My first toy was a fleshlight. I put it into hot water for a few minutes to warm it up and it felt amazing the first time I used it.
Some ways you can use it hands free are putting it in between the cushions on the sofa or in between the mattress and the frame of your bed, or you can buy a shower mount attachment that goes on the wall to use it hands free there.
I would recommend keeping it simple and suggest trying a fleshlight or other stroker.
Although you mentioned no anal, I would suggest not fully ruling it out as lots of pleasure can be had. Experimenting with prostate stimulation can open a whole new world of intense pleasure and orgasms.
Second I went for the vibrating milking fleshlight
Felt good but was a little noisy
The last one in my list gives me the most intense orgasm with its warming vibrating sucking features
The good thing with Fleshlights is you can comfortably cum inside them, so less mess to clean up
Although cleaning and drying can take a time but well worth it for the pleasure it gives
But I’d definitely consider a manual version first as you can use manually or place between somewhere for hands free. masturbation
What I will say is that your first masturbation session with a fleshlight you will probably last seconds and dont forget to get a water based lube as well