This is from several years ago, back when I was 19, and I’d been seeing a guy from work for a while, who was what to me at the time was the very mature age of 34. I was still a little shocked with myself for this, having only had one serious teenage relationship, and now here I was being almost-but-not-really taken advantage of by this very confident, very forward, much more sexually experienced grown man. In hindsight it was probably just what I needed at the time, having got out of a relationship where I pretty much got my heart broken, but never having felt able to open up sexually like I wanted to inside.
It was debatable whether I could really call this man my boyfriend: things were more casual than that and he didn’t seem interested in pursuing anything seriously romantic, a situation I found myself not exactly minding, just hoping instead that we could enjoy ourselves, not get hurt, and for the time we were ‘together’ keep going along this voyage of exploration and opening up and feeling a lot more confident about myself sexually. I wrote a story before about how we got together and it seemed to go down well https://www.reddit.com/r/gonewildstories/comments/5h5in0/inexperienced_teenage_fling_with_an_older_guy_fm/ and this is something of a follow-up. I didn’t give his name in the last story but for this one I am going to call him Tom.
Tom had seen enough of me to know I could be a horny girl, and we’d talked about masturbation enough for him to know I did it quite a lot, even if I was pretty embarrassed to tell him much detail or show him how I did it. He did used to get texts from me though if I’d been feeling horny, he wasn’t around, and I wanted him to know I’d been touching myself. What he found surprising, though I don’t know why it should be particularly unusual, was that enjoying sex and masturbation and being fingered like I clearly did, I nevertheless didn’t own a sex toy of any kind. I’d played around with a couple of objects but this was not a regular part of what I did at all, and I always just used my own hand to get off. Maybe letting himself get carried away with his fantasies, he said he thought a girl like me would surely have a vibrator or a dildo or two, but no, I didn’t, and I hadn’t even made serious efforts to look into getting one.
So it was that after a lot of teasing and mockery, which is one of the things he was just incredibly good at, he finally talked me into getting one. He was buying: it was a gift :) I suppose we could have ordered something online, but the way he always talked about it we were going to buy it together, in person, from a shop. A few times we’d been in town together, gone past the shop that sold such things, and he’d mentioned it, but I’d made my excuses and we hadn’t gone in. Then one day I was the one to bring it up, and he didn’t take much persuading. With a few butterflies in my tummy, in we went!
I’d been inside before on my own but standing here with a guy obviously quite a few years older than me, obviously attractive, and obviously fucking me, I felt a delicious mix of self-consciousness, pride and arousal. We looked at the toys together, me talking quietly because I didn’t feel like broadcasting to the whole shop the kind of thing I thought would feel good in my pussy, and then eventually we settled on one I really liked the look of. It was a realistic looking skin-coloured dildo with balls and a suction cup on the base. I had pictured him getting me some rabbit thing that didn’t look too much like an actual penis, and felt impressed that he was comfortable and secure enough not to mind me getting something that looked like a beautiful hard cock.
I was turned on when we went up to the counter together to pay. Just the way we were doing it together and it being so obvious to anyone that we were in a sexual relationship, not that this should surprise anyone seeing a man and woman together in public, but just something about being so visible with something overtly sexual made it a hot experience in itself. The woman who served us was friendly but professional. I was half expecting her to wink and say “have fun guys!”, but it was just like buying clothes or anything else. I put it in my handbag and off we went, holding hands as we left the shop, me feeling pretty contented and excited.
Thinking back to Tom I’m consistently impressed by how good he was at reading me and respecting boundaries and comfort levels, even while pushing them when he knew he could talk me into something, something he also had the knack for. I loved our whole deal of it being about him, the older experienced guy, corrupting me, the innocent teenager, but he never took this too far and made me genuinely scared or uncomfortable. We somehow decided I would take the dildo home and have a play with it on my own first, before introducing it into our time together. The next time I felt like masturbating out it came, and I was apprehensive as I teased myself with it and then pushed it deep inside me. I remember how cold it felt (in a good way) and how I felt like a dirty girl for satisfying myself with this big plastic penis instead of the fingers I’d always used. In some ways it seemed like masturbating with your own fingers was forgivable: just the consequence of having a body and wandering hands, while going out and buying an object to do it with was a step into depravity. I loved that!
Next time Tom came over we at some point found ourselves on my bed, me on my back, his hands all over me, loads of kissing, just like I loved. I told him to get the dildo. I told him where it was and that I wanted him to use it on me. Again he didn’t need any persuading ;) We started off with him using it on me the same way he’d usually finger me. I was on my back, sprawled out, eyes closed or open and looking at him, licking my lips and enjoying the feeling. I loved the new sensations, the way he was able to fuck me really quickly with it, how wet I was getting, how he’d kiss and bite my knee as he slammed this fake cock into me with his hand.
We both knew what he wanted to see though, and in the end I took over, fucking myself while he watched me, stroked my hips, kissed my thighs, and then started stoking his own beautiful cock. I felt so exposed and sexual being naked on my back like that letting this guy watch me squirm with pleasure thanks to his present. When I came he was sitting up close in front of my pussy, playing with his cock inches from the dildo I was pumping in and out of myself. I loved that I’d been brave enough to do that for him, that I had a new toy I could have a lot of fun with, with him or on my own, and I loved how turned on he was by how willingly I opened up for him. After I’d cum and the time came for him to replace the dildo with the real thing, you can imagine how well I got fucked that day, the sticky plastic cock discarded next to us on the bed.
Source: reddit.com/r/gonewildstories/comments/6ffe0g/he_bought_us_a_present_fm
Wow, now that’s one steamy piece of writing, as always so uninhibited and real. You have an ability to bring the reader right into the room!
Wonderful. Makes me want to take some young thing to the toy store!
Very well written story! I certainly hopen that you will offer us more!