan. I feel my balls tightening as I’m about to cum, so i move my hand from her tits to her pussy and rub her clit furiously. “Ohhhhhhhhh” she moans loudly as i groan “I’m gonna cum babe” before slamming up and unloading, rubbing her clit still as i thrust a couple more times and fill her asshole up. I then collapse on top of her and slowly pull out, it comes out with a pop and I roll off “Holy shit” i say panting as I look at her, she just smiles back, also breathing heavily.

So that was how I popped her anal cherry. We’ve done anal a few times since then, mainly special occasions cause the preparations are a mission, but she did say it gives her the most intense orgasms so that’s a win. Sorry if this story was long but there were a lot of details, and some even that I had to omit at the risk of writing a novel. I really hope you enjoy it and please let me know if you have any comments or suggestions for the next story.

I’m hoping to maybe write a prequel story about how I got her to give blowjobs and then a final taking her virginity story which involves my footfetish. (You can let me know which you want first)

Source: reddit.com/r/gonewildstories/comments/8nav8o/taking_her_virginity_part_2_mfanaltruelong